The Group
By Jennifer Stewart
Chapter One: The New Look
They called themselves "The Group". Six young men between 18 and
20, part time models, full time university students, they had
been head hunted when the Leonardo di Capri "look" became
popular.
Modeling provided the funds to live comfortably while other
students struggled to feed themselves. At around 5' 4", slightly
built with long slender legs and looks that ranged from handsome
to cute (some might say pretty), they had no pretensions to
"machismo".
Tim was the youngest having just turned 18. With shoulder length
black hair, dark eyes, high cheek bones and skin the shade of
ivory he sensed that he was attractive although, he looked in
vain for the queues of girls waiting to date him. He knew that he
was effeminate but he was also heterosexual. High school had been
a nightmare of teasing and abuse. But that was over. At
university nobody cared.
Tim had no bodily hair and had not yet started to shave. In this
particular modeling niche that was an advantage.
His best friend was Leslie. They had been inseparable since age
15, going to the same school and enrolling together in a Fashion
Arts program at the College of Art. He was blue eyed and blonde
with full red lips and a r?trouss? nose. As the "giddy" ones in
the Group they made each other laugh and loved playing practical
jokes. Like Tim, Leslie did not have a girlfriend and was
considered rather effeminate. He too suffered at high school.
Andy and Paul were not effeminate. They were dating two gorgeous
girls in the same agency and regaled the rest of the Group with
stories of their sexual exploits. Andy was a redhead with a
gorgeous smile; a cute nose and he 'oozed' sex appeal. Paul was a
"street smart" Chinese. His complexion was pure alabaster
enhanced by full, pink lips set in his pristine skin. He had long
shiny black hair and eyes as black and lustrous as obsidian.
Keith and Peter were two good-looking Brazilians. Both were
rabidly gay and currently dating two macho models from another
agency. They too entertained the rest of the Group with their
sexual exploits, which, if they were to be believed were
extremely varied. They appeared to go through boyfriends at the
rate of one every two weeks. It was rare when some "hunk" did not
pick them up after work.
Keith was a petite 20 year old with a mop of long wavy dark hair,
thick ruby lips, and a cute, up-turned nose. When he smiled,
which was often, he displayed a set of perfectly white teeth. He
was aware of his looks and shamelessly flirted with any
attractive male.
Peter was a handsome, graceful youth with a narrow face, slim,
straight nose, smooth ebony skin, startling black eyes and a wide
mouth defined by full, brownish red, perfectly shaped lips. His
divinely sculptured head rested on a long slender neck. He wore
his clothes elegantly and with obvious pleasure. Peter was as
promiscuous as Keith, but his affairs seemed to be cooler and
more relaxed, while Keith's were turbulent and physical. Peter
slipped easily from one relationship to another exploring all the
sexual possibilities available to a young, beautiful and self-
confident person. He had an inventive mind and great physical
stamina.
Although it was a sexual wasteland for Leslie and Tim, modeling
was the kind of job that made sex easily accessible. So many
beautiful people exhibited themselves in public in beautiful
clothes. It seemed that every model he ran into was either
attached or promiscuously sampling the 'field'. That is except
for Leslie and Tim. It was quite common to bump into a model,
either male or female, having a quick copulation in a dark corner
of the changing area or being picked up after a show. The office
of the agency manager was reputed to be the scene of countless
sex acts. Tim had reason to know that was true.
One day he had gone there to see Victor about something and, as
the door was ajar, he guilelessly wandered in. Expecting to find
Victor at his desk pushing paper, he was stunned when, instead,
he found him leaning against his desk watching Keith being
passionately kissed by a big, football player type. They were
both naked and Keith was holding the man's enormous penis. Tim
had never seen anything so big. It was at least eight inches
long. His own was less than three inches and, as he had never
seen another penis, he had assumed that his was a normal length.
Keith was not in control. Moaning and whimpering as his partner
kissed him voraciously and squeezed his buttocks, he appeared to
be holding the man's cock as much to steady himself as for any
sexual reason. Tim was transfixed by the scene and stared, slack-
jawed as the man flipped Keith around as though he were a rag
doll and, gripping his friend's buttocks, spread them and pressed
the tip of his rigid penis against Keith's red anus forcing the
swollen organ into the tight red opening, making Keith gasp and
cry out.
Tim's immediate reaction was to feel protective towards his
friend but, as the huge penis entered him, he realized that
Keith's gasps and cries were not from pain but pleasure. Keith's
own penis, which was also much bigger than Tim's, was absolutely
stiff. Slim, pink and smooth, it was like a hotdog in contrast to
the big, rough looking cock, corded with purple veins and ridged
with hard muscle that was penetrating his quivering bottom. A
long, glistening strand of pre-cum stretched from the tip of
Keith's sex and, as he watched, a droplet formed and slid down
the strand breaking the shiny thread only to be replaced by
another droplet.
The man's penis was quickly, fully thrust into Keith so that his
groin was pressed tightly against his partner's soft white
buttocks. Keith had reached behind and grasped the man's thigh
and, as he did so he looked around and saw Tim. He smiled,
puckered his lips and blew him a kiss. He then closed his eyes
and gasped as his partner rammed his crotch hard against his
bottom. At that moment Tim felt two hands slip around his waist
from behind and lips press against his neck. He spun around and
saw that it was Victor, the manager.
"Oh no!" he said and, wriggling out of his grasp, ran out of the
room and down to the lunchroom where Leslie, Peter and Andy were
sitting with Susie and Di, two pretty brunettes. He breathlessly
told them what he had seen and that Victor had tried to kiss him.
There was lots of laughter and joking and only Leslie showed some
surprise. Keith came in 30 minutes later looking pleased. They
wanted him to tell the Group the details, which he did.
The hunk was Bruce, on loan to the Mode agency. Keith had met him
that morning after they had finished the show at "Hammonds"
department store. It turned out that Bruce was an old flame of
Victor's and when Victor had caught Bruce stroking Keith's bottom
he had invited them both back to his office. Keith had made love
with Victor several times since joining Mode and he knew why the
office was always so busy.
"Why did you run away Tim? Victor has a real thing going for
you."
"No way. I'm not into doing it with men."
"Why not. You would like it."
Everybody laughed and Tim blushed beet red.
"Victor is not the only who has the "hots" for you Tim," said
Susie, "Jeremy just can't take his eyes off you." Susie giggled
mischievously and put her hand on his knee. Tim adored her and
they were becoming very close friends. She was looking
particularly attractive in a short denim skirt and a rust
colored, wide rollover neck sweater. One of the straps of her red
satin bra was showing and he found it incredibly enticing. But he
knew she was unattainable. She was dating a very good-looking
businessman.
"Susie, I don't think that's very funny."
"I'm sorry Tim, I didn't mean to embarrass you." She liked Tim
and had caught him looking at her bra strap. She unobtrusively
moved her shoulders so the neck of her sweater slipped further
off her shoulder to expose the lace edging of her bra cup. It
occurred to her that it might be fun one night to dress him up in
some of her clothes. He really was very pretty.
