From alt.sex.stories.tg Sun May 12 23:54:59 1996
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From: LabRat@i-link.net (Karen Mitchell)
Newsgroups: alt.sex.stories.tg
Subject: Story - Transjen.txt
Date: Wed, 08 May 1996 19:12:40 -0500
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I did not write this and you must be 18 or over to read it as it may
contain a great deal of adult explicit sexuality.  If this is
offensive do not read - delete file.  For those of us who enjoy ....
enjoy!  Please do not ask for files by e-mail - I can barely keep up
with what I have now.

A TRANSFORMATION TO JENNIFER
Jeff was only 19.  He had never met his real parents.
He really did not care and showed little interest in
who or where they were.  He had been, for all practical
purposes, abandoned as worthless at the age of 11 and
placed in an orphanage.
The orphanage was far from perfect.  There had been
several children placed in the quarters and it was run
quite poorly.  The 20-plus kids that lived there were left
pretty much to fend for themselves. There was food, if
one could call it that.
The sleeping conditions were incredible.  Wherever one could
find room to lay became the bed for the night.  The school
was also mixed...boys and girls shared the same rooms and,
for lack of clean laundry, frequently the same clothing.  The
mixed clothing was frequently left in piles and everyone
merely grabbed whatever looked the less filthy.  It was not
uncommon for the girls to be found wearing boys jeans and
shoes.  No one really cared.  If it was warm, put it on.
One morning Jeff had overslept and arose to find almost all
of the clothes had been appropriated.  Not wishing to spend
the rest of the day in his briefs, he pawed through the
diminutive pile of rags for anything he could find to cover
himself with.  Some of the other boys in the home observed
all of this and started snickering at Jeff for his having
nothing to wear.  Suddenly Jeff managed to pull out something
wearable...it turned out to be a skirt!  ...and that was all
there was.
The others mocked him...PUT IT ON...WE DARE YOU!
Against his better wishes, Jeff had no choice.  It was the
skirt or...nothing.
Jeff laughed and slipped into the skirt and zipped it to his
waist, allowing his T-shirt to hang out over it.  He felt
very embarrassed.  He had never worn a skirt before.  He
smiled and walked to the mirror.  He HAD to see this!  What
he saw disturbed him greatly.  He looked damn good in it!
Jeff, it should be mentioned, did not look like any ordinary
boy.  Jeff was indeed...beautiful!  His hair was long-blond,
his eyes were blue, his skin was very smooth as silk, his
cheekbones were exceptionally high and his waist slender.
As he looked ceaselessly into the reflection, he noted how
the tightness of the skirt set off his curvaceous, feminine-
looking ass.  His smooth, shapely legs had never before been
exhibited in a skirt.  They looked like they might have
belonged there!
The other boys fell silent, then one of them finally spoke...
HEY, YOU LOOK LIKE A GIRL.  Jeff just looked and smiled...
I DO, DON'T I...?
It was at this point that some of the girls from the home
rushed in.  They all took one look at Jeff and started
giggling.  As much as Jeff tried to explain to them that the
skirt was the only clothing left to wear that day, the girls
mockingly insisted that Jeff wanted to wear it...that he
looked so SEXY in it!
Finally one of the girls absolutely insisted that they all
take a hand in dressing him.  The boys joined in and there
was just no getting out of this for Jeff.
One of the girls dug out a white blouse, another her makeup,
still another, her high heels.  Still another, her padded
bra.  After almost an hour of the effort, there was still
something critical missing...panties.  A girl finally made
the great sacrifice and Jeff had donned her black, bikinis.
The makeup was unbelievable...he looked absolutely stunning.
Jeff finally walked to the mirror again to behold the
handiwork.  He was flabbergasted.  The reflection produced...
a female...a gorgeous, shapely, delicate...girl!  He could
not believe his eyes.
Jeff looked himself over.  His hands crept their way to his
ass and explored the panty-line, apparent through the
tightness of the skirt material, which Jeff had made tighter
by forming the rear of the skirt firmly about his comely
ass.  The three-inch heels set off his legs like crazy.  He
smiled as he gingerly slipped the skirt above his knees, then
further upward to his upper thighs.  He turned and posed his
legs in various ways, girl-like.  Everyone just stood and
looked, astonished.  The transformation was incredible.
