Boys Brigade Femucation
Chapter 1 - Discovery
From a very young age I was aware that I am a pretty boy and have
experienced the pleasure of being dressed in my elder sister's clothes
for the entertainment of family members - although not when my father is
at home. My sisters think it is great fun and my mum goes along with my
aunt who is the main protagonist in making me look so sweet and girly.
From around the age of four, I enjoyed these sessions, however I became
aware that it is somehow "not right" as my sisters and I are cajoled and
threatened with all sorts of terror if we let any of the male members of
the family know - at least the "other" male members...
The forbidden nature of this makes it all the more exciting to me,
although it is not surprising that my sisters get bored of me in a
pretty dress, especially as it means my aunt is more interested in me
than she is in them. Rarely do they get dressed in the fancy outfits
that my aunt prefers me to wear and then only if they are going to a
party - or sometimes "Sunday Best."
This means that most weeks I am in a frilly dress with frilly knickers -
my aunt bought me my own so that I don't have to wear my sister's
anymore - white tights and slippers that were also bought for me as I am
now a larger foot size than my older sister. As I have now become
taller than my older sister I asked my aunt if she was going to buy my
own dress as my sister's was so short on me, however I was told that it
was not right that a boy had a dress of his own and that she preferred
to see me wearing the shorter dress.
As I became a little older, these sessions were reduced, which
disappointed me, however I later discovered it was my mum who had
stepped in to stop my aunt having her own sister in law having too much
fun.
In the meantime, the normal boy stuff was being enjoyed at a typical
British school. British Bulldog in the playground, football, the
occasional fight. Normal stuff for any lad and in the 60s this included
external activities, for me it was piano lessons and Boys Brigade (aka
BB).
For those that may not know, the BB is a christian, pseudo military
organisation that is designed to indoctrinate children with the cult of
christianity, but it is dressed up in lots of fun activities and led by
a variety of "officers." These officers have titles similar to military
(Lieutenant and Captain to name just two) and the boys who are members
can also earn ranks, including Sergeant.
These take place early on a Friday evening with the "junior" section,
which I belonged to at this time - for those of a similar age to primary
school, about 5-11 - finishing by 6.30. This is followed by the
"senior" section starting at 7pm.
One of the big attractions of the senior section is the annual "show"
where the boys get up on stage and entertain the parents and any friends
who they may bring, as well as members of the church who either do not
have children or feel obliged to support church activities.
For me it was something to look forward to each year, as the junior boys
were allowed in the audience to be entertained and I remember feeling a
little jealous of those boys who were trusted to be such good
performers. There were two other reasons for enjoying the show.
Firstly, it meant we juniors could stay up so much later, but secondly -
and far more importantly for me - it highlighted that boys could wear
dresses as some of them were clearly doing so for these performances.
The show came towards the end of the BB year and I was so excited to
know that this would be the last show I would watch as next year I would
be one of those boys. I was so excited that when the boys came on in
dresses my little peewee got hard. I didn't know why, even though we'd
had the sex education lessons, my immature mind did not associate the
hardness with sex! Apart from anything else, in hindsight it was so
small that there was no way I could have thought about it as anything
other than for peeing. This hardness distracted me a little, but not
much as the performance soon took my mind off that.
As expected, the following year had a show to be organised and the
officers decided who was going to be doing which role. In fact, the
officers effectively wrote, directed and did everything associated with
the show to make sure it took place effectively. There was no
competition here, just the pride of the officers.
You can imagine my delight when I was asked to take on one of the female
roles. Instinctively I knew not to show the level of enthusiasm I was
feeling inside, however nodded quietly when Mrs Thompson asked me if I
would mind playing a female role. I later discovered that she always
asked the boys when they were alone with her, in case they became
embarrassed. She realised almost immediately that I was not
embarrassed, but later admitted she did not fully appreciate how much I
was looking forward to it.
Naturally the practices were almost all done in our BB uniform, however
the week before the show, we had all been asked to take part in a dress
rehearsal earlier in the week and I could hardly concentrate on school
on that Tuesday. Whilst I was aware that I was playing two parts, one
in the earlier part of the show where we had a comedy skit and we were
all in boy mode, my excitement was so difficult to contain at the
thought of playing in the "Miss World" contest that had been set up.
This involved one of the older boys playing the role of MC and saying
some phrases throughout that were suggestive - most of which I didn't
understand - to ensure the adults were entertained. We "girls" - and
there were four of us - would come on stage wearing one piece girls
swimming costumes along with low sandals, would prance along pretending
to be models, then answer pre prepared questions with pre given answers,
then stand in a model's pose whilst the others did their stuff.
I was second on, hence was standing in the pose for the second longest
time. When the dress rehearsal happened, I had been prepared for the
swimming costume, as both my sisters and adult female members of my
family all had that type of outfit, but I was not prepared for what
waited when we pranced off stage to allow the "filler" act to do their
stuff whilst we changed.
There was a sumptuous ball gown waiting me! It was a deep purple in
colour and had a high neckline which zipped up the back, large puffy
sleeves and a floor length skirt that had so much material I was certain
the officers would lose me inside it.
In addition, there was an underskirt that had wide shoulder straps
attached to what I later discovered was petticoats. This was also a
floor length garment and the main reason that I had this garment
compared to the other boys was my height. As the tallest of all, I was
the only one who could wear this dress without alteration - an expensive
process that the BB could not afford. Even with my height I was given
low heeled shoes, but my juvenile mind had now begun to associate heels
with girls and girls were all about sex - not that I understood what sex
really meant.
As Mrs Thompson helped me put the underskirt on, she was then smoothing
it out and paused as her hand smoothed over my little bump. Almost
instantly I saw her going red faced and thought I was being helpful when
I said, "Don't worry Mrs Thompson, that happened when my aunt put a
dress on me. It goes away soon."
Little did I realise the consequences of that sentence...
As I went on stage, this time in third place of the four, I felt like
I'd never felt before. Mrs Thompson helped all four of us up the stairs
at the back of the stage, but I sensed she gave me special help - which
I naively put down to me being the only boy with heels on.
Naturally the audience was thin as it was only the other officers and
boys of our company that were taking part in the performance present,
but it did not matter to me. My smile had never been so wide and my
steps so precise. The last thing I wanted was to fall over and ruin
this dress, which had brought back so many memories of wearing the
frilly dresses when I was younger.
My lines had been rehearsed so often with my mum that I could have been
distracted by a bomb and still remembered them, hence my performance was
applauded by all present. Up to the dress rehearsal we were not told
who was going to "win" the contest, although the one boy who looked
nothing like a girl had been given the line to say after the winner was
announced.
When the MC announced Miss Ayrshire (which was me, despite not being
from Ayrshire) I played the part so well of showing surprise that it was
clear to the officers that I would be the one on the live night as well
- again, not something I discovered till later.
The line of the "ugly girl" - naturally she was "Miss England" because
we Scots thought everything English was ugly in those days - was "That's
so unfair girls, let's get her!" At which point I lifted my skirts and
headed for the back of the stage with the other three "chasing" me.
All in all, a lovely evening. And even then, I would not normally have
used the word lovely...
Chapter 2 - The show night
The next three days were the longest of my life and getting through the
Friday at school was almost impossible. Even my friends gave up on
talking to me as the number of times they nipped me to get my attention
became ludicrous.
Because of the nature of the show, I went straight from school to the
church hall to discover an even more exciting prospect. We were going
to be wearing make-up!
My elder sister had been allowed to wear make-up twice in her life and
both times it seemed so unfair to me that I was not allowed to wear it.
There were a couple of girls in my school who wore make-up, but they
were not the "nice" girls. Secretly of course I really admired them as
they wore shorter skirts than were allowed, as well as make-up, hence
were the closest we had to bad girls at my school in the early 70s and
we all knew that bad girls were the best kissers - not that we wanted to
kiss, but they knew what made it good.
In hindsight it was obviously stage make-up which was nothing like real,
feminine make-up, however being unaware of the difference, I was
ecstatic. Because we had the earlier roles before the interval, the
stage make-up did not include lipstick, however it did include
foundation and powder - which my sister was not allowed to wear, and I
felt a bit smug that I was wearing what she wasn't allowed.
After the early performance, the four Miss World contestants were taken
away by Mrs Thompson and three other ladies of the church, all older
than Mrs Thompson, however I was being looked after by the officer in
charge.
Mrs Thompson was patient and understanding with my make-up and when she
showed me the mirror I almost cried. I thought I looked so beautiful
and even made a girly raise of my hand in front of mouth as I silently
turned towards her and mouthed,
"Thank you."
She smiled, then continued with the dressing.
Putting on the wig and swimming costume was luscious and I managed to
get onto the stage, remember my lines and return to Mrs Thompson without
mistakes.
When we came to getting ready for the real outfits, she pulled out a
pair of girls panties that were pink and silky then asked me if I really
wanted to get into character. Of course, I nodded, and she asked me if
I wanted her to help me put them on or if I preferred to do so myself.
I was still shy, so she gave me the panties turned her back on me and I
pulled them up my legs. Never had I worn such soft material and when I
told Mrs Thompson I was ready, I could not look at her as I knew there
was the biggest bump I'd ever had under those panties.
Mrs Thompson naturally had to smooth the bump down and gently encouraged
me by saying it would not show under the pettis and dress.
She offered me a pair of nude coloured tights, which I accepted with far
too much alacrity, then finished getting me into the pettis and dress
and then also put my shoes on. The final two surprises were the
beautiful different and so grown up long wig and the jewellery that she
put on me, including screw on ear-rings, which I did not even know
existed.
If I had known what cumming was, I would have cum on the spot.
Forty odd years later, I can still remember every detail of that
performance, however it is not something that I have ever shared, hence
I'll keep it brief.
I still believe I floated onto the stage as I have never felt so good in
heels as I did that day, even when I wore ballet heels in a later femdom
relationship - but I digress...
My mum, aunt and other grown up women all complimented me on how good an
actor I was and that I managed to get into the role so well. My sisters
were less impressed, especially my elder sister as I'd annoyed her by
getting to wear foundation and powder when she had not - and she let me
know it when no-one else was listening. Then again, she was not that
annoyed with me as she asked me what it was like. She even asked if I
would help her put some on when mum was out on a Saturday and our dad
would be asleep.
Wow! Of course I agreed. But that's also a digression...
Once on the stage it was obvious I was going to win as the other two
"Misses" were looking OK, but were nowhere near as glamorous as me and I
glided across the stage to answer my questions, then posed in the line
and adopted my position - which Mrs Thompson told me years later was so
"beautifully precocious" that she almost fainted.
Once the 'chase her' line was mentioned, I again glided off the stage,
but this time to rapturous applause. Mrs Thompson was waiting to help
us down the stairs and gave all of us a hug, however I felt that my hug
was special as we now had a shared secret - my pink panties.
Mrs Thompson sensed my reluctance to take off the panties and looked
sad. She asked me if I wanted to keep the panties on till she had
cleaned up everything else. I was too emotional to speak and nodded
briefly. She was so gentle as my jewellery was removed, then my heels,
dress, petticoats, tights, wig and finally make-up.
Mrs Thompson then handed me my own boy pants and turned her back on me.
I felt a tear run down my face and then a sob escaped my lips. Mrs
Thompson turned around and held me in her arms. My body was wracked
with sobs and her soothing words helped calm me down. Then she uttered
those magical words that changed my life forever.
"If I could help you wear soft, feminine clothes without others knowing,
would you want to keep doing that?"
Instantly I stopped sobbing.
"How could you do that?"
She smiled, stroked my face so gently and explained.
"Boys like you are very, very special and I have ways of helping protect
and encourage them. Leave me to talk to your mum and we will find a way
to help you have some wonderful, feminine times."
My smile clearly told her everything she needed to know so she turned
her back and I managed to remove the panties and put my own back on
quickly.
Before joining the audience, Mrs Thompson made sure that there was no
trace of make-up on my face and no trace of tears was showing either.
Chapter 3 - Piano lesson
As the show was the last event of the BB year, we had no more Friday
evenings for six weeks and I didn't hear from Mrs Thompson. My mum
never mentioned anything either, hence my spirits slowly dipped, then
hit almost rock bottom by the time I was due to go back to my BB Friday
nights.
Two nights before my first Friday for six weeks I decided that I was not
going back to BB.
That evening, my dad was in the pub as usual and my mum asked me out of
the blue.
"Have you ever thought about re-starting your piano lessons?"
This was so out of left field that my immature brain froze. The
immediate reaction was to say no as I had not really enjoyed the piano
and only did it because all young boys want to please their mum.
The 'freeze' was enough for my brain to look at my mum, notice that she
was keen on my taking up piano again, so I asked, "Why would you ask
that?"
"Mrs Thompson from your BB company bumped into me today and asked if you
might be interested in her giving you lessons as she was really
impressed with your acting and remembers you playing so well all those
years ago."
Naturally, my heart flipped several billion times in a fraction of a
second. I also realised that this was not a time to show too much
enthusiasm, so I questioned.
"Do you think I could go back to it? It's been such a long time."
My mum's excitement could not be contained in the way I'd somehow
managed to contain mine and she gushed.
"Of course you could go back to it. I loved your ability, especially
your 'English Country Garden' - although don't tell your dad, you know
how much he hates the English."
She continued in a similar frame for what seemed ages, before eventually
I had to interrupt her by saying.
"Mum... MUM!"
She stopped.
"I'll go back. The other teacher seemed to lose interest in me which is
the real reason I stopped. The piano was good, it just seemed so
difficult to please her."
My mum hugged me tightly.
"Why didn't you tell me?" she eventually asked, "Because Miriam was
doing so well with her." (Miriam is my elder sister and had only
recently stopped piano lessons with that teacher - whose name escapes
me)
"Well, you can go to Mrs Thompson now, she seems to have taken a shine
to you after your show performance."
To avoid showing my surprise and excitement about Mrs Thompson, I
squeezed my mum tightly in the hug and said, "Thanks mum, I used to
enjoy the piano."
At BB on that Friday night I was once again so excited. But I was let
down. The captain announced changes to the officer team and that Mrs
Thompson had moved to another company that was not as successful as ours
to help them out. He seemed genuinely upset about losing her and I
wondered how she was going to help me now.
The following morning brought the answer.
Our phone rang.
Nowadays this is not an unusual occurrence, but in the early 70s our
wall mounted phone (in the hall!) rang!!!!!
My mum answered it and it was Mrs Thomson. My sisters and I had
gathered round to see who could be rich enough to afford making a phone
call. As soon as they heard it was Mrs Thompson asking to speak to me,
they shrugged and disappeared.
Nervously I took the phone - I'd only used it once before to speak to an
uncle who was rich, at least we thought so because he worked for Cunard
on cruise ships and only rich people could afford cruises.
"Hello."
"Hello Jimmy. How are you?"
"Fine thanks. How are you?" My mum had taught me manners of course.
"Very good thank you and I understand that you want to start taking
piano lessons again."
"I do, and I'm really excited about starting again."
"Excellent, which evening is best for you then?"
"Hold on... MUM, Mrs Thompson is asking what the best evening for the
piano lessons is. What is best?" I'd had the sense to hold the phone
away from my mouth and cover it with my hand whilst shouting to my mum,
hence when the reply came back from my mum, Mrs Thompson didn't hear so
I relayed to her.
"Any night except Friday or Sunday Mrs Thompson."
"How about we start the week well then, let's make it Monday. Probably
best if you get the bus. Here's my address..."
Once off the phone I could hardly contain my excitement and I found
myself in my bedroom without remembering how I got there. My weenie was
hard again, and it was exciting to know it was hard, even though I still
didn't know why.
The following Monday I arrived at Mrs Thompson's house at 6pm and rang
the doorbell. It was a small flat, we called it a tenement in those
days, on the first floor hence I had climbed the stairs at such a speed
that my breath was ragged. In those days nobody had entry phones for
the tenements therefore I was stood outside her door with my excitement
showing.
When the door opened, Mrs Thompson was a vision of femininity. Instead
of the BB uniform she was wearing a beautiful dress. It was white with
many coloured flowers and must have had a petticoat holding out the
skirt section which finished around her lower calves. Her short sleeves
showed thin, beautiful arms that ended in really long fingers with
bright red painted nails and noisy bangles on her wrists. Her heels
were about three inches tall and were a gorgeous red patent. Her hair
was loose and reached just below her shoulders - which was a shock to me
as it had always been tied back and looked short - and her make-up was
flawless. On her ears hung long, dangly ear-rings and around her neck
was a necklace that drew me to her cleavage.
"Enter, maestro," she commanded.
At least I took it as a command. Having been struck by her very
feminine outfit and accessories, I hesitated, then without thinking
said, "You look so beautiful."
Smiling, she replied, "Why thank you kind sir, I hope you will enjoy
looking as beautiful."
This was not the Mrs Thompson that I remember in the frumpy BB outfit
who was officious most of the time and occasionally scary. This was a
woman in every sense of the word, and I was completely smitten.
As I entered, she stepped aside and guided me to her living room -
nobody had a lounge in those days, in fact I?d never even heard of the
word.
Her piano was an upright model and looked beautiful, however what took
my breath away was the breathtaking, frilly baby pink dress draped over
the piano stool.
My gasp told Mrs Thompson she had made the right decision and she walked
over to the stool, picked up the dress and patted it, inviting me to sit
which I did.
She moved the dress to one of her sitting chairs, then spoke.
"If - and at the moment this is a big if - you want to experience the
sort of feelings that you had at our show earlier this year, you must
first prove that you can play the piano. If you can do that, we can
begin to help your femininity blossom."
Her pause eventually took my gaze away from the dress and I looked at
her.
"Have a look at the music sheets and decide which one you want to play.
If you are good enough, you will be entitled to wear the dress."
I almost shat myself (this is a Glaswegian expression from the 1970s).
It had been three years since I played piano and to a twelve-year-old
that was a lifetime!
Eventually I realised that I would not be able to wear that dress unless
I played something and fortunately one of the selections was "English
Country Garden." After all, it was my mum?s favourite and I was still
enough of a mummy?s boy to know that information.
Thinking back to my lessons, I warmed up with a couple of scales. Just
as well really as I was awful. After around five minutes, I felt
confident enough to attempt the piece. It went better than I could have
hoped for, although it was by no means perfect.
Mrs Thompson smiled at me when I finished, then handed me the pair of
pink panties I?d worn for the show. My smile must have lit up the room
as she asked me if I still felt shy whereby I could go into her spare
bedroom and change out of my boy clothes, or did I feel trusting enough
to change with her present.
I was still shy so asked if I could change them privately.
She smiled at that, then began...
"Firstly, you know that this is both unusual and special, so I want to
lay down some rules for you. These rules are starting points and if we
have to alter them, we will do, but only by agreeing in advance. Do you
understand?"
I nodded.
"One of these rules is that questions must be answered by voice where
possible, not just actions. Do you understand?"
"Yes, Mrs Thompson."
"Thank you. As this is an experience few boys will ever get, you are to
show gratitude often. That means when you receive items that are
precious, you are to show your appreciation in ways that I will
describe. Firstly, with panties. When they are given to you, you will
show your appreciation by closing your eyes, raising the panties to your
nose and inhaling the scent that has been provided for you. Do that
now."
This was something I?d never thought of, so I closed my eyes and did as
Mrs Thompson asked. Breathing deeply, I was astonished that something
so delicate could smell so sweet and sexy at the same time. After too
short a time, Mrs Thompson instructed me gently.
"You may open your eyes now."
As I did, I lowered the panties and thoughtfully (no idea where this
came from) said, "Thank you for the gift of these panties Mrs Thompson."
Her smile indicated that I had done something better than normal, hence
that made me feel good, so I changed my mind and asked her.
"Could I change here instead of going to the room please?"
"Of course, sweetie. Do you want me to turn my back?"
"No thank you. You have given me so much already that I want to help
you if I can. Will watching me help you?"
"A little sweetie, but I am more interested in watching you to see if I
can help you develop this wonderful femmy side of your personality."
With that I started to take my clothes off, and Mrs Thompson slowed me
down by asking me to make sure that they were folded neatly and put on a
chair she had hidden. This was to make sure that when I was in girly
mode (which was a cute expression for me, and I didn?t even know what
cute was!) that I would not be distracted by boys? things.
Turning my back before I took my boys pants down, I knew that my thingy
was hard. It was now bigger than the 9-year-old peewee, however there
was little hair yet so there was nothing to "hide" how small my balls
still were. Not that I realised they were small as all the other boys
at school looked much the same - I had even begun comparing myself!
Mrs Thompson again handed me the panties as I had left them behind me,
so I stepped slowly into them, my eyes closing at the sensations of
nylon sliding up my legs and once I had them on, I turned towards me
mentor.
She looked at the panties and asked, "Do you know how to get the
hardness to go away?"
Shaking my head, then realising I should answer, I replied, "Not really.
Some of the boys at school say that wanking makes it go soft, but I
don?t know what that means."
"You really are a sweet boy-gurl aren?t you? I can?t call you by your
boy name whilst you are wearing femme clothes, so I am going to give you
a new name for when we are together, but only when you have girly
clothing on. Are you happy with that?"
"Oh yes Mrs Thompson, that sounds wonderful," I gushed. It seemed that
the simple act of putting panties on had changed me from a shy boy to a
gushing girl and I loved it.
"You, my sweet young thing are going to be called ?Suzy?. Partly it?s
because of a niece that I?m very fond of and partly it?s because of the
alliterations that I can use with you, such as ?sweet Suzy?, however
it?s also because I would like you to refer to me as ?Aunt Elaine? when
you are being girly. Is that OK Suzy?"
"Oh yes, Aunt Elaine. Can I sometimes call you ?auntie Elaine??"
"Of course, sweetie. Now back to your lump. It is not very girly to
have a lump like that, therefore I am going to give you a task to take
away. By next week you will have learned how to make your lump go away
as I am then going to show you how to make yourself nice and smooth like
the girls in your school are when you look up their panties on the
stairs. Blushing is sweet for a girl Suzy, however all boys look up
girls? skirts, so you have to be aware of that when you are wearing
skirts, just in case we go out somewhere in the future. Would you like
to go out Suzy?"
This had never crossed my mind, but I suddenly thought of the wind
blowing girls skirts up and seeing their panties, then quickly reminded
myself how good girls looked at school discos or even in town when they
were wearing skirts and dresses, so answered.
"Maybe..."
"That?s not for a long time yet sweetie as you have so much to learn.
Let?s get you properly dressed."
Handing me some pink, nylon tights she explained that it would be better
if I learned how to do this myself, so she instructed me to carefully
roll the tights up and how to put them on. This only made my bump
harder, despite all of Aunt Elaine?s efforts to smooth it down.
"Don?t worry sweetie, we are going with pettis and a flouncy dress so
your bump won?t show when you are dressed, however in future we?ll get
you looking like some of the girls in your school so we will need to
have you smoother."
With that she gave me a white, shoulder strap underskirt that had no
pettis. Instead it was nylon and reached down to several inches above
my knee. She then had me step into what I later discovered was a three-
layer, three tier petticoat and it was also pink. Although the material
was not as soft as the underskirt, the way it moved and sound it made
when I did was delightful, and I found myself swishing from side to side
to see and hear the movement.
"Are you ready for this dress sweetie?" Aunt Elaine asked.
My smile indicated that I was indeed ready, however as it settled over
my shoulders and Aunt Elaine fussed to get it in place over the pettis,
I realised that I was not really ready as this was the most sumptuous,
pink, frilly, satin item of fabric I had ever seen, let alone felt or
heard.