"What about you, Leslie?" said Di.
"What about me? Do you have some one in mind?"
"Of course. Do you remember Jeff, that really cute guy from
Nigeria? He was crazy about you."
"That's true, he was," said Peter, "he made a pass at you and you
really brushed him off."
Leslie remembered. Jeff was always hanging around Leslie and
always finding opportunities to touch him. Leslie did not realize
what was going on and got annoyed when Jeff, one day, put his
hand on Leslie's bottom. Leslie had pushed him away roughly.
"Poor Jeff," said Peter, "he was so upset I had to take him home
and console him."
"You must have enjoyed that," said Keith.
"Umm! He's hung like a rhinoceros and has tremendous stamina."
It was Leslie's turn to be embarrassed. The conversation turned
to other things.
"Does anyone know what Steph is doing in New York?" asked Keith.
"I heard she was trying to land a deal with Freddie Green, that
new English phenome who was all the rage in Florence," said Di.
She always had inside information because she was sleeping with a
journalist from Fashion Television.
"Oh, he's completely off the wall," said Leslie, "did you see
that show he did where his outfits were all based on the theme of
prison guards?"
"Yes," said Susie, "and he did another where the theme was space
aliens."
They chatted till Victor came down and passed out the Group's
assignments for the next day. He gave no indication of anything
having happened between Tim or Keith.
For the next two weeks they were on the road doing three shows
and two photo shoots. When they returned to Baltimore and Mode's
head office they had a well-earned week off. Leslie and Tim had a
lot of catching up to do on their course work. They had been
discussing some ideas for summer dresses while they were on the
road and now they settled down to try to refine them. Their
second semester evaluations were not far off and they had to have
three different outfits ready for the faculty Christmas fashion
show.
On the fifth day of his break from Mode, Tim got a call from
Victor asking him to come into the office. He sent a cab over for
him, which meant he was in a hurry. When he walked into his
office Tim immediately recognized Freddie Green. He was deep in
conversation with Victor and a very elegant woman in a blue silk
suit. Jake, the in house photographer, was also there.
"Ah, this is Tim everybody," said Victor, "Tim, this is Freddie
Green."
"Hello, Mr. Green."
Freddie Green took Tim's hand and held on to it, as he looked him
over.
"He is perfect, Victor. Why don't we get started?"
Tim was ignored as a person, but that is typical of modeling and
he was used to it. He knew that in this business he was only a
beautiful body with the right sort of personality to wear clothes
well and make them look good. Victor told him to take off his
clothes and walk up and down the room. Tim was quite used to this
sort of thing too. It went with the job. They all studied him as
he moved around the room commenting on his anatomy.
"His legs are perfect."
"Umm, and look at the way his buttocks bounce."
"Yes, and they are a nice shape... quite unusual for a male."
"He doesn't seem to have any body hair, just a down like a girl."
"He is very pretty too."
"Notice his neck? It's quite slender and elegant. Are the others
like him, Victor?"
"Yes, we assembled the Group because of their... er, ambiguity."
They circulated him around the room and he expected to be poked
and prodded but they only looked. He strutted and twirled, swung
his arms, stretched them wide, put his hands behind his head and
on his hips, turned his head sharply to flip his hair, and
generally vamped as he was trained to do. When they had seen
enough they huddled around Victor's desk.
After some murmured chatter the woman took a flat box off the
desk and took out a burgundy colored, satin chemise with
spaghetti straps and a lace trim around the bodice.
"Here, put this on Tim."
He did as he was told. As a model he was accustomed to wearing
all kinds of outlandish clothes. Still, this was a first for
women's clothing but Freddie Green had a reputation for doing
'campy' things. Tim slipped the silky garment over his head and
shoulders and straightened it. The soft satin fabric felt cool
and sexy against his skin. He liked it. He had never worn
anything satin before and this was a revelation.
They told him to walk again and the novelty of wearing something
so feminine and the delicious feel of the fabric gave him an
erection. He was conscious of his penis pushing against the front
of the chemise and he blushed with embarrassment. But nobody
commented.
"I think this is going to work, Freddie."
"You're right. It's exactly the look I have been imagining. He's
male but he oozes femininity. It's quite remarkable, thoroughly
ambiguous. Slipping easily from male to female. Try him in some
heels."
The woman went over to a stack of shoeboxes saying, "What size
are you?"
"I take an eight, usually."
She took out a pair of black patent open-toed pumps with three-
inch stilettos.
"Put these on."
"Can I put my underpants back on?" He was embarrassed by his
erection, which was now sporting a glistening droplet from the
tip.
"Yes." She rummaged through a carrier bag and pulled out a pair
of white nylon bikini panties with a little satin bow at the
front. He stepped into them and tucked his penis into the silky
garment.
Tim sat on a chair and slipped the pumps on. They fit quite
comfortably but he almost fell and twisted his ankle when he
tried to stand. She held his elbow and steadied him as he took
his first wobbly steps in high heels. After two turns around the
room he was able to walk by myself. The shoes felt uncomfortable
but, like the chemise, strangely exciting. He felt sexy. The
people in the room thought he was sexy too. Jeff was taking
hundreds of shots with a digital camera. On his instructions, he
took the chemise off, slipped his panties down and posed in the
shoes. They tried different effects with his hair and put make-up
on his face and finally made him wear his male clothes.
"Excellent," said Freddie, "even in his male clothes he is
intensely feminine yet unmistakably male. Look at how plump his
bottom is - turn around and bend over, darling."
He turned and presented a full-bottom view of his white fitted
slacks stretched over his buttocks.
"Can you see the idea?" asked Freddie, "A subtle transition from
male to female. Instead of girls showing female clothing I want
beautiful males to make the transit from male display to female.
Tastefully done, the ambiguousness of the sexual message will be
exciting. Women are more and more wearing male clothes. I think
it is time to try 'pushing the other envelope'. I have a hunch
that a beautiful male can wear a dress in a subtly different way
from a woman that will add intrigue to the dress."
"Yes, but it will have to be carefully done. They'll lose the
women if the models just look like cross dressers."
They talked about their scheme while Tim sat, ignored, in the
corner.
Eventually, they remembered him and he was told he could go.
"We'll see you all at nine. Thanks for coming Tim, you've been a
big help."
As he opened the door Victor said, "By the way Tim, do you think
any of the
Group will object to wearing female clothes in a show?"
"I'm not sure about Andy and Paul but the others won't mind.
Probably Andy and Paul won't either. They're all professionals."
"Thanks, Tim."
Tim rushed back to tell Leslie about Freddie's idea and found
Peter at the flat with his latest lover.
"Oooh, I think that might be fun. I've always fancied myself in a
long, black satin gown, elbow length gloves and a long cigarette
holder. What do you think Kenny? Would you still desire me if I
were in a dress?"
