Secret Shared
By Karin Roberts
Opening Up
Right from an early age I knew I was different from other boys. I was
always fascinated with women's clothes and in particular high heels, fur
coats and long length evening gloves. I remember trying on my mother's
high heels and fur coat and loved the silky feel of the gold silk
evening gloves she had. At first I thought this was only kid's play and
I would change, but it didn't happen. As I progressed into early teens
the feelings got stronger. So did my attempts at dressing, experimenting
with make-up every chance I got. I did not have access to a wig so it
was always a headscarf's to cover my boyish hair.
Around the time I turned eighteen my mother and father took an
anniversary holiday to give them some privacy together. I was staying at
home with minimal supervision from my grandparents and, unbeknownst to
them, it was a perfect opportunity for me to obtain some much needed
essentials for what was now a serious hobby.
I had planned carefully and around two weeks before they left I had
ordered a blonde wig from an internet company, "Amanda" it was
advertised as and was around shoulder length, tapered at the sides and
with a short fringe. Although I could still fit into my mother's shoes
they were becoming a bit tight. So, flushed with excitement, I also
managed to order a couple of pairs of shoes from another web site I had
found.
But the prize of my Internet shopping spree had to be the delicious 38B
breast forms and a white satin waist clincher that I was convinced would
add to my feminine shape. Pleased with my purchases, I sat back waiting
their delivery while my parents were on holiday. A few days after their
departure my secret purchases started arriving and by the close of the
first week everything had been delivered.
My grandparents had already let me know that they were planning a
shopping trip to Edinburgh at the weekend, so I knew that I would have
all of Saturday to myself to play around with my new stuff. With an
early rise I ran a bath and sprinkled in some scented bath oil of my
mother's and lay back to soak my body. Half an hour later, I was drying
myself off and dusting my smooth frame with talc. Slipping on my
mother's dressing gown, I went into her bedroom and sat by the dresser.
Lifting a tube of her foundation I gently squeezed some on to my finger
tips and began to massage it into my face as I had watched her do on
many occasions. Once I had an even cover I began to lightly brush on
some powder to complete the effect. A slight touch of blusher on my
cheekbones and I was ready to do my eye's.
Now this is the area that I have always felt let me down and I struggled
to get right. A couple of minutes later I had applied some dark pink
cr?me eye shadow to by bottom lids and a lighter pink shade fading into
dark at deepest part of my eye socket. My eyelashes were coated in a
thickening black mascara to complete the look. Looking in the mirror I
thought 'not too bad,' but I still needed to do some studying on how to
make my eyes look better. I finished off my face by applying some creamy
Fuchsia lipstick, creating a perfect bow shape and very kissable I
thought as I took a final look in the mirror. Rising from the dresser I
stepped over to the bed to continue my transformation.
I had read the instructions surrounding how to apply the breast forms
and smeared some glue on to the rear of each before lying back on the
bed and placing them as evenly on my chest as I could and applying some
pressure for them to stick to my chest. A minute or so later I stood up
and marvelled at my newly acquired "tits" as they hung from my chest.
They could maybe have been a bit straighter but for a first attempt it
was not too bad. Crossing to the dresser I opened the drawer and
extracted a white lacy underwire bra. Slipping my arms through the
straps I and fastened the front catch and dropped the breast forms into
the cups.
'Nice,' I thought as I saw the skin coloured globes encased by the white
lace bra. I picked up the waist clincher and slipped it round my waist.
Although only a 28 waist it said that it could reduce you by six inches.
Well, my mother was only 26 so there was no real need for maximum effect
so I clipped it in place and only lightly pulled on the laces for a
minor reduction in size. Taking out pair of matching white lacy panties
I slid them up my legs pushing my maleness back between my legs to hide
the bulge. Finally I rolled a pair of tan tights up my legs and stood up
walking to my mother's wardrobe to select my outfit for the day.
Opening the sliding door I looked at the row of clothing all neatly hung
up. My mind wandered back to my early years when my mother had owned
lots of really sexy gear. That was when she and my father used to have a
really busy social life; Golf Club dances, Social Club events and many
parties that their group of friends organised. Around the time I was 10,
however, my mother was diagnosed with breast cancer, which was a
worrying time for us all. It ended with her having a mastectomy and at
that point her dressing habits changed. Gone was the sexy clothes and
she became much more practical in her choice of clothing.
I suppose it was because of the loss of part of her womanhood, but she
was still an attractive woman and had a good figure. How I wished it had
not happened and she had still retained her sexy wardrobe. My mind
drifted to Mrs. Watson across the road who, when dressed up, was really
sex on legs; short skirts, tight tops, sexy high heeled boots and shoes.
Indeed, two weeks ago I had watched her going out with her husband to
some social event with a knockout tight black shiny dress with a slit
right up to her thigh and long evening gloves and shoes which must have
had six inch spike heels, Oh how I would have loved a day with her
wardrobe at my disposal. I snapped back out of my dream as I could feel
a stirring between my legs at the thought of that night. No time for
that yet, I need to get dressed.
I finally selected a light blue denim skirt, I knew it was a bit tighter
and shorter than some of the others my mother had. Slipping it on, I
fastened the catch and pulled up the zip at the back. A fuchsia nylon
blouse was next. Sliding it up my arms, feeling my light arm hair react
to the electricity from the material, I tucked it in and buttoned it up,
leaving the top buttons open to leave a sight of my new found cleavage.
I took a wide white canvas belt and slipped it round my waist. Shoes
next. My mother again had binned most of her higher heels so I had to
settle for a pair of navy blue leather shoes with around a two inch
chunky heel.
Finished dressing, I stepped over to my final purchase and removed the
blonde wig from its box. Slipping it on me, I fixed it to my own hair
with hair clips and brushed it out. Stepping over to the mirrored
wardrobe I took my first look at what I hoped would be the new improved
me.
'Wow!' I thought to myself. What a difference! The shape had changed -
the hair the breast forms all made a significant difference. I really
did look like a young girl. OK, the make up could still do with some
improvement but I was sure that with practice I could get it better.
With one last look I turned and headed downstairs to begin my day.
Downstairs, I made a coffee and sat at the breakfast table my legs
crossed looking through one of my mother's mags, taking interest in the
articles on fashion and make up and reading my horoscope and doing one
of those quizzes on relationships - 'Who is your perfect man?'. You know
the kind of thing. Finishing my coffee I set about some household chores
ironing, dusting making the beds all the time happy feeling my nylon
clad legs rub together at times and the feel of my new breast forms as
they moved and bounced as I did. Finishing the housework around
lunchtime I made myself a sandwich and a glass of pineapple juice and
sat down once again to finish of the mag I had been reading earlier.