It rustled its way over my arms, past my shoulders and on beyond my
chest and although I did not feel it touch my body, the weight of it was
magnificent. Aunt Elaine continued to make sure it settled over the
pettis, then had me turn and she buttoned the back. It felt like there
were so many buttons and then she was tying a huge bow tightly behind
me, higher than my waistline. Turning me back to face her, she
instructed me how to sit down on the piano stool with my back to the
piano, then placed a white pinafore type thing over my head to protect
the dress and paused, looked me over then spoke.
"Over the next few weeks, we will discover if this is something you
really want to continue exploring. It looks like it is at present, but
some boys can?t cope with their own femininity and retreat to the boy
they want to be. That is OK of course and if you choose that, we can
continue the piano lessons with your boy side - or not if you don?t even
want that."
"However, I think you will want to keep exploring, but it is important
that you understand that being a girl is not just wearing the clothes
and having someone else make you look pretty. It is as much about
making yourself look pretty as it is about actually feeling pretty and
if you learn to appreciate the process of looking pretty, we can have
many girly adventures in the future - and I would like that."
"This is the first lesson, so pay attention to what I am doing, and you
will begin practicing over the next few weeks. This is a cleanser and
is something that will become more important as you become a bigger
girl. Right now, you are dressed as a little girl therefore I am going
to cleanse you and put on very little make-up. As you develop, we will
help you learn how to use make-up to enhance your features and show you
how to look in the mirror and love what you see."
My first lesson in make-up took just a few minutes as all I had on was a
little pink blusher, a little one colour (pink of course) eye shadow and
some candy pink lipstick. I was not able to see a mirror whilst this
process was going on, therefore I wondered how I would manage to do this
myself.
Once Aunt Elaine was finished with my face, she removed the pinafore and
placed a bright pink wig on my head, then fussed to make sure it was
perfect. Next, she put clip on earrings on me, then explained that
bangles were not good when practicing for the piano. Spraying me with a
little perfume completed this part of my transformation.
Finally, she put on a pair of pink shoes that had a two-inch heel and I
later discovered were called "Mary Janes." She buckled the strap and
asked me if I was ready to see how pretty I looked.
Excitedly, I nodded, which she allowed this time as she rightly realised
I was too excited to speak, so she took my hand, like an aunt does with
a little girl niece and led me to the spare bedroom where a long mirror
was on the outside of the wardrobe. I vaguely noticed that the room was
decorated in pinks and pastel shades, then saw myself.
Once again, my hand flew in the feminine manner to cover my mouth, then
I allowed it to drop to the side. I looked soooo pretty and it was more
like the little girl I remembered being when my real aunt dressed me up.
The dress stuck out from above my waist and reached to a several inches
above my knees. The petticoats were sticking out below the dress and
went even farther out than the dress. The pink was so beautiful, I
could not imagine wearing any other colour again in my life!
After several seconds, I began to move, firstly just from side to side,
then adding some twisting and finally I did a twirl. All the time I was
doing this the noise of the rustling pettis and the swish of the satin
over the nylon was assaulting my senses and I even managed to take time
to smell the perfume and the clothes.
When I completed the twirl without falling over, I then noticed Aunt
Elaine watching me and I rushed into her and threw my arms around her,
exclaiming.
"Thank you, thank you, thank you. I have never felt or looked this
good. Thank you, thank you, thank you."
Without realising it, my head was buried in her cleavage and when I
calmed down, then realised where it was I suddenly went to move my head
back, but Aunt Elaine was holding my head by now and she kept it where
it was. There was nothing sexual in my act, she realised it was
comforting for me, although years later she did explain that it was
stimulating for her and she had to hold back from taking further action.
Slowly she drew my head away from her, at the same time she dropped one
hand to take mine in hers and led me back to the piano.
"Now your lessons begin. Take a seat in a feminine manner."
She only had to correct a little part of the way I sat, however sweeping
this dress under me meant that the petticoats were almost level with the
piano keys and Auntie instructed that this was not the type of dress to
be swept under, hence I sat with my satin panties on the piano stool and
the pettis constantly tickling my legs.
There followed an hour of piano tuition during which I was provided with
two new basic tunes to learn, chopsticks - which was easy - and Twinkle
Twinkle Little Star. Aunt Elaine then played a piece of music by Bach
called "Prelude to the Well Tempered Clavichord" which sounded both
simple and beautiful. Being from a council estate, classical music did
not sit well with me, hence I decided that the classical appreciation
would be part of my Suzy persona.
At the end of the hour I was briefed how to practice my scales and the
best approach to take to learn the new piece of music.
At 7.30pm Aunt Elaine told me to come over to her. She was sat on a
dining chair and patted her lap. I was a bit surprised and a little
reluctant, however she smiled at me, patted again so I sat on her lap.
She adjusted me until I was sat sideways, and she put her arm around me,
then explained.
"I know this is going to be hard for you, but we have to change Suzy
back to the boy who is under those gorgeous clothes. Can you do me a
small favour though?"
Knowing that I had to answer out loud, I nodded and said,
"Yes."
"Can you close your eyes?"
I did.
"Put your hands on your lap, keep them open and palms down... Now,
feel how good that fabric feels and let your hands glide over that
material, then let them wander down your legs onto your petti covered
thighs. It is a different feel but squeeze those pettis in both hands.
Now move your hands from side to side and feel the pettis caressing your
thighs. Isn?t that a lovely feeling? Do you hear the noise of the
pettis rustling? Isn?t that also a gorgeous noise that will stay with
you forever?"
I was lost in reverie and just nodded and smiled as she spoke to me.
"Now, move a little further down your thighs until you feel your tights.
Remember how good those tights feel on your legs. Feel how luscious
they are under your hands. Go further down and feel your shoes. Feel
how they curve your feet and point your toe down a little. Feel your
way back up your legs, over your skirt and onto the bodice of the dress
(that?s what we call the area round your chest). How good does it feel
to have the tightness of your dress around your chest? How lovely is it
to feel the way the satin caresses your body? How beautiful is it to
have cosmetics on your face? Earrings dangling from your ears... Lick
your lips and taste your lipstick... Does that feel and taste good?"
"Yes..." I whispered.
"This week you are to remember how good that feels and anytime you begin
to feel a little down, just remember that you have next week to look
forward to and we will have a few more lessons."
"One last thing to do for next week is to look at some outfits that you
see on girls your age and remember those that you like. Once we bring
Suzy back next week, you will tell me about those clothes, including the
colours, the materials, any interesting shapes that you notice, how
different items go together. In other words, I want you to look at
other girls like a girl would. Not as someone you would like to kiss -
although girls kissing girls is lovely, as is pretty boys kissing pretty
boys - but as though you are looking for ideas for an outfit for you."
After a pause where I had continued to run my hands over my clothes,
Aunt Elaine said, "Now, sweet Suzy, open your eyes."
I did and she was looking into mine with her shining eyes. No girl or
woman had ever looked more beautiful than MY auntie Elaine did, and I
threw my arms around her neck.
She had clearly not been expecting this but allowed me to hug her and
even hugged me back, then slowly pushed me away reminding me I had a bus
to catch.
Taking the clothes off was a slow, regretful experience, even though I
knew I was coming back. Soon auntie Elaine had cleaned my face of all
makeup and promised me that I would learn how to do this myself and it
would be so quick that I could spend longer wearing Suzy?s clothes.
Once Suzy was completely gone and I had my boy clothes and shoes back
on, Aunt Elaine became a bit formal.
"Now, what are you to do for next week to make sure that Aunt Elaine is
very happy?
"Practice my scales and the new piece of music."
"And."
"Look for other girls outfits that I admire and analyse them."
"Anything else?"
After a short pause I started blushing, then quietly said, "Find a way
to make my lump go away so that I can have a lovely, smooth front like
the other girls."
Chapter 4 - Learning how to get rid of the lump
On the bus on the way home an epiphany came to me.
A school friend of my older sister seemed to like me, but more in a
little brother kind of way, as opposed to physical attraction and she
had once told me that some of the boys at school confided in her about
the changes to their willy (her word) and that she would be happy to
talk me through anything that I could not talk to anyone else about.
Then again, how could I tell her that I wanted to get rid of the lump so
that I could fit into lovely panties and an even more lovely dress?
Waking up the following day the answer was there - amazing how often the
Universe helps us out overnight!
I met Angela on the school bus and whispered that I wanted to talk to
her about my thingy. She patted my arm and said to meet her after
school at one of the parks. This excited me so much that I could feel
my thingy getting hard. This was a weird day already.
School was the usual mix of interesting - Science, English, Tech Drawing
- and not so interesting, hence I was glad to get to the park after
school. There was Angela smiling and suggested we go behind a building
that she knew and there were lots of bushes we could hide in. We made
our way there and, on the way, she was asking what was wrong.
I explained that every now and then my thingy would get hard and I
didn?t know why or how to stop it getting hard.
Angela answered - without laughing as she could see I was completely
without an answer here...
"Getting hard is caused by you recognising things that excite you in a
sexy way. Have you thought about when you get hard and if there are any
common things?"
"Not really. I sometimes wake up with it hard and it is difficult to
pee until it stops being hard, but it takes too long to go soft again."
"OK, are there any other times that it is hard?
"Sometimes, but I?m not sure why or when. The only one I can remember
is this morning on the school bus when you told me to meet you in the
park. It got hard then."
"Well that?s good because it suggests to me that you think I look good.
Is that true?"
"Yes of course. You always look really nice. Much nicer than most of
the girls I know and a lot nicer than all the girls in my years."
A little bit of silence followed, then Angela stopped us in a hidden
part of bushes behind the building, then asked
"Are you hard at the moment?"
"No."
"OK. Watch me and tell me if this makes you go hard..."
With that, Angela sat down and crossed her leg. She began to pull her
knee length skirt slowly up her legs and I could feel my thingy starting
to get hard.
Not sure what to do, I nodded, and she stopped. I had not seen her
panties but began to understand.
"To make yourself go soft you have to ?wank? yourself. Do you know what
that means?"
Shaking my head, I said, "Some of the boys in my class have spoken about
wanking but had not explained it. What is it?"
"Well, you have to take your willy out of your trousers and pants and
stroke it."
"What? Isn?t that against the law?"
"Only if we get caught and I?d be in more trouble than you as I?m older
than you. Go on, don?t be shy as you will really enjoy it."
She smiled as she said this and I thought and thought, then she said,
"Tell you what, if you take your willy out, I?ll let you see one of my
boobs."
Although not instant, that did it as some of my friends had said how
they wanted to see some of the girls? boobs. Now Angela was more
advanced than the girls in my year (which was first and she was 3rd) so
she had bigger boobs than them.
Slowly I undid my zip and could feel my thingy getting harder as I did.
Easing it out, Angela said, "Wow, it really is hard, now watch..."
She undid the top of her blouse and pushed down one side of her bra and
out popped her boob. Television in those days did not show boobs, hence
this was a new experience from me, and I admit to staring. Angela
started smiling and then explained.
"Your willy will get hard when anything excites you sexually and I?m
glad to see that my boob has excited you. Now take hold of your willy
as if you were holding a sword handle...
"Yes, that?s it...
"Now, do you see that the skin is longer than the rest of your willy?"
Examining it, I realised she was right, so I nodded as I was too tense
to do anything else.
"If you start to move the skin up and down your willy, you will feel it
gets harder."
"How will that help?"
"Eventually some liquid will come out of the hole at the top of your
willy and then it will go soft. Now move your hand faster."
I did and with lots of encouragement from Angela, I got faster and
faster.
"Turn your willy to the side so that it doesn?t make a mess between
us...
"That?s good, do you feel your heart beating faster?"
"Yes, is that good?"
"It is very good. Can you go faster?"
I could and I did and then I felt this really weird feeling and my
breathing got all raggedy and suddenly this ?stuff? erupted out of the
end of my thingy and leapt about a foot away from me, then it did it
again much further, and again and I stopped counting as I looked at the
?stuff? on the ground, then at the top of my willy where it was easing
out now and my breathing was still fast, then Angela handed me a tissue.
"Wow!!!" I exclaimed.
She smiled at me, but I did notice that her face was a bit red and that
her boob had been put away.
"Wow! What was that?"
"That, my sweet little innocent was a ?wank? and the stuff at the end
would get me pregnant if it went inside my fanny."
"Wow. Now I remember my sex education lesson from primary school. Is
it always that colour?"
"Yours is the first I?ve seen, so I don?t know, but I?ve talked about
wanking with some friends and some of them say they have done it for
their boyfriends."
That took a bit of thought, then I asked her, "Do you mean they used
their hand instead of the boy?s hand?"
"Yes, but I don?t believe all of them. Some just want to show off."
"And you have really never seen that before?"
"Nope, just listened to the girls describe it and it was exactly like
one of them said."
My breathing had returned closer to normal and I asked her.
"Now that you?ve put your boob away, is it OK for me to put my thingy
away?"
"As long as you have cleaned all of your ?cum? off your willy."
I checked, wiped a couple of drops from the softening member and said,
"You were right, it does make it go soft. How long will that last?"
"Don?t know, but the one friend I have who I trust has said that her
boyfriend can sometimes stay hard and he has to help her do it a second
time - but she says it takes longer the second time."
I?d tidied myself up and thought I should show some appreciation. My
innocence played to my advantage here, when I asked, "As you have been
so good to me, is there anything I can do to help you?"
"Not today, but maybe some time in the future..."
As we stood to get out of the bushes, Angela took my hand and pressed it
on her boob, and I could feel the swelling. As I later discovered that
was her nipple, she explained in the meantime.
"Do you feel how hard that is sweetie?"
"Yes, it is harder than my thingy was"
"Well girls have a different way of showing they are excited in a sexy
way and that is one of the ways. Watching you wank was as exciting as
my friend told me it would be, and we last longer - or so I?ve been told
- than boys."
There was a period of silence as I processed what had happened and what
Angela had said, then a thought...
"Can I ask you something else?"
"Of course, although you can?t tell anyone what we were doing, you do
know that?"
"Yes, you are a very good friend and I would not want to get you into
trouble. But you said that your boob getting a hard part was one of the
ways you show you are excited. What other ways are there?"
"Some are like you, in that our heart rate goes up and our breathing
gets faster. Our face also goes red, just like yours did and sometimes
- apparently, as I?ve not experience this, but you looked like you did -
we also can sweat a bit. There are two ways in which we are different
though."
Pausing to let her continue, she did so.
"Remember from the sex education, the man puts his willy in the woman?s
fanny?"
I nodded.
"For that to happen, there needs to be lubrication, and when I get
really excited, I can feel my fanny get wetter. It doesn?t feel like
pee, it feels a bit thicker and when a woman uses her fingers inside her
fanny, it is girl wanking. Although I?ve not felt it, a girl can ?cum?
like you did, although it has to be different. The wetness I feel is to
help the willy go in easy so now you know, you must remember to make
sure your girlfriend is wet before you put your willy in her."
Going a bit red, I said, "But I don?t have a girlfriend!"
"Not yet." Angela smiled, "but you will have, and you might want to put
your willy in her fanny at some time. When you do, if she is not wet
you will hurt her."
This excitement thing was confusing. It was a lot easier in primary
school. Now there seemed to be new rules!
"You said there were two ways girls are different. What is the second
way?"
"Although I?ve not experienced it yet, I?ve been told that we ?finish?
differently to you. When your liquid pumped out of your will, I?ve been
told that is called an orgasm and girls can have multiple orgasms
whereas boys can only have one. I?m not sure how that works but will
ask my friend who knows more than me."
We were now back at the main road and Angela was going a different way
home to me. She surprised me by putting her hand on the side of my head
and leaning in to kiss me on the cheek.
"Thank you for letting me watch you sweetie and remember - don?t tell
anyone!" Then she winked, turned around and went for her bus.
This was mind blowing.
She was thanking me! She had solved a problem that I had for Aunt
Elaine, so now all I had to do was look out for girls clothes that I
liked - and I already liked lots so that would not be difficult - and
practice my piano piece.
It was a fun week and weekend and I started to make better friends with
some of the girls as I was smiling at what they were wearing. It was
only school uniforms, but at least I could tell the difference and I
began what would become a lifelong obsession. An appreciation, if not
quite obsession, with pleats. Some of the girls even had pleats on
their blouses.
Chapter 5 - More piano lessons
Arriving for my second piano lesson I was excited to see what Auntie
Elaine was dressed in. She did not disappoint, and this was a slightly
shorter dress in a glorious, post box red, which had red pettis sticking
out beneath it. Her heels were a matching red and seemed to be a bit
higher than last week. Her accessories were naturally red, and she wore
a red hair band that held her hair back from her face a little, but it
still showed lots of length. This showed her lovely long red earrings,
which naturally was matched by a red pearl necklace and red bangles.
Even her makeup was red, although as I discovered later, her eye shadow
was not actually red, but they were lined in a deep red that made her
eyes look stunning.
Naturally I complimented her on her gorgeous outfit and how beautiful
she looked, for which she thanked me.
My lesson involved the same glorious dress and my practice had clearly
worked as I was very good at chopsticks, with Twinkle Twinkle Little
Star only having a bit of hesitation.
Mind you, I didn?t really care that much as I was wearing that gorgeous
dress, petticoats, panties, tights and had managed a little of my own
makeup. Aunty Elaine had made sure my wig was situated properly and
that my earrings were fixed firmly and had this time put my hands into
fingerless lace gloves that reached over my elbows.
After the piano lesson, Aunty had me sit on her lap again and asked if
she could call my thingy "your clitty." Never having heard the word, I
agreed, then she asked if my clitty was hard.
Blushing nodding and looking down, I answered...
"Yes, Aunty."
"Did you find out how to stop it being hard?"
"Yes, but it only lasts a little while, then can get hard very quickly
again. Is there no way to stop it from ever getting hard?" I pleaded.
She looked at me strangely and explained.
"When you get older, you will want your clitty to be hard from time to
time. Whilst there are ways to stop it getting hard, the only ways to
do permanently are not recommended. Was it hard when you arrived?"
"No, but it got hard as soon as I put the panties on, then got harder
with the pettis and even more with the dress. What does this mean?"
"It means you are a transvestite and possibly a sissy."
"A sissy! I don?t want to be a sissy!"
Looking back on it, this was a strange thing to say when I was sat in
one of the most sissy outfits I can remember wearing... Aunty was
patient of course.
"What do you think a sissy is?" she asked, "It?s another name for a
poof." I replied with as much dignity as I could muster in my sumptuous
pink dress and pettis.
"And what is a poof?" she patiently enquired.
After some hesitation, I stumbled with... "Kind of... a boy who is
not... ... a real boy? Sort of a man... who isn?t really a man...
It?s what my friends call Horace."
Aunty smiled, then for the rest of the conversation, her voice was so
soft, it was almost a whisper and seemed to caress my mind. She asked,
"Do you like wearing your pretty dress?"
"Yes," I said slowly.
"Do you like wearing your flouncy, pink, petticoats?"
"Yes."
"Do you like wearing your pink, satin panties and soft, pink tights with
your gorgeous pink shoes?"
"Of course."
"What about makeup and earrings? Would you have your ears pierced if
every other boy did?"
"Yes."
"Would a ?real? boy like all those things you like?"
After a long, thoughtful pause...
"Maybe..."
"How many of your ?boy? friends would you tell about your wearing girls?
clothing?"
"None of them."
"Why?"
Answering very slowly, with my head bowed and face blushing deeply...
"Because they would call me a sissy."
"Are you?"
"I don?t know."
"Why don?t you know?"
Almost in tears, I answered, "I guess I?m confused and don?t really know
what to think."
Another pause from Aunty, then she lifted my face so that my eyes were
looking closely into hers, she wiped the water from my eyes and slowly,
lovingly began.
"Suzy, you are one of the prettiest girly-boys I have ever met. You
just might be the prettiest and I want you to understand that girly-boys
are one of life?s most rewarding gifts. Some people will call you a
sissy if they ever find out that you are so fascinated by feminine
clothing. In time I might even call you a sissy, but only if you
realise that you have become one."
"In my eyes, a sissy is a beautiful, sensuous, satisfying, girly-boy who
has no parallel when it comes to satisfying a real woman. In some
cases, sissies can even satisfy men, however a sissy satisfying another
sissy is the most wondrous thing to behold and I hope that I may have
the privilege of witnessing your growth into a sissy."
"Right now, you are not a sissy, but you have the potential to be one of
the best. When you understand what that really means, you will either
desire to be the best sissy you can, or you will go in a different
direction completely and neither of us know what that might be."
"For now, you are a transvestite, which is a boy who gets sexual
excitement from girls? clothes, in particular from wearing them. Enjoy
that while you can and let?s see where we go from here."
"Can you do that?" she added.
"Yes." I sniffled.
After another pause, where Aunty wiped my eyes with a soft handkerchief
and gave me a cuddle, she then asked...
"So how do you stop being hard for a short time?"
Blushing, I replied, "By pulling my thin... - clitty a lot."
"And how did you find that out?"
"I asked a friend of my older sister who I like and who likes me. She
told me to meet her after school and showed me what to do."
"Did she touch you?"
"NO!" Then after a short pause, "Well, she did kiss me on the cheek when
she left to go home."
"Did you touch her?"
"Sort of, but she took my hand after my clitty had made a mess and put
it on one of her boobies - which was hard. She explained that was one
way that girls got excited. I really enjoyed being with her."
"Did you tell her why you were asking?"
"Oh, no Aunty. I told her that I didn?t understand why my thingy got
hard and did she know why and how to stop it. That?s when she said to
meet her after school."
"Tell me a bit more about her."
"She is very pretty, has always smiled at me and gives me cuddles when
we meet. She wears pleated skirts - which I love and noticed how few
girls wear pleats - as well as skirts that are below the knee. Her
nails are neater and longer than most girls, but she does not have any
colour on them - although they are very shiny. She has long, wavy dark
hair and dark eyes; I think they are brown, but they might be black.
Her school tie is always tied properly, and her blazer is never untidy."
"Does ?she? have a name?"
"Yes, it?s Angela."
"You like her a lot, don?t you?"
"Yes."
"That?s lovely to hear and I hope you can stay friends with her forever.
Now, what other things did you notice about girls?"
"There are mainly two types of girls at my school, the ones who get in
trouble and wear shorter skirts and makeup and the rest. The ?trouble?
girls are exciting to know, but they like hurting boys with their words,
although they also like kissing boys in front of other boys and girls."
"The rest can be as bad with words, but mostly don?t seem to talk with
boys and they wear plain clothes and look after their clothes and hair.
There are a few outcasts who seem to do neither and hide away from most,
but then that is a bit like me for most of the time. Their clothes and
hair seem designed to keep them in the shadows."
"What did you like most about girls? clothes?"
"Pleats. No boys? clothes have pleats and they are really nice. I also
like the way a skirt flows when a girl walks; it kind of sways from side
to side with each step. Their blouses seem to be made of a different
material to my shirt, some are shiny, and I like that. Some of them
also have fancy buttons in the cuffs of their blouses. I really like
the way some tights shine or have fancy things running through them -
although that is mostly the ?trouble? girls and they often get told off
for wearing them."
"Is there anything about girls that you notice different from boys,
other than their clothes?"
"Yes, they wear bangles - although sometimes get told off for that - and
rings on their fingers. Some of them have pierced ears and I love the
way the ?trouble? girls wear bigger earrings that hang down and move;
even big hoops look good."
"Girls also move different. Most of them move more slowly and their
hips move a lot more from side to side than boys. Girls also keep their
legs closer together than boys and take shorter steps."
"That?s very good Suzy. Of all the things you have observed about
girls, which one do you like the most and would like to have or do?"
"Pleats Aunty. They are lovely and it is something that boys just don?t
have. Why is that?"
