("`-''-/").___..--''"`-._
`6_ 6 ) `-. ( ).`-.__.`)
(_Y_.)' ._ ) `._ `. ``-..-'
_..`--'_..-_/ /--'_.' ,'
(((' (((-((('' ((((
K R I S T E N' S C O L L E C T I O N
_________________________________________
WARNING!
This text file contains sexually explicit
material. If you do not wish to read this
type of literature, or you are under age,
PLEASE DELETE THIS FILE NOW!!!!
_________________________________________
Scroll down to view text
--------------------------------------------------------
This work is copyrighted to the author © 2007. Please
don't remove the author information or make any changes
to this story. All rights reserved. Thank you for your
consideration.
--------------------------------------------------------
The Coed Boy
by Katherine Alicia Harrison (1997)
***
Jonathan would do anything Cindy asked of him, that's
why they'd been friends since childhood. But when they
were older, Cindy's requests became harder to fulfill.
(MM-bi, tg, cd)
***
For as long as I can remember, Cindy and I were
friends. I can't really say that the feeling was as
mutual as all of that. She was the kind of girl that
all the guys wanted. I was the kind of guy that no one
really wanted, that was except for Cindy.
I guess she really liked me, but I always felt that it
was more because I did everything for her than the fact
that she really "liked" me. I did her homework, most of
her chores, I was practically at her beck and call.
Whatever she wanted, I guess it was the only male-
female relationship that I was able to have.
Most of the other girls thought I was just a skinny
little runt. I was only 5'3" and weighed about 135lbs.
Cindy was a good 4" taller than me and was stronger
too, I found out when I couldn't pick up her suitcase
filled with her old books to put them away in the
attic. Cindy was tall and blonde and had a fantastic
figure. She dated a lot of different boys, never just
one.
I always wanted to ask her out, but could never get up
the nerve, just as well. She would never go out with a
nerd like me, Jonathan Jerome Watson. She would call me
J.J., I thought that was cool, my father always called
me Jonathan, worse yet, my mother always called me
Jerome. Yuck!
Anyway, all senior year of high school, I was helping
Cindy keep up her grades to get into college. She was a
horrible student and needed all of my help. I had been
accepted to State on an early acceptance to their
computer sciences program, as well as several other
schools, all with high rankings.
Cindy finally got into state, probably on a wing and a
prayer and a helpful admissions assistant she
befriended, no doubt using her feminine wiles. She came
over to the house to tell me and was ecstatic. I never
saw her so happy, she came up to my room and hugged me
and kissed me, knocking my glasses right off my face.
She said, "J.J. we are going to college together, this
is great, wow, now I know I will make it!"
I felt good that she was so happy, but also knew it
would be 4 more years of doing double duty. We
graduated that spring, Cindy was doing her usual summer
at the beach, I was going up to State early to get a
start on some courses. I got up to school and found
that college was not at all what I expected.
First I was thrown in with a bunch of jocks in the
freshman dorms. I got the crap beaten out of me three
or four times, the school was so big and so imposing, I
felt homesick, I didn't know what to do. Finally giving
up, I left to come home. My mother and father were so
disappointed, knowing that I was not socially adjusted
to be with other people, alone without a protector or
someone who would look after me.
My father wanted to force me to go back, my mother
showed a little more compassion. The weekend came
around and Cindy came home from the shore. She was to
go up to State for freshman cheerleader tryouts in a
week and had to get ready.
When I saw her she was more beautiful than ever. She
came over to see me. My mother, in all of her wisdom,
told her everything. When she first came up to my room,
I saw her and thought she would laugh at me, knowing
full well that mom had spilled the beans. She came over
to me and sat down on the bed and looked at me.
I couldn't take it, I broke down and started to cry.
She held me for what must have been over an hour,
stroking my hair, (I had grown it longer this year,
which was my feeble attempt at coolness. By growing it
long I thought I would be accepted by at least the
metal heads or someone.)