For the afternoon, before I had to change back, I decided to watch some
daytime television. Kicking of my shoes I pulled my nylon covered legs
up on to the sofa and with the remote control began to flick through the
channels. Soon I became bored and my mind wandered could I squeeze in
another hour of my other cross dressing interest before having to
transform back to Colin. Yeah I probably could I decided as I got on
slipped on my heels and made for the hall.
I should probably explain at this point that for a few years now I have
been fascinated by the damsel in distress scenario and bondage in
particular. My mind strayed back to my first experience and an incident
that had probably shaped the way I was today. It was when I was around 9
or 10 and a large group of us used to play Cowboys and Indians, about
fifteen of us all in. One week you would be the Cavalry the next week
you would play the part of the Indians. We all had a series of clothes
that we would use, including two squaws outfits. Anyway this one week
when it was our turn to be Indians me and a guy called Jim were kept in
after school for talking in class. By the time we got home and went to
meet our friends guess what? Me and Jim were left with the last two
costumes. Yes you've guessed - it we were the squaws. Anyway we had an
imaginary Fort as a base for the Calvary and some distance away in the
woods we had created a couple of tepees with some old canvas as the
Indian camp. The aim of the game was for the Indians to try and make
their way to the Fort and take the soldiers prisoner or for the Calvary
to make their way to the camp and do likewise to the Indians.
Anyway, that week there was a mix up and instead of one group being
asked to attack the other both set off thinking it was their week to
attack. Me and Jim left behind as the squaws at the camp to make drinks
for all the others for when the game was over. After we had been alone
for ten or fifteen minutes there was a great deal of screaming and those
playing the Calvary attacked the camp. Both me and Jim were quickly
captured and held by the arms as Robert, who was playing the Calvary
Captain, asked us questions.
"Where are your braves?" We stayed silent, playing out the game.
I never really liked Robert as he was a bit of a bully but he was about
to change my life.
"Well troops, it looks like well just have to wait on those murdering
savages to return to the camp so we can set up an ambush."
The game was about to take an unexpected turn.
"What do we do with these two, then Captain" asked Alan, another of our
friends.
"Bring them in here" he said walking towards the tepee.
Once we were inside he said "Get them on their knees!" and we were
forced down.
"What you going to do" asked Alan.
"Tie them up, of course!" he replied
"You don't need to do that" I piped up.
"Oh shut up, squaw" he said as he grabbed my hands and with some rope he
had found in the corner began to tightly bind my wrists. Once he
finished with my wrists he stretched the remainder of the rope down and,
grabbing my ankles, he pulled them together and tightly tied them as
well.
"Ow" I squealed as he cinched the rope around my ankles, pushing me to
the ground at the same time.
"Alan give me your neck scarf." he demanded and it was handed over.
Kneeling down, he knotted it and then forced it between my lips and
gagged me tightly.
"There! Do the same to that one and get out here. We've got an ambush to
set."
So a minute or two later there was me and Jim lying dressed as squaws,
hogtied and gagged. It really was a momentous event and ,although it
only lasted about ten or fifteen minutes until the ambush was over and
the war won, it had a much longer affect on me.
So here I am in the middle of my mother's kitchen with a bundle of ropes
and some cloth and dressed once more as a woman. Sitting on the straight
backed kitchen chair I began by taking some rope and tying both my
ankles together, at the other end I made a couple of loops and, briefly
standing, passed the rest of the rope under me and let it hang loosely
through the back of the seat before sitting back down on it. Taking some
more rope I tied my knees together just below the knee, before passing
another under the seat and tightly tying my hips to the base of the
chair. Taking one of the cloths, I scrunched it up into a ball and
packed my mouth with it, before taking the other cloth and securing the
packing in my mouth as an effective gag. Lastly I slipped my arms
through the back of the seat and reached for the loops I had made at the
beginning of my self tie.
Slipping my wrists through the loops I twisted the rope a little then
slipped my wrists through again. Pulling my legs forward a bit had the
effect of tightening the loops a bit like a noose and securing my
wrists. Not perfect, I know, but the only way I knew at that point to
self tie and still be able to get free in time to change. In minutes I
was wriggling and mmphing into the gag my mind in overdrive back to that
day as the squaw or that I had been kidnapped and tied up in a cellar by
some manic unsure of his plans for me and what my fate would be.
Another few minutes and my cock was rock hard with the excitement and
seconds later spewed out my juice on to my underwear. Relaxing for a few
seconds savouring the moment I slipped my feet back a bit and was able
to pull the loops round my wrists lose so I could slip my hands out. The
fantasy was over for another day as I untied my legs and walked upstairs
to begin the transformation back to Colin. How I wished I had someone to
share this with someone who could tie me up and role play fantasy
kidnaps, only being able to get free when that person untied you. Well,
I suppose it would never happen but then life changes and as I stepped
into the bath to wash before my grandparents got back little did I
realise that in a few months I would have that, but in a surprising and
exciting way!
***
In the following couple of months I added to my stash of feminine items,
another wig this time - a bit more expensive and platinum blonde. It was
longer and fuller and a mass of curls which settled nicely just below my
shoulders. I finally got round to purchasing a dress as well, a simple
black dress about knee length with cap sleeves and silver belt to
emphasise the waist. Anyway in the previous couple of months I had not
had much opportunity to dress and was dying for the chance. I had
practised when I could with make up and was now becoming much more
accomplished with my look; I thought becoming much more convincing.
Little did I realise that an unexpected opportunity was about to come my
way as I sat finishing of my college projects one night.
The phone rang, "Colin it's for you" I heard my mother call from
downstairs. I closed my book and jumped of the bed and headed
downstairs. I picked up the receiver and spoke
"Hello?"
"Hi Colin. It's Jim here"
"Oh. Hiya Jim" I responded.
"Just giving you a ring to let you know I'm back from University, fancy
meeting up" he asked.
"You lucky beggar! I've got a another couple of days at College but I
could see you nearer the end of the week if that's OK."
"Oh? Not before that?" he asked sounding a bit anxious.
"Look you ok you sound a bit down" I asked
"It's just I need a friend to talk to" he replied.
"Well I could come over Thursday if that OK"
"Eh, yeah. OK, see you then," he said quickly before hanging up.
I could swear there was a hint of a sob in his voice as he did so. He
had me worried. What was going on? Why did he need to talk to me so
badly ?
Now, if you have been reading closely you'll remember that Jim was the
other squaw who had been bound and gagged in the tepee during our
childhood games. I would not say that he was my best friend but we had
been friendly for years and hung out together before Jim's dad, who had
his own business, had struck it lucky in his business ventures. It was
local knowledge that the family was now worth 2 or 3 million. Jim had
been one of the older members of our group of friends and, while I was
only in my first year now at College, Jim was midway through his third
year at University. When his family had come into money they had built
their own home - a really spacious house with a great view over the
Clyde Valley, swimming pool and everything. I had only been there once
but it really was a palace.