"I don?t know, sweet Suzy, but they are indeed lovely, and I will see if
there are any pleats in your size that suit a little girl like you."
With that, Aunty gave me a cuddle and then reminded me of my piano work
and her last word before returning me to boy mode was...
"By next week, I want to see Suzy show me how to walk and sit like the
?good? girls do. Do you think you can do that?"
"I?ll try."
"Good, let?s get Suzy?s clothes looked after for another week then."
Chapter 6 - Deportment
Although I had no idea what the word meant, I came to understand it a
lot over the coming months. My weeks at school seemed to drag (pun
intended) by, although I did get into trouble with one of the bad girls
for watching her too much. She asked me if I ?wanted a slap?, to which
I went bright red and ran away.
I watched my sister more as she was one of the good girls. Don?t think
she realised that I was copying her movements, including sitting.
Perhaps it was good that my dad was away so much. Even when he was
home, he seemed to come in late and often I was in bed. He was always
away before I got up, except Sunday, when he wanted me to help him in
the garden, or doing some odd jobs around the house, which I hated.
Mum and dad sometimes had arguments about how much I loved reading and
drawing, instead of doing the odd jobs, however dad liked that I was
good at football, as well as the karate lessons that took place every
week.
Mum never mentioned Mrs Thompson, other than to ask how the piano
lessons were going, therefore I never knew if they had spoken about my
girly-boy life and thought it best not to say anything, in case it was
stopped!
The third week Auntie Elaine had a different coloured, floor length
shiny gown on, which I later discovered was a burgundy, A-line taffeta
gown. Her black pointed shoes stuck out beneath the hem and her
cleavage was very deep, with a single white pearl on a very thin chain
hanging between her boobies (it would be months before I learned they
were breasts). Her makeup was again flawless, and her hair looked
longer, and one side hung down in front of her shoulder, where the other
was behind.
Many years later, Auntie admitted to me that she was training me
subconsciously by the clothing she was wearing, the accessories she
chose and the styling of her hair. Needless to say, I appreciated it so
much more as I grew.
I had the same gorgeous clothes on, but this time the earrings were
dangly ones that were distracting when playing the piano, however Aunty
Elaine said I had to get used to that type of distraction as all girls
did.
She also used a "buffer" on my nails before I played the piano, and this
made them shine like some of the good girls? nails did.
The biggest difference before playing the piano this time was
demonstrating that I could walk and sit like other girls. Aunty was
very encouraging and actually had me put a book on my head when walking
and sitting to show how far I had come. Whilst it did fall off a couple
of times, I was amazed at how easy it was to keep the book in place -
even if the earrings were wonderfully distracting at the same time.
All in all, my third lesson was so much fun, including the piano - which
I was beginning to enjoy as I had to practice that at home. Later I
realised that I was using a technique called ?visualisation? as I would
picture myself sat at the piano in a short, pink, pleated dress.
Although I did not understand the terms at the time, the dress had thin
shoulder straps and the pleats fell away from the bodice and opened up
to a really wide skirt, which was at upper thigh length, such that when
I sat, I did not need to sweep it under me, yet it settled around me and
the stool without ?spoiling my modesty? - a term that Aunty Elaine
seemed to use a lot with my deportment lessons.
The fourth lesson I had a surprise.
Aunty was wearing a dark blue, ankle length, straight pleated skirt,
with a shiny blue blouse that had a huge bow at the neck and enormous
sleeves that ended in tight cuffs with four gorgeous little buttons.
She had low heels on - later I discovered they are called kitten heels -
and her hair was sleekly tied back in a low ponytail.
She asked me if I wanted to wear a pleated skirt and soft top instead of
the dress. To say I gushed would be an understatement, however I was a
little disappointed as the skirt was just on knee length, did not seem
that ?sexy? (or naughty as I probably thought of pleats at the time) and
was navy blue - just like the girls school uniform.
The top was a different matter though. It matched Aunty?s and was such
a soft, slippery material that I immediately felt my little clitty
swelling as I put this delightful garment on top of my above the knee
slip (another new term for me and this one had wide shoulder straps that
felt lovely and secure). It was also a beautiful colour that Aunty told
me was powder blue - although how anything so shiny could be ?powder?
was beyond
Although the skirt looked ordinary when Aunty showed it to me, as I
zipped the back up, I could see why Aunty had thought of it for me and
my clitty hardened a bit more.
Aunty smiled at the look of pleasure that must have been on my face,
then gave me a different pair of shoes that were a similar colour to my
top and had a thinner heel than the Mary Janes. The heel was also a
little higher and I had to learn to balance in them before practicing my
walk.
The feel of the skirt just above my knees as I walked was sublime and I
loved the way it tickled the back of my thighs with each step. The book
on my head kept my concentration and Aunty explained that the smaller
?button? earrings was to avoid distracting from my stunning top.
The shiny white tights had helped to emphasise just how different this
outfit was from my last little girl dress and I had begun to think that
perhaps Aunty was going to ?grow me up?.
As I sat on her lap after the lesson, Aunty asked how I felt.
"Happy," was the only word that came out.
"What is it that makes you happy then?"
Knowing that Aunty liked me to consider lots, I took my time, then
replied, "Wearing this beautiful, soft top over the slip is one of the
best experiences of my life, yet to get to pair it with this skirt and
heels has made it even better."
Aunty allowed me to continue without interrupting, hence I did so.
"Being sat on your lap whilst wearing such a beautiful outfit makes me
feel so secure and ?wanted? and it is you that makes me feel so happy
Aunty. I really wish I could dress like this more often."
After another pause, where I felt like I was expected to continue, I
simply said, "Thank you, Aunty." Then put my arms around her neck and
gave her a hug.
Chapter 7 - Discoveries
Over the next several months Aunty wore a range of clothes that
surprised me, although nothing shocked. My education on the terminology
of female clothing was expanded beyond that of most girls my age. In
fact, I suspect most grown women from my background would not have had
my knowledge.
Aunty had several more stunning long gowns, varying from sheaths,
through A-line, Mermaid, trumpet and ball; the latter of which she only
wore to display to me what type it was as it was too large to wear in
her flat. Up to that point I thought her flat was sumptuous as it was
so much larger than ours, however she maintained it was too small for
her ball gown and went to her bedroom to change out of it into one of
her many ankle/calf length outfits.
These varied by material and style. There were several pleated, which I
loved, especially her bright yellow, circle pleated skirt, which she
wore over many petticoats. How many I did not know as they were not
visible, except when she sat down.
Satin also featured heavily in her skirt style, as did chiffon. There
were other materials of course, however her extensive wardrobe
encouraged me so much in my development as her variety encouraged me to
look forward to a wardrobe of my own when I was older.
For my part, the sissy dress (as I now call it, but would not have back
then) was my choice almost every time, however Aunty introduced me to
other little gurl clothing, including some that were delightful, however
looking back I realise they were clearly sexual! Aunty much later
admitted just how sexual they were as it is that style of clothing on
pretty boys that gets her going - although she has never done anything
with someone underage.
Again, the variety of material was one of the ongoing features, with
satin being the most common, chiffon probably next most, then there were
occasional PVC - not my favourite, apart from the wonderful creaking
noise - and cotton.
One common feature of all the little gurl clothes was that they had to
be buttoned up, or zipped up, by someone else. Initially I thought this
was because a real little girl would not be capable of doing this,
however later realised it was all about control. Whoever put the little
gurl into the dresses controlled the situation and this became more
important as I got older.
Naturally, Aunty began introducing older clothing. Other than the
pleated skirt and lush top, I wore many different skirts, mainly just
below the knee, or just on the knee. These were what Aunty called age
appropriate, however occasionally I would get to be one of the "bad"
girls and enjoyed a shockingly short skirt, matched with a school blouse
(in satin of course) tied at the midriff showing my belly button. As
one might expect with this outfit, I had dark tights on, very high
heeled shoes that would not have been allowed at my school and
completely inappropriate accessories. Hair was obviously in pigtails
and makeup was so over the top that I almost came when Aunty introduced
me to the mirror.
About twice a year Aunty brought out a formal dress. The first of these
was taffeta. For a sissy growing up it was obviously pink, however it
was ?tea? length, supported by matching long pettis and the top was
lined by a beautiful satin contrast colour. The sleeves were above
elbow, the cleavage a shallow v and Aunty for the first time had me wear
a bra, which I later discovered had built in breast forms, albeit they
were a modest size.
She also helped me put on the deep suspender belt and attach the
stockings. The panties, bra and suspender belt all matched and were a
light pink colour with lots of white lace. The stockings were nude
coloured and at the bottom, my feet were adorned with pink, platform
courts that had a five-inch stiletto heel. Satin, elbow length gloves -
that were a deeper pink than the dress but matched the shoes - completed
the dressing. Whilst these made playing the piano a little more
difficult, they were a joy to wear.
My makeup was the most dramatic I had seen with purples and lilacs
around my eyes, including eyeliner for the first time. The idea of
purple lipstick would never have occurred to me, however as it matched
my eyes and earrings, there was no doubt that the contrast between soft
pink and bold purple worked.
A different, long wig was arranged on my head. This was the first
proper blond wig and the curls cascaded down from the top of my head as
Aunty brushed it and arranged it how she wanted it. As I later saw from
the mirror, having one side hanging in front of my chest and the other
behind was a very sensual effect and I had begun to develop a style of
pouting that was way beyond the ability of most girls my age. It might
have been beyond most women, although they may even have thought it
slutty!
Once more when Aunty introduced me to the mirror, my clitty leapt, hence
it was fortunate that this dress had so many pettis and such a wide
skirt. This particular evening passed in a dream like state as I was
imagining being escorted to one of those evenings we saw on telly, where
the attendees all dressed up, such as an awards evening or the Royal
Variety Performance.
Aunty was wearing a long gown that evening and when I was sat on her
knee towards the end of the evening, she asked me how I felt (as always)
and to describe anything different that I?d experienced. I explained
about the idea of being escorted to an awards evening and she asked,
"Was your escort male or female?"
After some thought, I explained.
"I guess it would have to be male, the way I look."
"Why?"
"Because it would look odd if two gorgeous females appeared hand in
hand, wouldn?t it?"
Aunty smiled, then outlined some thoughts.
"We women get away with a lot more than men do. You must have noticed
some of the girls at school walking along arm in arm, as well as dancing
together when at school or youth club discos."
"Yes," I said. "Well that continues as we get older. It is an
acceptable face of society that women are ?allowed? to participate in
activities that men are not, for instance holding hands, holding on to
each other?s forearms, hugging and perhaps even kissing, but just cheek
to cheek of course. Mind you, in other countries men kiss each other as
well, hence it is just our backward Britain that sees men showing
emotion and sharing touch as weakness."
"If no-one else was looking and there was definitely no chance of being
?found out?, tell me what your escort would be wearing."
"An outfit identical to mine," was my immediate reply.
"Even if that clashed?" Aunty questioned.
After some thought I explained, "Whilst understanding the fashion faux
pas of wearing the same outfit, I?d love to appear as ?twins? in a dress
like this."
Would you prefer your gorgeous escort to be a real girl or a girly-boy
like you?"
That puzzled me as I?d never thought about it, so after some more
pondering, I replied, "As long as we liked each other, I don?t think it
would matter. Having never met any other girly-boys I don?t know if
they would be similar to me, although it seems that they are likely to
have an awful lot in common. Do you know any others Aunty?"
She smiled.
"Of course, I do sweetie, however you are a little too young to begin
meeting other girly-boys."
The matter ended there. Over the years, my piano playing improved and I
participated in a couple of concerts, however I was never going to be an
outstanding performer. Throughout my adult life I retained the ability
to "give us a tune" whenever a piano or keyboard was accessible, and
this created a degree of joy for others - which I was always in two
minds about.
Firstly, I loved giving the joy, but I always felt there was something
missing in most cases, as I was wearing drab and would have loved to
have been dressed in something appropriately feminine, especially for
some songs that were particularly reminiscent of glorious outfits.
However I digress...
Chapter 8 - Exploration
It was such a mind-blowing experience that I remember it was after the
first piano lesson after midterm, having had two longer lessons during
the holidays. Wearing dresses for almost four hours on each occasion
had been wonderful, even if I had been doing it now for over two years,
the feelings never got old.
Having been learning to wank (or as my older self describes it,
masturbate) a couple of times on the Monday to make sure that I was as
empty as possible, hence less likely to get hard, I was so far advanced
of my peers in sexual control and understanding that when one of the
?bad? girls, who was not the really, really bad type, but seemed to like
hanging out with them - despite being really clever in class -
approached me, I was surprised, but not taken aback.
"You?ve really changed this year Jimmy, do you know that?" she said to
me as we were walking close to each other on the way home.
"Have I?"
"Yes."
"How?" I wasn?t known for my intellectually stimulating conversation in
those days.
"You seem happy and you never used to. You walk straighter and taller.
It?s like you know more than the rest of us."
Not sure what this meant, I kept quiet.
She touched my arm and we stopped...
She was looking straight into my eyes when she said, "I like it..."
Then after a pause where I continued looking back at her eyes, she
continued.
"... a lot."
Not sure what else to do, I smiled, then she leaned towards me and
kissed me.
ON THE LIPS!!!!!
My just turned fifteen-year-old body wanted to do flips (as my heart was
already), but I managed to stay calm and kiss her back - not that I knew
what I was doing.
"Will you be my boyfriend?"
"Only if you kiss me again," I said.
She did.
We held hands and walked along the pavement. She talked a lot - but
then I liked her voice. I smiled a lot, which she seemed to like. We
stopped often and kissed. Then we came to her house and I had not even
realised we had turned onto her street. She kissed me again and turned
and went up her path.
"Let?s meet for the earlier bus tomorrow morning," I said, not knowing
where this confidence had come from.
"OK." She smiled.
Naturally I bounced into the house and my mum stopped what she was doing
and asked, "What?s got you excited then?"
"Nothing," I lied.
"Why are you bouncing around like Tigger then?"
"Don?t know."
She looked at me with her head tilted to one side but didn?t say
anything as I picked up the two empty buckets for coal and went out the
back to fill them up. When I brought them back in, she was back doing
whatever and nothing more was said.
The following morning, I was again like an excited puppy and mum asked,
"What is it with you?"
"Huh?" came my intellectual reply. I may have been a girly-boy with
Aunty, but I was still a boy the rest of my life and as a teenager I
reacted the way most did to adults.
"Last night you come bounding in like Tigger, this morning I don?t even
have to wake you and you are up like the world is waiting for you.
Something is going on..."
"Schools got a lot going for it at the moment mum," I lied.
"Really! In what way?"
Thinking quickly, I came up with, "Engineering drawing, you know I
always loved that; the drama teacher has asked me to play the piano at
the xmas concert. Just stuff, really."
"Hmmm," was her considered response, however it ended the conversation
and off I went to meet Cheryl.
It surprised me that she was there already, and her face was already
made up and she looked beautiful to me.
"Morning beautiful," I said, which made her smile.
She reached up to give me a quick kiss on the lips and hooked her arm
into my pocketed one. We stood like that waiting for the bus, not
talking much. Let?s face it, we may have been two teenagers who were
excited to be together, but we were still too teenagers up too early!
On the bus, we managed to get a double seat towards the back and spent
the ten-minute journey kissing and touching each other - not
inappropriately at this stage, just getting to know each other.
Naturally we parted for different classes, however we met at the break,
then again for lunch, then we realised that I had to go to work after
school so we would not be able to walk home together after the bus. In
fact, I didn?t even get the bus as the chemist where I worked was in a
different direction completely.
"What are you doing after work?" Cheryl asked. "Just going home."
"Do you fancy coming to my house to do some studying?" She looked at me
in the way that girls do, with the head tilted forward and the eyes
looking upwards. The message was clear. This was not about studying!
"Of course. I?ll tell mum when I get in that I have to go and study.
I?ll see you about half six. Will your mum mind?"
Cheryl?s face changed to a disappointed look and she said, "She probably
won?t be in." Then she smiled again and continued. "So, there will be
no distractions to our ?studying?, will there."
The languid way her voice said the word studying left me in no doubt
that this was an exciting prospect, so I kissed her and held her in my
arms whilst doing so. We broke the kiss when one of my friends shouted.
"Get a room, you two." And laughter followed from several boys and
girls.
You can imagine Mum?s response (nonchalant arm folding) to my
information that I was going studying. Apart from asking who with and
then telling me to be home by nine, that was it.
Having not really noticed before what Cheryl?s house was like, it was on
the same council estate as us, but on one of the worse streets. We were
?lucky? to be on a street on the edge of the estate, but this one had a
few neds. Fortunately, I was known to them and so was Cheryl, so the
only question.
"What you doing here Jimmy?" was easily answered by my visit to Cheryl.
She opened the door as I approached, and I noticed she had changed out
of her school uniform. She was wearing a very short skirt in a red
polyester, as well as a loose vest type top that showed her budding
breasts from the side.
"Wow. Do you always dress this sexily for studying Cheryl?"
"Only for special study partners, or for special studies. Which do you
prefer?"
"Both!" And I had my arms around her, and we were kissing furiously.
after several minutes, we came up for air and she took my hand and
pulled me through to her living room. As it was late November, the
curtains were already closed, and we sat down on her couch to resume our
kissing.
As expected, our hands began to wander, and I could feel that her
nipples were already hard, and she moaned as I touched them through the
nylon. Her hand found my erection and she squeezed it as I continued to
rub her nipples.
Slipping my lips from hers, I began to caress her neck and ears with my
lips, when she pushed me away and said, "No love bites!"
"Of course not! But let me show you how this feels." And I continued
to the back of her ear and discovered that she reacted exactly as I knew
I would when anyone touches me there.
My arms re-discovered her nipples and she leaned in towards me and re-
engaged with my erection. She leaned back and lifted her top off, then
smiled at me as she leaned in to grab me again. I leaned forward to
kiss her nipple and she gasped.
"Wow, that is wonderful. Where did you learn that?"
"From books and magazines, I read," I said between kissing her nipples
and swapping between them.
"Don?t stop!"
So, I didn?t. One of the advantages of being a girly-boy was that I had
studied girls in a way that most boys don?t, hence I knew that kissing
gently on the nipple was much better for the girl than massaging with a
heavy hand.
She was clearly enjoying this and I was enjoying it almost as much,
however she had leaned back and let go of me to enjoy the sensations,
hence had drifted into a state of seeming bliss (although that is not
how I would have described it at the time).
After several minutes, I was getting a little bored and decide to see if
what I had read was true, so I gently nibbled her nipple. The response
was instant as she pushed her breast hard into my face, so I nibbled a
little harder. Her moaning was louder than ever, and her arms were
pulling me tightly into her chest. Continuing this for a little while,
I naturally swapped breasts and received the same response.
After a relatively short time she pushed me away, smiling and definitely
out of breath.
"Wow... Did you really learn that from books?"
"And magazines, probably more from magazines."
"What magazines?" She asked, "Some that were hidden in a neighbour?s
garage." I lied. They had been given to me to read by Aunty and I was
not allowed to take them out of her house. Later I discovered that
these were Femdom magazines, which is why they had many stories about
how to please a woman.
"Do they teach how to please a boy?"
"Not that I can remember, but it seems that we boys are easier to
please?" At that she reached over and squeezed my still hard erection,
then looked me in the eye and said, "Now I know how to do that."
Then she kept my gaze, but slowly took my zip down, pushed my pants out
of the way and started stroking me.
She was right. She knew how to do this! After a few minutes, I said,
"I?m about to make a mess of your couch."
"No, you are not." She smiled, then leaned forward and took the tip of
my erection into her mouth as she wanked me faster. Not surprisingly, I
exploded in her mouth and she kept going until all of my cum had
disappeared.
"Wow. That was awesome." Then she leaned in and kissed me.
I hesitated briefly, but thought as she has done that for me, the least
I can do is give her some comfort by giving her the kiss that she wants.
The kiss was a long, gentle one that included us both re-exploring our
bodies and her nipples remained hard throughout and my erection returned
quite quickly.
She started to take her panties off under her skirt and I looked at her.
She was clearly more experienced in this and I did not want to have full
penetration sex with here - at least not yet as I did not have a condom
- but thought how can I tell her.
Thinking on my bum, I thought from the books I have read that a woman
likes to have herself kissed, so I got on the floor in front of her,
looked up at her and said, "Here?s something else I?ve read..."
Leaning forward, I kissed the top of her right thigh. Her gasp told me
she liked it, so I kissed a little higher and her continuing gasps and
moans told me this was good. Circling her pubic hair area, I continued
to kiss, lick and occasionally nibble gently and when I was at her left
thigh, it seemed that it was now or never, so I licked her moist slit.
Her reaction was instant and immense. Her pelvis thrust forward into my
face and her hands pulled me into her and her thighs clenched tightly.
She shook and shook and shook, then when she calmed down several seconds
later, she released me from her thighs and once more began.
"Wow... Wow... And more wows than I know what to do with."
I moved up to cuddle her again (as I?d read) and she snuggled into my
chest with one hand resting on my erection, but not doing anything with
it. We lay there for hours, albeit it was only a few minutes, then she
started to shiver a bit and I realised she was getting cold. I looked
for her top and panties and moved to pick them up.
"Don?t you want to get inside me?" She pouted.
"Yes, but not yet." That got her attention and she sat up.
"Why not?"
"Because I don?t have a condom and I want you to remember the feeling
you had when your thighs squeezed my head."
She smiled and continued.
"But all boys want to get inside, don?t they?"
"Of course, but I want you to want me to get inside you because you want
me to do it, not because ?all boys want to?. Does that make sense?"
"Nope, but you?ve tired me out, so I could do with the rest..."
Taking advantage of the pause I picked up her top, kissed both her
nipples, then put it on her. Taking her panties, I lifted one foot and
put her leg in, did the same with the other and pulled them up her leg.
Just before they reached the top, I leaned forward and kissed her mound,
then as she was pushing towards me, I moved back and pulled them up
around her bum.
Continuing to smooth my hands across her bum, I leaned into her face and
began gently kissing her. Her arms came around my neck and we continued
like this for even more hours, that were also just minutes. I sat
beside her and she snuggled into me, then I heard a gentle snore.
Looking over at the time, it was not even eight o?clock, so I thought
about what could I do while she snoozed. Fortunately, she was a heavy
sleeper and I managed to get a schoolbook out and began reading one of
the books we had to study for our English exam. I was already part way
through and managed to get a few dozen pages read before Cheryl stirred.
"Hello beautiful," I said as she looked up at me, a little confused.
She then jumped and said, "What time is it?"
"Almost half eight," I replied and she relaxed.
"Why?"
"Mum works till 10 and I don?t want you to meet her."
"I have to be home by nine anyway."
"Really? You still have to be home by a certain time?"
"Yes. It?s a form of blackmail I know, as my mum doesn?t like being in
the house on her own or with just my sister and my dad never comes home
till the pub?s shut. If I?m not in for a certain time, then I can?t go
out to the other things I enjoy, like my piano lessons, karate or BB."
"So why don?t you give up the other things?"
"I like them."
"Even piano lessons."
"They?re my favourite. I would give them up last if I had to give
things up."
"Why?"
"Don?t know really," I lied, knowing full well that wearing dresses,
skirts, panties and everything else femme was the real reason I enjoyed
the lessons. As expected, that satisfied another teenager as we all
used ?don?t know? so often!
After some silence, Cheryl snuggled in close to me and said, "You are an
odd one Jimmy, do you know that?"
"How?"
"I?ve always liked confidence and only noticed you have it the past few
weeks, then you surprise me and make me feel like no-one has ever made
me feel and then you do what most boys would not and hold back from
getting inside me. That?s how."
