Flat Mates Chapter 1 Meeting Gloria
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Flat Mates - Chapter 3 - My Next Step free porn video
FLAT MATES
Chapter 3: My next step.
The next morning two wan, pale figures were to be discovered sitting at
the kitchen table, drinking strong black coffee and not talking much; we
had both had too much to drink the night before at the club and were now
mightily hung over! A series of grunts served for "how are you feeling",
"do you have any aspirin?" Eventually duty called and we had to drag
ourselves upright and head into town for our lectures.
By the time I walked into my lecture room, I had just about come round. I
dug into my rucksack for my notebook and noticed, to my horror, that my
nails were still painted a delicate shade of pink. I had totally
forgotten to remove the varnish on getting up this morning. What to do?
It was too late to make a dash to the chemist for some nail varnish
remover pads; that would have to wait until the lunch recess. I came to
the conclusion that I would draw more attention to myself if I overtly
tried to hide my nails, so I decide to play it cool and pretend that
nothing was out of the ordinary. Everything seemed to be alright and no-
one in my group noticed the varnish - or so I thought! Lunchtime
eventually came and I rushed to the nearest Boots and purchased a box of
nail varnish remover pads. Back at UMIST I hurried to the toilets and
cleaned off my nails. There was quite a strong smell of acetone, which I
tried to mask with copious washings of my hands with the foul smelling
soap provide by the University.
The afternoon was devoted to lab work and I was just setting up my things
at my work bench when one of my fellow students passed behind me on her
way to her workstation. "Shame you cleaned off your nail varnish," she
breathed in my ear. "I really liked the colour. It suited you and I was
going to ask you which brand you use!" I blushed beetroot red and hid my
head. I was certain to be in for a lot of teasing from now on. The
afternoon passed quietly, however, and no-one made any snide remark
toward me. As we were clearing up, the girl who had made the remark
earlier came over to me. "Don't worry," she said. "I don't think anyone
else noticed that you were wearing nail varnish. I meant it when I said
the colour suited you. I wish I could get my boyfriend to be a bit more
experimental; he is so boring and stick-in-the-mud. I admire you for
having the courage to ignore convention. Maybe we could go out for a
drink some evening and compare notes on make-up!" I was staggered. Here
was this beautiful girl taking the fact that I wore make-up totally in
her stride and, indee reply that that would be nice and we arranged to
meet up Thursdd, indicating that it made me more attractive to her. I
stammered someay evening.
That evening, over supper, I told Gavin about how my wearing nail varnish
seemed to make me more attractive to some girls. "I know," he responded.
"Some women get really turned on by trannies. I think it is something to
do with the fact that, at one and the same time, they feel more
comfortable being with another woman-friend whilst also being aware that
under the dress her companion is probably starting to experience a
serious hard-on! She finds the contrast both secure and risky. Opposites
can be very appealing you know!"
I said I could see where he was coming from, even if I didn't totally
understand him! "How do you suggest I approach Thursday evening then?" I
quizzed him.
"Well I'd suggest something along the line of the other evening at the
club. Your retro jacket and trousers - with a thong, of course - maybe
not the blouse, just one of your regular shirts; nail varnish and the
very merest lick of eye shadow and lippy."
I followed Gavin's advice and, the following Thursday evening, met Sally
- (for that was my co-student's name) - in a bar just on the edge of the
Village. Sally was already there when I arrived and smiled in
appreciation as I approached. "You look great," she told me. "I knew
there were hidden depths about you. I wish more boys had the confidence
to "go with the flow" and not think they have to show they are
testosterone-filled all the time!"
Sally and I had a really pleasant evening together. We had never really
spoken before - (in class the chaps tended to stick together; as did the,
smaller, group of girls.) We discovered that we both liked cooking,
progressive music, and visiting art galleries. At the end of the evening
we made a date for the following weekend. (In fact Sally and I went out
quite a lot together over the next few weeks. We became very good friends
but never lovers; there just wasn't that spark of chemistry between us.