Many of the kids had kind of turned against Jim after that, bad mouthing
him, really out of jealousy, but I had stayed silent. Good luck to them
I thought I knew his Dad had worked damn hard to get the business up and
running so they deserved any rewards that were going. What I did
remember about my one visit though was that his mother was a bit snobby,
so maybe she attracted the bad feeling towards them. She was, however,
an absolute babe; great figure, knock out legs and stunningly
attractive. I remember being almost open mouthed in her company and
while she must have thought some horny teenager was ogling her legs and
her knockers. Really, I was wishing my mother bought the types of sexy
gear that she wore! Anyway all would be revealed in a couple of days.
So, returning to my books, I put it out of my mind and concentrated on
my studies.
Come Thursday I was walking up the driveway to Jim's house. It looked
bigger than my previous visit and I could see that a Tennis Court had
been added out back and what appeared to be another room, which had been
built on to the top of the double garage which joined the property. I
knocked on the door and waited. A minute or so later the door was
answered by Jim's mother. My mouth dropped open, there she stood in a
tight red leather skirt with a low cut, black lycra, tight fitting top
offering a good view of her cleavage. Make up was flawless and her
blonde hair shone in the light, she perched on top of what must have
been three or four inch red stilettos.
"Eh is Jim here?" I stammered as my speech came back.
"He's upstairs, Colin, come in."
I stepped into the wooden floored hallway. Her heels clicked on the
floor as she led me to the stairway.
"Jim dear! Colin's here to see you," she called. "He's in the third door
on the right at top of the stairs" she informed me as she walked towards
the main lounge.
I began to climb the stairs. As I rounded the corner Jim stepped out of
his room.
"Good to see you Colin, come on in," he gestured me towards his room.
As I walked in he gestured to a window settee and I went over and sat
down. The next ten to twenty minutes we caught up with each others lives
how my college course was going and his University studies were going
all pretty general stuff really and not a hint of reason that Jim had so
desperately wanted to talk to me about. After about half an hour I
decided to try and raise the subject.
"Jim, you sounded really desperate to talk on the phone. Is there some
problem you want to talk about"
Silence descended and Jim looked decidedly awkward.
"It's , well, It's kind of personal I've not talked to anyone about this
and I need to tell someone. But you need to promise that you won't tell
anyone about what I tell you. This is a really big secret so after I've
finished you need to tell me something about yourself as well so that I
trust you, Ok?" he asked.
"Well I'm not sure that I have any deep dark secrets to tell you," I
lied. "Look I need a drink before I tell you this, do you want one?" Jim
asked as he got up and headed for the door.
"Yeah, OL" I replied.
"Be back in a minute" he responded as he left the room.
This was getting intriguing but what secret was I going to impart to
Jim? Could I tell him about my little hobby? Deep inside I was desperate
to share it with someone but it was a big risk. Mentally I decided to
wait and see what his secret was before I decided if it was worthy
enough to match mine! A couple of minutes later Jim returned with a
couple of cans of lager handing me one we cracked it open and sipped the
cool liquid.
"Right, you know I'm at University."
"Yeah" I responded with a quizzical look.
"Well, I've not been doing too well on the studies front. Spending too
much time socialising and not enough studying. So my dad found out about
my grades and decided to do something about it. Most of all my English
Law was suffering so dad arranged for some private tutoring with a
retired lawyer in his fifties to help me catch up." Taking a drink he
carried on "Well, I've been taking private lessons for a couple of
months twice a week and it has helped but just lately something happened
which I never banked on and I'm no so embarrassed about and I can't tell
my folks about it.
Stopping he drew breath and carried on " Last week I had my mid ?term
exam in English Law and low and behold I passed with flying colours. I
was so happy I just had to tell my tutor so I went round to his place to
let him know how I had done. He was really pleased for me and cracked
open a bottle of wine to celebrate, one bottle led to another and before
we knew it we were just about finishing the third. Anyway I got up to go
to the toilet and in my drunken state I fell on to the sofa beside my
tutor." he stopped
"Promise again you'll never tall anyone this" he asked again.
"I promise" I said. "Well, when I fell I looked up and Brian, that's his
name, he had this weird look on his face. We just looked at each other
in silence he smiled and then reaching forward he took my hand. Before I
knew where we were we were kissing passionately and then undressing each
other an hour later we were in bed having had sex with each other," he
stopped.
I hesitated, taking in what he had just told me.
"So are you trying to tell me you are gay?" I asked.
"No - oh well I don't know. Maybe. I'm just so confused. I've been with
girls before but this was different it felt different. Maybe I'm
bisexual."
"So what's the problem with telling your folks"
"You don't know my dad!" he responded quickly "He's the most homophobic
person I've ever seen. He would go apeshit, especially since he knows
this Brian personally and arranged the tuition."
"Yeah. I suppose he would. how about your mum?"
"Hell no! she's almost as bad as him."
"So what are you going to do, are you going to see Brian again" I asked.
"Maybe. No. Oh I don't know! So what do you think" he asked.
"Well, it makes no difference to me, you need to do what makes you
happy. It's nobody else's business and I'll still be mates with you
whatever you decide."
"Thanks Colin," he said, standing up and squeezing my shoulder as he
tossed his empty can in the bin. "I need another lager" he announced as
he stepped out of the room. His revelation had made my mind up. I could
tell him about my hobby !
A couple of minutes later he returned with another can for him and one
for me. "Well that's my skeleton out of the closet. How about yours," he
asked.
"Eh, well. I don't know if you remember when we used to play Cowboy's
and Indians in the Bluebell woods all those years ago?"
"Yeah that was fun. Seems so long ago now though," he replied.
"Well do you remember the one time we were late and ended up as the
squaws ?"
"Oh yeah! And that prick Robert tied us up in the tepee"
"Yeah that's right" I said.
"So what he went on? You like getting tied up or something"
"Well, yes and no really. It's just that I like dressing up in women's
clothes."
There! I'd said it. I'd finally admitted it to someone. He looked at me
for a second.
"Yeah I can see you might quite pull that off. You have the face shape
and you are not that muscular. So yeah - that works"
"So you don't find it strange" I asked.
"Why would I? We have a transsexual at University - a bit butch looking
but an OK person. So if it works for you why would it bother me ? You
told anyone else," he asked.
"No you're the first."
"You know, I'd quite like to see you dressed up some time. Maybe we
could arrange something"
"Oh I don't know. It's hard getting the free time with my parents
around"
"Well maybe you could come here. Let me think about it."
With that revelation over, we spent the rest of the afternoon talking
and reminiscing about our school days before it was time for me to
leave. As I left Jim said "I'll call you soon."
"Fine," I replied as I walked down the driveway. I walked away from the
house, a bit relieved that I had told someone else of my hobby but also
a bit apprehensive. If I had done the right thing, only time would tell.