Jeff, in one brief hour, had become...Jennifer.  In the
ensuing weeks, Jennifer would never be caught dead in male
clothing.  The girls happily volunteered anything they had
for Jennifer to wear.  Dresses, skirts, blouses, heels,
shorts...whatever they had was Jen's for the asking.  Hours
were spent teaching Jennifer to walk in heels, sit properly,
cross her legs, smile seductively.  Her voice was worked with
to turn into a whisper, a purr, a pant.  Jennifer was having
one hell of a time.
Then the magic moment arrived...Jennifer had been selected
for adoption.  Jen never thought she would be reluctant to
leave the orphanage, but...she could not spend the rest of
her life there. ...and it meant an unwilling transformation
back to Jeff!  That was brutal for her.
Jeff had very little use for his stepfather, who was drunk
every night and seemed to enjoy berating his wife as well as
their 18 year old daughter, Sarah.
Weeks past as Jeff settled into the family, such as it was.
One afternoon Jeff was alone in the house.  The craving for
Jennifer to emerge again was as strong as it had ever been.
Jeff entered Sarah's room and looked about, opening drawers
and her closets.  He hastily tried on a dress, a skirt, her
heels.  Things fit.  It was like stumbling across a gold
mine!  He knew he had at least two hours before anyone would
be returning so he took that opportune moment to jump into
one of Sarah's skirts, a blouse and a pair of her heels.
He went downstairs to the dining room mirror to check out
Jennifer.  His frustration was uncanny.  The longing for
Jennifer was inconceivable.  As he turned toward the living
room, the front door swung open.  His stepfather entered
quickly, having left work early due to a headache.
Their eyes met, then the stepfather looked Jennifer over in
detail.
WHAT THE HELL IS THIS?, he screamed.  ARE YOU SOME KIND OF
FUCKING FAGGOT OR SOMETHING?
He grabbed Jennifer and pushed her into the sofa.  Jen did
nothing, she merely laid there.
The stepfather looked at her...A SKIRT AND HIGH HEELS.  NOW
AREN'T YOU SOMETHING.  HELL, YOU LOOK BETTER THAN SARAH!
Jennifer ran upstairs sobbing.  Jeff came back down...
When his stepmother and Sarah got home, the stepfather told
them what he had discovered on his early departure from work.
Jeff quickly tried to explain his longing and his frustration
to dress female.  His every sentence was met with stares,
then hilarity from the three of them.
That evening Jeff's stepfather was drinking heavily.  He
screamed at Jeff to go upstairs and change into something
seductive.  He wanted Jeff to "turn him on..."
Jeff smiled to himself...OK, YOU ASSHOLE, he thought to
himself...YOU WANT IT, YOU GOT IT!
He entered Sarah's room and mulled through her closet again.
He wanted to be very selective this time.  He wanted this
imbecile to see Jennifer...at her best.
What came down the stairs made his step-parents and Sarah all
rise from their chairs and merely gaze at...Jennifer.  The
unbelievable transformation caught them all speechless.
Jennifer was incredibly beautiful...the best she has looked,
even in the orphanage.  She wore a tight-fitting sweater, a
coal black miniskirt, dark, seamless pantyhose and black
heels.  She just smiled, sauntered to a chair and slowly sat,
crossing her gorgeous legs and making eye contact with all
three of them.
By now the stepfather was crocked out of his mind.  He kept
blinking...trying to wake up.  Sarah just looked at Jen and
smiled, then walked over to her and engaged her hand and held
it.  The stepmother just starred at Jen in disbelief, but
intimately comprehending that Jeff may never be back.
Jennifer moved out shortly after that...into a universe that
she hoped, beyond all expectation, might someday embrace
her...
Jennifer had never really been alone before.  She
only knew she could not tolerate the thought of returning
"home". ...and, she needed a job...fast!  She caught the
next bus out of the city and got off at some tank town
about 80 miles from what was once home.
On her walk from the bus terminal, she passed a small bar
that had a HELP WANTED - COCKTAIL WAITRESS sign in the
window.  She glanced in to see what the place looked like.