"Oh. Did I really make you feel like no-one else has?"
"Oh, yes." She squeezed my body. "And I?d like you to do it again.
Can you come back tomorrow.
"Sorry. Thursday is karate and Friday is BB. Can?t see you till
Saturday after I finish work at 1."
Cheryl pouted.
"My mum will be here at 1 so we can?t do anything when she is here. Why
are you so busy?"
"Don?t know really, always have been."
Another pause, then she snuggled into me and looked up, her words oozing
out...
"Could you miss karate just this once... For me... Please... Pretty
please..."
As she was saying this, one hand was squeezing my erection back to life
and her other hand was pulling down the zip.
"Well..."
Her hand pulled out my erection and she continued to look at me, slowly
stroking me to full hardness.
"You will really enjoy it..."
Still looking at me, she closed her lips around the top of me and began
stroking harder. She then did something surprising...
She slid onto the floor and pulled my erection out about 90 degrees from
my body and slid it right into her mouth. Her tongue was swirling
around me and I could not explain the sensations as she pushed the
erection down almost painfully with her mouth, whilst continuing to look
pleadingly into my eyes.
"Yes, yes, yes... I?ll miss karate tomorrow.."
She withdrew her mouth and started wanking me furiously and it was not
long before I was filling her mouth a second time that evening. She
then swallowed everything I could provide her with; it seemed almost
like pride to her.
Kissing my flaccid member clean before putting it away, she zipped me up
and came up to snuggle in once again, before reaching up and kissing me.
"Thank you, Jimmy. I know you won?t regret it."
Wow. That was my first real encounter with a girl, and I could not have
done so well without the teaching of my ?Aunty?.
Not surprisingly, I missed karate a few times over the next few months,
however it was Aunty?s observance that made for more reasons for missing
karate...
Chapter 9 - Meeting a sissy
A few weeks after meeting Cheryl, I missed a BB night to be with her and
that had more repercussions than missing karate.
The following Monday, I enjoyed wearing my favourite sissy dress and was
sat on Aunty?s knee having explained my feelings once more, as well as
described one of the articles I?d read in her magazine, when she asked,
"What was so important that you missed BB last Friday?"
"Aha," she continued. "There?s some guilt tension, if ever I felt it.
What were you up to sweet, sexy, Suzy?"
"I... I... don?t... know... what to... say..."
"How about trying, ?I?ve got a girlfriend and she wanted me to be with
her? then?"
Shocked, I looked at her and said, "How did you know?"
"I didn?t, but you?ve just confirmed it. How long have you been seeing
her?"
"A few weeks."
"What?s her name?"
"Cheryl."
"And what type of sex have you had?"
I could not look at her and could feel my face going red. Her voice
went back to its soothing, calming best when she said, "Sweet,
scrumptious, sexy, sassy, Suzy. If a girl had not gobbled you up by
now, I would have been shocked. It amazes me that it has taken so long.
It?s natural of course, if illegal at your age, but I?m not going to
tell on you, am I?"
She lifted my chin up, then asked, "Are you using protection?"
"It hasn?t got that far, although Cheryl wants to."
"What has stopped you?"
"I don?t feel right."
"In what way?"
"I like it when she kisses my clitty and I love it when I?m kissing her
- you know..."
Aunty nodded but kept silent.
"It?s just that I feel like I?m betraying my gurly clothing if I was to
go into her without her knowing; it?s as if I don?t want to get serious
with someone without them knowing that I like my gurly clothing. Does
that make sense?"
"The last bit does make sense sweetie and I can understand your caution.
Do you want me to meet her and explain?"
My eyes suddenly got huge and I wrestled with several different
thoughts... No, yes, no, what if Cheryl told everyone; what if I lost
Aunty; what if I lost Cheryl; what if Cheryl didn?t like it and told me
to stop? What if...
Suddenly I felt Aunty cuddle me and everything felt better.
"Let?s try a different approach as I can see that you are not ready to
open up to anyone about your beautiful feminine side yet."
After a pause, Aunty continued...
"At the beginning of the year there is a recital taking place near
Manchester which I have tickets for. How about I speak to your mum and
we get permission to travel together for that and I introduce you to
some friends who may be able to help with your decision?"
"How can they help?"
"They are girly-boys like you. Some of them are proper sissies who live
as a full time sissy. Some are transvestites who dress very
occasionally, and others are in between. Being able to talk with them,
especially the ones who are older than you and have gone through some of
what you are going through might make it easier for you. Would you
agree?"
After hesitation, I nodded. This time I did not get away with it as
Aunty put her head to one side and raised her eyebrows.
"Yes, Aunty Elaine, that sounds like a really good idea."
It was arranged as Aunty promised and the sex with Cheryl continued as
before, even though she would ask me to go inside her every now and
then. The biggest problem came when I said I was going away for the
weekend recital.
The night before I was going, having missed karate to be with Cheryl,
post our usual oral love making that had moved onto glorious 69 moments
now, she asked, "Why do you have to go away?"
"Guess I don?t have to, but I really want to as there are so many people
I want to meet and hear from." Which was a clever way of telling the
truth with Cheryl thinking I wanted to hear the recital, as opposed to
the girly-boys? opinions.
Cheryl pouted.
"I?ll miss you."
"And I?ll miss you too, but let?s make a promise then..."
"What sort of promise."
"When I come back, we?ll have proper sex."
She jumped up, wide eyed with delight.
"Really? Do you mean that?"
"Really, although I might not be with you the first night I?m back as
I?ve still got my piano lessons."
"Could you not miss them this once? You?ve never missed them for me."
"We have to discuss the outcome of the visit to Manchester that evening
whilst it?s still fresh in our minds, Aunty says."
"Who?s Aunty?"
Oops, I just realised that I?d let something slip that I hadn?t intended
to. I could feel my face go red.
Cheryl was staring at me, she?d never seen me go red before and it was
clearly denting my image of confidence.
"It?s what I call my piano teacher."
"You said she was Mrs Thompson, not your Aunty."
"I know, but I think she misses her niece and she likes it when I call
her Aunty, that?s all." My red face had reduced by this time and I was
inwardly congratulating myself on quick thinking when Cheryl came back
with.
"My mum told me men who call women Aunty are sissies." The redness was
back instantly, although I tried to hide it with anger.
"Are you calling me a sissy?"
Cheryl was shocked at my reaction. She had never seen me angry. After
a bit of a pause, she took a mental step back and said, "No, no, no. No
sissy could make me feel the way you make me feel. It?s just something
my mum said, and she says a lot of things that are rubbish."
Shortly after that we parted with a soft loving kiss and a promise to
meet on Tuesday evening for ?real loving?.
Mum packed a case for me and took me to the bus stop. This was the
first time I was going away on my own, as every other time it had been a
school or BB trip and there was always a group of us. Clearly mum
trusted Mrs Thompson as I doubt there would have been anyone else I
could have gone with on my own.
I?d had to get two days holiday from the chemist, hence I was on the bus
just before 4pm and got to Aunty before 4.30. She took mum?s case, put
it to one side and said, "You won?t need that. You are going to be Suzy
for the entire weekend."
"Really?" I smiled, then instantly stopped smiling and thought I?d have
to be in public as a girl.
"Don?t worry, you will look like a girl and you?ll always be at my side
- or with someone I?d trust with my life. Now off you go and get
changed, I?ve put a surprise for you to control your clitty..."
Rushing would have been an understatement as I went into the bedroom.
Hanging on the outside of the wardrobe door was a navy-blue dress that
looked about knee length, perhaps just below. On the bed were similar
coloured panties and bra, as well as a pack of new nude coloured tights.
Low heeled matching shoes were on the floor. Beside the lingerie was a
plain brown box, which must be the surprise.
Deliberately showing restraint, I sat on the bed and opened the box, to
find a strange looking, curved metal device, with a few rungs of the
same metal and a tiny metal padlock. Confused, I took the box through
to the living room and asked Aunty.
"Is this the surprise?"
"Yes."
"What is it?"
"A chastity cage."
"What?s a chastity cage?"
"Do you know what the word chastity means/"
"No."
"How about chaste, do you know that word?"
"Yes, it means going without sex... Oh!!! How does it work?"
"Firstly, is your clitty hard?"
"Yes."
"Good, that means you are excited about being ?chaste?, which will help
with this. Now off to the bathroom and get rid of your hardness. As
soon as you are finished, call me in."
I did so and called Aunty in.
She was all business like and knelt between my knees as she washed my
clitty and balls, then put one of the rings in the right place,
connected the other bit up and padlocked it together.
"So where is the key?" I asked, a little late.
"Hidden where you cannot get to it." She answered with a devilish smile.
"How long will I have this on for?"
"As I have the key, until I say so."
Almost instantly, I felt pressure build on my clitty as it tried to get
hard. Clearly, I liked the idea of someone else having control over my
clitty, but I was not sure why.
"It hurts!" I exclaimed.
"It will whenever your clitty tries to get hard. You?ll get used to
it."
"But I don?t want to get used to it."
"Too late, Suzy, now it is time for you to get dressed."
Hesitating, I thought about not going, but then realised that Aunty
could send me home like this and how would I explain it to my mum, or
worse, Cheryl!?
I reluctantly pulled the soft cotton panties on and they seemed to
snuggle around the device. There was a lump, but it was nothing like
when I got hard.
Next, I put on the tights and pulled them up over my panties. The bump
seemed less significant.
There followed my bra, a knee length slip with wide shoulder straps,
then the dress and finally I put my shoes on. I felt a little deflated,
but at the same time, kind of excited. Was this weird or what?
Aunty came in and asked if I felt confident to do my own makeup for
perhaps stopping at services, or did I want her help. Never having done
makeup for public, her help seemed appropriate and she used a little
foundation, less blusher and some light eye shadow. A little mascara
and a neutral coloured lipstick went on, then some small earrings,
bangles on one wrist and a small watch on the other.
My wig was a very conservative page style in almost black, then Aunty
gave me a handbag and asked me to open it.
There was lipstick, a compact, some other makeup items, a perfume bottle
- which I took out and sprayed on my wrists and neck. Aunty then took
it and sprayed it under the skirt of my dress, which she had never done
before. Also, in the bag were some tampons and an ID card, which had my
picture on it, the name Suzy Thompson and a date of birth which made me
eighteen.
Aunty then said, "Time to go, the car is parked. Don?t forget your
purse and coat."
I picked up the coat she had laid out for me and held onto the purse,
then braced myself.
We went out into the landing of the flats and Aunty locked the door,
then started down the stairs. I followed her, as there was nowhere else
to go. We exited the building into a street that had a few people in
it. It was just after 5pm on a Friday of course and walked two cars
along to get into her Vauxhall Viva.
Up until that point, I had not thought about how we were going to be
travelling, but then realised I would be on view the whole way. At
least it was not going to be a bus or train I thought, all those people
looking at the boy in a dress.
We left the town and eventually ended up on the dual carriageway heading
south (A74). At least it was a dual carriageway for the start, but soon
became a single carriageway and we had a quiet journey until we reached
the border with England. It was now about 7pm so Aunty pulled into a
car park in Penrith. Turning to look at me, she took my hands in hers
and said, "I know that this is big for you, but you are more beautiful
than almost every girl your age and you will either appear as a shy,
wallflower type girl or a confident, modern girl. Which would you
rather be?"
"Confident," I stated without hesitation.
"Then always remember our deportment lessons. Imagine that book on your
head wherever you go and if you ever forget, just go back to the memory
and you will instantly appear confident. Remember also how natural you
are at walking in heels, sitting in skirts and being feminine. Very few
girls of your age will have had the practice in heels and skirts that
you have had, so you have every right to be confident."
After a pause, she continued... "Now there are two options, a cafe there
that is really for lorry drivers and they do cheap and cheerful food,
but the toilet might not be the cleanest. The other option is that pub
which has only sandwiches and will be busier with some men close to your
age who will look at you as though you are a meal to be consumed, but
the toilet is much nicer. Which do you choose?"
"Clean toilets Aunty."
"I?m glad about that Suzy." Then she kissed me on the cheek and got out
of the car.
This was the moment. I opened the door, swung my legs round together
and held onto the door handle to help me getting out. Reaching into the
back of the car, I got my purse and coat and walked with Aunty into the
pub.
The noise took me by surprise as everyone seemed to be talking at once
and only ever having been into my dad?s working man?s pubs had not
prepared me for this. There were women in here on their own - which was
unheard of in Paisley in the type of pubs that my dad went into. In
fact, there were very rarely women in pubs in Paisley and they were not
what would be described as "nice" women.
Almost instantly, I felt the eyes on me, but Aunty had prepared me well,
so I did not look at any of the men. We found a table where an older
couple were sat and had two spare chairs - it would seem to be the only
spare in the pub, so Aunty asked if we could sit there and they kindly
agreed.
Aunty engaged the couple in conversation, introducing herself and her
niece Suzy to Tom and Miranda. They explained the ordering process and
pointed out where the toilets were, so Aunty and I left our coats on the
chairs and went to the ladies.
There was one lady in the toilet, so I went straight into the cubicle,
raised my dress and lowered my tights and panties. I was so glad that
I?d been dressed several times for four or more hours and had
experienced going to the toilet in skirts and dresses on more than one
occasion.
The chastity made sitting to pee seem the sensible option and I felt my
clitty begin to get hard as I thought of the way I was dressed with all
those people thinking I was a young, adult female. Fortunately, the
pain brought me back to reality and I wiped the device clean, tidied
myself and left the cubicle after hearing that Aunty was out of hers.
She was touching up her lipstick, so I did the same, especially as it
needed it.
The following 40 minutes was the most exhilarating non-event I?ve ever
experienced in my life. Tom and Miranda were lovely and seemed to be so
interested in the piano playing part of my life, especially as Miranda
had loved to play before she had children. Aunty and I shared a secret
smile when Miranda said, "Make sure you do everything you want as a
young lady before you have children Suzy."
We retouched our makeup in the toilet and continued our uneventful
journey. Booking into the Britannia Hotel I realised that this was not
an ordinary weekend even for Aunty, especially as she seemed so excited
when we got into our adjoining rooms and she opened the connecting door.
"Let?s unpack later, I?ve someone that I want you to meet."
She took my hand and almost dragged me to the lift and we went down to
the lounge area and met a couple in their late 20s or early 30s. His
name was Sam and she was Sally. He was dressed in casual light trousers
and a blue shirt and she was wearing a gorgeous, light blue calf length
dress that had a chiffon overlay and had several pettis holding out the
skirt. Her plunging cleavage displayed two beautiful looking breasts
and her makeup was clearly stunning evening makeup and I felt like one
of the ugly sisters in her presence.
My confidence clearly took a knock and Aunty immediately realised it and
when we sat down at a table that was not overheard, Aunty took over the
conversation.
"Sally, please tell Suzy when you first wore female clothing?"
"Seven years ago."
"And how old were you?"
"37"
"Suzy, close your mouth, it?s not a good look for a lady." Said Aunty.
"Why did you start wearing femme clothing then?"
"You ordered me to."
"Why did you obey?"
"I do what you say, when you say, without question."
"Explain to Suzy why that is the case."
"Because I am your sissy and sissies do what their Mistresses tell them
to."
"Suzy, have you any questions for Sally?"
After a moment?s hesitation...
"Lots! Can I start with, are you really a man?"
"Oh no Suzy, I?m a complete sissy, neither man nor woman."
My questions were thoughtful, hence there was a lot of hesitation
between them.
"Does that mean you have your male ?equipment?."
"Yes." She looked at Aunty Elaine, who said, "If you want to expand on
your answers, you may Sally. We are in a public area after all."
"Thank you." Replied Sally, who visibly relaxed. "My male equipment as
you call it, I call it my sissy clitty, is fully intact, but is rarely
used. When I pledged myself to Mistress Elaine as her sissy, I agreed
to keep my sissy clitty in chastity and have it released for medical
purposes only. As I have had electrolysis on every part of my body,
there is no hair to cause hygiene problems and I don?t miss
ejaculations."
"You don?t?" I replied in astonishment.
"As a sissy, my purpose is to serve my Mistress and my pleasure is to
serve her so well that she never questions my purpose."
"Are you saying that a sissy never has pleasure?"
"Oh no. I get pleasure all the time from serving others."
"What do you mean by ?serving others??"
"If my Mistress has instructed me to serve someone, whatever they wanted
me to do I would do that. That includes sexual activities if they want
any."
"But if you are locked up, what sexual services can you provide?"
"My tongue is particularly talented, and I have a hole that provides
satisfaction for males and females. Some people get sexual satisfaction
from using me in other ways though, such as an object - table, tray,
ashtray are examples. Other ways include putting me in bondage,
humiliating me or just dressing me up in ways that entertain them.
There are others, but that is probably enough for now."
This shocked me, hence it took time before I asked, "Are your breasts
real?"
"That depends on what you mean by real... If we were not in public, I?d
offer you the chance to feel them and guess - and I would enjoy that,
which is another way I provide sexual satisfaction to people when they
want to play with these puppies. As part of my change to sissy status,
my Mistress ordered me to have implants and these are top quality
implants. Nobody would realise they are implants unless I showed them
the scars."
At this point, Aunty Elaine stopped us, then suggested.
"Suzy, why don?t you continue this discussion with Sally in your
bedroom, whilst Sam and I catch up on some old times?"
Even I understood the implication, but as Sally took my hand, I
instantly became distracted, especially as she had nails to match her
luscious dark red lipstick and they were at least ?" beyond the end of
her fingers.
Chapter 10 - Extreme stimulation
Sally knew which room I was in and had her own key, therefore it did not
take a genius to work out that this had been well planned.
When we got into the room, I must admit to being nervous, however I need
not have worried as Sally took control instantly.
"Let?s get you dressed more appropriately."
"It?s almost midnight Sally, what is more appropriate than nightwear."
"Trust me Suzy, you are not going to sleep soon. I?m here to give you a
sissy education. Not because Mistress thinks you are a sissy, but
because she wants you to understand the choice."
She had moved to the wardrobe and opened it, displaying a huge array of
clothing which I drank in.
Sally moved behind me and slid down the zip of my dress. Taking the
hint, I removed my shoes, then stepped out of the dress. Sally
unclipped my bra and threw it onto a chair, then slid down my tights and
panties.
"How do you like chastity?" Asked Sally as her hand took hold of my
balls and gently caressed them, causing instant pain.
"I don?t like it at all."
"Not the least little, icky, bit?"
"Nope."
"Not even because your skirts show better when your lump is not
displayed?"
"Well there is that, but surely there are other ways that are better
than stopping me getting hard."
"Perhaps sweetie, but for a sissy, there is none better than knowing
that your Master or Mistress completely controls your sexual release."
"But I?m not a sissy."
"True, but after some lessons from me, you might just want to become
one."
"What lessons are they, then."
"Well now that I have you naked, let me choose some more appropriate
clothing..."
She reached into the wardrobe and pulled out a corset, which I?d seen in
some of Aunty?s magazines and always thought it would be wonderful to
wear. This one was a full-length corset, which naturally was a
beautiful pink satin, with lots of lovely lighter pink bows across the
length and breadth of it. There were sumptuous rows of lace around the
tops of the bra cups, as well as around the bottom, where six suspenders
hung, ready to be attached to stockings.
Sally stood in front of me, looking down from her 6" heels. She reached
behind me with the corset, then brought both parts round the front and
begun to attach the little studs into the holes in the triangular shaped
hooks. Realising that these were substantial, I began to experience
some more discomfort in my chastity, however Sally simply put her hand
under my chin to bring me back to standing upright.
Once the corset was fully connected, she spun me round slowly, caressing
my shoulders as she did so. She reached over my shoulders from behind,
pushing her breasts into the top of my shoulders as she did so, then
reached into the front of the corset and pulled up some flesh.
Over the next ten minutes or so, she alternated between pulling the
laces together and pulling up some flesh, such that my skin seemed to
fill the cups with breasts. Once the laces were as tight as she wanted
them to be - clearly ignoring my pleas for leniency - I felt them being
hidden under something, then there was the sound of a zip, followed by a
click.
"Now you begin to feel like a sissy as the clothing can only now be
removed by Mistress Elaine - you see the only key to the lock is held by
the Mistress. Let me put the rest of your clothes on."
With Sally?s help, I had pink, seven denier stockings eased up my legs
(a sumptuous feeling as I?d never worn such light stockings), then a new
experience, a thong pink panty was arranged around my chastity encased
clitty and the string pulled up tight between my bum cheeks, with plenty
of smoothing from Sally?s hands.
Next my wig and makeup were removed, and dramatic pinks, purples and
blacks were painted onto my face, including the most beautiful, sparkly
purple lipstick and incredibly long false eyelashes. Looking out from
my eyes, the eyelashes made my clitty get hard, so I started to think of
other things. Long, dangly earrings were clipped onto my ears and a
sumptuous, long pink wig attached to my head.
A multi-layer bubble gum pink petticoat was pulled up my legs and I
realised it was so short that it was almost horizontal and my stockings
tops were fully displayed. Next was another pink dress, but what a
dress. Matching the colour of the pettis in shiny satin, Sally lowered
it over my head, then zipped up the back, with another click.
She zipped the cuffs down and clicked each end, then bent down in front
of me and began kissing my thighs. They opened almost involuntarily,
and she pushed me back on the bed.
"Point your right foot down as far as you can, sweetie."
She struggled for some time to put on the shoe and I realised I was not
going to straighten my foot any time soon as it was pointing almost
vertical (later I was told these were ballet boots) and once more there
was a lock.
"Now your left."
This was repeated.
"This will be painful to start with sweetie, but Mistress Elaine wants
me to instruct you in walking in these and Mistress Elaine gets what she
wants, so grab my hands and UP."
She pulled me and she was right. It was really, really painful, but she
would not let me sit down and slowly, my legs and feet became used to
the position. Whilst it never became comfortable, it was bearable and
Sally began to lead me throughout the room on the shoes, eventually
lessening her hold on my hands and allowing me to walk without
assistance. I doubt I would ever be described as elegant in ballet
boots, however I managed to walk around the room several times without
stumbles when Sally said, "Fabulous, that?s stage one. Onto stage two."
"Stage two, what?s stage two?"
"Bondage." She triumphantly called with a huge grin.
"We can do it the easy way or the hard way. Your choice."
"What is the hard way?"
"I knock you over, sit on your back and tie you tightly, then put the
appropriate bondage on you."
"And the easy way?"
"You let me put it on you in as painless a way as possible."
"Ok, let?s go easy, what do you want me to do?"
"Come here, turn around, then put your hands behind your back." I did
and felt her organising something around my arms, then tightening it and
tightening it until I could not move my arms, but worse, they were so
close together at the top that it was almost painful. Next, she put a
wide, leather collar around my neck, and another click. I could not
lower my chin.
Coming round in front of me, I was now looking down at Sally, but only
with my eyes. She leaned to my right and began nibbling my ear, then
started kissing just behind it. I felt my legs start to give way as the
pain in my chastised clitty became more intense.
"Having fun, sexy?"
"Not really," I replied. "Your glazed over eyes, straining clitty and
red cheeks would disagree, little scrumptious one. I should know, as
I?ve been there. You are almost at the point of no return. We will see
how far you can resist."
I felt another click, then a pull on my neck. It would appear that she
had connected a lead to some ring on the collar and I stumbled forwards.
In the centre of the room one of the chairs had been placed and I had
not realised before that it looked different to the other chairs. It
disappeared under my chin as Sally pulled me closer, then I felt one of
my feet being attached to something, presumably one of the chair legs.