Kenny bent over and planted a long wet kiss on Peter's lips.
Peter leaned backwards and looked completely at ease as his big
partner pressed his mouth onto his slightly parted lips.
"Ummm, I'll take that as a 'yes'. Well you can count me in."
Peter snuggled up to Kenny and placed his hand on his lover's
beefy thigh.
"How did it feel wearing high heels and a slip?" asked Leslie.
"I liked it. It made me feel really sexy. I had a tremendous
hard-on the whole time."
"Ooooh!" said Kenny; "I should have been there to help you out
with that."
"Down boy!" said Peter, "you're mine, remember? Tim is not into
men."
"Sure he is. He just hasn't tried it." Tim blushed. He found lewd
pointed comments about him as a sex object embarrassing.
"Look you big oaf, you've embarrassed him. Come on let's go
upstairs. This sausage in your pants is ready to burst out." They
went upstairs and soon they heard the rhythmic bumping sounds of
Peter being mounted.
Leslie and Tim talked about wearing dresses and what kind they
might like. When the bumping sounds from upstairs became too loud
to ignore, Leslie said, "Do you think you could do that? With a
man I mean."
"I don't know. That day that I saw Keith, he was definitely
enjoying it. May be I'm missing something."
"Yes, I agree. You know, the other day when Di mentioned Jeff and
how he used to touch me. I played dumb of course, but I remember
that it was really exciting."
"So why didn't you go with him?"
"I wasn't ready. I was scared." They heard Peter suddenly cry out
and Kenny grunting loudly. Then there was silence. Tim thought it
was really inconsiderate of them to do that in the flat. Leslie
and Tim had got the apartment together when they enrolled in the
College. When either Keith or Peter came over Leslie and Tim were
always pleased to see them because they were fun but they usually
brought their latest stud and the sexual antics were
embarrassing.
Peter and Kenny came down ten minutes later and joined the other
two for supper. Tim had the strongest sensation that Kenny was
interested in him. He noticed him looking at him constantly and
when he went to do the dishes (it was Tim's turn as Leslie had
cooked the meal) Kenny insisted on helping. Most of their talk
was quite innocent and Tim liked him but after they had finished
and he was wiping off the counter Kenny took his arms and asked
him if he would go out with him.
"Kenny, you were making love to Peter less than two hours ago!"
"Its just a convenience thing. We've only known each other for
two days and there's really nothing between us. It's only sex.
You're beautiful..."
He tried to kiss him but Tim turned his head away. "I'm sorry
Kenny, I'm not into the gay scene."
He let him go, "Well, if you change your mind call me." Kenny
left the room.
After they had gone he told Leslie what had happened.
"Oh, I'm not surprised, he was ogling you all evening. Do you
fancy him?"
"I like him and it was certainly interesting when he held me.
Perhaps he just moved too quickly."
"I think you should try him. Set some rules, like go slow and
bailing out if you don't like it.
"No. I'm not interested."
But as he lay in bed he thought about Kenny and fantasized that
they really had kissed and the idea was not repellent.
The next morning the Group was all present for the nine o'clock
meeting. Incredibly, he saw Peter getting out of a new guy's car.
He could tell it wasn't Kenny because the guy was white and Kenny
was a big and very black hunk.
"What happened to Kenny?" Tim said as they went into the
building.
"We had a little row - it was over you actually - and he dumped
me. I had just got home when this cute guy came looking for Keith
and as he was out I played host."
"Peter, you're incorrigible. I'm sorry I caused you to split up
with Kenny.
Nothing happened you know."
"I know. But I saw him staring at you all night. He even asked me
about you right after boffing me. I think he was imagining that
it was your legs wrapped around him rather than mine."
This was getting serious. Tim thought it was flattering to be the
object of someone's desire but it was too bad it wasn't a woman.
They all gathered in Victor's office. Freddie was there with his
female assistant. Victor introduced Freddie who then explained
his idea for the show. Tim had already blabbed about it to
everybody before the meeting and Freddie was a little
disappointed that no one seemed surprised.
"You will start out in male clothes and with each trip down the
catwalk change into something slightly more feminine so you will
appear to gradually evolve into females."
"How many changes will there be?"
"We think six should be enough. Any more and you will be pressed
for time."
"Will we have to wear a bra?" asked Keith.
"Yes, of course."
"Can we choose our bust size - I'd want to be a DD." Giggled
Keith.
"You'll all start with an A cup. We want to make the change
understated." Keith and Peter both let out a little "Boo."
Tim was watching Andy and Paul. They did not look happy. Victor
noticed their discomfort.
"What about it guys? It will mean a bonus. I'll explain it to
Patty and Jean. They'll understand." Patty and Jean were the
girlfriends of Andy and Paul and also Mode models. They were very
petite Chinese girls and astonishingly pretty. Tim had envied
both guys having girls like them.
"Okay, if it's fine with Patty I'll do it."
"Me too." said Paul.
"Great. Thanks guys. They think this is going to be very big and
if they are right you will share in the success. Let's get to
work. Barbara will get you fitted out with everything you need."
Chapter Two: On the Catwalk
They followed Barbara, Freddie's assistant, into a large room
adjoining a studio where photo shoots were done. It was used as a
changing area for models. In the center of the room were two long
tables. One was covered with large, compartmentalized trays
containing every imaginable accessory. The other had neat rows of
unopened boxes of bras, panties, waist cinchers, shoes and
packets of nylons and panty hose. Close to the tables were racks
of dresses, skirts, blouses and assorted tops and outfits. Other
racks held scarves and belts, and a collection of purses and
handbags. Although, Tim had been in this room many times it had
always seemed fairly empty. Now it looked like a department
store. He guessed correctly that this treasure trove of feminine
clothing was for their benefit.
They were 'wound up' and excited at the prospect of dressing up
as girls and, consequently, they were being silly and noisy. But
Barbara was very much in command. When they saw the racks of
dresses Leslie, Keith, Peter and Tim rushed over to them, each
pulled a dress off the rack and, holding the garments against
their bodies, they minced around the room giggling and laughing
hysterically.
"Put them back, boys!" Barbara's voice had a hard edge that made
the Group obey her immediately. They stood still, waiting quietly
until she told them what to do.
While the four of them were excited about dressing up, Andy and
Paul hung back unenthusiastically. For them this 'New Look', as
Freddie called his scheme, was going to be a burden.
"Now boys, take your clothes off, fold them carefully and put
them in a neat pile on the table... over there, Leslie. From now
on you are going to act like girls. Rule number one: Are you
listening? My girls will be neat and tidy at all times. You will
always be clean... immaculately clean." Barbara's over-powering
personality made even something as simple as neatness and
cleanliness seemed difficult to achieve.