***
Jim meets Tiffany
Christmas came and went and, with the folks and family around, dressing
up games were cancelled for the holiday season. A couple of days before
New Year I was relaxing in the lounge watching a rerun of an old movie
when the telephone rang. My mother answered it and called "Colin it's
for you."
Stepping out into the lounge I picked up the receiver.
"Hello."
"Hi Colin. Did you have a good Christmas?"
"Oh, it's you Jim. Yes, thanks. What about you"
"Yeah it was fine. Look, I've called to put a proposition to you. When
do you go back to college ?" he asked.
"Not until the ninth."
"Well, my parents are off to my Aunts in Dundee the day after New Year
and I've slipped out of it."
"And?" I asked.
"Well you know I said that I wouldn't mind seeing you dressed. How about
you come over here and for a couple of days and you can dress up to your
hearts content."
I paused. The thought was very tempting! A couple of days dressing up
with a friend with no chance of getting caught.
"Eh, I'm not sure" I said nervously."
"Oh go on! When are you going to get a chance like this again? Imight
even let you borrow some of my mom's stuff"
Well that clinched it! The thought of all her sexy gear? "
"OK, then I'll clear it with my folks"
"Good! See you Friday then."he said
"Yeah, no problem."
"See you then," he hung up.
For the next couple of days I was in a dreamland, half the time thinking
of what the weekend would bring. I was both nervous and excited at the
same time with the prospect of getting a couple of days to myself. Maybe
I could even talk Jim into a damsel in distress scenario and get him to
tie me up , be completely helpless rather than knowing that I could get
free any time I wished. My mind was in overdrive with plans and I could
not wait !
Clearing my visit with my parents was no problem, I think they quite
liked the idea of me being friends with Jim as his parents were rich and
came from the better part of town. So when the day came I set of with my
bag packed with my limited fem wardrobe and off to a couple of days of
my private hobby. As I neared Jim's my nerves increased. What if he
laughed? Found me ridiculous, etc.? I reassured myself ,thinking 'what
the hell!' If he did at least I would know how good I was and whether I
had any chance of looking a convincing female.
As I arrived at Jim's I nervously looked around, half expecting his
parents had returned and our rendezvous would be cancelled. But no sign
as I stepped up to the door and rang the bell. Jim answered
"Good to see you" he said as I stepped inside.
"Your parents gone then?"
"Yeah, they rang this morning from my Aunt's there not coming back till
Tuesday now, e have the whole weekend to ourselves. You want a drink
first or just get started"
"I'd love a coke" I replied.
Fine come on through" he said gesturing towards the large lounge.
Inside the lounge, which was huge, his dad had built a small bar
complete with optics and a couple of bar stools. I walked over and
slipped onto one of the stools.
"Ice?" Jim asked.
"Yes please," I responded.
"So what do you want to do?" I asked
"Just a normal day, just like it was just Jim and Colin having a day
together, only you can dress up. By the way have you given yourself a
girl's name when you get dressed."
"No, it's only ever been me on my own so I've never needed one,"
"Well I think you should have one today. What do you want me to call
you?"
"I don't know. I've never thought about it." I responded.
"Well is there any girls names that you like?"
"Eh well I've always thought Tiffany was quite nice."
"Oh yeah? I wonder why?" he said with a smirk.
"What?" I said.
"Didn't you used to have a crush on Tiffany West at school"
"No, I didn't."
"Yes you did, but I not arguing with you. OK Tiffany, it is. So, do you
want to go and change Tiff? I'll meet you back down here."
I drained the last of my coke and, taking my bag, headed off up stairs.
"You can change in my parent's room," he called after me. "It's the
first door on the left at the top of the stairs."
He was, of course, right. I had had a crush on Tiffany West, who was a
lovely looking girl with long blonde hair. Nothing had ever come of it,
though. I wondered what had happened to her as I opened his parents
bedroom door and stepped inside.
The bedroom was huge. There was an in-suite bathroom, a large dressing
area and a huge double bed with a fancy, ornate gold metal headboard.
'Ideal for tie up game,' I thought. Easy to secure the wrists and ankles
to the metal bars. 'Oh stop it!' I said to myself. Your just here for
dressing up - there is no sexual link between me and Jim.
I opened my bag and carefully took out the items that I had brought with
me. I had bathed at home last night, eager to get my look as good as
possible. I had used a hair removal cream as I bathed for the first
time, after all it was the dead of winter and some time before I would
need to bare any of my now hairless body to the naked eye. I stripped
off and pulled on a pair of lacy black panties. Ripping off a piece of
tape from the roll in my bag, I taped my manhood back between my legs
and pulled the briefs up as tight as possible. I took a matching black
bra from the bag and, putting my arms through it, fastened the catch at
the back.
I stepped over to the dresser and looked at the array of cosmetics on
display. Jim's mum owned everything imaginable in a vast array of
colours and shades. Expensive foundation and powders perfumes the works.
I had brought my own limited make up bag with me but decided to use some
of the foundation from his mother. I selected a tone that I thought was
close to my own skin tone and, unscrewing the lid carefully, tipped some
out on to my fingertips. A couple of minutes I had a nice flat canvas on
which to create the look of Tiffany.
Twenty minutes later my look was complete. I had not gone too heavy on
the makeup as I was trying to achieve just a day look, not the glamorous
evening look that I usually try to portray. Light shades of pink on my
eyes and some pink lipstick from my own collection a little black
eyeliner on my bottom eyelid and some mascara not too heavy.
Pulling on my shorter blonde wig, I secured it to my head with a couple
of hair clips and brushed it out until the fringe was just resting on my
eyebrows. Leaving the dresser, I returned to the bed and began to select
my clothing for the day.
I chose a simple tan pair of tights and pulled them up my legs, the soft
feel on my newly hair-free legs sending tingles up my arms as I slid
them on. Standing up, I picked out a denim skirt, around knee length,
that I had brought with me and stepped into it, I knew that I did not
need my waist clincher for this skirt so decided to go without. As I
said earlier, this was more about day wear than glam. I was not sure
what we were going to be doing for the afternoon so comfort was more of
a priority. A simple white blouse completed the outfit. I stepped over
to Jim's mother's closet and looked for some shoes. My high heels did
not seem appropriate for day wear so I was looking for something a
little more practical.
There was a large collection of shoes and heels in the cupboard, some
awesome styles and heel heights but I decided on a black pair which had
just around two inch Cuban heels. They were a bit tight but I could get
them on and they were easy to walk around in. I had borrowed a couple of
items of jewellery from my mother, just a gold bracelet and one of her
old watches. Risky, I know, but it was good to complete the look. With a
glance in the mirror and happy with the way I looked, it was off
downstairs to introduce Tiffany to the general public.
Well, Jim anyway.
I stepped down the wooden staircase, my heels giving that familiar
clicking sound on hard surfaces. Walking towards the lounge I opened the
door and walked inside.