Next my other leg was moved outwards and attached to the other leg. As
she stood up, Sally?s hands drifted up the inside of my stockinged legs
and smoothed across my balls. One of her fingers started pressing
against my hole and I instinctively squeezed it closer tightly.
Sally?s voice had a bit of an edge when she said, "Once again, there is
an easy way and a difficult way. How much pain would you like the
difficult way?"
I relaxed almost instantly, and her finger started insinuating itself
inside me. To my surprise it was not unpleasant, although I would not
say it was the best thing I?d ever experienced.
After a few minutes of her exploring inside my bum I realised she was
lubricating it, then her finger disappeared and a cold, metallic feeling
began going in. Later I discovered how much joy a butt plug can bring,
but at that moment I did not know what was happening and begun to
resist.
My thigh was suddenly on fire as Sally clearly hit it with something.
Relaxation was again almost instant, and she continued pushing until
there was a closing of my anus around it. I felt like I need a pooh.
Sally walked round in front of me, then disappeared through the
connecting door and rolled a full-length mirror in front of me. That
corset had worked wonders - at least with Sally?s assistance of course -
and I loved my tiny looking waist and realistic looking cleavage.
The next thing I felt was Sally behind me. Something was connected, then
I felt myself being pulled upwards from the end of my arms. This
continued slowly and as I bent forward, I saw more and more of myself in
the mirror. I loved my cleavage so much that I almost ejaculated
through the pain of chastity, then as I went further and further up, I
realised that the mirror had been very carefully positioned and I could
see other mirrors showing all parts of me. I particularly enjoyed the
rear view where my satin dress, net pettis and stockings frame my rear
end from which protruded a beautiful pink tail.
Sally came into view underneath me and asked, "Are you ready to come now
Suzy?"
"Of course. I?ve been ready since the corset was put around me, even
before you tightened it."
"So, you are a sissy then?"
"Nope, I just love the clothes."
"including those scrumptious boots."
"Strangely, they have grown on me."
"What about the bondage. Are you enjoying that?"
"In a weird way, yes."
"So, if you say to that camera there what I have written, I will remove
your chastity and let you come."
After pausing for thought, I read.
"I, Suzy Scrumptious from Paisley in Renfrewshire, promise and swear
that the wearing of my lovely pink corset, attached pink stockings,
beautiful ballet boots, stunning satin dress and pretty pink petticoats
provides me with much sexual pleasure. This is enhanced by my wonderful
makeup, gorgeous wig and taken to an extreme of pleasure by my bondage
to the chair and the ceiling. To top it all, my tail is swishing
sexually against my legs with every movement I make - and I am making
lots of deliberate movements."
"Thank you, Mistress Elaine, for permitting me this extreme
stimulation."
True to her word, Sally unlocked the padlock, removed my chastity and
completely engulfed my clitty into her moist mouth. Her tongue lathered
me quickly and within seconds I felt the rush of ejaculation come up
from my balls. At this, Sally?s lips tightened around my clitty,
sucking the liquid from me in such a sweet, painful manner that I almost
passed out.
She drained me completely but did not stop there. After swallowing
every drop, she began gently massaging my balls with one hand and with
the other began manipulating my tail. This created such stimulation in
what I later found out was my prostate that I became erect quicker than
any previous recovery.
Sally began using her amazingly talented mouth to effect and once again
I was ejaculating into her mouth. Clearly there was less this time, but
once again, she seemed insatiable. Her moving the butt plug in and out,
as well as rotating it, once more I found myself erect. This time, she
worked slowly and gently, occasionally letting my clitty begin to
soften, before sucking, licking, nibbling, pushing, pulling, rotating
and massaging me to an even harder ejaculation. This time, little more
than a dribble came out and she let my clitty fall out of her mouth.
I was completely wrecked and fell asleep despite my position. I was out
for a few minutes only as I came to with the feeling of my hair around
my pubes being removed by wax!
When I was asleep, Sally had put a ball plug in my mouth to mask the
screaming I was doing, however it did not stop the pain. Once I was
released, I realised that she had waxed all around my delicate area and
had already used a depilatory cream and shaving on those more sensitive
parts.
Naturally following waxing and shaving, Sally spent some time massaging
the area with a much gentler moisturising cream and I began to erect
again but did not reach full hardness.
Ice brought me back to earth as my balls and clitty shrivelled and I was
soon locked up once more.
Sally then gently lowered me and removed the arm restrictions. She
massaged some feeling back into my shoulders and arms. Releasing my
legs from the attachments to the chair, Sally led me to the bed and laid
me down and covered me with a quilt.
Within seconds I was asleep.
Chapter 11 - Awakening
The following morning, I was wakened by pain in my clitty as it was
clearly trying to erect - as is normal for most teenage boys.
Off to the toilet to relieve myself and inspect my newly smooth skin.
Whilst I loved the look and feel of it, I focussed on what Cheryl would
say; what would my school mates say in the shower; my mum! Less likely
that as I can?t remember the last time anyone in the family saw me naked
below the waist!
But Cheryl... How am I going to explain this?
Coming out of the toilet, Sally was back in the room with a huge grin on
her immaculately made up face - did she ever sleep?
"Morning sexy Suzy. Did you sleep well?"
Pausing to collect my thoughts about the way she had treated me last
night, I replied churlishly.
"Yes, although I doubt that was thanks to you."
Her smile became a grin and she oozed towards me, began to caress my
smooth inner thighs and lasciviously said, "You and I both know that it
was me that tired you out so much that you slept until gone 10am
sweetie."
Pushing her hand away, I sort of doubled over a little, but straightened
up immediately as I did not want to give her the pleasure of seeing me
in pain.
"Mistress has commanded that we dress appropriately for a day out in
Manchester shops, cafes and bars sweetie."
"She doesn?t command me. I?ll dress as I want." I pouted.
"Suit yourself, but you need to have a shower as you smell of sex - and
not in a good way for most, although I always love the smell and could
tie you up again if you want more satisfaction..."
My body almost recoiled, which simply brought an even wider grin to this
wicked minx.
"Can you help me out of the corset then?"
"That depends..."
"On... wh... what?" I stuttered, very nervously.
"What you do for me..." licking her lips suggestively.
Panicking, I replied, "Right, I?ll shower with the corset on."
"There are two reasons I wouldn?t do that if I was you," Sally
countered, pausing for effect.
"First, when those corset laces get wet, they will lose some of their
tightness, however they will dry much tighter and you will hurt much
more than last night. You might even lose consciousness due to
breathlessness, or worse, break a rib or two and end up at the hospital.
How would you explain the wearing of a corset, your shaved genitals and
why a Scottish boy is in Manchester with only female clothing?"
My mouth was hanging open with shock at the prospect, but Sally
continued.
"Secondly, that corset cost an awful lot of money and Mistress would not
be impressed if you have to get the nurses to cut it off you."
My teenage brain could not cope with these scenarios and Sally?s face
took on a very sympathetic look, then clearly took pity on me.
"I keep forgetting how young and inexperienced you are sweetie. Let?s
get the corset off you and get you washed sweetie. We have to get
dressed and you can even choose the clothes to wear."
The various locks were released, and I had a sudden thought.
"You told me that Mistress Elaine had the key to my corset, how did you
unlock it?"
"Mistress Elaine did have the key, as well as the keys to all your other
clothes. Clearly she trusted me with your chastity key though. She
brought the rest to me when you were sleeping and told me to wash you
and get you ready."
Naked for the first time in over sixteen hours, including a drive that
lasted almost six hours, my body luxuriated in the shower that was at
this hotel. Previously I?d only experienced group showers when at
school or sport changing rooms, so this was a novel and lovely
experience."
Eventually, Sally came into the bathroom and said, "Change of plan.
Mistress Elaine wants to reward you, hence I?ve to dress you in sissy
clothes and you are going to meet a sissy who is nearer your age."
That made me painfully hard once again, although I could not work out if
it was because I was excited at the prospect of wearing sissy clothes
(even though I was not sure what sissy clothes meant, it seemed to
suggest flouncy, flirty, chiffons, silks, satins - which were ALL
exciting to me) or whether it was to meet a sissy nearer my age.
Regardless I was soon out of the shower and wrapping the softest bath
towel around me.
The next 40 minutes or so was beautiful.
Sally pampered me with moisturising creams, talc, perfumes, makeup and
what felt like a massage - even though I wasn?t sure what a massage was.
She then dressed me and took me through to the lounge area of our suite
that connected to Aunty?s room and I looked at myself for the first time
fully in this outfit.
Confusion was the word once again as I was dressed like a little girl,
although some of the clothing was clearly too sexual for a real little
girl.
From the bottom I had baby pink stiletto Mary Jane shoes, the white
socks with pink frills at the top, over my pink stockings. These
disappeared under an above knee, voluminous dress that had chiffon
overlaying satin - but there was so much satin and chiffon that it hung
from below my breasts, which were covered in a really tight satin bodice
with gorgeous little white and pale pink bows. The dress covered my
shoulders so that my breasts were not visible, and the sleeves stopped
well above my elbows and were so puffed out that it seemed I could
almost rise up if there was any helium inside!
Underneath I had a gorgeous, very frilly suspender belt in baby pink
that held up my stockings with eight suspenders and over that was the
most adorable, double lined satin panties that had rows and rows of pink
and white frills.
My matching satin bra had built in forms which helped to ensure my dress
bodice was so pronounced.
On my hands were matching baby pink satin gloves that had been fitted to
me with three tiny pearl buttons at my wrists.
My face was a parody of a little girl?s Barbie doll, with pink lipstick,
pink eyeshadow, purple eyeliner, those enormous false eyelashes with
black mascara, dark pink blusher in two circles that made the doll look
more realistic and a mass of curly hair in a Shirley Temple style topped
the lot.
On my ears were screw on earrings that looked like they were little pink
deer and around my neck was a pink collar with the word Sissy on it.
That brought me back to reality and I turned to Sally and said, "I am
NOT a sissy!!!"
Without realising it, I had stamped my foot in a very childish manner,
which caused Sally to smile, then she stopped herself and explained.
"You know that, and I know that sweetie, but Mistress Elaine would like
you to explore the sissy world, hence you are going to be meeting a real
sissy soon. She may be able to tempt you into the sissy world, but she
may not."
"Just remember, I AM a sissy and love the sissy world, so please know
that we are more likely to think better of you if you were a sissy."
Confused again, I didn?t have anything to offer, so Sally phoned room
service and then put a long, pinafore style apron that covered all of my
clothing, except the shoes and tied it at the back.
When room service arrived, he could not take his eyes off Sally. Then
again, as she was wearing a ludicrously short white dress, her stocking
tops on show and 6" white court shoes, he would not have been "manly" if
he did not admire her.
As he was about to leave, she asked in a voice that oozed out of her...
"Would you like a tip to remember, or..."
He looked at me and clearly thought I was too young and responded by
asking.
"Can we do something where she cannot see?"
"Why would you want that, after all she would want to see your dick when
she was holding it?"
He almost lost his balance as he scarpered, and Sally slapped his rear
end as he left. Then turning to me, she said, "Close your mouth Suzy,
it?s not your best look - although I do love the way that lippy makes
you seem so kissable."
I closed my mouth and folded my arms, then realising how childish it
looked, I uncrossed them and struggled to find somewhere to put them,
until Sally said, "Let?s eat breakfast."
Chapter 12 - Sissy pleasures
After breakfast, Sally encouraged me to go to the toilet and once I?d
been, she asked if I wanted to have my chastity removed before Paula
arrived.
The pain told me yes, but I wondered if there would be a price to pay,
so I asked, "Does Mistress Elaine know you are asking me this?"
"Of course."
"If I say yes, are there consequences?"
Smiling, Sally realised that I was back to thinking with less confusion,
so she kissed me on the lips and replied, "Of course!"
"Can you tell me what those consequences are?"
"Some of them, but some will depend on how you react to Paula. If you
leave the chastity on, Paula will be disappointed as she is a sissy like
me who enjoys giving pleasure. Unlike me, she has not been trained in
bondage, hence it will be a much more sensual, slow and gentle feeling
she will provide."
"What is the first consequence?"
"Before your chastity comes off, your tail plug has to go back in. That
is why I wanted you to go to the toilet. Did you clean yourself
properly?"
I nodded.
"Including using the little tube I asked you to?"
I nodded again.
"So, chastity off or on?"
"Off please." I whispered, not trusting my voice as I was already hard
in the cage.
Sally prepared me lovingly this time, and soon I had the plug in and my
clitty was proudly sticking upwards under my satin panties, which were
so lovely that they just pushed my clitty back against my belly.
Sally sat down and waited and a short time later, there was a soft knock
on the door.
"I?m going to leave you with Paula now Suzy as Mistress Elaine wants you
to get to know each other without someone as old as me present. With
that she disappeared through the connecting door and I heard it lock.
Suddenly I realised that I was expected to answer the door the way I was
dressed and a panic began to take hold, until there was another knock
and I sympathetically realised that Paula might be dressed in a similar
fashion and be standing all alone in the hall waiting to come in.
Looking through the little eye glass I could see there was indeed a
"little girl" stood outside, so I opened the door slightly and said
softly.
"Please come in."
"Thank you, Miss Suzy." The vision said and then came into the room
turned towards me and executed a beautiful, low curtsey, holding her
position with her nose almost touching the floor.
I was flabbergasted and don?t remember closing the door but do remember
saying.
"Please stand..."
She stood and put her feet together, bent her right arm at the elbow and
pointed her arm out at about 30 degrees from the front, allowing her
hand to limp at the wrist and put her left hand on her hip and went into
a pre prepared singing and dancing routine to the tune of ?I?m a little
teapot?.
"I?m a little sissy, soft and sweet.
Here for your fun, just a little treat
When you get excited, hear me shout
Tip me over and you?ll pour out"
She finished with her hands under her chin, her head cocked to one side;
although her feet were back together, her knees were bent out to one
side and her hips bent to the other.
She was wearing a similar outfit to mine, although hers was an ivory
colour and her makeup was even more doll like, with a porcelain white
foundation and bright red lipstick, eye shadow and blusher. Her
fingernails were clearly bright red and showed through her similar
gloves.
As I had not said anything, she went into her routine again, this time
she finished with another extraordinary curtsey and I once again said,
"Please stand."
She did and was about to go into her routine again, when - without
thinking - I grabbed her hand and stopped her.
There was a short pause, probably a few seconds, then I asked, "Are you
Paula."
"Yes, Miss Suzy. I?m Pwetty Paula," then she began to curtsey again.
"Can you please stop curtseying?"
"Oh no, Miss Suzy. Miss Elaine will be very upset if I do not curtsey
to you. She has told me that you are not a sissy, but you have a big,
manly clitty under your dress - unlike my tiny one."
Shocked at this, but feeling myself become even harder, I asked her.
"Did Mistress Elaine say you can sit down?"
"Yes, but only if you tell me to and I have to sit on the floor unless
you tell me to."
"Sit the way Mistress Elaine has taught you."
Paula flowed downward into a little girl, cross legged sitting position
on the floor and said, "Thank you, Miss Suzy,."
"What for?"
"For giving me an instruction."
Thinking about this, I remembered that this was some kind of test of my
sissiness so thought I?d test her a bit more.
"OK Paula, onto your hands and knees and let me see those panties."
She turned onto her hands and knees with her face away from me, then
reached round with both hands and flipped her dress up so that her
panties were on full display.
What a luscious display it was!
Her ivory satin panties were adorned with row after row of alternating
baby pink and rose-pink frills, punctuated with the opposite pink in
bows. Her stockings were held up with similar looking suspender straps
to mine and the tightness enhanced the look of her smooth legs.
I could not help myself and slid down to her behind and started
caressing her stocking covered legs, bare thighs and satin and frill
covered derriere. As my hands ran across her thighs and began to move
to the inward part of her, she slid her knees apart, offering unfettered
access to wherever I wanted to go.
Reaching forward with one hand, I found her nub - and it was a nub -
pressing out into her panties. Gently caressing it with thumb and
forefinger, my other hand was smoothing towards her rear and she reached
back and pulled open her panties - which had been disguised as complete,
but had indeed an easy access opening built in.
Looking like she was pre lubricated, the view was irresistible, and I
quickly stopped touching her and used both hands to get my panties down
and began trying to penetrate her. She was clearly well experienced at
this and had her face down and was using both hands to spread her
panties and bum cheeks wide to give me easy access.
I was amazed at how easy it was to enter her, yet at the same time how
tight she was. Then her experience started to show as I felt her
muscles relax and contract, as if I was being pulled into her by some
strange sucking creature.
It was like nothing ever experienced and I began to push and pull, then
realised that I was near the tipping point, so I slowed down and told
her to do the same.
Instantly, her pulsing became gentle caressing and my effort was much
gentler as well. As a teenager though, I did not have the maturity to
keep this going and the pace picked up again and her pulsing soon
brought me to an earth-shattering climax deep inside her rectum.
Naturally I was spent and lay on top of her until regaining my strength
- which was probably a few seconds but seemed much longer. As I sat
back on my heels and plopped out of her, she quickly turned and began to
clean me with her tongue and lips.
Needless to say, my youthful energy meant she was soon "cleaning" a re-
hardened penis and her skill soon gave her a mouthful of my cum.
Perhaps not a mouthful, which might be why she did not have any oozing
out of the side of her mouth, but she then knelt back, lowered her face
and looked up to me with her mouth open, showing my cum to me.
Not sure why she did this, but finding her gorgeous eyes and lips so
enticing, I leant forward and began to kiss her. She was completely
still until my tongue touched hers, then she began swirling her tongue
around mine and we meshed like two lovers would - literally rolling
around the floor whilst my cum was swapped between us and our hands
caressed each other - myself especially feeling her body through the
gorgeous touch of her dress.
Eventually the cum disappeared and we slowed down until we were holding
each other, our arms sliding over our bodies. We came to a body halt,
if not breathing normality, with me lying on my back and Paula?s head on
my chest, her hand gently massaging my clitty through my dress, whilst
my hand was doing the same through her dress to her buttocks.
Eventually I realised that she was unlikely to say something without
instruction, so intelligently (?) said, "Wow!"
Paula squeezed me and seemed to try to get closer to me, hence I did the
same and tried again.
"Thank you, Paula."
She got onto her knees and looked at me, then lowered her head and said,
"You are most welcome Miss Suzy, however, may I thank you for allowing
me the privilege of providing you such pleasure."
This really did confuse me, however I reflected a little, then asked,
"Has Mistress Elaine instructed you to behave in a particular way that
we have not yet explored?"
"Mistress Elaine suggested that you might want to suck my little stick,
but it was up to you and I was neither to encourage or discourage. I am
happy to continue to give pleasure, rather than receive."
This was more of a rubicon - at least in my mind - hence I pulled this
beautiful creature toward me and cuddled her tightly.
My mind was awash with thoughts...
Did I want to suck her "little stick"?
Yes!
Would this make me gay (or as I called it in the 70s, "a poof")?
Possibly.
Does that matter?
Possibly, but then I thought of Cheryl and realised that I was at the
very least "bisexual", which I?d only heard of because of Elton John and
other "oddball" celebrities.
Would sucking her make me a sissy?
I genuinely didn?t know the answer to this and seemed to just keep
cuddling her.
After some seconds, I realised that I was still hard at the thought of
sucking her, hence in a brief moment of lucidity beyond my years, I
thought, "why not?"
Not coming up with any reason, I reached down between us and began to
caress her thigh just above her stocking tops. She naturally relaxed
her legs open and I began to move my hand up. She rolled onto her back
and allowed her legs to fall apart width wise, although they were bent
at the knee and I could see her heeled feet wide apart.
Caressing upwards and onto the front of her panties, I once again felt
the little nub and realised it was not much bigger than what I found
hidden in Cheryl?s lips. This strangely encouraged me, and I kissed her
lips and we explored tongues whilst I continued to caress around her
nub, thighs and buttocks.
The feel of the panties was sumptuous to me and I soon found my hand
easing down the front of them and lowering my face towards her now
uncovered pubic area.
She was as smooth down here as she was everywhere else and I began
kissing her skin a few inches above her hardened nub, which I now
realised was about 1?" to 2" long and incredibly thin, probably not even
?." I briefly wondered how she could pee out of it as my stream seemed
to be larger than her width!
Back to the process though...
As I continued to kiss farther down towards her nub, she began eliciting
sounds of sexual excitement for the first time in our encounter.
Her breathing had speeded up significantly, consequently her chest was
rising and falling greater than before and I heard a little moan escape
her lips. Realising she was probably used to being told what to do, I
said, "Make as much noise as you want and cum when you are ready."
Then I took the nub into my mouth and a high-pitched squeal escaped her
lips and her legs began thrashing around as though she was completely
out of control. With one free hand I began to caress her buttocks and
with the other I was sliding over the dress material on her breast area.
Catching one of her nipples with my hand as I began to suck the little
nub, she squealed even higher, so I realised she was ripe for finishing
off.
Sticking my finger into her rear, combined with squeezing her nipple and
a suck of her nub and balls pushed her over the edge and I felt her
pulse in my mouth, but very little liquid came out.
What did tasted a little salty, but not unpleasant and I wondered if
this was the same taste as other men.
Almost immediately I thought, ?where did that thought come from??, then
began wondering if I wanted to do the same for a man, as I had
subconsciously stopped thinking of Paula as a man. The idea both
appalled and thrilled me.
It appalled me as I was thinking of someone like my male friends and
teachers from school as they held nothing attractive for me.
It excited me as I thought of someone like Sally who looked so
beautifully feminine yet had a hidden treasure that was causing my
hardness to increase.
These thoughts took a few seconds to rush through my mind as Paula?s
breathing slowed down and her legs relaxed flat onto the floor.
Remembering that she had kept my cum in her mouth I had not swallowed
and released her nub and moved upwards, removing my finger from her
hole, then covered her lips with mine and swapped the liquid with her.
She remained on her back with her breathing still at a much higher level
than normal, although still slowing down.
Feeling her arms around my neck, I reached back down to her nub and it
had almost disappeared. For some reason this increased my hardness and
I moved between her legs and found the hole in her panties with my
clitty and entered her easily.
She sighed and pulled me closer, then wrapping her legs around my body,
she used her leg muscles and anal muscles to squeeze me farther inside
her than I had been when entering her from behind. Slowly I moved in
and out, partly as her muscles stopped me moving out too much and partly
as I wanted this to last, but once again, my teenage immaturity meant
that I came too quickly and filled her once more.
This time, I did not collapse on her, but kept my body in gentle contact
with her and continued to kiss her mouth and thrust slowly out and in.
Naturally I eventually softened and fell out of her, at which point she
slid down under me and cleaned my clitty very quickly.
This time, it did not get hard! In some ways I was disappointed, but I
also realised that I was spent, hence rolled onto my back and allowed
Paula to keep doing what she was doing.
Eventually there was a knock at the door and Paula stopped, stood
upright and adopted the very low curtsey pose, pointed towards the door.
Chapter 13 ? Questions and shopping
I rose, adjusted my dress as best I could and went to the door to look
through the little glass.
Aunty stood outside, hence I opened the door and stood to one side
allowing her access.
She glided past me in a gorgeous, dark green dress that had a pencil
skirt and lovely button top. Her matching heels must have been about 5"
tall and she turned to me and kissed me on the cheek.
"Please close the door Suzy."
I did and turned to look as Aunty said to Paula.
"Corner time sweetie, you have done very well."
At which Paula rose, turned and moved face first into the corner of the
room, her hands clasped behind her back.
Turning to Aunty, who was now sat on the chair that I had been tied to
last night, I noticed that she was smiling at me. Not sure what to say
or do, I remained where I was, until she said, "You look as though you
have had fun Suzy. Come through to the lounge and let?s have a chat,
although it would be good if you could fix your makeup and hair first,
your lipstick particularly needs refreshing."