Finally she looked at me and after a long pause said,
"J.J. you're never going to make it like this. Even I
can't help you, especially like you are, to get
accepted. We tried building you up in high school with
all of that workout stuff and that didn't work. You
don't fit in. I like you because you've been more like
a girlfriend to me than a boyfriend.
"I've always been able to talk to you in a way that I
can't talk to other boys and you're a good listener.
You think like a girl, you're sensitive and have always
liked the things that girls would like not boys. You're
not going to make it like this. Not the way you are."
I just hung my head, I didn't know what to say. She was
right. I always liked things that girls liked as long
as I could remember. I never liked sports, at least not
contact sports, not with all of that pressure. I was
never good at the things that most guys were good at.
Cindy got up and walked around and suddenly looked at
me as if a light bulb went off in her head.
"J.J. what if you didn't have the problems we were just
talking about. What if it was alright for you to think
more like a girl, what if it was acceptable for you to
be like you are, well at least with some of my help."
I didn't know what she was thinking but I kept
listening. "J.J., with a little work it could be done,
I worked in the guidance office and know where
everything is and that guy from admissions, I'm sure I
could take care of him. You will be no problem."
I had no idea what she was talking about. "Cindy, what
are you saying?" I was confused.
She answered back with an idea I could not believe,
"J.J., I bet with a little work and planning, I could
get your records changed from Jonathan Jerome Watson to
Jennifer Joyce Watson and you could be my roommate! I
would take care of you and you would take care of me."
I couldn't believe my ears, what was she saying?
She went on, "Remember when we were little and I used
to dress you up as my little sister and we would
pretend. And remember last year at school when I
dressed you up as a girl for Halloween, you looked
better as a girl than you ever looked as a guy, it took
half the day before anyone found out who you really
were, and I knew some guys who would have hit on you
until they found out. You can do it. You don't have to
be a glamour queen, you can be a wallflower for all I
care. I get a roommate that can keep me in school, and
you go to college and finish things out, it can't be
any worse than things are now."
I sat and thought a lot, how can she be thinking that I
would go along with this? I looked at her and she said
again, "Remember we would be ROOMMATES and I would take
care of you."
I couldn't believe it, but the words came out of my
mouth, "YES!" Cindy hugged me again and kissed me again
and said, "J.J. you will never regret it." I didn't
know about that. "We've got to make plans," Cindy said.
"I'll go down and tell your parents that I talked you
into going back to school." and she ran down the
stairs. She talked for a long time and finally my dad
called me down stairs and said he was proud of my
decision and said I was brave to make the decision.
I had no idea of what she told them, I hoped it was not
anything we talked about. I walked Cindy back to her
car and she told me what they discussed. She told them
that she would look after me back at school, but to
insure that I adjusted, I needed to spend the entire
school year at college without coming home. No
holidays, nothing. I could call every once in a while,
but I had to break all of my ties, as to not have a
relapse of homesickness. She would take care of me and
make sure I learned how to fit in.
They agreed and said that they would leave it all up to
her. I couldn't believe it, it sounded too bizarre to
be true. Cindy kissed me goodbye and told me to get a
good nights sleep because we only had a couple of days
to get ready. She would stop by to pick me up at 8:00
am. I went back into the house and talked to my
parents. They thought it was wonderful that Cindy was
doing this, how lucky I was to have her as a friend, if
only they knew. I went up to bed and fell asleep
wondering what the next few days would bring.
I woke up early the next day and got dressed. A quick
bite to eat and Cindy pulled up in the driveway, right
on time. She seemed much more excited about this than I
could ever be. She had asked me to bring my
prescription for my glasses for some reason. Who knows.
Our first stop was school, Cindy went in to the
guidance department, with a little of undercover work
and picked up a copy of my transcripts as well as
blanks. She made the proper alterations and we were
off. Next stop, Cindy's house. Cindy's mom and dad both
worked, so we were alone.
We went upstairs to Cindy's room and the first thing
she had me do was to strip naked. I couldn't believe
it! She gave me a pair of her cotton panties to put on
and a short silk robe. "J.J. you better get used to it
if we are going to pull this off." I couldn't believe I
was actually doing this. She started to measure me,
everywhere. She even got a little playful with me and I
got an erection, small as it were.