In spite of her strict manner she was beautiful. Dressed in a
white satin blouse, a tight, knee length, navy blue satin skirt,
fishnet stockings and pumps with four inch stilettos she was
strong, immensely sexy and beyond our reach. Tim felt a strong
attraction for her. He wanted to curl up in her arms where he
knew he would feel safe. He desperately wanted to please her. She
quickly achieved the same dominance over the entire group. Tim
could tell that, reluctant though they were, even Andy and Paul
would not dare let their unhappiness with cross-dressing become a
challenge to her. They too wanted to please her.
When she told the Group to undress they did so immediately and
fussed over folding their clothes as neatly as possible. As soon
as they were finished they lined up in front of her, expectant,
excited and naked. Their skinny bodies shivered in the cool air.
They had all seen each other naked before. Indeed, most of
the city had seen Keith and Peter without their clothes, but Tim
found himself appraising the feminine possibilities of his
friend's bodies. Keith and Andy had the longest penises both
being over three inches in their relaxed state. Tim's was the
shortest by far, being barely an inch. Peter too had a small one.
Tim noticed he had shaved off all his pubic hair. His testicles
nestled snuggly under his penis little more than the size of
cherries. Paul and Leslie were between the extremes of Keith and
Tim. Barbara later told the Group to shave their pubic hair so
that it would not show below their panties.
"That's very good girls, now form a line while I take your
measurements... Keith, stop that silly shivering. It's not that
cold. Men are troubled by the elements, girls are strong and
enduring."
Tim liked being called a girl. It added to the excitement. Andy
and Paul looked a little resentful. One thing was certain;
Barbara was not going to embarrass the Group on account of cross-
dressing. Her attitude suggested that by the time she had
finished with the Group they would be proud to be able to wear a
bra.
She took their chest, waist, hip and inside leg measurements,
entering each onto a chart.
"When I call your name I want you to step forward." They waited
eagerly for their names to be called.
"Andy!" Andy walked shyly over to her and she handed him a box
containing a bra, a pair of white silky panties, a white half-
slip and a packet of pantyhose. He was blushing when he returned
to his place in the line.
"Leslie!" Leslie skipped excitedly over to her and took the same
items of clothing. He was not blushing but checking out the specs
of his bra.
When it was Tim's turn he too checked the size on the bra box and
noticed that she had given him a 28 A in white. The pictured
showed a white "cross your heart" bra with satin cups and a lace
appliqu?. A little satin bow was sewn on at the cleavage. The
panties had high cut sides also with a lace appliqu? and a bow on
the front center of the waistband. The pantyhose was "nude" and
his half-slip was a light, soft satin with a lace edging.
Keith cheekily pouted when he received his bra and said, "Oh,
there must be a mistake. I only wear under-wired bras and I
absolutely need a C cup."
They giggled until Barbara glared at the Group.
"That will be enough, Keith. These are you training clothes. When
you can prove to me that you can wear your clothes with style you
can have an under-wired bra. As for the size, you will all wear A
cups. I would prefer you not to use padding but if you need to
you may put two tissues in each cup. No more! What you wear after
the show is you affair. Keith was silent.
She showed the Group how put our bras on and how to create little
breasts by gathering up the loose flesh on our chests. Tim was
skinny but he was able to gather up enough flesh on his chest to
almost fill his cups. Those with large penises had to wear a gaff
to pull the organ back between their legs. Barbara said Tim did
not need to use a gaff and, for once, he felt that his small
penis was an advantage. Andy, Paul and Peter had trouble putting
on their pantyhose but Leslie and Tim thought it was easy. Only
Andy and Paul looked uncomfortable. The rest of the Group clearly
enjoyed the clothes. Tim thought the bra felt amazing. It was
crisp and tight, very sexy and terribly feminine. His penis had
sprung to attention inside his panties. Keith and Leslie, who had
to wear gaffs, also had erections and were experiencing some
discomfort. Peter and Tim had a spreading wetness at the front of
their panties, which Barbara spotted immediately. She pulled out
a packet of panty-liners and told both to slip them into the
front of their panties.
Once everybody had got their underwear on correctly Barbara
picked out a top and a skirt for each of the Group and then
turned her attention to fitting them out with high heels. She
gave Tim a short, silky, pleated skirt in black and a white
cotton blouse. Lucky Leslie got a long sleeved, red satin blouse
and black suede, wrap around skirt. He said he felt as sexy as
Tim told him he looked. Keith was given a woolen plaid skirt and
a sweater. He really wanted a flowered silk dress with a peasant
top and full flared skirt. That went to Paul who looked
mortified. Barbara probably did it deliberately because Keith
could not restrain himself from being pushy.
Poor Andy was given a very feminine, sleeveless floral sheath.
Peter, who unlike Keith, had been very demure and quiet was
rewarded with a gorgeous, silk georgette dress with an off the
shoulder flounce in a striking polka-dot print. When he had put
it on he gave Keith a self-satisfied smirk. The dress was
beautiful and Peter looked stunning in it. Poor Keith, in his
itchy wool was quite jealous. We did not hear any more smart-
alecky comments from him and he was much more eager to please
Barbara. Later she relented and gave him a stretch Lycra tank top
and pink satin hot pants, which thrilled him.
Tim was pleased with his outfit. The cotton blouse felt cool and
crisp. His skirt brushed pleasingly against his legs and was
short enough that he felt delightfully scantily clad. But it was
his bra that held his attention. It was such a new and enchanting
feeling.
"What do you think, Leslie?"
"I love it. This satin blouse is absolutely dreamy and doesn't a
bra feel great?"
"I know. I think I want to wear one all the time. Do you think
she'll let us take the clothes home?"
"I hope so, but I'm too scared to ask."
He need not have worried. Keith, as always was first.
"Barbara, can we wear the clothes home?"
"Of course, Keith. There are enough things here that you can each
have six outfits. With some sensible mixing and matching you will
have a very good wardrobe. Now, I would like you all to wear the
clothes as often as possible so you become comfortable in them.
Remember, the first show is in two weeks and I don't want any of
you going down the runway looking like it's the first time you've
worn a dress. Leslie and Tim were thrilled. Andy and Paul looked
thoroughly pissed. Keith whispered to Peter.
"Can I borrow that dress for this evening? I'm meeting Mike and I
know it will send him wild."
"Only if we can snare that little red satin number for me to
wear. I'm going out with Denny again."
Once they were fitted with two-inch high heels the hard work
began. For 30 minutes they strutted around the room learning
balance and how to walk elegantly. For a half hour they rested
their legs by sitting at a dresser as they learned the first
steps in applying make-up. This became the pattern for the next
week. Walking and make-up, walking and make-up, until they were
competent in both. There were variations. They learned when to
wear different types of bras and how to put them on and take them
of gracefully. They were deluged with fashion tips and after the
first day they were all allowed to choose their own outfits while
Barbara duly criticized their choices. As students in a fashion
arts program Leslie and Tim were naturals. Of all the Group they
learned quicker than the others and after the second day they
'outed' themselves by going to the mall in a dress. Leslie bought
a bra and panty set and Tim brought a teddy. When they returned
to the agency and told Barbara what they had done they were sent
to the top of the class.