Gradually I came to think that Sally viewed me more as a "girlfriend"
than a boyfriend and, indeed, we often went out shopping together, where
she would consult me as to what clothes looked good on her. I discovered
I had a really good eye for material, cut and design and Sally was very
pleased with some of the outfits I suggested she ought to try but which,
on her own, she would never have considered. Eventually the day came
when, with embarrassment, Sally told me she was thinking of going out
with another fellow on our course. He had been pressing her for a date
for some time and she confessed that she really fancied him. I wasn't too
surprised and we agreed that it was for the best. We promised to remain
"best friends" and I even accompanied Sally on a shopping expedition to
pick and outfit for her new date. I helped her choose something
guaranteed to heat the temperature of any red-bloodied man!
As I say, seeing Sally go off with another man was no great hardship for
me. I liked her very much but our relationship was never going to become
any deeper than that. I wished all success with her new boyfriend.
One Friday evening, a couple of weeks after my visit to the Purple
Python, I was sitting up late trying desperately to finish and overdue
assignment. It must have just been just after midnight when Gloria burst
through our front door. Her eyes were sparkling and, once again, I
marvelled at what a beautiful woman she became once Gavin had worked his
magic on her. "Guess what?" she exclaimed. "You and I have been invited
to a party!" She went on to explain that the following week Suzy, one of
her transvestite friends, was celebrating her 25th birthday and had
booked a private room at the Napoleon Hotel in the Village to entertain
her favourite people. "And she was adamant that you should come," Gloria
insisted, "and asked me to remind you that this time she expects you to
turn up in a dress or skirt."
"Sorry, but no!" I responded, "I liked Suzy very much when I met her the
other week but going the full way with cross-dressing - it's just not
on!"
"Don't be so boringly conventional," argued Gloria. "It is going to be a
private party. You have already met several of my tranny friends and got
on well with them. At the party there will be more of the same. I can
promise you that they are a great bunch."
"I'm sure they are," I replied, "and I don't have any problem spending
time with your friends. It's just that I don't fancy having to wear a
dress to do so."
Gloria rose to the challenge. "Look, you have already gone out with me
wearing at least half an outfit of feminine clothes. What's the big deal
about going the rest of the way? Anyway, you will look a lot more out of
place in boring old masculine garb!"
She had a point, which I had to concede. I also didn't want to let Suzy
down. She had been very supportive of me that night at the Purple Python
and it seemed unfair to disappoint her on her birthday. "Well OK," I
sighed. "I'll do it, but the same rules apply; if I'm not happy with the
final effect, I can call it off."
"Fair enough," said Gloria. "Thanks for being big and brave enough to
oblige a friend. Now, a week isn't that long a time to get you accustomed
to looking and behaving like a woman. I think we should start right
away."
"What now, today?" I exclaimed. "Of course" laughed Gloria, "we have the
weekend ahead of us when you can practice."
"What will you need?" she mussed. "I can loan you a wig and breast forms
and you can use my make-up. That will save a fair amount of money.
However, even if this is the only time you cross-dress; a girl ought to
choose her own first party frock! And you will need your own underwear; I
wouldn't feel comfortable about your wearing some of mine and, anyway,
you are a bit bigger than me. I know; I've had an idea. A friend of mine
runs a dressing service for trannies who are "in the closet" and unable
to dress at home. She often has second hand items for sale. Give me fifty
quid and I'll see what I can get for you."
Grumbling, I handed over a wad of notes. "That's just about all the money
I've got until the end of the month, so try not to spend it all!"
As it was now quite late, we both turned in. When I got up in the morning
I found Gavin had beaten me to it and had already had breakfast and gone
into town on a shopping expedition for me! I was even less happy about
the idea this morning, but it looked like it was too late for me to back
out. I would just have to rely on the fact that if I looked a clown at
the end of the process, Gloria had agreed that I had a veto over the
whole proceedings.
I still had a bit of work to complete on my assignment, but couldn't
really settle to it. My mind kept wandering to Gavin and his shopping
expedition. Eventually, late morning, Gavin returned, his arms laden with
bags and parcels. My mouth dropped. "What on earth have you got here? And
how much of my money have you spent?"
"Surprisingly little," was his reply. "My friend Frankie - you know the
one I told you about, who runs the dressing service; well, she has been
having a clear out of old stock to make way for the new season's fashions
and she had a whole pile of things that she was just about to send to the
tip. She said I could take anything I thought might be useful to you, so
I have got loads of things and they didn't cost a penny!"