Nothing spectacular but not too shoddy either.  What the
hell...!
She checked into a small motel with the little money she had
left and unpacked.  Cocktail Waitress, she thought... Why
not.  Better than working in a car wash.
She hung out one of her sexier above-the-knee skirts, a pair
of black heels and dark, seamless pantyhose.  Cocktail
Waitresses have GOT to show off their legs...sort of a pre-
requisite of the job.  THIS, she deliberated, MIGHT BE
SOMEWHAT OF AN EXPERIMENT!
She made her way to the bar and sauntered in.  Business was
quite slow that afternoon, maybe nine or ten guys sipping a
beer.  She told the bartender she was there to apply for the
cocktail waitress job.  She was referred to a large man
sitting in the corner at a table...the owner.
After the usual boss-applicant repartee, the owner rose and
grabbed a garment from a hanger near the bar and held it up.
Good grief!!!  It was the cocktail waitress outfit, what
there was of it!  White blouse, black string tie and a skirt
that stopped at the hips!
The bartender looked Jen over...DO YOU THINK YOU CAN HANDLE
THIS?, motioning to the outfit.
Jen gulped slightly, then answered...SURE! WHY NOT...?
OK, he said, GO PUT IT ON FOR ME.  FOR THIS JOB, LOOKS IS 80%
OF IT.
Jen reached out and took the outfit from his hand and existed
into the Ladie's Room.  (Shit, she thought...he is going to
read me...!)
She put it on instantly and checked her pantyhose for any
conceivable flaw.  Well, she thought, life sometimes comes
down to one brief moment...!
Jen opened the door and strutted right out and stood in front
of him... She smiled...DO I PASS?  (funny line, she thought)
The owner put down his beer and ogled Jen from head to toe.
TURN AROUND, he asked.
Jen wheeled about, posing her ass and legs to best effect.
HEY GUYS, the owner yelled, WHAT DAYA THINK...COCKTAIL
WAITRESS...?
Everyone in the place turned and looked at Jen, standing
there in her scanties...!
SHIT, she thought, I CANNOT BELIEVE THIS IS HAPPENING!
YEA...SHE LOOKS GREAT...one of the customers yelled.  SHE'S
PROBABLY GOT THE BEST LEGS IN THIS FUCKING TOWN ANYWAY.
Jen wheeled around and faced the owner once more.  She just
smiled and purred...WELLLLL...?
The owner introduced himself as Paul...OK HONEY, BE HERE AT
6:00 TONIGHT.  YOU GOT IT!  LEAVE SOME ID AND TAKE THE OUTFIT
WITH YOU...
Jen thanked him, left the address of the motel and wiggled
her shapely ass out the door.  YEEEEE GODS, she thought, I
JUST GOT A JOB AS A COCKTAIL WAITRESS...MY FIGURE PASSED, MY
FACE PASSED...MY ASS AND LEGS PASSED!!!!  IT ALL PASSED!!!!
She suddenly realized she was out in the street in broad
daylight in the cocktail waitress outfit.  She quickly found
her way to the bus stop.  FUCK 'EM, she thought, LET 'EM
LOOK!
A few horns honked at her, a couple of guys yelled at her,
Jen coyly smiled...!  The bus came...
When she got back to the motel, she could hardly wait to
check out the outfit in the mirror in her room.  WOW!  It was
more revealing than she had imagined.  She bent over, away
from the mirror, as one must do when serving a drink.
Her panties showed...just slightly.
She thought of the old joke...
I SEE YOUR PANTIES.
I'M NOT WEARING ANY PANTIES...!
Jen stood upright and looked at the reflection of her
silkened legs, posing herself as she would do on the job.
...better than she imagined!
She showed up at the bar around 5:45...dressed to kill.  Her
makeup was smashing...sexy!
The evening went quickly, business was slow.  It was not one
of the better bars in town, but it had a job opening.  Jen
managed her way through the hours, serving drinks, getting
tipped, trying to ignore the cheap feels from the guys as
their hands accidentally-on-purpose brushed her thighs.
Finally the place closed and Paul dimmed the lights, offering
to drop Jen off at the motel.
She smiled and accepted...  (to be continued...)