Leslie and Tim enjoyed the transformation and tried very hard to
become like regular girls. They were the 'pearls and twin-set'
types opting for satin and silk lingerie and preppy outfits. They
combed the fashion magazines for beauty and fashion tips and
spent most of their spare money on clothes, make-up and
accessories.
Keith and Peter saw it as a sexual thing. They dressed in a
trashy, slutty way favoring leather, latex, PVC, very high heels
and see through blouses. Judging by their stories of multiple
partners and all night orgies it obviously enhanced their sex
lives. While Keith and Peter rode the rampant cocks of strange
men, Leslie and Tim would read or watch the television in their
silk negligees to while away the evenings. Andy and Paul were
finding that cross-dressing was not an asset to their sex lives.
Two days before the show they could all walk gracefully in four-
inch heels. If told by Barbara to dress for a warm summers
evening with a lover they all knew that they should choose
something loose-fitting and silky, a lace bra that would look
attractive through the thin fabric, a half slip if the dress were
not lined, light colored sandals and a light shoulder bag. They
could dress for a day at the office or, without hesitation, dress
appropriately to be guests at a wedding or as bridesmaids. They
had spent one delightful afternoon trying on wedding gowns and
bridesmaid dresses.
They knew what to put in their bags and what make-up to put on.
She had taken the Group to get their ears pierced and to have
manicures and pedicures. His toenails were hot pink and he loved
the way they looked in sandals. He had long false fingernails
that shone with crimson polish. The last day before the show,
they were all booked in at a beauty salon where they would get
unisex hairdos that could pass for male styles with some quick
combing and, with some contrary brushing and teasing, could look
tomboyish, feminine or cute. Two days before the first show they
started rehearsing.
Freddie had decided that in the time allotted they could do six
changes. Each time they went down the runway they would be
escorted by one of the macho male models from the agency. This
would emphasize, by contrasting, the transformation that was
taking place. The first outfit was strictly male - a business
suit with hair brushed back severely. The second was an open-
necked shirt, slacks with a feminine cut, loafers and their hair
looser. The look was still male with a hint of femininity. As
they walked they introduced a bit of a wiggle to their butts. On
the third change they were still in slacks, but with an
unmistakably feminine look. In silky blouses, shoes with 2-inch
heels, pantyhose and a bra, the audience would know something was
up. At the forth change they wore women's business suits - silk
fitted skirts, jackets nipped at the waist with satin accents,
camisoles or silk blouses, nylons and pumps with three inch
heels. At change five, they wore summer dresses in light cottons,
silks or organza, sandals with three or four inch heels and their
hair in a fully feminine style. Finally, on the last change they
wore full-length evening gowns.
Their escorts also made six changes to reflect the styles that
the Group wore. They too wore business suits when the Group did,
and on the last change with a fully feminized sissy in a
glittering gown leaning on their arms they wore tuxedoes.
Freddie wanted the Group members to move closer to their escorts
with each pass down the runway. Thus, on the first pass there
would be a foot or more between escort and partner and by the
fifth they would hold hands. For the sixth they would walk arm in
arm and, at the end of the runway, twirling in the arms of their
escorts, the sissy model would lift his face and receive his
escort's kiss.
Keith and Peter went over-board, of course. Freddie had to tell
them to restrain themselves as the rehearsals progressed because
they were starting to engage in heavy petting. It did not help
that they were sleeping with their escorts. Poor Andy and Paul
had a difficult time. Barbara had to give them a talking to
before they would let their escorts kiss them. She told them that
as models they were actors and when they kissed they were simply
acting. Leslie and Tim thought the whole thing was a hoot. They
did not mind being kissed because it was part of the job. Models
tended to be very effusive so this was nothing new. Being in a
dress made it easier and more fun. They flirted with both their
partners. Tim's escort was a handsome Afro-American called
Jackie. At 6 foot 4 inches he was built like a football player
and a sufficiently different example of the male type from as to
almost seem not to be of the same sex as Tim. Leslie was
partnered with Dave, a gorgeous Hispanic guy with a mop of black
wavy hair, dark smoldering eyes and the body of an athlete. They
made Leslie and Tim laugh and, soon, all four became friends.
Through all the rehearsals and the first show they kissed quite a
few times but made nothing of it. Leslie and Tim were still
certain of their heterosexuality, still on the lookout for girls
and disappointed when girls would take even less notice of them
than before. They assumed that they would revert to their
original selves once this series of shows was over and
rationalized wearing women's clothes all the time as merely
taking this assignment seriously.
The show was a great success. Every thing went like clockwork.
There was excitement and electricity in the air and the beautiful
young men were infected by it. They wore the clothes with
panache, strutted down the runway on their high heels as though
they had always worn them. Keith and Peter had complained during
rehearsals that A cup bras, which did not need breast-forms,
would not indicate the femininity of the Group enough. But as
usual Keith had little affect on Barbara. Tim and Leslie did not
mind wearing A cups. They thought that if they sported larger
bosoms the transition would have less realism and therefore be
less intriguing.
Even Andy and Paul wore their dresses with flair and rose to
accept their partners' kisses rather than cringing as they did in
rehearsals. The show was MC'd by Debbie Cole, the beautiful star
of the soap, Heartbreak Park. Her commentary was so suggestive
that an atmosphere of sexual tension was generated in the
audience that carried through into the reception afterwards.
The reception is where the serious business is conducted. There
the Group mingled with reporters and buyers and all the other
aficionados of fashion shows. As representatives of the Mode
Agency their presence and friendliness drew in business for the
agency. All the members of the Group were propositioned at least
once. Tim had offers from two men and a middle-aged woman to
became their sex-slave. Another woman said she would love to
train him to be her maid. Propositions were typical of these
events but the fact of the Group wearing dresses changed the
nature of the proposals.
One journalist was so taken by Tim's beauty that he cornered him
outside the washrooms. He kissed his neck and shoulders as he
pressed him against the wall. Tim was wearing a long strapless
shift in pale blue taffeta so there was plenty of exposed flesh.
He was professional enough to know that he could not make a
scene. Barbara had warned the Group this might happen and they
were to be polite and firmly discourage the person. After all,
she explained, they would be beautiful and sexy and it was only
natural that people would be aroused. The escorts were supposed
to stick with the Group but on this occasion Tim had left Jackie
to go to the ladies. The journalist was breathing hard and
kissing him feverishly. Tim could feel the man's erection through
his dress pressed against his abdomen. It was Dave who rescued
him by gently but firmly pulling the man off him saying he was
his girl. It was not a moment too soon as he had pulled the
zipper of his dress half way down. Underneath, he was wearing
only his bra, a tiny thong and stay-up stockings. It was an
interesting insight into some of the trials of being a woman.