"Jim? You in here?" I asked.
A wolf whistle broke out from my left. Jim was standing behind the bar,
making a couple of drinks.
"What do you think" I asked, intrigued as to what he thought but nervous
about how he would react.
"Your really good," he said. "I would never have known that you are a
guy, you really do look the part"
"Really?" I asked.
"Yeah, you look even more of a female than the transsexual at
University. You would pass no problem outside"
"One step at a time , I'm just getting used to being seen by someone
else" I responded.
"Here drink this," he said, handing me a glass of blackish liquid with
some ice in it.
"What is it " I enquired.
"Vodka and Coke," he answered. "Thought it might settle your nerves a
bit."
My hand shook a bit as I took the glass from him and walked over to the
settee. Carefully trying my best female sit-down, I smoothed the skirt
under my rear and lowered myself down. Once seated I crossed my legs and
took a sip from the drink.
"So how does it feel being here dressed as a girl with me?" he asked.
"I'm OK. I was really nervous earlier but I'm OK now."
He sat in the settee opposite and continued. "You know, I really meant
what I said just now. You are really convincing and would have no
problem outside"
"Thanks," I responded. "What are we going to do for the rest of the
day?"
"Oh I thought we would just goof around. Play some PC games, watch a bit
of TV and listen to some music. Then you can change and tonight and we
can have some dinner and watch some more TV."
"Sounds OK to me," I said finishing my drink and placing it on the
coffee table in front of me.
So for the rest of the day that was entirely what we did, we played some
PC games on the Jumbo screen that his dad had installed in the games
room. Playing football and golf games which were that much more
realistic on this giant screen was almost like being at the game itself.
Then, a spot of afternoon TV. Around 4 PM Jim suggested that I go and
change for dinner. As I got up to leave he said "Look I've been
thinking. Why don't you put some warmer stuff on and we could go out for
a walk?" he suggested.
"Eh - I don't know."
"Look, it's dark now we could go for a walk along the street and up
along the river bank. There might be nobody around."
"It's a big step for me," I responded.
"Look trust me, you'll be fine" he said.
"OK," I said, inwardly desperate to try it but nervous still the same as
I trotted of to get changed.
Back upstairs I began to take out something to wear. In Jim's mum's
wardrobe I found a pair of jeans and then in a side cupboard a roll
neck sweater I figured they would be a bit tight for me, so the waist
clincher would be a necessity for the night ahead. I walked into the
bathroom and began to clean the make up from my face with a cleansing
lotion and some soft cotton wool. Once I had finished removing my make
up I figured I had around an hour before needing to get ready again so I
relaxed back on the bed and reflected on the day so far.
The reaction from Jim had been great, encouraging and just as if it was
how he normally saw me. For him it had just been a day with a friend;
for me it had been a landmark and tonight was to get even better with my
first trip outdoors. As I thought about what lay ahead I drifted of into
a slight cat nap. Waking up about 45 minutes later I realised that it
was dark outside and it was time to get ready for Tiffany's first
outdoor adventure !
I pulled off my outfit from earlier in the day and slipped into a
bathrobe. Once more at the dresser, I began my make up. Foundation and
powder this time, with light and dark blue eyeshadow for my eyes and
then some blue mascara that I found in Jim's mum's collection, finished
off by some red lipstick. Not too bright but a nice shade. I decided to
paint my nails and, finding a nail varnish to match the lipstick, I sat
about painting them. My nails were short and it did not take long to
carry out the task, then wait for them to dry before applying a second
coat. Once dry I picked up my waist clincher and slipped it on. Pulling
the laces in, I reduced my waist by a couple of inches, which I figured
would be enough to fit into the jeans.
Sure enough, I pulled on the jeans and they fit nicely. I was even quite
impressed with the look of my nice round, firm bum in them. Fastening
the catch, I took the wine roll-neck sweater and, having carefully
removed my wig, pulled it over my head and tucked it inside my jeans.
The sweater, as I expected, clung to my outline, exposing a nice chest
size and a nicely reduced waist. Now for shoes. Jim had mentioned the
river path, which I knew was not that great a surface, so stilettos
would be out. Opening the cupboard I looked for suitable footwear
suddenly at the rear I found several pairs of boots. A couple had high,
slim heels but there was a pair around 3 inches high with a block heel
this would do nicely, I thought.
Removing them from the cupboard, I unzipped them and slipped my feet
into them pulling, the zips closed with my jeans inside, the black
leather settling just below my knees. Perfect! Selecting a black wool
coat which came down to just under my waist and a pair of black leather
gloves, I left the room and headed of downstairs.
As I stepped into the living room I could see Jim was busy on the
telephone.
"Yes mum, everything is fine. Yes, Colin is here and we've had a good
day. Do you want to speak to him? Ok here he is."
I waved' n'o at him desperately as he pointed the phone in my direction.
I had to take it
"Hello Mrs. Evans, Yeah, thanks for letting me stay over. Yes, were just
going out for a breath of fresh air and then have some dinner. OK, we
won't stay up too late. Do you need to speak to Jim again? No? OK, you
two have a nice break."
While this was all going on Jim was in knots of laughter until I put the
phone down.
"You shit" I said.
"Well, it was funny, you standing there making small talk with my mother
while you're dressed in her clothes!"
Walking towards him I slapped him with the gloves and said "Ha. Ha." I
paused. "Now, are we going or what?"
"OK, let me just get a jacket" and he skipped off upstairs.
Once he returned I asked "You sure about this"
"Yeah, no problem. You look so convincing and we'll hardly meet anyone
at this time, so lets go"
He opened the door, I pulled on the gloves and Jim and Tiffany stepped
out into the night air for the first time.
Walking along the well lit path with Jim, my heart was pounding out of
my chest. This was the highlight for me so far. Out dressed as a young
woman! Walking along the street, albeit in darkness, but I was outside!
Several cars passed us with me half expecting one to stop and the
occupants to leap out and ridicule me or should insults. But none did.
Jim obviously could sense my nerves and kept up a running conversation,
none of which I heard or understood as I was too busy savouring the
moment and concentrating on my walking. I was terrified that I would
trip in these boots and give myself away. In no time we had reached the
river path and turned down it.
"We'll just go as far as the bridge and then turn back, that should be
far enough for today," Jim said.
"OK," I mumbled, finally acknowledging something Jim had said since we
left the house.
We were around 200 yards down the path when I saw two people approaching
us, a man and a woman walking their dog. I froze momentarily Jim,
sensing my mood, said "Tiff, it will be OK. Nobody can tell, now just
calm down."
He began to move on with me following. Closer and closer we got, my
stomaching tightening as we moved towards them. Just as we were about 50
yards from them Jim reached down and took my gloved hand. I glanced
sideways and he just smiled as we the approached the couple.
"Nice night" the gentleman said as we got to them.
"Yeah, it I," Jim replied.