Cindy turned to me and said, "Now J.J., we have no time
for that now, we have a lot of work to do. If you're a
good GIRL, I will take care of you later."
I found that Cindy was really getting into this and I
figured that if I was going to be "taken care of" I
should definitely play along. She finished up and had
me get dressed, except I left the panties on, she
insisted that I start getting into the part. We left
and went to the mall. She had asked me to bring the
money I had earned from my computer tutoring with me to
take care of some essential items. When we got to the
mall, I found out what they were.
First we went to her favorite lingerie shop, she bought
several pairs of panties, some bras, some foundation
garments, camisoles and tap pants sets, teddies,
stockings and some nighties. All told the bill was over
$200. I saw my money going fast. I was very concerned
that I was to be more "low key" looking than I thought
Cindy was going to make me out to be. I insisted that
the balance of the purchases reflect a more
conservative look, she agreed. The next place we went
to was The Limited. She bought two pairs of pants, a
couple of blouses, sweaters, jeans and a denim skirt.
(I cringed when she bought that.) Another $200.
After several more stores, I had spent over $700 of my
savings, but we were not done yet. We went to the shoe
store. Apparently Cindy had measured my feet and found
them to be the same size as hers. She bought me a
couple of pairs of tennies, a pair of ladies loafers, a
pair of stylish lace up shoes, a pair of Jazz shoes and
a pair of black boots with a low heal, finally she
looked at me with a smile on her face and purchased a
pair of black 4" pumps with little bows at the heal, I
shook my head no several times and she still made the
purchase.
Finally, feeling a little queasy, I sat down on a bench
in the middle of the mall, while she completed the
errands. When she came back, almost an hour later, she
had several more bags from various ladies stores and
had spent another $600. Almost all of my money. Last
stop was the One hour eyeglass lab. She picked out a
very stylish pair of red frames and tried them on. She
even had me try them, I couldn't believe that she had
me trying things on in public.
Satisfied, she had the stylist make up a pair, for
"her", with a violet to rose tint and handed the
stylist my prescription. It read J.J. Watson, She just
posed as J.J. They said that they would be ready in an
hour and we took off for lunch. "J.J. when we get back
up to school, we will have you fitted for contact
lenses, they will be much more becoming when you're
dressed up."
Oh Boy! What was I getting into!
I didn't feel much like eating, Cindy said that was all
the better, because I was going to have to get used to
watching my figure. We stopped back at the eyeglass
place and Cindy picked up the prescription.
We left the mall and when we got out to the car, she
had me try on the glasses. They were better fitting
than the ones I presently owned. Cindy thought I looked
cute, I thought I looked like a boy wearing girl's
glasses. We went back to her house and went up to her
room. We only had a few minutes until her Mom came
home, so Cindy proceeded to show me the other things
she bought me:
First I had no intention in wearing most of the clothes
and I couldn't believe she bought them! First she
showed me two dresses, one was a black sweater dress
that had a wide collar that she said could be worn
either off or on the shoulders. The other was a floral
pattern sun dress that buttoned up the front and was
very fitted. I don't know how she expected me to wear
it.
Then she showed me a black leather skirt that was quite
short and a drop waisted, or at least that's what she
called it, denim skirt that was also short, but flared
out at the hips. She bought me an assortment of tops,
all quite feminine and not what I had in mind and a few
more pairs of pants in various styles. Finally she
showed me some workout and what she called "Knock-
about" clothes that were also hard for me to imagine
wearing. As she finished, her mother came home.
We had to quickly stow away the new items and come
downstairs. Cindy said goodbye to me and said she would
call me later. At about 10:00 I got a call from her and
she said, "J.J., I spoke to Michelle, my friend who
works at the salon I go to. I got her to agree to take
care of you before we go to school. I have to make an
excuse that we have to leave tomorrow afternoon to get
to school on time. Michelle will meet us at the salon
at 7:00pm after it closes for your appointment and take
care of making you beautiful. We can stay in a motel
and leave for school Friday morning as we had
originally planned. So pack your stuff as if you are
going to go tomorrow, I'll call your Mom and tell her.