"Thank you Dave. You're such a darling. From now on you will be
my 'knight in shining armor'. Oh, could you help me with my
zip... Umm, thank you."
For the remainder of the reception either Dave or Jackie stayed
with Tim, their arms protectively on his waist. That was not
necessary but it was a nice touch that made him feel beautiful
and desirable. Leslie seemed to have struck up a friendship with
an attractive, mature woman who was trying to persuade him to
join her boyfriend in a m?nage ? trois.
After an hour people began to leave. Victor invited the Group
back to his hotel suite for a party starting at eleven. In the
meantime, Leslie, Dave, Jackie and he were going for supper and
then dancing.
Chapter Three: Dances and Parties
They changed out of their gowns into something more suitable for
dancing and partying. Searching through the rack of Barbara's
collection. Leslie found a high-neck halter dress in a lustrous
satin and Tim chose an emerald green satin sheath with spaghetti
straps. Both dresses were lined, which allowed the boys to get
away with the minimum of underwear. Leslie wore a halter bra and
G-string in pink lace and Tim put on a strapless shelf bra with a
tiny matching thong. Neither of them wore nylons. They picked out
strappy sandals with four-inch heels, which would look nice, but
would probably be uncomfortable for dancing. However, comfort was
not an issue when one wanted to look pretty.
After fixing their make-up and slotting large hoop earrings
through their pieced lobes they found the guys and drove to the
restaurant. After a delightful meal they went on to a posh
nightclub and danced until eleven. Both Dave and Jackie were
accomplished dancers and Leslie and Tim were no 'slouches'. Both
had always enjoyed dancing but this was the first time they had
danced in dresses with male partners. The dresses felt gorgeous
as the fabric rippled over their bodies and even though the high
heels were uncomfortable they felt light on their feet in them.
They danced almost without a break, swapping partners, until it
was time to go.
Leslie had one dance with a stranger, which turned out to be
quite risky because the guy made a heavy pass, rubbing his
erection against Leslie's groin. Luckily Leslie was wearing his
gaff. It might have been awkward if the guy had discovered that
his lovely partner was equally well endowed. Aside from the risk,
Leslie had enjoyed feeling a guy's hard-on pressed against his
body knowing that he was the cause of it.
Tim was less inclined to experiment than his friend. For the last
couple of days Leslie's conversation had been laced with comments
about certain guys being cute, and what did Tim think of 'so-and-
so', and how he would not mind necking with that guy...
"Leslie, are you seriously thinking of doing it with a guy?"
"I don't know. Part of me wants to but it's very scary when I
think about it."
"Keith and Peter seemed to survive it quite well."
"I know, but that's not the point. It's something inside me
that's scared. I'd definitely do it if you would."
"Oh, I don't think so. I still prefer girls."
"I suppose I do too, but they're not exactly throwing themselves
at us."
"I know. Who can blame them? I mean, look at us."
They drove in Dave's car to the party. Tim sat in the back with
Leslie. It was past midnight when they arrived and things were
just getting going.
Victor's suite was huge. The living area was large enough to
allow more than ten couples to dance. The adjoining suite had
also been rented. The second living room was reserved for those
who wanted to talk and there were six bedrooms where people could
go and be intimate. This was the usual arrangement at 'Mode's'
parties. Tim always danced because no one ever wanted to be
intimate with him.
Dave and Jackie went to fetch the drinks while Leslie and Tim
walked through the rooms to see whom they knew. Most of the
models, male and female, were there with partners and lovers.
Andy and Paul had taken over one of the bedrooms and they were
into some heavy petting with their adorable girl friends. Keith
was in a small hallway being felt up by two hefty guys. They
caught a glimpse Peter disappearing into a washroom with his own
stud. Tim envied those two. They had an endless diet of sex and
thrived on it. Studs liked them because they would try anything.
They wandered back into the dance area and saw that Dave and
Jackie were in the arms of a couple of good-looking guys doing a
very respectable waltz. They were about to go into the talking
room when two guys asked Tim and Leslie to dance. They were
models from a rival agency and 'hunks'. After introducing
themselves they realized they had just snared two members of the
now famous 'Group'. Waltzing through the couples filling the room
they peppered Tim and Leslie with questions about their cross-
dressing. They felt quite pleased with themselves that they were
so well known. The two hunks felt hopeful that they might score
with two beautiful T-girls.
After two dances the guys wanted to keep going. Leslie and Tim
finally gave up on their shoes and took them off, put them on a
lamp table and got down to some serious dancing. Two quicksteps
and a fox trot later and the music slowed. They closed in for a
'smooch'. Tim's partner, Jeff, became very clingy. His lips
pressed into the nape of his sissy partner's neck and, while one
hand rested in the middle of Tim's back crushing him against his
chest, his other hand stroked and pressed Tim's bottom pressing
his groin into Tim's abdomen. It was more intimate than Tim would
normally have allowed but he had drunk quite a lot over the
evening and his guard was down. In fact, he found the closeness
warm and comforting. Both his arms slipped around his partner's
broad shoulders and he rested his head on Jeff's chest. Jeff's
penis was swelling and hardening. Tim felt it through his dress.
He wondered if he dared to rub himself against the stiff member
and thought how odd that he would think of doing that. He had
never thought of doing any such thing before. But Jeff's penis
had a magnetic attraction and Tim had an irresistible urge to get
closer to it. Knowing that it was erect because of him made him
feel desirable and he rather liked being desired. It was what all
the dressing up was about. Luckily, there was another slow dance
and they continued in their clinch. Jeff asked him if he was
comfortable.
"Ummm, very."
As he spoke, he looked up at him and Jeff seized the opportunity
to kiss Tim's lips. It was a light and tentative kiss with closed
lips. When Tim did not reject him Jeff went further and pushed
his tongue into his mouth. Tim went straight to heaven. It was
his first real kiss and he thought it was the most wonderful
feeling in the world. They stopped dancing and stood in the
center of the floor locked in a long dreamy kiss. They were
interrupted by the music picking up the tempo.
"Shall we go somewhere quiet, Tim?"
"Yes, I think we should. I could feel an interesting lump that
needs to be explored."
Tim was shocked as the words fell out of his mouth. He could not
believe he had said such a thing.
"Well, I can't think of a prettier explorer."
"I'm sorry. I can't believe I said that. The words just slipped
out."
He laughed in a nice way and Tim giggled helplessly.
With an arm around his waist Jeff guided Tim rapidly towards the
bedrooms. Far from being reluctant Tim was thinking "At last!" It
wasn't a girl that he was going to have sex with but, in his
satin sheath, shelf bra and skimpy thong, he would not have known
what to say to a girl. The last two weeks of intense cross-
dressing had conditioned him for this moment. He went eagerly
with his man to find a place were he could surrender his body to
him. God, he was horny! His little penis was achingly stiff, his
throat was dry with anticipation, and his whole body trembled
with excitement.