"I love your jacket" the woman said, looking directly at me.
"Eh, thanks," I stuttered as we passed them and walked on.
Once out of earshot Jim said "See I told you it would be ok"
"Eh, you did," I said as we walked on. What had really calmed me down
though were the tingles that were running through my body because Jim
was holding my hand.
The remainder of our walk went largely unnoticed and we arrived back
home, opening the door stepped inside.
"Superb!" I said with a broad smile.
"I told you it would be OK, you really look good and have no trouble
passing."
I could have kissed him but was not sure how he would react, so I
decided not to. I took of my jacket. We both went into the kitchen and
Jim opened the fridge.
"What do you fancy for dinner?" he asked.
"Oh, anything. I'm on too much of a high" I responded.
He laughed and took out a couple of simple microwave dinners for us,
opening them out and pushing them inside the microwave.
"I think we deserve a treat. How about a couple of glasses of wine?"
"Fine by me"
"OK, I'll just get a bottle from the cellar" he said, turning and
leaving me along in the kitchen.
Today had been just perfect so far and I had another day still to
go!This was definitely the best experience of my life so far and I was
grateful to Jim for giving it to me. I wondered how he would react if I
did flirt or come on to him, but as I heard him coming back I decided to
leave it for now. I did not want to put tomorrow in jeopardy.
We ate in silence. Jim had uncorked the wine and I sipped from my glass,
enjoying the moment. Once finished, we retired to the lounge to watch
some film that Jim had suggested we watch. In truth, I was too excited
to concentrate on it but watched it anyway. Once it was finished Jim
went back to the kitchen and brought the remainder of the wine and
poured a glass for each of us.
"Tiff, there's something I need to tell you."
My heart stopped as I looked up at him.
"What" I said.
"It's about tomorrow. You know I said that we would have the weekend to
ourselves. Well, when my mother phoned earlier she told me that we have
a heating engineer coming tomorrow to work on the boiler"
"So are you saying tomorrow's off?" I asked.
"No not off, but the engineer is booked and I can't cancel it."
"Oh well. Do you want me to dress as a boy"
"Well, I don't want to spoil your time. Could you maybe just stay out of
the way? I'll make it up to you, we'll have a good night tomorrow night
maybe order in a carry-out meal and have some fun. You know, like a
dinner party. You can dress in one of my mother's fancy evening gowns
How about it?"
"Yeah, that sounds great! You are helping me so much, so I do owe you."
"Thanks," he said. "Now lets polish of this wine and I'll get another,"
pouring another glass.
Back with the other bottle, we sat closely on the floor of the lounge,
chatting about days gone buy about people we had gone to school with,
what they were doing now etc etc. Finally Jim said "I think it's time I
gave you your Christmas present."
"Eh what?" I said, surprised. "I'm sorry but I never got you anything."
I said with regret.
"It's OK, my dad gives me such a large allowance I never know what to do
with it, so I bought something for you." he said, getting up and heading
out into the hallway.
Minutes later he returned with a package and handed it to me
"There you go, open it!"
I tore open the paper and pulled out a box marked Ragazza.
"What is it?" I said.
"You'll see," he said as I opened the box. I gasped as I looked inside.
There was an absolutely stunning blonde wig. I guessed it was just over
shoulder length with a front fringe it was really thick and luscious and
felt very natural.
"What do you think?" he asked.
"It's stunning. You shouldn't have!" I said, fighting back the desire
once again just to give him a big kiss.
"It's real hair," he said "Top of the range, you can wear it tomorrow
night."
"I will!" I struggled not to start crying.
We sat up for around another hour, finishing off out third bottle of
wine. As the last glass was drunk Jim said "I'm beat it's been a long
day, I think we should call it a night"
"Yeah maybe we should" I said, feeling rather the worse for wear and
conscious of the fact that I had spent the last half hour staring into
Jim's eyes as we had talked.
Getting up, I stumbled slightly. Jim grabbed my arm.
"Oops. Maybe a little too much wine"
"Yeah probably. Look, I'll see you for breakfast. OK?"
"I'll just clear up here"
"Eh, OK," I said, picking up my gift and heading towards the door. As I
reached it I turned "Jim?"
"Yeah"
"I just wanted to say thanks for today."
"No problem," he said "I've enjoyed myself ,too. Now sleep well."
"I will. You too."
I stepped out of the lounge and towards the stairs. Carefully
negotiating my way upstairs I slipped into Jim's parent's room. I wanted
the day to go on forever and had an idea. Opening one of the dresser
drawers I looked for a suitable nightgown. I finally found a red silk
lacy thing, short and sexy, and took it back to my room with me, I was
desperate to see what the new wig looked like so, opening the box, I
took it out and brushed it out. Removing my own, I tossed it on the bed
and pulled my new present on.
It was stunning - a short fringe coming to just above my eyes and swept
back in a thick mass of hair which, as I had thought, fell just below my
shoulders. I quickly removed my clothes, taking off everything except my
panties, and stepped into the nightgown, which fell to about five inches
above my knee. As I pulled the spaghetti straps over my shoulders I
thought I looked very sexy in the short night dress and gorgeous new
hair style.
I walked towards the bed and climbed up, positioning myself sexily
leaning on the pillows I imagined Jim opening the door and coming to me,
easing down beside me and reaching out to massage my breast, his mouth
moving closer to me as his hand gently moved up my leg, his breath on my
neck as he tenderly kissed it as he slid up on to the bed. Gently
cradling my cheek he turns my face towards him and moves forward until
our lips meet. My mouth opening and out tongue's meeting, as my eyes
closed in a perfect bliss his hand moving up my stomach and on to my
breast squeezing the nipple me lost in ecstasy as I stoke his firm
bottom. And then, nothing.
I woke up several hours later, cold and a bit hung over. The alcohol had
taken over and half way through my fantasy I had blacked out. Climbing
of the bed, I removed the wig and placed it carefully on to the chair
before turning out the bedside light and climbing under the covers. I
went back to sleep, hoping my dream would return and I would discover
the end.
Tiffany's Seduction
I awoke with a dull headache and stretched out, relaxing back and
staring at the ceiling. I never had returned to my dream, but one thing
had become clear in my mind - my desire to somehow seduce Jim. Ten
minutes later there was a knock on the door.
"You decent?" Jim called.
"Yeah, come in," I said, pulling myself up on to the pillows but
remaining covered by the bedclothes.
"You passed out like a light last night," he said. "I popped my head in
when I came upstairs and you were out for the count. You looked so
peaceful so I hadn't the heart to wake you"
"Oh, I see, you don't mind that I borrowed the nightgown, then."
"No. Just dump it in the washing basket over there. We have a cleaner
comes in on Tuesday and does all the washing. She'll take care of it"
"Cheers," I said. He went on.