I'll see you tomorrow. Sleep tight girlfriend!" And she
hung up.
I couldn't get a word in edgewise. I couldn't believe
what she did. She told someone else about this. A
perfect stranger. How could she. What was she doing
scheduling me for an "Appointment". I didn't know if I
was into this girlfriend stuff yet. I was going to call
her back and tell her the whole thing was off, but I
whimped out again. I was up all night thinking and when
all was said and done, I guess that State was going to
end up with another Co-Ed this fall... ME!
***
I awoke the next morning not quite well rested. I
tossed and turned all night thinking about what was to
come. At about 9:00, Cindy called my mother and started
to tell her that the tryouts were pushed up until
tomorrow morning and we would have to leave this
afternoon for the 6 hour ride to State in order for her
to be well rested in the morning.
Mom bought the whole thing hook, line and sinker.
Cindy, because she coerced me into going back to
school, could do no wrong. Mom came up to tell me that
Cindy had called and the whole story. I had to be
packed and ready to leave by 4:00. I packed up most of
my things and separated out what I was actually
bringing from what I was pretending to bring. Those
cases were being put into storage in Cindy's basement.
Finally 4:00 came around and Cindy showed up in her
white VW cabriolet. My father never thought that we
would get all of the luggage into the tiny car. Finally
after a very tearful goodbye, we were off. The first
stop was to Cindy's house. We had left so early so that
we could drop off and hide my stored luggage at her
house in the back of the basement. I had a steamer
trunk with a lock on it for all of my clothes. Cindy
put a note on it saying, "Cindy's Summer Stuff" and we
carried it down into the back of her basement.
She said that her parents would never think it was
anything else. We went upstairs and got the three
suitcases with my new clothes and put them in the car.
We had less room now than we did before, but we could
still get the top up if we had to and lock everything
up when we stopped for the night. I was so nervous, I
was shaking like a leaf.
We weren't to meet Michelle for another hour, her salon
was at the mall in the next town over. We parked the
car at the mall and Cindy grabbed the small suit case
she had packed for me. We walked around the mall and
window shopped for a while. Cindy picked out a pair of
gold stud earrings and said that she wanted Michelle to
pierce my ears.
I said no way, but she bought them anyway. We saw the
last person leave the salon and watched as the owner
told Michelle to lock up when she was finished. We
waited until the coast was clear and headed over to the
salon. Michelle was a very pretty redhead, very trendy
dresser, wearing a leopard print blouse and stone
washed jeans that fit her like a glove. She was wearing
low heals and lots of jewelry.
I timidly entered the salon and she brought us into the
back while she closed up in front. Finally we sat down
and Michelle started right in, "So J.J., I'm going to
help you fit into your new role. Cindy said you would
be a great candidate, how do you feel about it."
I was about to have a breakdown, Cindy gave me a
Valium, that she stole from her mother and told me to
relax. I was honest with Michelle that I was scared to
death and I had no idea how I was going to pull it off.
Cindy looked at me and said, "J.J., you don't give me
enough credit. Do you want to forget the whole thing
and have me take you back home to be a quitter!" She
seemed almost angry.
I didn't want to upset her and I didn't want to be a
quitter and said, "No, this is what I want." I think
the Valium was kicking in, because my knees stopped
shaking. Michelle said fine, lets get started.
She took me into the back and had me strip naked. I was
very self conscious as she looked me over. She covered
my torso with a smelly cream and had me wait about 20
minutes before taking a shower. The small amount of
hair that was on my body was gone. I was told to lie
down on a low table and she proceeded to wax my legs
and "bikini line", boy was that ruff. Cindy gave me a
pair of white cotton panties to wear and a kimono like
robe.
Michelle brought me into the main salon room and sat me
at one of the stations. Next she waxed my eyebrows and
used the electrolysis needle on my faint beard. She
said I needed a few more treatments (I didn't know it
was permanent) She then gave me a facial and removed
the small calluses from my feet.