Moving to the bathroom, I looked at the mess that I presented. My hair
was indeed dishevelled and my gorgeous little cheek circles had all but
disappeared. Even my dress was messed up and it took several minutes to
repair all of these before I went through the connecting door and found
Aunty on the couch.
"Sit with me." She said (although commanded would have been a more
accurate statement) as she patted the couch beside her.
I sat, remembering to smooth out my dress, then cross my legs at the
ankle, with my knees turned towards her. The first words shocked me out
of my post sexual mind.
"Are you a sissy now?"
Initially, my mouth dropped open, but remembering what Sally had said
about a lady, I closed it quickly, then thought a bit before replying.
"I don?t think so, however as I don?t really know what a sissy is, it is
difficult to answer that question properly."
Aunty looked thoughtfully at me, then surprised me by asking.
"What do YOU think a sissy is now?" It appeared she wanted me to think
carefully before replying, so I did.
"A much more beautiful and sexier person that I thought before."
No reply, hence more was expected.
"In the past I thought a sissy was a boy who was weak and vulnerable and
was often bullied and could not stand up for himself. That may be true,
but the two sissies you have introduced me to this weekend do not appear
mentally weak, even if they might be physically so and I doubt that they
would be bullied much now."
More silence, hence, I continued.
"It seems that a sissy has the physical body of a boy - although his
penis seems to be smaller than most - but the mental attitude of an old-
fashioned servant, especially in a sexy way. It seems that sissies get
pleasure out of providing sexy pleasure to others. In that way, I kind
of get it, as I like giving sexy pleasure, but I love getting it as much
- if not more."
"Am I on the right track so far?"
"You are, indeed, sweet, sensuous, Suzy. Do you want to be a sissy now
that you know a bit more about them?"
"That depends..."
"On what?"
After a pause, I answered, "A number of things really...
"If I am to be a sissy, will I still be able to be with Cheryl?"
"Possibly, but I don?t know whether Cheryl likes sissies, or even knows
what a real sissy is."
"Would I have to keep the chastity cage on at all times?"
"Ultimately, yes, however I realise the difficulties of going to school,
hence you could not be a sissy until you turn mature age and leave your
home."
"Would I have to get boobies implanted?"
"Eventually, as your Master or Mistress would want to play with them and
may even want to inflict pain on your nipples."
"Pain! Do sissies have to feel pain?"
"Yes. Part of their training involves pain and some Mistresses and
Masters enjoy having sissies in painful situations. It is not for the
sissy to choose their Master of Mistress."
"Are you saying that I would not be your sissy then?"
"That is exactly what I am saying. I have Sally and she and I are
training Paula to be a sissy. Paula seems to thrive on pain, hence she
will likely be with a somewhat cruel Master or Mistress. Sally is
enough sissy for me."
There was clearly a look of disappointment on my face as Aunty
continued...
"You do not need to make a decision about being a sissy until you reach
the age of consent, hence relax and enjoy the rest of the weekend. This
afternoon we are going shopping, so let?s get you ready."
Despite being a more progressive area, Manchester was still not the
thriving area of acceptance of gay and alternative lifestyles that it
has now become, hence I was dressed in a relatively conservative outfit.
I say relative as there was no other person wearing a pink calf length
skirt that was held out by calf length pettis. Nor were there many
ladies, or indeed teenage girls with as much makeup on as I had. The
bright pink frock coat that reached to just above my knees was also
unusual and the matching leather gloves looked appropriate for the
outfit, just not something that anyone else seemed to be wearing.
The 4" pink stiletto heeled court shoes were a little unusual, but not
completely outrageous, given the 70s styles were already a bit over the
top. But the long blond wig, topped by a tiny Top Hat worn at an angle
was definitely a one off that day.
Needless to say, it was impossible to walk around in a shy, hidden
manner, hence my brazen confidence overwhelmed most would be admirers,
probably helped by the equally outrageously dressed Aunty Elaine, who
insisted on me calling her Aunty any time we spoke, as well as referring
to me as "my sweet niece Suzy."
Aunty was still a little taller than me, however her 6" spiked heeled,
open toed shoes had a platform as well. Just a little unusual,
especially as they matched the outrageous bright red of her clothing.
Her hat was more of a large wedding one, including a veil hiding her
expression. He dress reached lower than mine, just above ankle, but was
also kept wide at the bottom by a multitude of pettis. Her coat and
gloves were similar to mine, although they were in matching red.
Our handbags were the same style as well, albeit the colours were more
appropriate for our outfits.
On Aunty?s advice, we both adopted an over the top attitude, with our
handbags being held in the crook of our elbow, arms being bent at the
wrist in an exaggerated style, with our hands flopping downwards. Our
other arms were hooked together, and we swished our way loudly along
streets, through department stores and into smaller boutique style
shops, where Aunty spent a long time dressing me as her own "Barbie
doll."
Needless to say, we had several bags of clothing to take back to the
hotel and when we went into the bar, almost every head turned to savour
the vision presented to them.
I say almost, as there were a few women who did not appear to like the
attention that two unaccompanied females were getting, especially from
their own escorts.
Stopping in the bar, almost instantly there were a couple of suitors
that were dismissed by Aunty?s waved hand. The waitress brought some
Earl Grey tea and we relaxed into a more sombre mood. At least I
thought it was sombre, until Aunty asked, "Will you ever stop smiling
sweetie?"
Not realising that I had been kind of surprised me, however I thought
quickly ? realising I had tilted my head to one side like a little girl
? and replied, "Only when I stop wearing these beautiful outfits."
Smiling, Aunty answered.
"Let?s keep that smile going for a little while longer then. Time to
change for dinner and the recital."
Chapter 14 ? Evening out.
On returning to the suite, Paula was still standing in the corner until
Aunty commanded.
"Paula, take the bags, put the lingerie in the drawers and hang the
other items in the wardrobes, except the pink chiffon dress as Suzy will
be wearing that tonight."
Paula busied herself with her tasks, Aunty explained about the piano
recital and how she has a box booked for Paula, Her and I to enjoy.
Never having been to a recital, I was a little nervous and asked Aunty a
myriad of questions which she answered confidently and clearly.
Eventually she became bored with my questioning and exclaimed.
"Enough. You will be with Paula and I, just follow our lead and
everyone will look at you as the beautiful young girl you appear to be.
Time for your bath. Paula!"
Instantly Paula appeared, although she had changed into a rubber, maxi
maid?s dress, complete with rubber gloves. Wordlessly, Paula took my
hand and led me to the bathroom. Over the next 20 or 30 minutes, Paula
pampered me, including teasing some more come out of my recovered
clitty. Disappointingly, she replaced the chastity on after she had
cleaned me completely following my discharge into her lovely mouth.
Drying me with one of the soft bath towels, she then moisturised my
hairless body, dusted me with some beautifully scented talcum and
dressed me in a pink, tight corset with attached neutral stockings,
gorgeous satin panties in the same colour and pattern of the corset,
then held the below the knee slip above my head and felt my shiver as it
slid down my body.
Sitting me at the vanity, she seemed to take ages to perfect my makeup,
then attached screw on earrings, matching necklace and bracelets to my
right arm and a tiny watch with a matching strap to the left. Next came
the wig, which was the most luscious I had yet worn and was attached to
my own hair by several pins and/or clips. It was a gloss black that
reached down below my shoulder blades at the back and settled just below
my breast forms in front.
Holding the sumptuous, tea length, pastel pink chiffon dress open for
me, I stepped in and luxuriated in the feeling as Paula drew it up my
body, zipped the back up and clipped the little attachment at the top of
the zip.
3" pastel pink sandals were placed on my feet and Paula spritzed me with
a beautiful scent, including under my skirts.
Paula took me to the mirrored wardrobes and an enormous, unfeminine grin
broke out as I saw how beautiful she had made me look. Reaching out to
hug her, she held her hand out to prevent me touching my outfit against
her rubber dress, then suggested I go to the lounge and relax.
On entering the lounge, I sat on the chair with my back straight, legs
together at the knees and my ankles crossed to the side. The programme
for the recital was on the table and I thought it best to familiarise
myself with the talent on offer later.
In next to no time Paula appeared dressed in a similar style, although
her dress was a bolder green.
Shortly after, Aunty appeared in a regal purple dress, also tea length,
although her heels were her usual 5."
Without being asked, Paula went into a cupboard and retrieved three fur
stoles that she settled around our necks and shoulders, then handed us
matching silk gloves that reached beyond our elbows and were fastened
with little buttons.
The watch and bracelets were removed prior to the gloves going on, then
replaced on top of them.
A photographer appeared and we posed for several photos, some on our
own, some in pairs and a few of the three of us. Several times Aunty
asked me to turn down my smile, as she said the reflection would hide
everything else in the photo.
Down the lift to reception and the car waiting for us, then off we went
to the recital. By this stage, both Aunty and I had realised that I was
never going to be a concert pianist, however the classical piano recital
was Aunty?s final attempt at stimulating my interest in classical piano.
A few months after this concert, we agreed that blues, jazz or just
about anything loud was more my style, however the experience of
attending such a prestigious event, dressed as we were was one of the
most glorious of my life.
Relaxing in the bar back at the hotel, with the usual array of men being
waved away by Aunty?s hand, she noticed I was not as talkative or smiley
as I had been earlier and asked if there was something wrong.
Hesitating for a few seconds, I began, speaking slowly as I felt
emotional.
"Tomorrow we are going home, and I?ll be returning to normal clothes.
It seems kind of unfair."
Aunty took my hand and explained.
"You are not going home tomorrow, hence you will have an extra day in
beautiful clothes however, you will have to return to normal on Monday
evening. I?ve kept this in reserve as I thought you might feel sad
after such an intense weekend. Your mother and Cheryl both know of the
delay."
Surprised, I asked, "Have you spoken to Cheryl then?"
"Of course not, but a friend has given the message to her."
The news that I was wearing femme clothing for another day was indeed
relaxing and I did not think to ask what we were going to be doing.
Shortly after, Aunty decided it was bedtime and we returned to the
suite.
Paula took her time helping me take my jewellery, clothes and wig off,
being very careful to hang my dress, therefore I decided to return the
compliment. Matching maxi white satin nightgowns and peignoirs were
hanging in one of the wardrobes and Paula ensured that we had the French
knickers to match on, then we sat at the vanity whilst Paula cleansed,
moisturised and toned my face. She would not allow me to do the same
for her, instead suggesting I watched and learned.
Sharing a large bed with a gorgeous sissy who is in chastity, whilst you
are also in chastity, does not encourage lots of sleep, although Paula
seemed to be untroubled by her restriction.
Prior to falling asleep the first time, I had several painful
experiences as I first spooned Paula, then she spooned me, then I
resorted to lying on my back without touching her, only to be wakened
when I had rolled onto my side touching her and my restriction once
again reminded me of its strength.
Chapter 15 ? Back home; but not quite.
For the return journey I was back in the navy-blue dress with the
conservative page boy wig and understated makeup.
Kissing Paula goodbye felt so sad and we both had to repair our eye
makeup after the tearful embrace. Aunty was kind enough to leave us in
the bedroom to part, as she had told Paula to stay in the bedroom until
she heard the door close, then tidy up all the toys and clothes ready
for her Mistress?s next visit ? or whatever adventure she would
participate in.
Jealousy did raise its little head in my mind as I thought of all the
sexual adventures that Paula was about to have, however Aunty soon
snapped my out of it as we took breakfast in the restaurant whilst our
bags were being brought down by the dutiful Paula.
Collecting the keys from reception, we headed off onto the road north,
this time taking a little detour into a lovely pub in Kendal. I clearly
enjoyed too much of the coke as we had to stop for another toilet break
in Gretna. Shamefully, I fell asleep after that and Aunty woke me to
fix my make up when we were in a well-lit street. As it turned out, it
was the west end of Glasgow, which is a lovely area that I?d never been
to and Aunty said we were spending the night here.
We entered a large house in Queen?s Crescent, to be greeted by an older
lady dressed in a floor length black dress, with a bib apron that
reached to the floor. Somehow, she silently summoned others and a young
man dressed in a very effeminate trouser suit appeared to escort me up
the stairs. His flouncy, pastel blouse bounced as he minced in front of
me, his ballet style flats emphasising how camp the outfit was ? not
that any emphasis was needed as his chiffon trousers, matching the
blouse, were clearly not something any self-respecting rugby player
would wear.
His smile was lovely though and he was clearly a little ahead of his
time, as his light pink lipstick showed.
On entering the room, he blabbered on about how lucky I was to have
found Aunty and how fortunate I was to be admitted to this house as it
was a place where so few of her sissies were ever brought. He didn?t
pause long enough for me to be able to correct him, hence I thought what
the heck, let him get it out.
He had taken my coat and bag and unzipped my dress before I realised
that he was undressing me. Strangely, I felt a little uncomfortable at
a "male" undressing me, even though there had been several feminine
males doing exactly that over the past couple of days.
Deciding to go with the flow, as the rest of the weekend had been so
wonderful, I enjoyed his delicate touch as he bathed, then dried,
moisturised, powdered and perfumed me. Before I realised it, I was
stood naked back in the bedroom as he reached for yet another corset.
This one was a vibrant red colour and he tightened it beyond any level
I?d felt before, then he attached red stockings to the six suspenders,
tightening them as well. Sitting me down ? which was tough in the
corset ? he pandered my face and I realised he was making my face up in
a heavier style than I?d had before. Lots of eye liner, darker mascara
and shadows, finishing my lips with a glorious, but way out of fashion
crimson lipstick and gloss. A long, wavy red wig was affixed as normal,
this time there was no jewellery.
Next, he rolled up soft red satin gloves, again above the elbow,
fastening them with several little buttons. He then held out a bright
red, with white polka dots, dress for me to step into and I was fastened
into my first halter neck. He held out red several tiered pettis that I
stepped into and I loved the feeling as he ensured the pettis were in
the right position to hold the dress flared out. The dress was 50s
style, although a little longer than most 50s "rock n roll" style, being
about tea length. I loved the way the pettis caressed the back of my
calves. Naturally there were matching red shoes, however these were
higher than anything I had worn, and my concern was ignored as he sat me
down to fasten them on.
"Have you worn 7" heels before?" he asked. "SEVEN!" I exclaimed.
"I?ll take that as a no then," he commented. Then I remembered...
"Actually, I don?t know what the height of the heels were, but I wore
boots on Friday evening that had my feet pointing straight down like a
ballet dancer. I think they were a bit higher than these, but I only
walked with help."
"Well, the platform is nearly 3", hence they won?t feel quite that
steep, but you best be careful in them. Don?t worry though, there will
always be someone by your side to help. Let?s try standing."
He stepped back, held out his hands and I placed mine in his and stepped
up; and up; and up. Or at least that?s what it felt like. As he had
mentioned, once up it did not seem that steep, although the view had
changed significantly as I looked down on him.
"Can you bend your knees without losing your balance?"
This was completed with little difficulty, although there was a lot of
concentration. Holding my arm, he guided me to the inevitable floor
length mirror and I once more revelled in the ability of these wonderful
people to make me look and feel so gorgeous. Turning to him, I grabbed
his face and kissed his lips in appreciation. He was surprised, as was
I, when I thought ?I?ve just kissed a man.? Touching up my lips, he
chastised me to avoid kissing, other than air kisses.
"Sit down on this stool," he said (and only then did I realise his name
had not been mentioned). You will have to stay perfectly still for the
rest of this outfit as it is quite tricky to fit.
Thinking ?the rest? clearly puzzled me, especially as he held out, then
fastened a bright red eye mask. I could see a little light at the
bottom of the mask, at least until he adjusted it. Next, he fastened
something on each wrist, then connected them behind my back. More
attachments were fixed below my elbows and onto my upper arms, which
were drawn together. It was uncomfortable, but not painful. He
adjusted the wrist attachments until my hands were touching, then made
sure they were palms against each other, thumbs touching my back and
wrapped something satin round my hands making them immobile.
"Open your mouth," he said, which I did, only to feel a spray of
something which created a kind of numbness. He pressed something on my
tongue and the spray hit the back of my throat. Then a ball gag was
placed in my mouth and fastened behind my head, but under my wig hair.
I?d never heard of a ball gag, hence it was explained later.
"We are going to get you to stand, then practice walking around like
this, as the last thing either of us want is you falling. I?ll be
holding onto your arm though, so trust me to look after you."
Must admit I thought it was ludicrous that he said "trust me" after I?d
allowed him to blindfold, tie my arms and gag me, however he helped me
stand and I was then helped to walk around the room.
I say around the room, although he could have taken me anywhere as all
sense of direction was lost with a few turns, however I felt secure in
his care.
"We?re going to meet some friends now." He felt my body tighten as this
clearly had not occurred to me, however he guided me until we stopped,
and he bent and connected something to my ankles, spreading my legs
apart. Once again, this was uncomfortable, but not painful.
Hands were now under my skirt and pettis and I could feel myself
struggling against the chastity. There were at least two people as I
felt three, sometimes four hands caressing the flesh above the tops of
my stockings and only then did I realise he had not put panties on me.
A lubricated finger insinuated itself into my rectum and I involuntarily
tightened, however immediately relaxed as I realised it would be more
painful if I resisted. The finger was joined by another and the
lubrication was spread around, before something more solid was pushed
in. I felt my body being manipulated until I was being pushed up by
whatever was in my bum and discovered that I was now fixed in place to
some form of floor mounted dildo.
The leg spreader was adjusted wider to make it even more uncomfortable,
although once again, not yet painful.
Next, I felt something being placed under my arms, then a band being
placed around my waist and I heard a click as it was connected to
something. Soon I discovered there was a pole of sorts at my back, and
I realised there was a similar type of arrangement holding me upright,
almost certainly connected to the ceiling.
It was at this point that I noticed some lovely gentle jazz piano in the
background and could not remember when that had started.
Suddenly I felt kind of isolated as there were no hands on me, and I
began to test my bondage. The dildo was not unpleasant in my anus and I
could adjust the feeling by moving my feet, however moving feet
separately was not possible because of the leg spreader, hence one or
other was kind of uncomfortable if I moved to far. There was no way I
was moving the bottom part of my body.
Likewise, I could twist a little at the top of my body, although the
corset limited that movement and the ceiling mounted restraint allowed
very limited movement as well.
Time was irrelevant as I stood like this; my feet beginning to ache with
the unnatural position; my arms were feeling a bit of discomfort as well
as I wasn?t used to them being held so far back and so close together.
Surprisingly, the corset was not as unpleasant as the other items
binding me.
The music had slowly been increasing in volume and tempo and some jazz
brass had been added into the mix. This had the effect of relaxing me;
in a weird way, bound as I was, hence the shock of something touching my
bare shoulder caused a bit of a convulsion in my body, which in turn
created some pain in my shoulders as I twisted.
The touch returned and I concluded it was a tongue gently caressing my
shoulders. Next there was lips, followed slowly by hands moving my hair
out of the way as the lips caressed their way around the back of my neck
and shoulders.
The gentle nibble of my upper earlobe sent alarms off in my mind, as
this was something that only Cheryl had ever done to me. Trying to
dismiss it as an act many people probably do didn?t work, as the way the
nibble continued down towards my lower lobe was exactly how Cheryl
worked me up and the pain in my groin contradicted with the thoughts
flashing through my mind that this was Cheryl and I loved what she was
doing.
Once both ears had been thoroughly nibbled, her soft sensuous voice
asked, "Why didn?t you tell me you loved to look so beautiful?"
Clearly there was no way of reply, hence she continued kissing, nibbling
and had now started using her hands to smooth down the outside of the
dress, spending time around the area where my breast forms were,
sometimes I could feel it, other times not, but here voice was always
soothing.
"I love your dress, sweetie."
?Breathe? I told myself, she clearly isn?t upset.
"Your corset feels so special, I?ll have to get a matching one."
Still, knowing that she seemed to like what I was wearing didn?t slow my
breathing and I had to concentrate as the BB had taught us about
hyperventilation!
"Your breasts are bigger than mine. Will we get implants together to be
the same size?"
As her hands drifted lower, I suddenly got scared as she was about to
discover my chastity. She felt the tension in my body and once more
calmed me down.
"Don?t worry sweet Suzy, I?m aware of everything down there, in time I?m
going to release you, but for now I?m enjoying the teasing that you so
often provide me with. Where does your patience come from? I?m ready
to jump you right now!"
Her hands were now pressing my beautiful dress and pettis into my
chastity encased clitty and her mons was being thrust into my back. Her
breathing was becoming more intense, hence I knew she was enjoying this
at least as much as I was ? pain notwithstanding.
My feet hurt, my shoulders hurt, my waist hurt, my clitty hurt, my mouth
hurt, yet I was aware of the most glorious, unseen smile underneath that
ball gag.
This was heavenly pain.
Perhaps I am a sissy, I thought...
Suddenly, her pelvis dropped and my skirt and pettis were lifted and her
lips were caressing my bum cheeks. Her hands were skimming lightly over
the skin between the corset and my stockings, round above my pubic bone,
down under my balls, not touching them, nor my anal hole, simply
stimulating me beyond belief.
Slowly, Cheryl manoeuvred herself till she was kissing my front and her
hands were skimming my buttocks and getting close to my anal hole.
Her mouth gently got closer to the chastity cage, until she covered part
of it and her tongue slipped between the little bars and managed to
provide even more stimulation.
Then there was a click and the cage dropped off. Her mouth enveloped my
clitty as it grew and instantly ejaculated. She didn?t back off, but
kept sucking at me and squeezed my cheeks, pulling them apart as she
pulled me down onto the dildo as well.
As my spurts reduced, he hands relaxed from my cheeks and she began to
pull the skirt and pettis over her head. I sensed her standing up, felt
her arms around me as she removed the ball gag and stuck her sticky
tongue in mine, swirling it around as I began to regain the feeling in
my jaws.
Slowly, this subsided and she pushed all the cream into my mouth then
moved backwards and closed my mouth.
"Don?t try to speak."
A pause as her breathing slowed down.
"The spray you received in your mouth earlier has tightened your vocal
cords and at best will cause a squeak to come out at present, and at
worst your cords could break and need lots of doctors to sort them. Nod
if you understand."
I nodded.
Cheryl had returned her hands to my groin area and I felt her caress my
clitty and balls through the dress and pettis. Not surprisingly, I
could feel a hardness return and Cheryl noticed it.
"Time for Cheryl to take Suzy?s sweet cherry..."
Chapter 16 ? Losing virginity
The ceiling pole and band around my waist were removed, as was the dildo
attached to the floor. Once my feet were released, I felt myself being
guided for only a few steps, then Cheryl whispered,
"Lean back and you will be supported."
As I did, I felt two hands on each side, one holding onto my arm and the
other behind my lower back, as well as Cheryl?s hands still stroking my
now unchastised clitty through my dress and pettis. My restricted arms
were laid into a hollow as I found myself being laid onto some form of
bed (or trolley?). It was clearly a special one as I found my lower
legs being raised, until I was completely horizontal.
Cheryl was laying on top of me, with her hands caressing my clitty very
slowly, meanwhile kissing me all over my shoulders, face and those ears.
It wasn?t until my dress was almost off of my clitty that I realised
that she had been pulling the front of my dress and pettis up, then her
bare hands were on my lower body, upper legs, stomach and of course,
still touching my bare clitty, which was indeed throbbing as hard as it
had all weekend.
Cheryl was moving her body further up the bed, until her legs were
either side of my body, at which point she slowly lowered herself onto
me. She lusciously impaled herself slowly in me, her excitement evident
from how moist she was as my female virginity was "taken" by an
incredibly tight, muscular love tunnel that pulsed itself around me.