"If you want breakfast it will need to be pretty quick, the engineer
will be here in less than an hour"
I jumped up and picked up my bag, grabbing a pair of jeans I pulled them
on. I slipped on the pink blouse I had brought with me and, grabbing a
pair of two inch mules of Jim's mum, I stepped into the bath room to
wash my face. Five minutes later I was heading downstairs.
Jim was in the kitchen making some toast.
"You want some?" he asked.
"Yeah, that would be good. Do you have any fruit juice?"
"You'll find some in the fridge."
He pointed towards the other side of the room. I took out a carton of
pineapple juice and, grabbing a glass, poured me a drink before sitting
at the breakfast bar. Jim brought over the toast and sat down.
"What you gonna do today?" he asked.
"Oh, just chill out watch some TV upstairs and relax."
"Well, I think we should get glammed up for dinner tonight, so why not
choose one of my mothers dresses."
"Can I?"
"Yeah. Try a few on and pick something out, I'll get smartened up
myself, tonight."
"OK. What time's dinner?"
"About 7.30. What would you like me to order? Indian, Italian ,
Chinese?"
"Italian would be nice."
"OK, Italian it is then. I'll keep the engineer company down here and
you prepare for tonight"
"Great!" I said, draining my drink and finishing my toast.
I headed back upstairs, excited at what lay ahead tonight and looking
forward to plundering Jim's mum's wardrobe for an outfit. I stepped into
Jim's parent's room and began my search for an outfit for tonight.
Opening his mother's closet I stared at the array of clothes in front of
me. Jim's mum was a pretty sexy lady and her choice of clothing matched
that. I selected two or three items from the hangers and carefully laid
them on the bed.
Stripping off my outerwear I took my waist clincher from my bag and
fastened it round my waist Tightening the laces, I picked up the first
dress I had selected. It was the classic LBD, although in velvet.
Unzipping it, I stepped in to it and pulled it on. It had a rose design
on the bust line nice but it was not quite right for me so I took it
off. The next dress was a red silk print with a mandarin style neckline,
long with a slit up the leg on the left side. Sexy and nice, but I
wanted something shorter. The third was a black lacy dress - very sexy
but would not have been practical as the lace front and back would have
shown my waist clincher.
An hour or so later I had tried lots of combinations of skirts and
blouses and nearly all the dresses. Then I found it! I'll keep the
description for later, but as soon as I set eyes on it I knew this was
the one. Taking it carefully off the hanger, I stared at the soft
material, just hoping that it would fit.
Oh yes! This was the one. As I finally pulled it into place, a bit tight
in the rear area but ideal for the plan that was forming in my head, I
stepped in front of the full length mirror I admired my figure. This was
it, it had to be incredibly sexy and if I could not seduce Jim in this
then I never would.
There! I had admitted it. My agenda for the night was to get Jim into
bed! Having found a dress to wear, I set about finding accessories to
match. Carefully, I looked through drawers and uncovered treasures that
were a crossdressers paradise. Excitement began to build in me, this was
going to be the best night ever. I had a really sexy dress and
accessories to make me look even more appealing. This was going to be
fun! I settled back on the back and drifted of to sleep for an afternoon
nap.
I awoke with Jim gently shaking me.
"Hey sleepy head"
"Eh? What time is it?" I asked.
"Just after four."
"Oh, has the guy gone then?"
"Yeah, about half an hour ago. You ok for tonight?"
"Fine," I said eagerly.
"Good. I've ordered dinner for around 7.30, so you have a few hours to
get ready."
"Fine. I'm looking forward to tonight," I said, sitting up and resting
my hand on Jim's arm.
"Well I'm going to get ready myself, so see you around seven."
"OK," I said with a smile as Jim stood up and walked towards the door.
I got up off the bed and headed for the bathroom. I started to run a
bath, pouring in a sizeable amount of bubble bath and some Ysatis bath
scent. My mother used to wear this regularly and I've always liked the
smell, so I figured it would be good enough for me. Stripping off, I
stepped into the bath and lay back to soak and pamper myself. My mind
was in full planning mode for the evening ahead. A cosy dinner with Jim,
settle back for a few drinks, then some eye contact, flattery and -
hopefully - he would make a move on me. Thing's don't always go entirely
to plan, though!
Having soaked myself for long enough, I stepped out and patted myself
dry. I grabbed a bathrobe from behind the door and, picking up the
clothes I had worn earlier, returned to the bedroom to start getting
ready. I sat by the dresser and began my transformation. I was
definitely going for the sexy look tonight. Taking some light cream
foundation I carefully massaged it into my skin. Minutes later I had a
flawless flat canvas on which to paint Tiffany for the night.
A light dusting of some powder, then I outlined my eyes with black
eyeliner some grey eye shadow on the lower lids and a silver eye shadow
to my upper eye socket to provide some contrast. I had noticed the
latest brand of mascara on Jim's mum's collection. You know the type
that claims to thicken and lengthen your lashes? Unscrewing the top, I
carefully applied it to my eyelashes. It certainly seemed to do what it
claimed as my eye lashes seemed longer than ever before.
I took a dark red lip pencil and carefully outlined my lips. Once I had
the perfect shape I used a brush to fill in the rest of my lips with a
slightly lighter but still bright red lipstick, finishing off with some
lip gloss to make my lips shiny. Casting a glance in the mirror I knew
even before I had put on my wig to complete the effect that I had
achieved my objective and my make up was better than ever.
Rising from the dresser, I took off the bathrobe and took my breast
forms from their box. A more than generous application of adhesive and
then I carefully attached them to my chest. I had lifted some foundation
and powder from the dresser to mask the edges. Content that I had
achieved my goal, I walked over to retrieve my lingerie for the night.
The dress I had mentioned earlier did not require a bra, as it appeared
to have some type of built in bra at the front. So, selecting a shiny
white g-string from the drawer, I pulled it up my legs. My maleness had
been taped up into my abdomen earlier, so when I pulled up the tight g-
string it found a nice, flat, lady-like area to rest on.
Earlier, I had spotted a pair of hold up stocking's, not even opened. A
bit of a risk, I know, but what the hell? I was going all out tonight.
Taking them back to the dresser I opened the packet and took them out.
They were the latest shiny material which gave your legs a glowing look.
Careful not to tear them, I slowly eased them up my legs, marvelling at
the smooth feel of them on my skin and looking down at my fake breasts
hanging so naturally from my chest. Once I had them both rolled on I
smoothed the sticky lace tops to my legs.
I picked up my waist clincher and put it back on. I needed it tight for
the dress but did not want it to be too uncomfortable. So, tightening it
just enough, I set off for the closet and the dress that had me so
excited all afternoon.
There it was, right where I left it. The dress was white and it had a
asymmetrical hem running from left to right, ending in a point just
about three inches under the knee. I figured that the shorter side would
be just about two inches above my stocking tops and they would be
clearly visible if I crossed my legs from left to right. The top of the
dress had a built in bra with a pleated effect on the bust cups. There
were three pleats running in an arch shape across one cup and then
across the other as well.