I couldn't believe the process I was going through, but
the pill had done its job and I could feel no pain. I
was given a pedicure and saw that my toenails were now
pink. Michelle brought me over to the shampoo sink and
shampooed and conditioned my hair. She gave me a cut
that framed my face and proceeded to give me a perm. I
couldn't stand the smell of the perming solution, but
couldn't do much about it.
The perm was done and when she finished with the
styling and some highlighting, I wasn't allowed to
look. I think that Cindy thought that I would leave
right then and there. I insisted on seeing myself, but
Cindy convinced me that I wanted to wait until they
were done. Michelle then took me over to the
manicurists table and gave me tips and wraps and
several layers of polish as well, I protested when she
made the nails so long, so she filed them down to a
more conservative length and gave them another coat of
pink polish and a top coat.
Finally I was brought over to the Cosmetician area,
first, much against my protests, Michelle pierced my
ears. Cindy gave her the gold studs for me to wear.
She then started on my makeup. I asked her as calmly as
I could not to go too wild. She promised. I ended up
with a rather subdued look except for my eyes, where
she used lots of mascara. Cindy brought out the
overnight case that she had brought in and took out the
clothes she picked for me to wear. She had two outfits
chosen. The one which included the denim skirt, I
refused to wear. The other was a pair of jeans with a
blouse of white cotton with puffy sleeves, I said OK
and she proceeded to get me dressed.
She had me take off my panties and put on a flesh
colored g-string like garment that was quite elastic.
It pushed the last vestiges of my maleness up and
underneath me. I was then given a pair of white lacy
bikinis and a matching white bra. I had to wear an
elastic waist cincher to give me a little shape. It was
uncomfortable, but bearable. She gave me a pair of
silicone filled inserts used for mastectomy patients
that filled out my bra to a B-cup. It felt strange to
feel the additional weight on my chest, and they
jiggled when I moved. The blouse, I found out, was a
western style that buttoned on the bias and had a very
tailored taper.
Cindy gave me a pair of socks to wear, I thought to
myself, "Thank god she didn't want me to wear
stockings." I put the jeans on and they fit well. The
had a wide waistband and fit to show off my rear. The
jeans were baggy fit in the legs and tapered to the
ankle. The ankles had zippers and little bows at the
top of the zippers.
Cindy gave me the boots she bought for me. They were
short boots with a low heal and a little decoration at
the top. She handed me my new glasses, fastened a gold
chain with a little heart pendant around my neck and
gave me gold cuff bracelet to wear.
I turned around and looked in the mirror and almost
passed out. I was a GIRL! With my glasses on I looked a
little "book wormish", but I looked like the kind of
girl that if I took off my glasses, I could show real
promise. I couldn't believe it. I was actually excited,
this could really work. I didn't want to appear too
enthusiastic to Cindy, or she would probably make me
wear the skirt and heels, but I began to feel that this
wasn't going to be too bad after all.
My hair was not the BROWN it was before, but a cute
brunette with reddish highlights. The perm was still
kind of tight, but it framed my face nicely and
cascaded in curls down the back just above my
shoulders. I had cute bangs in the front. My eyes were
deep with a golden eye shadow and long black lashes. My
lips were a soft pink-coral color matching my nails.
They were full, almost pouty. My look was that of a
college coed. Cindy was very pleased with how I looked
and said, "Lets go out and celebrate!" I didn't know
about going out in public yet, but off we went.
We left the salon and Michele locked up. On the other
side of the mall was a restaurant that also had a small
nightclub. The drinking age was 18, and I was still 17
until next week. The last thing I needed was to get
proofed. Cindy noticed my hesitancy and said, "Don't
worry honey, we are only going to get something to
eat."
We went inside and were seated at a table. I noticed
how different women are treated in public places and I
liked it. We ordered salads and I ordered a Perrier.
Cindy ordered wine and was proofed, she was already 18
and I cringed when the waiter looked at me and thought
about asking for my proof as well. One of the things I
had not thought about in all of this was my voice. I
had a high squeaky voice for a guy, but for a girl, I
still didn't have the mannerisms down fully and thought
I would be a dead giveaway if I attempted to talk.