"But I'm only doing this for one evening!" I protested. "Why should I
need so many things?"
"Well, for a start" Gavin explained patiently, "we don't know what will
fit; so I have brought things in one or two different sizes. Then, you
need to get used to wearing different types of clothing so that you are
comfortably at home in whatever you wear on the night to Suzy's party."
There was logic to what Gavin was saying, so I nodded my acquiescence and
he proceed to tip a whole pile of clothes over the table.
"Although these are all "throw-outs" as far a Frankie is concerned, all
the things I picked out are in pretty good shape," Gavin enthused.
"Before we get started trying things on, I want you to go to the
bathroom; rub this hair remover all over your body below the neck; and
wait for it to work. On second thoughts, if you won't be too embarrassed,
I'll come and give you a hand as there will be plenty of places you
really can't reach!"
In for a penny, in for a pound; I knew I wasn't going to be threatened or
propositioned by Gavin and it would be helpful to have someone to put the
cream on my back. Accordingly we both went up to the bathroom and I
stripped off. Gavin pulled on a pair of surgical gloves and started
rubbing the cream onto my back whilst I started on my chest. Eventually
nearly all my body was smothered in the foul smelling cream. "Nearly" but
not quite "all".
"You can leave your pubic hair alone," Gavin conceded, "we can always
trim it later with a pair of scissors, but you do have a really hairy
arse and balls! There is only one thing for it; you tackle your balls
whilst I........."
I very nearly hit the ceiling as I felt his gloved hand smear hair
remover all over my bum and up between the cheeks. Still too late to
protest now; the job was done! After a few minutes my whole body started
itching and Gavin said it was time I got in the shower. It was a strange
experience, standing there watching all my body-hair wash down the drain.
I dried myself off and Gavin handed me another bottle.
"This is a soothing moisturiser that will help counteract the harshness
of the hair remover," he explained. It certainly felt lovely as, between
us; we applied the moisturiser all over my body.
Gavin passed me one of "Gloria's" silky dressing gowns. "I'm sure you
want a bit of privacy right now!" he smiled. "Still the most embarrassing
part is over, I am glad to say."
"Thank goodness for that" I responded; "I stopped breathing when I felt
your finger go up my bum! It's just as well that I have learned to trust
you implicitly or I might have clocked you one at that moment." We both
laughed and this served to break the tension.
"Would it be easier for you if it were "Gloria" helping you dress, rather
than me?" enquired Gavin.
"I know it's ridiculous," I replied, "but, yes, I think it would."
"Well you go and pour us both a glass of wine while I slip into something
feminine" came his reply and, with a sense of relief I headed downstairs
to pour a couple of glasses of white wine. I discretely waited for some
twenty minutes before going back upstairs. I found it helpful to have a
bit of space to calm down and I wanted to give Gloria time to get herself
together. The thing that worried me most from my recent experience was
that in an odd way I had enjoyed it. I had found Gavin's fingering of me
both scary and stimulating. I almost wanted him to do it again. Such
thoughts were definitely out of court and I suppressed them as hard as I
could.
When I went back upstairs, Gloria had donned bra and panties under
another of her robes. She had slipped on her short blonde wig and applied
a little "day-time" make-up. "Is that better?" she enquired.
"Much," I replied. "What do we do now?"
Gloria handed me a flesh-coloured, elastic thong. "This is a gaff," she
explained, "it will hold all your male bits out of the way." She then
explained how I should tuck my penis back between my legs, having first
pushed my balls up into my abdomen. A further period of embarrassment now
occurred whilst I struggled to follow her instructions. Fortunately, on
this occasion she did not offer personal assistance!
When I had got myself securely tucked away, I was surprised by the
smooth, flat front I now presented. All that was visible through the gaff
was a small "mound of Venus".
"You had better wear a corset today," said Gloria. "Normally I would say
you don't need it under casual wear but we are going out to find you a
party frock and we will need to ensure it fits properly." She then
proceeded to fit a waist cinch around my tummy and pulled the laces
tight. I thought she was going to cut me in half! "Don't be such a wimp!"
she admonished. "Later on I'm sure we can get at least another two inches
off your waist measurement but, as this is you first time, something a
little less severe seems right."