There was no zip in the dress and it was held two spaghetti straps which
started at the centre of the cleavage and crossed over before forming a
halter neck that you slipped over your head to hold the dress in place.
Stepping in to the dress I slid it carefully up my hips and across my
chest before slipping my head into the halter and pulling the dress into
place. Standing there in this dress I felt so incredibly sexy and
desperate to complete other final touches I had planned for the night.
I picked out the shoes that I had discovered earlier, a white pair,
naturally, which must have been 31/2 or 4 inch high spike heels with a
t-bar strap. They fastened at the ankle and the t-bar was made up of
diamante stones which spread round to the ankle and down the front of
the foot to the leather front of the shoe. Fastening the catch, I stared
down at my legs. I'd never really looked at them before but figured that
for a guy I had a fairly shapely leg.
With my shoes in place, I returned to the dresser to select my jewellery
for the evening. Earlier in the day I had spied a simple gold chain with
a gold heart hanging from it. Lifting it up, I secured it round my neck.
I also selected a pair of clip on gold earrings with what looked like a
pear drop at the end. I clipped them in place and felt the unfamiliar
weight dropping from my ears as they hung to just around my jaw line. I
found a simple gold watch and a couple of gold bangles, also a gold
slave bangle which I slipped up my arm. I added a couple of rings and
popped them on my fingers. Then I saw a single diamond ring - very
simple. It looked like a kind of engagement ring and I expected it was
quite expensive. I couldn't resist and popped it on my finger to
fantasise that I was engaged. Brushing out the wig that Jim had bought,
I placed it on my head right away I could feel a tingle as the real hair
dropped on to my bare shoulders.
The final two stages before going downstairs were almost as exciting as
the dress for me. There were two other discoveries I had made this
afternoon while deciding on my outfit. Opening the other drawer I took
out the small case. I had found a selection of false nails in all sizes
and very long and pointed. The adhesive was by the box, so selecting ten
nails that fitted mine and then glued them into place before painting
them a matching red to my lipstick. There I was, complete; sitting
there, fingers forced apart while I waited on the nails to dry.
While searching I had also found some fingerless white lacy gloves.
Pulling them on, I stretched them up to just above my elbows. I picked
out a small white clutch bag from the closet. There was a purse inside
the bag, so I took my money out of my jeans and popped it inside. I
dropped in the lipstick I had used and a lip brush the nail varnish and
a powder compact. I had also discovered some menthol cigarettes in a
carton earlier and, although I did not smoke, at that point decided
'what the hell?' So, dropping two packets and a slim gold lighter into
the bag, I was ready to go.
I walked over to the full length mirror and stared at what looked back
at me. I could not believe the transformation. I had always thought
before that I looked OK but not too convincing. Well tonight what stared
back at me was a sex bomb. Opening the bag once more I took out the pack
of cigarettes and removed the clear film. It was a bit difficult getting
one out due to my long nails but once I had I lifted it to my lips with
the slim gold lighter I flicked it and heard a slight click as it
sparked into life. Moving the cigarette tip into the thin flame I
inhaled the cool menthol flavour invading my mouth. Removing the
cigarette from my mouth I marvelled at the red ring from my lipstick
around the tip as I arched my head skyward and blew the smoke to the
ceiling. Looking back in the mirror I saw my slim hands with the red
talon pointed nails and the distinct white cigarette jutting from my
fingers. I liked the look, but would Jim? I hoped so.
Finishing the cigarette, I left the bedroom and headed downstairs, my
heels clicking loudly on the wooden floor as I headed towards the
lounge.
"Oh my god! You look absolutely stunning!" said Jim.
"Well thank you, kind sir, you look smart yourself."
Jim was dressed in a pair of black trousers with a light blue shirt and
contrasting darker blue tie with a black jacket.
"Would madam like a drink?"
"She would," I replied, stepping towards the bar and sliding up on to
one of the stools, making sure I crossed my kegs from left to right to
maximise the shortness of the dress at that point and flash a bit of
stocking top. If Jim noticed he said nothing, handing me a glass of
white wine.
"So when's dinner arriving?" I asked.
"It's not." answered Jim.
"What do you mean it's not?"
"Well I've kinda tricked you. We're actually going out for dinner"
"Are you mad?"
"No, I've booked a table at a local restaurant and we're going out."
"I can't!" I said reaching for my bag and taking out the cigarettes.
Slipping one from the pack and flicking the lighter I inhaled deeply."
"When did you start smoking" Jim asked
"Just now, when you told me were going out for dinner."
"You'll be fine," Jim said, bringing over my glass of wine. "Look Tiff
you're gorgeous, I can't believe the change in you! You're so
convincing!" he said taking my hand.
Tingles ran all through my body as his hand encased mine, his fingers
entwining with my slender hands with the long red nails. He reached
forward and lightly kissed my cheek.
"Trust me, you'll be fine" he whispered, planting another kiss on my
cheek.
At that time I really wanted his lips on mine, I wanted to feel his
tongue entering my mouth and mine responding to his passion. And I
wanted something else to enter me as well, but the night was young and
we had dinner to go to.
"OK you've convinced me. I'll just get a coat"
"Good girl Tiff. See you in a minute."
I went back upstairs, my heart racing. I was going out to dinner with a
man!
I knew just what coat I wanted, I had noticed a three quarter length
white fur coat with a couple of black streaks down it. It would be just
perfect with this outfit. Grabbing the coat, I pulled it on, the lining
cool against my skin and the fur warm on the outside. Picking up my
handbag, I headed back downstairs to commence my dinner date.
Once back downstairs we stepped out into the night air and into Jim's
mum's car. Carefully getting inside in my best female manner, I sat down
and pulled on the seatbelt. My dress naturally had ridden up and the
stocking tops were clearly showing as I crossed my legs. The drive took
around fifteen minutes and we parked about 200 yards from the
restaurant.
"Can't we get a bit closer?" I asked.
Reaching over, Jim place a hand on my knee. Once more shivers raced
throughout my body
"You will be fine, Tiff. Just take my arm and we'll walk down together."
Jim walked round and opened the door I slid my legs out, immediately
pulling down the dress to cover myself. Closing the door, I took his
arm.
"Ready?" he asked.
"Ready as I'll ever be. Let's do it."
Walking down the quiet street, we reached the restaurant and Jim opened
the door. Taking a deep breath I stepped in, closely followed by Jim. In
seconds a waiter stepped over.
"Do you have a reservation, sir?" he asked.
"Yes, for Adams."
Checking his book he said "Oh yes for two. Would you like smoking or non
smoking?" Jim glanced at me.
"Eh, smoking please."
"Sir, madam. You can come this way."
He led us towards t