At first I whispered, almost feigning that I had lost
my voice. As I became more comfortable I spoke a little
clearer, but was still apprehensive. We finished dinner
and as I should of thought, Cindy wanted to go into the
nightclub. After pleading on my part, she relented.
We said our goodbyes to Michelle and were off to the
motel for the night. Cindy had picked a place about 50
miles up the interstate and we headed off. I found
myself thinking about my new existence and what was
happening to me as we drove along the highway, I had a
lot of things to think about. Cindy was playing the
stereo and a Carly Simon song came on. We found
ourselves singing along and I began to fall more and
more into the acceptance of my female role. I liked the
feeling I was getting, the acceptance by Cindy and the
fact that I was starting over as a girl.
When we finally got to the motel, Cindy went into the
office to check in. I waited by the car and came to the
realization all of a sudden that Cindy and I were going
to be sleeping in the same room. I felt stupid, because
we were going to be roommates at school, but it hadn't
occurred to me the fact that rooming together meant
sleeping together. (I'm a little airy sometimes).
Cindy came back to the car and we unpacked what we
needed and went into the room. The room was plain and
clean and I guess that's all that mattered. It was hot
because the air conditioning had not been turned on.
Cindy immediately striped down to her bra and panties.
What an incredible body she had. Her breasts were full
and pert. The tiny bikini was barely covering her
crotch. She was every 18 year old guys dream girl. She
sat on her bed, (there were double beds) and told me to
get comfortable.
Even though she saw me buck naked before, I still felt
self-conscious undressing in front of her. Finally I
too striped down to my bra and panties. Here we were
too young girls on their way to college.
It was almost 10:30 and it had been a long day. Cindy
had promised both her and my folks that we would call
when we got to school. Since we were supposed to be at
school tonight, we had to call. I felt strange talking
to my mother while wearing a bra, but soon got over it.
Finally after I finished the call and Cindy talked to
her parents, we got ready for the night. Cindy changed
into a very sheer white teddy and told me to go into
the bathroom to get ready while she put out my things
for the night. Cindy had me wash up, take off my makeup
and wear a lot of moisturizer the night. She had me put
on some perfumed dusting powder and when I had returned
to the bedroom, she had a pink baby doll set laid out
for me to wear.
I didn't want to get into the habit of wearing such
totally feminine things, she coerced me by becoming
very amorous and started telling me that she would make
me feel so good if I did what she said. I couldn't help
myself with such an offer and I put on the sexy nightie
and lay down on the bed. Cindy sat beside me and
started to tell me how glad she was that I wanted to go
along with her and be her girlfriend. She lit up a
joint and gave it to me.
I had never indulged before and coughed a little at
first then got into it. She stroked my hair and made me
feel better than I had in a long time. She got up and
pulled a small soft case out of her overnight bag and
placed it down on the bed next to me. Then she reached
over and dropped the spaghetti straps that held up the
top to my nightie.
She started to trace little circles around my hardening
nipples and then reached over and started sucking on
them. I was in heaven! While she played and sucked, she
said that I was a pretty girl and pretty girls who
allow themselves the pleasure of fulfilling themselves
as women, feel this kind of pleasure all the time.
Wouldn't it be wonderful if I were to attempt to be all
the woman I could be and feel these pleasures
regularly.
Feeling as I did right at that moment, it was hard to
deny that I was enjoying this experience immensely. She
said that normally she was not into "girls", but wanted
to show me the pleasures of being a woman. I wanted to
reciprocate, but she said that she was not a lesbian
and that her sexual desires as well as mine would soon
be fulfilled by the new men in our lives. I was totally
opposed to the notion, but caught up in the moment, did
not object.
Cindy reached down and pulled on the little ties that
held up my bikini bottoms. She pulled down the g-string
device that held my maleness in place and gently
started stroking my little "Clit", as she called it.
The sensations were fantastic.