She next fastened a black, long-line bra around my chest. I held the
edges together whilst she painstakingly did up all the hooks and eyes.
From a box Gloria produced a pair of breast forms. "These are the first
pair of forms I bought," she said with a sigh. "When sis and I were
growing up it seemed so important to have big boobs and, of course, I was
able to choose exactly the size I wanted. Sis was furious as she had to
make do with what nature provided! Of course, I went way over the top and
a year or two later I put these away and purchased a pair better suited
to my frame. Somehow I couldn't bring myself to throw them away. I'm glad
now as you can have the benefit of them. As you are more heavily built
than me, they should look just about right on you." So saying she slipped
the forms into my bra cups and pulled my chest flesh about until I had
the semblance of breasts and cleavage. "For reference, you are a 38C,"
said Gloria, "and, I think, a size 14 dress."
Gloria sat me down at her dressing table and, much more swiftly than the
previous occasion she had made me up, put on a "day-time" face. She
passed me a pair of pantyhose to put on and showed me how to roll them
down into doughnuts and then smooth them up my legs without too much risk
of laddering them. The sensation of sheer nylon gliding over my newly
hairless legs was mind-blowing. I could never have envisaged how such a
simple action could carry such an erotic charge!
"Put these pants on," was her next instruction. "They are a pair of Spanx
control-wear and will smooth out any residual lumps and bumps."
I pulled the elasticised knickers up my legs and found, to my surprise,
that the top came right up under my bust and did, indeed, produce a clean
underwear line. Finally, Gloria passed me a pair of pale blue, cotton,
Capri pants and a deeper blue sleeveless tee-shirt from the pile of
clothes she had got from Frankie. A grey cardigan and black flatties
completed my ensemble, leaving only Gloria's long blonde wig and simple
jewellery to finish things off. Once I was ready and busy looking my
reflection in the mirror with amazement, Gloria rapidly pulled on a pair
of narrow denim jeans and a hooded fleece. She picked out a pair of flat,
black, lace-up ankle boots.
"Grab your purse and we are off," Gloria exclaimed, passing me the blue
shoulder bag I had used previously. I checked the contents, making sure I
had plenty of cash, and slung it over my shoulder. "Bus today I think,"
announced Gloria and, before I had time to protest, she had swept me out
of the door and into the street. "What now?" I thought. I really must
find a way to say "no" to Gloria when she starts making these outrageous
suggestions!
Fortunately the 20 minute bus ride into town gave me time to calm down
and collect my thoughts. Here I was, a 21 year old, heterosexual male, on
a bus in Manchester dressed entirely in women's clothing, on my way to
buy myself a party frock; it was all a surreal dream. But, on the other
hand, no-one on the bus was making a fuss, so they must be accepting me
for who I appeared to be. Then, Suzy, whom I really liked, had
specifically invited me to her party and, if it gave her pleasure, surely
it wouldn't hurt me to cross-dress on this one occasion.
By the time we got off the bus in the City Centre, I was ready to go with
the flow and let things develop as they may. "Let's start at Frankie's,"
suggested Gloria. When I picked up those bags of "throw outs" she was
sorting some of the better things she wants to get rid of onto a sale
rack. If we can find something that fits and suits you there, it will be
a lot cheaper than buying new and, as it's a place for cross-dressers you
shouldn't feel uncomfortable trying on clothes" I wholeheartedly agreed
with her; it would be stupid to spend a lot of money on a dress I would
only wear once and the whole problem of trying on dresses in a women's
changing room simply hadn't occurred to me! Frankie's place definitely
sounded like the place to start.
Frankie's shop was discretely tucked away in a side street just on the
edge of The Village. Gloria introduced us, using the femme name "Katy"
that I had been given on my previous outing. Frankie was a middle-aged
genetic woman who had made a profession of helping the transgendered find
ways of exploring their inner feelings. Her dressing service was smartly
decorated - not at all like the seedy dive I had envisaged - very much
like an up-market boutique, with rails of clothes and shelves displaying
wigs, make-up, breast forms, etc at the front. To the rear an archway led
through to the make-up and dressing rooms. Gloria told me that upstairs
there was a very nice lounge where trannies, once dressed, could sit and
chat or read magazines. "Frankie has the reputation of being the best
dressing service in the North and one of the best in the country" Gloria
whispered in my ear.