She felt me tense and stopped, then began slowly again, talking to me
all the time, about how much she enjoyed my stocking covered legs
caressing her stocking covered legs, how our pettis were meshing
together, how our dresses were rubbing against each other, how her heels
were only 5" compared to my 7", how her breasts were rubbing against
mine through our dresses.
Almost without realising it, Cheryl had been speeding up her efforts and
I suddenly, almost violently, exploded inside her. The noise that she
made indicated to me that she was exploding as well, and her body
thrashing around mine made for an awesome, connected experience that
caused extreme sensory overload in the touch, hearing and taste
departments, especially when she pushed her tongue forcibly inside my
mouth, literally jamming my head against the bed and painfully squashing
my shoulders and arms downwards.
As our breathing slowed and our bodies began to relax, the muscular
control of her honeypot shone through as she milked me dry, whilst
appearing to allow all her other muscles to simply relax on top of me.
After a few minutes of ecstasy, Cheryl removed herself from me,
squeezing the last drop as she did so, then quickly moved up the bed and
lowered herself straight onto my face, clearly expecting me to open my
mouth (which I did). The taste of my own cum was familiar to me, as she
always shared it whenever she gave me a blow job. Her taste was also
familiar from the number of times I had gone down on her, however there
was a definite difference in them mixed together and I enjoyed the
flavour, but did not forget that she deserved some extra attention from
my tongue and lips.
It wasn?t long before she began the writhing that I had become familiar
with, that indicated she was about to experience another orgasm and I
sought her bud and sucked tightly on it, ensuring she went over the
edge.
My body was on fire, partly from the pain in my shoulders and arms,
partly from the tightness of the corset (which was not painful, but very
noticeable), but mostly from the way Cheryl simply touched me.
Everywhere she touched me ? whether her hands reaching down her back
around and over my breast forms, then further down until she caressed me
through the dress(es?) and pettis, or whether it was her lips on my
lips, cheeks, ears, neck, shoulders ? meant a continuation of the
sensory experience that my mask helped to create.
This caressing kept going for minutes, until Cheryl?s ministrations
through the dress and pettis brought me back to life and my hardening
clitty was ready for more.
My dress and pettis were raised and I felt one of Cheryl?s hands
encircle my clitty, then one of the fingers from her other hand caress
around my hole. Lubrication appeared from somewhere and another finger,
then another, insinuated inside me.
Cheryl slowly lowered herself onto me, then her fingers were removed as
she lowered her head onto my chest and whispered.
"This is the best experience of my life Suzy. It is going to get even
better now..."
Cheryl slowly started to rotate around my clitty, then I felt something
at my anal hole. Cheryl?s movements altered from rotation to backwards
and forwards, but still very slowly. Whatever was at my hole was moving
in time to Cheryl and slowly, ever so slowly, opened my anus and moved
inwards.
Relaxing my hole as I?d been taught, I felt the tip slide in and
wondered if this was a real male penis, or whether it was some form of
dildo.
I didn?t have to wait long to find out, as Cheryl?s legs moved up the
bed so that she was kneeling either side of my body and I felt my legs
being pulled upwards by larger, muscular hands. Naturally, I wrapped my
legs round this body and began pulling the intruder deeper into me.
He and Cheryl were still synchronised, still moving slowly, still
stimulating me in a joy of sensuous caressing, pumping and kissing.
Whilst I may not have been as hard as the animalistic love making that
Cheryl and I had just completed, my clitty never faltered and lasted
much, much longer than before.
Cheryl was the first to react to this entanglement, her body bouncing on
me out of sync with whoever was now behind her, as he continued his
steady, rhythmic pounding of my hole. Her vocalisation was lovely to
hear, as I remember how often we had to hold back when at her home, as
the walls in a council house were not designed to keep secrets!
As she calmed down, my male lover increased his rhythm and Cheryl once
more got into sync with him. At one point I wondered if I would
actually cum as my hardness felt good, but it didn?t feel to be getting
close.
The penis in my hole was now slapping harder and faster into me, causing
Cheryl to bounce backwards and forwards on me, then I felt the tensing
of a penis inside me for the first time, Cheryl clearly sensed it as
well as she increased her pace beyond anything that was reasonable and I
felt my inside flooded with his cum, as he pumped inside me.
That was enough for me to be pushed over and I began to ejaculate inside
Cheryl. Amazingly, I noticed how much more forceful his pumping inside
me was compared to mine inside Cheryl, however it didn?t stop me from
switching my concentration from the feeling of sperm being pumped inside
of me, to the sperm being pumped inside Cheryl, to my somehow exposed
nipple being bitten by Cheryl...
Cheryl went over the edge just as I began to slow down. The pumping
inside of me continued a little longer, then as it slowed down, Cheryl
began to slow as well.
Seconds passed that seemed like minutes.
My clitty softened inside Cheryl, despite her muscular efforts to keep
me there.
The rod inside me began to soften, but nowhere near as quick as I was
softening, however, Cheryl repeated her earlier journey to my face,
allowing me time to enjoy the juices that were mixed together, then she
slid sideways and her hands moved down my body.
Eventually they bypassed my clitty and connected to the softening rod in
my bum. There was clearly some communication going on between them, as
he was removed slowly from me (it is true that you feel amazingly empty
once someone has satisfied you like this, then gone). I heard the
movement first, then I felt Cheryl?s breath at my ear, when she said,
"This is big sweet Suzy but do try to clean it the way you clean me. I
promise to help!"
His large tip was presented to my mouth and I reached out with my tongue
to taste his cum. Cheryl?s tongue touched mine and we swirled our
tongues around his tip, enjoying the touch of our tongues tasting him.
His sweaty aroma so different from the perfumed scents I?d been so used
to for the past few days, yet not at all unpleasant.
He began pushing his rod inside my mouth and I?m glad that he had
softened as I felt it fill me. Continuing to lick him clean, he pushed
deeper into me and hit the back of my throat. All the time I felt
Cheryl?s lips around his member, still keeping in contact with my lips.
Perhaps fortunately he wasn?t hard enough to push down my throat,
however once he started to harden, his girth was enough to cause me
concern and I began to make little choking noises that encouraged him to
move backwards from me. As he plopped out, he moved his tip to one
side, and I felt Cheryl continuing to lick him and I did the same to the
other side.
He kept moving along and eventually I felt his hairs on my tongue and
lips. Instead of revolting me as I thought it might, I sucked his hairs
dry of his sweat and cum and then felt one of his balls at my lips. It
seemed only natural to take it, hairs and all, into my mouth and slaver
it with my tongue. From the way Cheryl?s chin seemed to be hitting
mine, it appeared that she was doing the same.
As his ball came out of my mouth and he moved his hardness away, it
became clear that he had fully recovered his hardness and it seemed a
shame to let it go to waste. Instead of trying to speak, I made a
croaking noise, to attract Cheryl?s attention and avoid damaging my
vocal cords. She quickly understood and I felt my mask being removed.
Finding your eyes opened with a large, erect penis a few inches from
your face is an unusual experience, however I reached out with my tongue
and licked it, partially to show that I was still enjoying myself and
partially because I wanted to.
"What do you want to do now Suzy?" a somewhat dishevelled looking Cheryl
asked.
Nodding at the large member and opening my eyes in what I hope was a
suggestive manner, Cheryl smiled and explained.
"You can speak, we told you that spray would harm you just to keep you
quiet. It?s just a breath spray."
After a pause, I spoke and was surprised by my Suzy voice.
"This impressive tool deserves some more loving, after the satisfaction
it has provided us already." Despite saying "impressive", I realised he
was a similar length to me, although he had a bit more girth. I
wondered if that came with age?
Chapter 17 ? Awakening
"What do you recommend?" Asked Cheryl.
"If we can lay him on his back, I could always mount him again and you
could face me if he enjoys pussy like I do." This was said whilst
looking at him.
He nodded and smiled. It was then that I noticed he was completely
naked, muscle bound and seemingly oiled, although I realised it was
probably sweat. Then a thought occurred...
"I?m being selfish Cheryl. Would you prefer him inside you and me at
his face ? if he likes that?"
"Nope, I don?t like that. Don?t mind giving my cock to a sissy, but I?m
not going to suck one. But I have another idea, as long as Cheryl here
is up for it." He grinned and continued. "Why don?t you get your cute
ass onto sissy boy there facing the bottom, then I?ll fill you from
between his prissy legs?"
Cheryl?s eyes went wide at the thought of that, but I could tell that
she was not entirely against the idea, hence I prompted her.
"Even though my shoulders and waist are hurting and that means I?ll have
to stay in this position, why don?t we try. If it doesn?t fit, we can
always go back to how it was..." I tempted.
Cheryl nodded, then climbed back on my face.
"Time to lubricate my ass, sissy boy." Cheryl ordered. I felt my body
tense as I?d expected "sissy boy" from such a powerful looking man, but
not from my lovely Cheryl, especially as it sounded exactly like an
order. She didn?t seem to notice and lowered her magnificent bum onto
my face and I got to licking. She was clearly handling his tool, as her
body was bent forward towards my feet and I felt her leaning forward,
presumably to help him stay erect, or perhaps even grow larger.
She had also lowered my dress and pettis onto my clitty and was
occasionally rubbing it through the luscious material.
After a few minutes, she clearly decided that I needed a bit of help and
she moved the dress and pettis out of her way and her lips surrounded my
tumescent clitty. It didn?t take long to harden, even though it was not
as hard as before and I felt Cheryl?s bum slide down my chest and waist,
moving the dress and pettis out of the way, then ease onto me ?
eliciting a little gasp as she did. From previous conversations I knew
she hadn?t been penetrated anally, hence I was proud to be the first.
Settling slowly on me took several attempts, but eventually she was
resting on my stomach and leaning backwards. Although my mask had been
removed, I could not see past Cheryl, other than his muscle-bound
shoulders and arms, but I could feel her pulling him towards her.
Slowly, he inched into her and it was the weirdest sensation as I felt
him "touching" my clitty. Clearly he didn?t, however it was the most
incredible sensation and I found myself quickly reaching boiling point,
however Cheryl realised this and stopped him.
"Are you OK?" He asked.
"Yes, but sissy boy isn?t and I don?t want him to cum just yet. You?ve
clearly set something off in his pretty little head."
Cheryl then lent forward and pulled him towards her and I was greeted
with the sight of the back of her head moving as she clearly French
kissed him. This was working for him as he began thrusting a little, at
which point, she turned her head to look at me, then ordered.
"Don?t you dare cum until you are told." Her voice was like nothing I?d
ever heard and I felt my clitty begin to wilt a little, until she pulled
him towards her and his cock continued inside. This once more aroused
me and caused a hardening, although fortunately nowhere near the point
of release.
Once fully in, he slowly pulled almost out, then this time rammed
forward, bringing a loud gasp from Cheryl, but not a complaining one,
more as if her lungs had been emptied by his force. He also forced her
body up off me and almost completely off my clitty, but then he pulled
her back and she impaled herself on me as he began a mixture of slow,
regular strokes, combined with unexpected hard thrusts that seemed to
take both Cheryl and I by surprise.
This was such an erotic experience that I felt myself beginning to boil
again, once more Cheryl sensed it and reached down to squeeze my balls.
The extremely feminine yelp that escaped my lips contrasted with the
grunts coming from our manly entertainer.
He had been speeding up his slow regular pulsing, still giving the odd
big thrust, however it was clear that he was getting nearer the point of
no return and Cheryl had started encouraging him vocally. Whilst I?m
not sure it was meant to humiliate me, using the expressions "you?re so
big" and "fuck me you monster", didn?t encourage my masculinity.
Then again, the corset, stockings, heels, petti and dress had removed
much thought of masculinity from my head, so why would it be any
different for Cheryl.
Something about the situation kept me erect though, despite the implied
criticism of my clitty (even though I referred to it as "my clitty" in
my thoughts, it still seemed odd now).
His speed was ferocious, and I found Cheryl?s left-hand fingernails
digging into my thigh as she fought to control herself, as well as
probably trying to slow me down. Suddenly, she could take it no more
and I felt her legs crush me sideways as her body was wracked with a
wondrous orgasm. Almost instantly, I could feel him begin to pulse
inside her and this set me off.
Three bodies were not separate at this point. We all experienced the
immense satisfaction of Cheryl beginning the orgasmic bliss, then
outlasting the two of us as we pumped our seed inside her. Strangely,
he seemed to finish pumping before I did, although Cheryl continued to
use her muscles to remove every possible drop.
As he softened, they communicated something and he lifted her off me,
then straddled the bed (contraption?) we were on and brought her ass
straight down on my face. His softening prick was still inside her,
however it was clear that my next job was to clean Chery?s ass of my
juice ? which I did with relish.
Cheryl adjusted my pettis and dress down once more and they covered my
clitty, thighs and knees, once more proving she really did understand
the importance of femme clothes to me.
Despite my concentration on the task of cleaning her, I could feel the
two of them communicating in a different way and Cheryl later explained
that my tongue in her hole was stimulating her again and she had to
clasp her mouth around his to prevent any more gasps coming out. He
misinterpreted it slightly and began playing with her nipples (which she
loves) and this speeded up a second, if somewhat subdued body shake.
When her body had slowed down, I?d finished the job and Cheryl realised
this, so took her bum upwards, moved further up and even more forcefully
ordered me.
"Don?t let any of our juices miss your mouth sissy boy!"
She lowered herself into me so that her pussy was settled on my nose,
barely giving breathing space, but he was softening so there was plenty
of their joint juice coming out onto my face. Instantly, I opened my
mouth and began swallowing as much as possible, then used my tongue to
clean his prick as it came out and her gorgeous mound as more became
available to me.
Meanwhile, my arms and shoulders were screaming at me, but the bliss of
such pain was so intense that my tight waist had been forgotten. After
a few minutes of this, he stepped away from the scene and Cheryl lent
forward onto my diminished clitty with her mouth and returned the favour
until I started to get a little hard, when she relinquished the cleaning
duty and sat up, effectively blocking my nose again.
Breathing through my mouth whilst Cheryl?s pussy was sat on my nose
remains one of the most pleasurable experiences in my life and I often
experienced it, even when it was just the two of us afterwards.
Slowly, Cheryl lay forward, her arms going around my thighs and her
mouth getting close to, but not touching my clitty. I began to see the
room we were in as we both came down into a state of satiated bliss.
Chapter 18 ? Serving
It differed from the other room in so many ways, with various items of
furniture that I didn?t recognise ? but would subsequently enjoy and
suffer as Cheryl and I explored our relationship in the safe environment
of this private club.
From nowhere the chiffon clad boy arrived, with another similarly
dressed. A beautifully coiffured French Maid helped Cheryl to her feet
and led her somewhere. The two boys wiped me down with lovely smelling
cloths, then raised me to a standing position, reminding me of the
heels. My knees naturally bent to reduce the pain of standing in 7"
heels, however they simply continued wiping my back, then loosened the
halter and wiped beneath where it had been. The dress was lowered along
with the pettis and I realised they wanted me to step out of it.
The advantage of a halter dress. This was followed by the removal of
the various bindings that held my arms behind and a gentle, yet firm
massage of my muscles helped me back to "normality" ? if being cleaned
by a couple of pretty boys whilst wearing a corset, stockings and heels
can ever be considered normality.
Having brought my arms back to life, one of the boys continued to clean
any exposed skin of sweat, instead leaving me in a cloud of feminine
smells. He even cleaned all around my genital area and whilst I was
distracted by his loving ministrations, clicked that bloody chastity
back on.
"Lean forward sweetie," he cajoled. I did and enjoyed the experience of
another butt plug being put in. It vaguely reminded me of the missing
prick that I?d just experienced but was not as wholesome.
The other boy returned with a dress and I was helped into it, realising
part way through it was a French Maid?s outfit, however unlike the one
who took Cheryl away, this was bright pink satin, had puffed out
sleeves, ridiculously puffed out, multi coloured pastel pettis and the
click at the back highlighted it was not coming off soon.
Not sure if it was pity that someone had taken on me, but my 7" heels
were removed and replaced with matching pink courts with an ankle strap
that once more locked on.
A cloud of perfume was sprayed around me, under my pettis and in front
of me, where I was guided through, then more was added to my wrists,
below my earlobes, at my cleavage and just at the front of my neck.
Following the chiffon boys lead, we left the room and descended the
stairs and I was guided into a kitchen, where a tray was placed on both
of my hands. It contained five flute style (although I didn?t know they
were flutes at the time) glasses filled with some form of sparkling wine
and I was warned to curtsey on entering the room.
A chiffon boy guided me to a large double door, which he opened, then
stepped aside.
The 7" heels having gone, these mere 4" courts were easy and I descended
into a graceful curtsey ? at least so I thought. Later I would realise
it was not elegant, nor controlled.
"Bring the drinks," Aunty said.
I rose and went straight towards Aunty, sat resplendent in a green, silk
sheath gown, her legs neatly tucked to the side. To her right was a
magnificent specimen of a man, dressed impeccably in an amazing dinner
suit, the only difference was a cumber band and bow tie that matched
Aunty?s dress. To her left sat Cheryl, dressed like Audrey Hepburn in a
sumptuous tea length pink chiffon dress, matching shoes and tiny
matching pillar box hat. She even wore matching lace gloves and looked
incredibly mature.
Behind the three of them stood two French Maids. These were clearly not
sissy maids, as their heads were held high, they looked directly at me,
following my every move. A little confused, I lowered the tray for
Aunty, her beau and Cheryl, before being directed by a flip of Aunty?s
hand to the Maids.
Mincing round to them ? you try and walk any other way when you have
been in an overly tight corset for hours, have a butt plug in and are
wearing heels ? they reached for their glasses and directed me back in
front of the three sat together.
It was then that I noticed they were sat in Chesterfield, high backed
chairs. Guessing (correctly) that I was expected to behave like a sissy
maid, I placed myself in front of Aunty, curtseyed and held the
position. Aunty was testing me as I counted to 23 before she simply
said, "Erect"
Taking this as a command to rise, I did and held the tray in on top of
one open hand, whilst the other became a teapot spout.
Looking at the floor in front of me for another interminable time, my
waist once more began to reach unbearable levels of tightness, however
Aunty seemed to sense this when she spoke.
"Cheryl, how do you feel seeing your boyfriend (she literally dragged
the word out of her mouth) displaying herself as such a sissy maid,
after behaving as such a slut upstairs?"
My jaw almost dropped open, but I remembered the lesson that a lady
NEVER shows surprise, when Cheryl replied, "Disappointed."
Another long silence, during which my mind is flipping. Still focussing
on that same point on the carpet, I?m thinking. ?Disappointed in what??
?You had some of the best sex ? if not THE best ? that we had ever
experienced; you achieved multiple orgasms, you achieved your ambition
of anal (admittedly I experienced a bit of pride at being the first),
had two cocks inside you at once and you are disappointed! How does
that work??
"If I had known he was a limp wristed sissy, I doubt I would even have
looked at him, let alone invite him back to my home."
A dagger could not have hurt so much at that point. The physical
sensation in my stomach caused a feeling in the pit of my stomach that
almost reacted in retching. Unknowingly, tears were dribbling down my
cheeks.
Aunty continued her questioning.
"What do you want to do with her now?"
A sigh came from Cheryl.
"Nothing. I want to see her suck Mike?s cock."
Another bloody pause and I felt a strange pride that I had still not
reacted. I wasn?t sure that I wanted to suck anyone?s cock, especially
in the presence of Aunty and Cheryl.
"I want to watch her make love to Mike?s cock, to show me that she would
do anything for me, simply to please me."
Her tone when saying this was unlike any tone I?d heard before, kind of
commanding, yet mixed with a breathy sensuality that told me she was
excited at the prospect. But there was something else that I later
(much later) realised was a kind of hope, bordering on desperation that
I would not refuse her.
Instinctively, I nodded.
"I realise this is going to be painful for you Suzy, but show me how
much you want to please me. Kneel in front of Mike and beg to be
allowed to worship his manhood."
Once more mincing, which made it easier for me, towards Mike, I knelt
before Mike?s open legs, placed my hands on my lap, tilted my head to
one side and lisped.
"Please Master Mike, would you permit me the honour of providing you
with a teeny bit of pleasure with my mouth and lips." And I batted my
eyelids and smiled.
Whilst Mike smiled, he responded, "Well that depends. How many cocks
have you sucked in your life so far?"
"If you permit me, yours will be the third, Sir."
"Third?" Questioned Aunty. "That one upstairs was your third I
believe."
"My apologies Aunty, as that had been with Cheryl I had forgotten about
it." Mike spoke next.
"Only three before this and you can?t even remember one. I?m not sure
that you are going to be experienced enough to please me,"
Instantly responding, I urged him, "Sir, what I lack in quality, I have
been assured my quality is WAAY ahead of expectations. Please, pwetty
please let me demonstrate."
Another pause, then he leaned forward, put his hand under my chin and
asked, "What are the consequences if you don?t satisfy me?"
Confused for a moment, I must have looked the picture of a little girl.
Dressed in an overly feminine pink maid?s outfit, with scrumptious, de-
masculising pettis sticking everywhere, kneeling before a man seemingly
being told off, it just came to me.
"That will be for Mistress Cheryl to decide, Sir."
He smiled, nodded and pointed at his zip.
"When you are sucking a man whilst dressed as a maid, you are only
permitted to remain on your knees if he is standing. When a man is sat
and you want to suck him, you must stand with your feet at least 15
inches apart, keeping your legs straight ? NO KNEE BENDING ? and bend
forward to allow him to see your cleavage and others to play with your
behind."
All of this came from my Cheryl. Whilst I realised that she was not an
innocent when we met, I wondered where she got this confidence and
knowledge from. Naturally I adopted the position, despite the increased
pain that came from the corset as I bent forward.
Putting my hands on his thighs I leaned in close and breathed on his
trousers. Finding the catch a little difficult to get to, I used my
left hand to raise it into my teeth, then replaced my hand on his thigh,
gently massaging both of his thighs whilst slowly drawing his zip
downward.
As the zip opened, I was surprised to see white satin, but did not stop
pulling the zip down. Using my hands, I moved the cumber band up
slightly, unbuttoned his two waist buttons and moved the waist apart.
There were definitely satin panties on this incredibly masculine looking
man. Easing my hands down his panties, I soon realised they were
beribboned sissy panties, with delicate rose pink ribbons at the side of
the central panel and as I continued, I could not feel his hardness,
which surprised me.
Feeling farther down, he opened his legs, raised his bum and I pulled
his trousers down, exposing gorgeous sissy panties, matching suspender
belt and white stockings. He opened his legs for me, and I still could
not see his hardness, then the thought occurred. Perhaps he is like
Paula (not in stature of course, but perhaps he had a tiny clitty).
Reaching forward to caress his exposed, hair free and beautifully smooth
thighs, I saw his chest starting to move faster and his face slightly
contort. Having hardly touched him, this was confusing me, however I
moved my hands higher and began to caress him through his satin panties.
Almost immediately, his breathing became very ragged, his body began
moving in a state similar to a convulsion (although I didn?t recognise
that at the time, I just became quite worried) and a damp patch began to
spread around the area where his penis should have been.
"Don?t stop Suzy, take his panties down and get sucking," commanded
Cheryl.
Reaching for the top of his panties, he raised his bum and allowed me to
bring those stunning panties down and this exposed the teeniest bump
where his cock and balls should have been. There was no sign of any
balls and the bump was covered in a vary pale, almost clear liquid.
Leaning in, I began to lick around the bump and he immediately began
squirting tiny amounts of the liquid again, whilst his body went back
into the convulsing state.