As my pulse quicken and I began to shake, she stopped
momentarily and removed from her bag a small battery
operated vibrating rubber cock. She continued stroking
me while she touched the dildo to my cheek. She reached
over and kissed me and said, "Jennifer show me what
kind of woman you really are," and proceeded to feed me
the 8" long phallus.
I reluctantly sucked on it as she quickened the pace of
stroking me. My saliva that coated the cock, lubricated
it. Cindy took it out of my mouth and reached down and
slowly began to touch the rosebud of my ass with it as
she continued to stroke my "clit". She said that I
should learn what it would be like to have a man inside
of me.
Too caught up in the heat of the moment to protest, she
then slowly inserted the vibrating phallus into my
virgin "pussy". As she maneuvered the dildo, she
stroked me until I erupted into her hand. I collapsed,
exhausted. Too tired to object, she reached up and fed
me my own cum, saying, "Be a good girl Jen and lick it
all up, in time you will learn to love it, especially
when it comes from the right guy."
I was drained and tired and too wasted to be
argumentative about my sexual preferences. I fell
asleep in her arms and didn't awaken until the first
light.
***
Cindy had already awaken and dressed when I got up. She
was wearing a short white skirt, a cute red and white
top with straps and white bows at the shoulders, and
stockings with red flats. She laid out my clothes for
the day, after last night I could hardly protest. She
had set out a pair of pink and violet tropical pattern
shorts that had a tie waist and a matching blouse with
short cap sleeves. She also put out a matching pink bra
and bikini panty set and a pair of pantyhose.
I said to myself that there was no way she was getting
me into them. I went into the bathroom and took a
shower. I got out, dried off, wrapped the towel around
me and went back into the bedroom. Cindy sat me down at
the desk and proceeded to do my makeup. She was a
little more generous than Michelle and used a lot of
blush, a generous amount of mauve colored eye shadow
and a violet eye liner and mascara. She outlined my
lips with a dark pink lip pencil and filled in with a
frosted pink lipstick and blended them with the lip
brush.
When she was done, I was more feminine than I could
ever imagine. This was all happening too quickly. I got
a little nervous, but Cindy calmed me down. I put on my
"device" and slipped into the panties. The were seamed
to hug my derriere and were very lacy. The bra was very
lacy as well and very sheer. When she put the breast
forms in the cups of the bra, the "nipples" of the
forms pressed into the bra and were quite apparent.
Cindy loved the way I looked.
I protested greatly, but as everything seamed to have
gone in the last few days, she talked me into wearing
the pantyhose. They felt strange on my skin, but made
my legs look most feminine. I put on the shorts, they
were different than I first pictured them. They looked
like a skirt and tied in place, Cindy called them
"Diaper Shorts!". I wasn't too happy about this.
Although they were a cute pattern and had all sorts of
tropical flowers on them. I then put on the blouse and
buttoned the front. I then realized why Cindy didn't
have me wear the cincher. The blouse was a midriff. The
front also tied into a knot which, in combination with
my new found "breasts", made for a most feminine
figure. The nipples in the breast forms were clearly
visible through my blouse.
This was more than I could handle, I was about to
protest when Cindy said, "Jen dear, if your are going
to be my roommate, you are going to have to keep up
with me. In other words, I'm not living with a nerd! If
you don't like it we can stop right now, but I will do
nothing to help you and you can go back home and
explain why you look the way you do. I want you to feel
comfortable as a girl and to be able to be accepted by
my new friends at school. You are going to have to
loosen up. I wont force you all the time to wear sexy
feminine things, but sometimes its for your own good.
YOU HEAR ME?"
I heard her loud and clear and thought it was wise not
to show my displeasure. Which was particularly hard
when she brought out the next items for me to wear.
"Now Jennifer, put these on and get used to them."
They were a pair of 4" purple pumps. I was never going
to wear them, but the stern looks I was getting from
Cindy changed my mind. They were difficult to walk in
but after a few minutes of walking around. I got used
to taking short minced steps and was able to keep my
balance. I looked at myself in the full length mirror
behind the door and saw a sexy young woman staring back
at me. The top was very feminine and fitted. It had a
wide collar and was buttoned low.