The first three bedrooms were occupied. In quick succession he
got visual lessons in how one woman can service three men, how
two women do it together. In the third room he could not tell if
the person struggling under a large muscular man was male or
female. All that was visible were two slender arms and legs
waving in the air. The rest of the body was hidden under a large
naked man. He caught a glimpse of Leslie's dress lying on the
floor. Wow! So he was actually doing it! That made him all the
more determined.
The next room was empty. They dashed in and threw themselves onto
the bed. Instantly, they were locked in a torrid embrace, kissing
madly, tongues playing tag, hands frantically feeling bodies. As
they kissed Tim could feel Jeff struggling with his pants. Oh
God! He was getting his cock out. Now that he was committed he
felt scared of that part so rather than help him he kissed him
harder. All he wanted to do was kiss. He could have happily done
that all night. Tim closed his eyes and concentrated on Jeff's
tongue in his mouth.
It did not take Jeff long to get his slacks and briefs off. He
was bouncing around on top of Tim as he gradually won the
struggle to free his cock. Tim slipped his hand down Jeff's back
and found the cool globes of his naked bottom. Jeff raised Tim
enough to pull up his dress and slip down his thong freeing Tim's
small stiff penis. Scared, as Tim was this was also extremely
erotic. He was shaking with desire and could not concentrate on
kissing any longer. Instead, he simply held Jeff in a desperately
close embrace as Jeff raised Tim's legs and positioned his pelvis
between them. Tim felt the wet tip of Jeff's cock touch his anus.
He hugged him tighter burying his face in his shoulder, waiting
to be penetrated.
At that critical moment he heard Leslie's panic-stricken voice.
"Tim! Oh Tim! I have to go. Please come with me."
Tim opened his eyes and saw Leslie distraught, in tears, his hair
mussed up and his neck and shoulders red with several hickeys.
All he had on was his bra. His crumpled dress was over his arm.
His penis, still a little swollen was hanging limply from his
crotch. As he took in the sight of his dearest friend in tears he
was also conscious of Jeff's cock firmly pressed against his
entrance ready to plunge into him.
"Leslie, whatever is the matter?"
"Timmy, I can't tell you here. Please! Oh please, we must go
now."
Jeff was kissing and nuzzling his neck and murmuring in his ear.
"Tell him to fuck off."
"Leslie, you can't mean now? I mean, we're... busy."
Jeff was pushing his cock hard against him and he could feel his
anus opening.
"Yes, I do mean now!"
There was no question he was very upset. So was Jeff.
"Tell him to fuck off! Come on baby, you and me have some fucking
to do!" He was moaning piteously in his ear while still trying to
enter him, with some success. Tim's anus was stretching painfully
and the head of Jeff's cock was almost in him. He felt huge but
much as he had wanted to be fucked the magic had gone. Jeff was
getting impatient and pushing his cock hard as he tried to enter
Tim. Tim was beginning to dislike his attitude. This was his best
friend in distress and all this oaf could think off was ramming
his big ugly cock into him. With a sudden burst of energy he
swung Jeff off him and slid off the bed. Snatching his purse off
the night table, he and Leslie dashed from the bedroom and ran
into the living room, at the same time he pulled up his thong and
Leslie slipped his dress over his head. They grabbed their shoes
off the lamp table and ran to the elevator. Once inside they put
their shoes on. The marble floor of the hotel foyer resounded
with a rapid staccato tapping as they hurried out of the building
as fast as stiletto heels would allow. Only when they were safely
in a taxi could they relax enough to talk.
"Timmy, I'm so sorry. You were having such a nice time."
"Leslie, darling, don't worry about that. It was fun leaving him
in the lurch.
He'll get over it. What happened to you?"
"That man was a brute and he smelled. I should never have gone to
the bedroom with him. I was stupid. All I could think of was that
I wanted to try sex. He was the first available prospect. I did
not like kissing him and when he put his thing into me I felt
nauseous. I struggled like mad and told him I was going to throw-
up. That made him loosen his grip and I was able to get out from
under him and out of the room. I was terrified he was coming
after me and I ran into the next bedroom to hide. I did not
expect to find you there."
"Well you're safe now. I suppose that's the first and last time
for you?"
"Oh no! I'll just be more discriminating next time. After all he
liked kissing
Dave and Jackie. What about you? Were you enjoying it?"
"Um, uhmmm! It was... uuuhhh! Words can't describe it."
"It hurt when he entered me, but he was very big. What about
you?"
"Well, it was starting to hurt but he never actually got it in
me. He was just about too. In fact I could feel myself opening
up."
"I'm so sorry for spoiling it for you."
"Leslie, darling. You're my dearest friend. I could not leave you
when you were so upset."
"Timmy, you're the sweetest friend any one could have."
For the first time since they became friends they hugged and
kissed each other.
They were both crying. It was the dresses.
"You know we are no longer two guys that are friends. We are now
girl friends."
He was right. That night they slept together. They put on baby-
dolls and snuggled, hugging and kissing and talking almost till
morning, about clothes, and make-up, but mostly about the kind of
guys they liked. They slept till noon and had to rush to get back
to the hotel in time to prepare for the show. This was a private
venue at a downtown hotel for a select group of buyers.
At the reception after the show Tim was mingling in a crimson
satin ball gown with an A line skirt. His 'protector' Jackie was
following him around with an arm slipped around his waist to
dissuade any 'Lotharios'. They had worked together for several
days and now they had completed two shows. Consequently, they had
kissed quite a few times and he thought it was affecting Jackie.
Tim was not unaffected and he was much more open to having sex
with a man after the brief tumble with Jeff. Brief though it had
been it had whetted his appetite. He liked Jackie and liked
kissing him. The night before they had danced together for more
than two hours but he had assumed that the beefy stud was not
attracted to him and was merely a friend. He was hoping that
Jackie would proposition him. Tim was being especially friendly
and clumsily learning how to flirt. Eventually, when he was just
about to give Jackie up as a hopeless case Jackie asked him if he
would mind fining a private corner where they could 'talk'. They
sneaked off to a small office adjoining the reception room.
It was furnished with a desk, filing cabinet and swivel chair and
had several dusty boxes stacked in a corner. Jackie closed the
door and they embraced. Tim opened his mouth and played tongue
tag for a while. Jackie's arms held the sissy gently but firmly,
one arm encircling his waist while his other hand stroked and
fondled his bottom. What could be better than to be wearing a
satin ball gown while being passionately kissed and hugged by a
handsome stud? Tim could think of nothing he would rather do at
that moment. His erogenous zones tingled in anticipation, his
penis stiffened, and his love entrance had an expectant feel to
it. Jeff had kindled his appetite and he was ready to go further.