"KEEP GOING" Cheryl said mor forcibly.
As much from fascination as what Cheryl was saying, I took the bump into
my mouth and began licking it. Mike reacted as though he had been
touched with a red hot poker, but I held on and sucked more, gently
nibbling his bump with my teeth.
His reactions were like nothing I?d seen in my life, not even watching
TV programmes, but I kept on, he kept bucking, almost like a contest
with me determined to remain attached to him and him trying to buck me
off.
Eventually Cheryl quietly said, "Enough."
At which point I leant back slightly, releasing Mike from my lips, then
paused to see if there were any other commands coming.
After a few seconds there were none, so I began to straighten up, after
all it was an uncomfortable position.
The two maids had moved and each gently grabbed one of my arms, then
helped me step back and replaced the tray in my hands. I have no idea
when I stopped holding the tray, but the message was clear. You are
still the serving maid here.
"It seems that we need more drinks Suzy," stated Aunty.
Curtsying on autopilot, I attended on everyone who put their glasses on
the tray, and I moved towards the door.
"Don?t forget to curtsey before leaving the room," Aunty commanded.
Turning as I was almost at the door, I curtseyed again and waited for
the next command.
"Leave us." Aunty again.
Rising I turned and the boy had opened both doors, yet he was out of
sight until I?d passed beyond the doors. Closing them he guided me back
to the kitchen where the glasses were replaced. No words were spoken,
and I began to move when the boy put his hand on my arm and pointed to
the wall.
There were several bells on the wall with writing underneath each.
"You will be commanded back when the bell rings under ?Parlour,?" he
explained.
Sure enough, a few minutes later, the bell rang, and I once again made
the journey across the hall and curtseyed on entry.
"Drinks, now!" It was almost as though there was a frustration in
Aunty?s voice, however I simply rose, went to her first, then Cheryl,
the two maids and lastly to Mike.
Cheryl asked, "Why did you change the order of serving us, Suzy."
"Respect is important Miss Suzy and it seems that Aunty has more respect
for her beautiful maids than for Mike and I learned in Manchester that
when serving, one should anticipate the needs of those they are serving
where possible."
"And are you serving at present."
"Yes, Miss Suzy."
"Why are you serving?"
"Because it is the natural thing to do, Miss Suzy."
"Are you naturally servile then?"
"No, Miss Suzy."
"So why have you allowed yourself to be placed in a servile situation?"
Taking time to consider, as I began to realise that this was Aunty?s way
of thinking, hence thought that she had been teaching Cheryl, I then
replied, "Over the past few years, Aunty has taught me the benefit, as
well as the privilege of pleasing others. In particular, the last few
days in Manchester have taught how much pleasure can be received by
giving pleasure to others. Having received so much pleasure myself, it
seemed appropriate to return that to others if possible."
Aunty then took over the questioning.
"Realising that I told you that you had until you were eighteen to
decide if you were to be a full time sissy, do you feel any more
inclined to the sissy lifestyle now than when we spoke yesterday?"
"No, Aunty."
She cocked her head to one side, then replied, "When serving, you will
learn it is dangerous, as well as painful, to answer ?no? to any
question given to you, however I?ll let that go for now. Why are you
less inclined to the sissy lifestyle now than yesterday?"
Again, taking time to consider my response, eventually I began.
"Having met and understood a little about those beautiful sissies, I
realise just how much they have given up to provide pleasure ?
particularly in the sexual pleasure that sees them in chastity. Whilst
there is clearly pleasure in giving, the pleasure I receive from wearing
these gorgeous clothes you have provided me with is a sexual pleasure
that is unlikely to ever go away."
"If anything, it intensifies every time I wear such beautifully soft
satin, those sumptuous stockings, the heavenly high heels and ? since
being introduced to them this weekend ? the comforting tightness of a
corset. All of that suggests to me that I would prefer to be my own
Master, or Mistress, who had a sissy to serve me."
Aunty did not immediately respond, and I had other thoughts in my head,
therefore I continued.
"The pleasure that Miss Cheryl has given me over the last several months
is unlike anything that I have received before and I hope that she has
received a similar pleasure from me, hence I was soooo pleased to know ?
after the terrifying realisation she was with me bound and dressed as I
was ? that Miss Cheryl was not disgusted by the idea of a boy in a
dress."
"The events that took place in the room seemed to reinforce in my mind
that I am a transvestite, without the inherent nature to be a sissy.
Even more so, understanding that difference, I love the idea of being a
transvestite and look forward to many opportunities for wearing feminine
clothes in the future. If this includes me being tied from time to
time, or indeed taking the role of a servant, that all excites me, just
as tying others, especially Cheryl, and providing her with satisfaction
that she cannot control excites me, however remaining servile to one
person has no attraction for me."
In hindsight, it felt like a manifesto, but at the time, it was scary.
As the words came out, I realised that I might be discouraging Aunty
from ever having me visit again. After the longest few seconds of the
weekend, Aunty turned to Cheryl and asked, "How does that make you feel,
my sweet domme in the making?"
Having not looked at Cheryl till that point, I could see she was
excited, with a hint of a smile showing as well.
"Wanted. Wanted like I?ve never been wanted by anyone and so pleased
that I?ll have a boyfriend and not a sissy ? not that I don?t like
sissies, I love the idea of Suzy and I playing with a sissy, or indeed
Jimmy and I having a sissy of our own."
Aunty then turned the other way and commanded, "Mike, adopt the
position."
Chapter 19 ? Relaxing (sort of)
Having been concentrating so much on the tasks, I had not noticed that
Mike?s male clothes had been removed and he was immediately on his hands
and knees, with his rear end facing me. If he had been wearing the
corset before it had been hidden well, however it was a white leather,
with ribbons sewn along the boning lines to match his panties. His butt
was filled with a plug that had long, white feathers flowing from it and
his panties were covered with rows and rows of colourful lace.
"Clearly, I?ve misjudged you Suzy," Aunty stated. "Whilst it
disappoints that you will not be training to be a sissy, you will learn
that we always have space for transvestites at this club."
Her direct stare was intimidating; however I did not say anything.
"Mike here is one of a rare breed of sissies, who ejaculates so
prematurely that we cannot put him in chastity. Having said that, we
have other ways of desensitising him and he had not come for a long
time. How long had it been Mike?"
"117 days Mistress."
"Is that your record?"
"No Mistress, it is only my 4th longest time, the longest is 176 days."
"Why do you allow us to do this to you Mike?"
"Mistress, I am incapable of satisfying myself with my weenie, let alone
another woman or man, hence I heard that you taught men how to provide
pleasure for women and sought you out to teach me how to provide that
pleasure."
"Do you know how to provide pleasure to women now Mike?"
"Yes Mistress, but I am still learning and have a long way to go."
"Do you know how to provide pleasure to men Mike?"
After a brief hesitation...
"In theory Mistress, but I have never done so."
"Given your appalling inability to allow Suzy to properly suck your
ridiculous impersonation of a cock, I think it is time you did so, don?t
you?"
"If that is your wish, Mistress."
"It is my wish. Maids, help Suzy."
The two maids moved from behind their Mistress and took a place on
either side of me. From somewhere, one of them produced a set of
leather cuffs and they fastened my hands behind me. Next, they bent at
the knee and moved my legs apart, fastening a leather cuff around each
ankle and connecting a rod (later I learned it was called a spreader
bar) to these, preventing me from closing my legs.
My clitty had already begin to hurt in its chastity, however it became
more painful as the two maids began sensuously kissing my neck near my
ears, whilst using one hand each to slowly caress my buttocks through
the satin and net of my uniform, whilst their other hand was on the
front of my stocking covered thigh, delicately moving around and
upwards.
The pain was intense, yet any attempt I had to double down was stopped
by the maids and they intensified their wonderful sensations. One of
them began to kiss and nibble around the back of my neck, whilst the
other moved the other way and soon I was being French kissed by a French
Maid whose hands were now teasing every part of my caged clitty, along
with my shaven balls and hairless thighs.
The other was behind me now and her hands were under my dress and pettis
and began to remove the plug. She was gentle, but insistent, especially
as I had clearly been enjoying the sensation and was reluctant to let it
go.
Go it eventually did, then I heard a click.
The chastity cage was off and suddenly both of the maids stopped and
returned to either side of me, holding my upper arms to prevent me
moving.
"It is time Mike," commanded Aunty, and it was the first time that I
heard her speak as if it were a command.
Mike turned round and I could now see that his face was very red. He
crawled towards me, looking me in the eye and I saw that he now had
lipstick on as well. His eyes began to water, and it struck me that he
may not want to do this, but was simply obeying his Mistress, as I did
for Cheryl earlier.
One thing was certain. There was no way I was going to ejaculate as
quickly as he did, given the amount I?d produced already this evening
(or was it morning by now? a sudden thought appeared).
As he got closer, the two maids raised my skirt and pettis and my clitty
stood almost at full attention. I may have been busy, but I was still a
teenager and my powers of recovery were awesome in those days.
His eyes mostly stayed on mine ? presumably that is how he had been
taught ? very occasionally dropping to look at my clitty as he got
closer.
"Remember Mike, no hands." Another definite command from Aunty.
Fear seemed to appear on his face briefly, but Aunty?s words clearly
carried weight as his expression quickly changed to determination and
his tongue came out and touched the tip of my clitty.
The sensation was still wonderful, and the maids prevented my from
bending forward as he began to circle my tip with his tongue, then
lavish the length downwards. Once he reached the bottom, he began to
kiss my balls, which is an amazing feeling on hairless ones. It is so
amazing that I have never allowed my hair to grow back and had it
permanently removed as a 21st birthday present ? but I digress.
Kissing and sucking my balls for several glorious seconds, he began to
kiss his way slowly up my shaft. Both of the maids dropped one of their
hands under my pettis at the back and began to caress my buttocks,
getting closer to my hole as Mike got closer to the tip.
Each of the maids insinuated one of their fingers inside me as Mike took
my tip in his mouth. They again began kissing, licking and nibbling all
around my ear and neck as Mike slowly put more of me inside him. At one
point, I felt him gag, but then realised I was nowhere near his throat
and wondered if it was a sob, or a genuine reaction of revulsion to the
act he was now carrying out ? with aplomb I may add.
Mike had not reached the bottom of my clitty when he backed off, until
one of the maids let my arm go and pushed his head back on.
He continued to go farther down me, all the time looking at my eyes,
even though my attention was frequently taken somewhere else, or my eyes
were closed. By this time the tears were flowing down his face and
instead of feeling pity, I felt enormous power and gave him such a huge
smile that the power I had over him was clearly conveyed.
It seemed that an understanding had somehow been communicated and he
leant forward as far as he could and swallowed me whole.
Almost immediately his gag reflex kicked in and he moved back, only to
hear Aunty say.
"Congratulations Mike, you are now a real cock sucker, as well as a
worthless, dickless sissy. If you can swallow sweet Suzy?s glorious
clitty and make her come, you will earn a reward."
Instantly he attempted to get me back down his throat, but he was having
difficulty and his expression changed to one of pleading.
The maids came to his rescue by thrusting several of their fingers into
my boy pussy, which naturally caused my buttocks to thrust forward.
Both had stopped holding my arms now, instead holding Mike?s head still
to ensure he did swallow me and sure enough I felt his nose, then lips
on my skin above my clitty.
He appeared to have learned how to deep throat from some toys as he
quickly began sucking me on every outstroke and breathing out on every
in stroke. Initially he was going too quickly, and the maids slowed him
down, although they did not take their fingers out of me.
At one point I looked over at Cheryl and she had lifted the skirt of her
sumptuous dress and both hands had disappeared from view, as the scene
she was observing was one that she obviously enjoyed.
Looking at Aunty, she was watching Mike with a slight smile on her face
and took another sip of her drink.
The maids had stopped controlling Mike now, instead they were
controlling my reactions by probing me with their fingers. Eventually I
could feel the tension rising and eventually I spurted into Mike?s
mouth.
"NO DRIBBLES." Came the almost inevitable command from Aunty and Mike
began to swallow. Whilst the act of exchanging come after intimacy is,
and always will be, a wondrous, sharing experience, at that moment,
staring into Mike?s compliant, subservient eyes as I watched and felt
him swallow my seed, my smile broadened enormously and I KNEW I needed
to find a sissy of my own.
Sadly, for Mike, there was little reward of the liquid style and very
soon the maids were cleansing me with warm towels (where did they come
from?).
He remained with my softening clitty inside him, sobbing occasionally,
until the maids began repairing his garish, inappropriate lipstick.
"Reward time sweetie." Aunty?s voice had changed to a sensual, caring
tone, but Mike did not know what to do, as this must have been a new
experience for him.
"Suzy, come and sit beside me whilst we reward Mike for his exertions."
The maids took my cuffs and the spreader bar off, then helped me over to
the chair as my body was beginning to give out. Settling gently on my
recently abused rear was interesting and I then realised that the
chastity device had not been replaced.
"Mike, left teapot," came Aunty?s latest command.
He instantly sprang up, put both feet together, bent forward at the
waist, put his right arm out imitating a spout and put his left arm
behind him onto his hip in that shape of a teapot handle.
Cheryl clearly could not help herself and began laughing.
Aunty allowed Cheryl?s laughter to carry on for many seconds, ensuring
that teapot Mike was very red with embarrassment once more.
"Yes Cheryl, he does look pathetic, doesn?t he?" Aunty slowly asked
rhetorically.
Another pause, then Aunty began.
"When Mike came to me with his problem, I could see that there was no
way he could ever please a woman in the traditional sense. Even if his
pathetic dickless lump could be trained to stop ejaculating instantly,
it was far too tiny to satisfy a hamster, let alone a woman."
"On our first meeting, I had him show me his pathetic lack of dick,
despite his warning that he suffers from premature ejaculation. He was
not wrong, but still took his trousers and boxers down for me to inspect
him. Sure enough, before I had even touched him, there were dribbles
spouting out."
"I explained that he had a problem that I could help him with, but it
came with conditions. First he had to sign a contract allowing me to do
anything to teach him how to satisfy a woman and secondly, he had to
take his boxers off right there and cut them into shreds with the
scissors I supplied."
"He was so desperate that he didn?t read the contract, then cut his
boxers into tiny strips of fabric."
"I gave him a pink satin thong and told him to put it on. He started to
ask why, and I slapped his face, asking if he read the contract.
Clearly, he had not, and I pointed out the clause where I decided what
he wore, and he would wear the thong right now."
"His self-worth was so low that from that moment he would do anything to
please me, isn?t that right Mike?
"Yes Mistress."
"Did you enjoy your first taste of real cock then?"
"Yes I did, Mistress," he said with exaggerated enthusiasm.
"What did you like best about Suzy? cock?"
He had clearly been told about consideration, hence hesitated before
answering.
"So many thinks Mistress. The texture of her hairless balls, the
velvety skin of her pole, the way she helped me learn how to open my
throat. Also, her semen. It was not like mine, instead it was thick
and yummy."
Why did I think that this was a rehearsed speech? No matter as Cheryl
had started laughing again and Aunty turned to her and asked gently.
"What do you find amusing this time Cheryl?"
"This macho looking man on the outside describing all those things that
he loved about Suzy?s cock, it cracks me up. He clearly does not enjoy
it yet sounds so sincere. How do you do it?"
"Mike, Mistress Cheryl thinks you are lying about your love of Suzy?s
cock. Are you?"
"Oh no, Mistress, it was a wonderful experience savouring Suzy."
Cheryl guffawed and I have to admit smiling.
"Are you saying that Mistress Cheryl is lying then Mike?"
The bait had been taken and Mike was now caught in a trap.
"Oh no, Mistress. Mistress Cheryl is always right, I made a mistake."
"Which mistake is that then, that Mistress Cheryl is wrong or that you
don?t like Suzy?s cock."
He could not cope with this and began sobbing uncontrollably. Cheryl
laughed even louder, I felt pity but smiled anyway and Aunty simply
stared at him till he calmed down.
"Keep that type of performance up and you?ll have your hair died blonde
like the bimbo slut you are becoming."
A pause for Aunty to drink, then she turned to me and asked, "Would you
like to help out with this dickless wonder?s reward sweet Suzy?"
"Indeed, I would Aunty."
"Baby girl Mike."
He dropped onto the floor and crossed his legs with difficulty, holding
his left shin with his right hand and vice versa. He rocked back and
forward like an excited two-year-old girl and had an enormous, clearly
false, smile on his face ? which looked even more ridiculous with the
lipstick.
Cheryl almost collapsed in hysterics, she was cackling now, and I almost
told her off because of what she was going to her beautiful dress.
"How long have you been in training by me Mike?"
"4 years, 7 months and 11 days Mistress."
"Do you remember what the first reward would be when I knew you were
performing well as a sissy should?"
"That you would change my name to reflect my status." His smile never
wavered, but his eyes flickered with fear.
"Suzy, given Mike?s performance under your dress and pettis earlier, you
can choose Mike?s new name. It should reflect his new status as a cock
sucking, dickless, sissy slut so take your time. In fact, let?s take a
comfort break and refresh ourselves."
Aunty stood up, the door opened, and she swept out. Cheryl began
laughing again and I could not help but join in. We stood and embraced,
her in a beautiful, mature dress and heels, me in my pink, satin,
petticoated maid?s dress. As her laughing calmed down, I kissed her
forehead. She kissed my lips and one of the maids coughed and
explained.
"The Mistress wants you both to refresh yourself. Please come with me."
We followed the maid up the stairs and into the third room on the left.
One of the maids began undressing me and the other started brushing out
Cheryl?s hair, then continued to repair her makeup.
The maid even removed my corset, then a quick shower and I was led into
the main room where Cheryl sat with a soft drink and the maid stood
beside her.
It struck me that this was the first time that Cheryl had seen me
completely naked and I felt a little embarrassed, especially as she
looked like a movie star, or even a model, instead of a schoolgirl from
a council estate. Before I could react though, Cheryl asked, "Is it
going to be Jimmy or Suzy downstairs with us?"
I wanted to say Suzy instantly, but then thought, is this a test from
Cheryl. Does she want me to be Jimmy? Will she be upset if I choose
Suzy? A hundred other ifs and buts went through my head in seconds,
until I realised that I had to be true to myself.
"Suzy," I whispered.
Cheryl smiled and picked up her drink.
The maid then dressed me in super quick time in the glorious outfit I
wore to go shopping in Manchester, although without the hat. She also
had my face immaculate and a new blond wig that reached my shoulder
blades on.
Cheryl and I floated down the stairs arm in arm, feeling like two stars
as we click clacked back into the room and took our seats. They had
been rearranged and the maids sat us side by side, each with a drink on
the table. Whether I wanted it or not, there was water for me. After
the exertions of the past several hours, water was the perfect drink and
we waited for Aunty, who did not disappoint.
She wafted into the room in a floor length, form fitting, purple velvet
dress with a long train behind her. A simpering sissy in a frilly and
flouncy lemon little girl?s dress minced behind her carrying the train
until Aunty sat down. The sissy arranged the train, then placed herself
in the corner with her nose touching the wall.
"Have you thought of a suitable name for our cock sucking slut yet
Suzy?"
"I have Aunty, although there are a couple of others that might be
suitable."
Waving her hand dismissively, she asked, "What is YOUR first choice
Suzy?"
"Melissa, Aunty."
She considered this for some time, then nodding observed.
"That is a very good choice. It is feminine and cannot be mistaken for
a man?s name. It can be abbreviated to Lissy, Lissa, Lis, all of which
are suitable for alliteration, such as Loose Lissy, Lipstick Lissa, or
if she keeps improving, we might even get to Luscious Lissy. Then
again, we can still use Silly Melissa, even though it?s not an
alliteration, it flows well."
"What do you think of your new name Melissa?"
Clapping her hands in glee like a little girls, she said, "I love it
Mistress, thank you for naming me Melissa, it is a wonderful, girly name
that let?s everyone know I am not a man."
"Good to hear, but if you are not a man, what are you?" Enquired Cheryl.
"I?m a cock sucking sissy who is incapable of thinking for herself and
is dedicated to the pleasure of Aunty or anyone that Aunty tells me to
please."
It seemed like Cheryl?s face was about to break open with her smile, but
Aunty took control.
"Off to bed Melissa, we?ll see you in the morning more appropriately
dressed."
Melissa leapt to her feet, went into a low curtsey that I could only
dream of performing and skipped out of the door.
After Aunty paused for a drink, she looked at me and began.
"This has been a confusing, enlightening weekend for you sweet, sensual,
salacious Suzy and I look forward to our adventures, especially when you
are old enough to participate fully in the activities of the club."
Turning to Cheryl, she smiled and continued.
"Cheryl, you have been a breath of fresh air. When we investigated you,
your mother worried us, however you are nothing like her and ? if you
wish ? we would like you to become part of our club, once more like
Suzy, when you reach 18."
Cheryl?s smile died.
"Eighteen! Can?t I join now? I?ve loved the education of the weekend,
as well as my Jimmy showing up as Suzy. That?s almost two years."
"Sadly, it?s the law of the land. Nobody can join as a member till they
are 18 as this is a private club. Don?t be too upset though, Sunday to
Wednesday evenings are bookable for private gatherings and both Mike,
the stud who helped you deflower Suzy and a few others have all paid to
participate in tonight?s activities. In time, both of you will benefit
from my connections and make money if you wish."
"For now, it is time you two had some sleep time in bed. We will see
you both in the morning for brunch, with Suzy appearing for her journey
to my home. Off you go now, sleep tight."
Epilogue
Whilst this was not quite the end of my "femucation" at the hands of the
delectable "Aunty" Thompson, there was nothing drastically different
until I went to university, naturally choosing Manchester, where I could
be more femme thanks to Aunty?s connections, combined with the
flourishing Village. Mind you, in those days it was called the "Gay
Village" and not all gays were kind to us transvestites.
At no time did Aunty ever involve me in her sexual satisfaction, which
was a frustration for me for many years, however I came to realise the
real danger for her with her position as an officer in the BB and how
that would look, even years later. My piano lessons continued till I
left for uni and Cheryl and I enjoyed many a happy evening and stayover
at the club. Naturally, we practiced often at her home and I never met
her mum.
Once I moved to Manchester for studying, Cheryl became more and more
enamoured with the club? as well as financially independent. This meant
that on my visits home, she was often working or tired and eventually we
drifted apart, remaining as friends. She was my Matron of Honour when I
married my wife. Then again, it was a VERY alternative wedding.
Whilst I wore bridal lingerie under my morning suit and my bride wore
her gown, we both had a matron of honour to "represent us" and Cheryl
was resplendent in an over the top purple gown that had goth written all
over it. Several of my older male relatives were quite taken with her
and she had their wives in a bit of a state with jealousy.
The reader might not be surprised to read that we had an extra ceremony
the following day where both my wife and I wore gorgeous bridal gowns
and all of the guests wore skirts or dresses, even those not used to
such attire.
Aunty was one of the earliest humanist funerals I attended and the
celebrant entered into the spirit of the event by dressing as a sissy ?
as we all did, including the many other male and female dominants who
obliged her dying wish. Not sure that Glasgow has seen so much pink in
one place before or since. Perhaps on pride day, but definitely not at
a crematorium.
Whilst it was one of the saddest passings of my life, her funeral was
one of the most uplifting events and I sometimes think that only we
"trannies" ? as we used to be called ? know how to truly celebrate in
style. Then again, the gay funerals I?ve been to come very close, both
male and female.
So what became of Melissa/Mike I hear some of you ask...
No idea. Aunty got bored with him and gave him to a male dom and the
last time I saw him he was in the dom?s car crying as he was driving
off.