Frankie immediately made me welcome and she took pains to put me at my
ease; offering us both a cup of coffee and suggesting we sit down and
talk through what I was looking for. "Gloria tells me that this is your
first time, love?" Frankie started. "Well there is no need to be nervous
with me. Over the years I seen many men take their first tentative steps
in heels; and they have all survived so you have nothing to worry about.
Now what is it you are looking for? Gloria explained to me earlier that
you are both invited to Suzy's party - so am I as a matter of fact - so I
am assuming you want a party dress."
I said that was exactly what I needed but that I had no idea as to my
dress size or what sort of style would suit me. Frankie asked me to stand
and turn round. She studied me critically. "I think you are almost
certainly a size 14" she said. "In my job you get an eye for sizing
people! But sizes vary slightly from one manufacturer to another, so
don't worry if you end up with a size 16 or even 12!" Turning to Gloria
she asked, "Are you going to loan Katy that wig for the party? It really
suits her face shape."
"If you think it's right for Katy, then she is welcome to borrow it,"
replied Gloria.
"Good; that gives us a firm starting point as to her overall "look","
continued Frankie. "I think blue is definitely one of your colours dear"
- (to me) - "the top and trousers you are wearing look really good on
you. I'm glad now I didn't throw them out with the rubbish! But, of
course there is always the good old standby of the "little black dress."
She went across to her sale rack and started rummaging. She brought back
a number of hangers. "There are two or three things here that might do,"
she mussed. "Strip down to your undies and let's see how we get on.
Surprisingly I didn't feel embarrassed with Frankie and I quickly
shrugged my way out of my cardigan, top and trousers. The first dress
Frankie gave me to try on was a deep navy blue silk and chiffon number.
The top, down as far as the hip line, was decorated with small silver
spangles. At the hip the spangle line ended in a series of vees, cut on
the slant so that at one hip the line was higher than at the other. Below
the hips the dress fell away to the ankles in loose layers of floaty
chiffon. The neckline was cut in a curve above the bosom and two
spaghetti straps ran over the shoulders. Even I could see it was very
pretty and hurriedly put it on. Gloria helped zip it up the back and then
Frankie passed me a sheer matching chiffon bolero to cover my shoulders
and arms. I am embarrassed to say I loved it immediately. If I was going
to wear a dress, this feminine confection was surely the one.
But I wasn't allowed to stop at just the one dress; oh no, Frankie and
Gloria insisted I try several others. There was another royal blue, knee-
length dress that was just too fussy and matronly; and a blue velvet
dress that was slit to the thigh and worn with a gorgeous lace
poncho/shawl. Then we moved to black dresses. Again I tried on several
lbd's that I thought looked really good on me but which Gloria and
Frankie both decreed were not quite right. In the end I cried out, almost
in desperation as my mind was becoming so confused and muddled, "Can't I
go back to the first one I tried; it was so lovely?"
"It did suit you," conceded Frankie, "but I think it is a little to
"dressy" for Suzy's party. You have really good legs and I think you
should show them off. I have one last suggestion. It is a dress I
considered putting in the sale but then decided to keep. However, if it
is the one for you; into the sale it goes!"
She went into her storeroom and returned with a very simple black,
sleeveless dress in a stretch velvet material. When I stepped into it and
settled it into place, it clung tightly to my body, ending some three
inches above my knee and showing of my faux curves to good effect! What
made the dress, however, was the long, chiffon overskirt that hung from
the waist to my ankles. It only ran three quarters of the way round the
dress, so that my legs were on view in the front. A black lace bolero
completed the ensemble. I adored it and both Frankie and Gloria agreed
that this was "the one".
"Silver shoes I think," mussed Frankie and, disappearing once again,
reappeared with a pair of peep-toe, 4 inch heels, decorated with a little
silver bow on the vamp. I slipped my feet in and they fitted perfectly.
"You will need to wear black hose rather than tan," commented Frankie,
"but otherwise I think we have found the perfect outfit for your debut.
And as this is a special occasion and I am always willing to help out any
friend of Gloria; to you it is only ?50 for the lot!"
It was clearly a very generous offer, so I bought it. I had just
purchased my very first dress; I must be truly mad!
Lesley
- 10.03.2021
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