Jackie took his hand and placed it on his crotch. Tim again felt
some pride that he had made a man hard. Jackie's cock was quite
large. He wanted to feel more and as Jackie explored his bare
neck and shoulders with his warm, moist lips Tim fumbled with the
stud's belt and zipper and pulled his slacks down. Reaching into
the waistband of Jackie's nylon thong he grasped his cock and
pulled it out. Jackie stopped kissing him and pressed Tim down
into a kneeling position.
At first he was not sure what he was doing. Jeff was the only
other man he had been physical with and he had been about to put
his cock into his love hole. Naturally, Tim assumed Jackie would
do the same. As he stared at the swollen cock pointed at his face
it dawned on him that he was expected to put it into his mouth.
Keith and Peter had told him all about fellatio and it had
sounded like horny fun. Tim adjusted the skirt of his dress so
that he would not crumple the fabric and took hold of the shaft
eager to suck his first cock.
Jackie's cock was between seven and eight inches long and uncut.
The thick, folds of his foreskin completely shrouded the head.
Tim kissed the foreskin and planted little kisses down the length
of Jackie's shaft, while he delicately felt his testicles. These
were twice as big as his own and, as he caressed them, the sack
contracted. Tim was extremely horny by now but he was also in
exploring mode, as he had never been this close to another man's
equipment. He kissed one of Jackie's testicles and drew it into
his mouth. Tim heard him suck in his breath and knew he had done
a good thing. He reflected on the sperm that was in the testicle
in his mouth that he was soon going to release.
Turning his attention to his penis he pulled the foreskin back
and exposed the red spongy head. A shiny droplet of pre-cum
formed at the tip and he licked off the salty fluid. Tim slipped
his lips over the head and took nearly two inches into his mouth.
He was completely entranced by having a cock in his mouth. It was
an intimate and lecherous thing to do. It felt firm and the tip
was spongy and it was alive. Holding the rigid shaft with one
hand he sucked and licked the head vigorously while sliding his
lips up and down the shaft and over the tip. His other hand
fondled Jackie's testicles.
His own cock throbbed and strained inside his panties as he
licked and sucked Jackie's organ. The taste of pre-cum was quite
strong now and Jackie was moaning and gasping as Tim rubbed his
tongue along the sensitive ridge. Tim suspected that Jackie was
not far off his orgasm but when Jackie ejaculated he was taken by
surprise. Tim felt the cock jerk and two spurts of cum hit the
back of his throat before he pulled back and took the rest on his
tongue. His first load of semen was thick and gooey and very
pungent. He was unsure what to do with it, as he had not thought
that far ahead, so he swallowed it.
That was as far as it went. They returned to the reception and
Jackie eventually left with the same stud he had danced with the
night before. Tim was a little disappointed but he would not have
missed the interlude in the office for anything. After such an
intimate moment their partnership on the runaway was more,
relaxed and affectionate. They briefly became lovers but Jackie
was not the man who carried off the trophy of Tim's virginity.
Chapter Four: Surrender
Three days later Tim and Leslie were packed and ready to fly out
with the Group to LA for a two-week booking. Freddie's 'New Look'
had been getting rave reviews and the Group was in demand. LA was
their first port of call and they were leaving the following
morning. They had finished a meeting to make final assignments of
some new outfits. Andy and Peter had been having a little spat
over who would wear a dark green satin pant suit, a third change
outfit. Andy said it would go perfectly with his red hair while
Peter argued it would look stunning against his black skin.
Leslie and Tim agreed with Peter but Victor over-ruled them and
gave it to Andy. Afterwards Victor took Peter, Leslie and Tim
into his office to explain his decision. Victor had felt that
Andy was starting to 'come around' and was taking an active
interest in cross-dressing. He wanted to encourage him. They had
all noticed that he liked to wear satin. Tim agreed with Victor
that Andy was changing his attitude and taking more of an
interest. Well if the pantsuit helped then Victor was right to
let Andy wear it. Peter agreed. Andy was so gorgeous in a dress
that they all wanted him to accept cross-dressing more. Of
course, where Andy went so did Paul.
After the argument was settled Tim was doing up the straps of his
stiletto sandals, getting ready to go shopping with Leslie when
the phone rang and Barbara said it was for him.
It was Kenny. Tim had not heard from him since the night he had
tried to kiss him. He wanted to go out. Tim mouthed whom it was
to Leslie who made encouraging signs to him. Tim hesitated.
"No strings, let's just see if it can work. If you would rather
walk and talk that's fine."
Tim thought it could do no harm. After three weeks of intensive
effort to look beautiful Kenny's call was a sort of validation.
The last week had been a sexy experience, not least because of
his abortive attempt at intercourse with Jeff and fellatio with
Jackie. Tim was very horny and excitable. Keith told him he
needed a good fuck. Well, he was the expert.
"Okay. Where do you want to meet?" If it did not work he would be
escaping tomorrow to LA.
"I'll pick you up in 15 minutes."
"I'll be at the front entrance. Bye."
Leslie was more excited than Tim and insisted on touching up his
make-up to "accentuate his charms". They both giggled nervously.
Barbara found him a silk floral sheath to wear.
"Barbara, this is divine! But I need a light purse."
She found him a white, micro-fiber, shoulder purse and, in
addition to his make-up, she put in a tube of lubricating cream.
"What's this for?"
Keith burst out laughing, "Oh Tim, you're so innocent." He put
his lips close to his ear and in a stage whisper said, "If things
get hot, tell him you want to freshen up, go to the ladies and
put a little dab of cream into your love entrance. You'll enjoy
it much more." Everybody burst out laughing and Tim blushed.
"Thanks, Keith."
"If you had used some with Jeff the other night he would have
slid straight into you and this would not be you first time."
"Leslie, you don't need to let every body know."
"Too late Tim, they all know what sacrifices you are prepared to
make for friends."
Peter gave him a hug and a kiss as he blushed again.
"Have a lovely time, darling."
"Thank you, Peter."
"Put one of these in your purse too, Tim." Barbara handed him a
panty liner,
"You never know when you'll need a fresh one."
Tim slipped on a calf length, black silky, nylon coat and white
silk scarf. It was light, shimmered sexily and had a sensuous
rustle. Leslie came outside with him to wait for Kenny.
He was on time driving a flashy red Lotus. Dressed in black
leather slacks and a navy silk shirt opened down to his belly
button so that his thick gold necklace and muscular chest were
visible. His ebony skin looked like polished leather. Tim felt a
little surge of desire in the root of his penis. He was a very
attractive man, much nicer than Jackie. Leslie kissed him and
wished him luck. Tim got into the passenger seat and waved to his
pretty friend as they drove off.
They soon got over their initial awkwardness and started chatting
easily. He told Tim was beautiful, took him to an expensive
restaurant and afterwards into the lounge where they sipped
cocktails. There was a three-piece band and they danced until
eleven.
Kenny was black, one of those blacks who are truly ebony. He was
very good looking with a completely shaven head, about 6