My bra pushed what little flesh I had on my chest
together to show a slight bit of cleavage. My waist was
slim enough to get away with, although I new Cindy
wanted me to loose weight. The shorts were very sexy,
they tied at my waist and were high cut on the sides
where the flaps tied in place. My legs encased in the
stockings were quite shapely considering, even my knees
weren't too knobby. My calves were stretched by the
height of the heals and looked most sexy, especially
from behind where, if I must say so myself, I had a
really cute ass. Particularly elevated by the heals.
Cindy had me sit down and she tied a cute pink ribbon
around my hair and tied a bow at the top. She then
fastened my necklace with the heart pendant around my
neck and also put a matching bracelet with a little
dangling gold heart around my ankle. I was becoming a
provocative young woman! After everything was done, she
sprayed me with a generous dose of L'air du Temps and
we finished packing and were off. When we got into the
car, Cindy handed me a pair of purple sunglasses that
she had made up for me in my prescription. She used the
last of the money I had given her to pay for them. She
said I looked like a starlet!
It took us about 5 hours to reach State. I relaxed as
we rode down the highway and we talked, laughed and
sang the whole way. By the time we reached school, I
had become lots more comfortable with my appearance. I
even didn't mine all of the stares I was receiving from
the truckers as we drove along the highway. Cindy and I
smoked a joint at a stop we made along the way and I
was so relaxed that I actually found myself flirting
when they passed us by. When we reached the college,
Cindy drove over to the Administration building and met
with the guy she met in admissions.
After reluctantly promising to make a date with him for
the homecoming weekend if he did her this favor, he got
my papers changed and gave her a submission slip for
Jennifer Joyce Watson. She thanked him and we were off
to housing. At the housing office we were assigned to
the coed dorms on the south side of campus. Cindy was
hoping for the coed dorms, so was I because each room
had its own bathroom, thank God, we were in luck. We
went over to the dorms and found our room on the second
floor.
As we walked up the stairs, we met two guys that lived
down the hall, Don and Rob. They were most glad to meet
us, I could tell by the rise in their shorts, and
helped us bring up our stuff. Don was a freshman
football player and was huge, over 6'5" and had a
perfect body. Cindy almost had an orgasm thinking about
him on our hall. Rob was a lacrosse player, he was
about 6' and wore glasses. He had longer blonde hair
and was thin but muscular.
Cindy looked at me and then looked at Rob, back and
forth, I knew she was up to no good. After talking to
the guys for a while, Cindy and Don doing most of the
talking, Rob and I being more shy, Don asked Cindy to
go out with him on Friday night, she accepted and then
did the fateful act of saying, "Why don't we make it a
double date and Robbie can take Jenny."
My heart stopped! What was she doing. I was nervous
just talking to these guys, here she was setting me up
on a date. Rob was smiling and asked me out, I looked
back at Cindy and she was giving me the evil eye as if
to say, "You better say yes."
I looked down and then at Rob and said yes. It was
done. We said goodbye to the guys and settled into the
room. I was very quite and just went about unpacking my
things, pouting. Cindy came over to me, sat me down on
the bed and said, "J.J. you'll be fine, remember, you
must relax and accept who and what you are. Look at
you, you are a desirable girl. And you will be even
better.
"By the time we finish this year, you'll be wondering
what it was like to be a boy, and never wanting to know
again. You are going to love who you are, the thing
that are going to happen to you. If we can get your
body in shape and do a few other things, maybe you
could even become a cheerleader like me! Wouldn't that
be fun. I know everything will be alright. OK."
As apprehensive as I was, I knew I was going to have to
deal with this. I was in too deep right now and could
not get out. I took a deep breath and said, "Alright."
Cindy smiled and kissed my forehead. And said, "Honey,
lets go over to the field house, you can watch
Cheerleader practice and then we can get a drink." She
grabbed her workout stuff and we went over to the gym.
I sat up in the stands in the gym and watched the girls
practice. They were all so sexy and athletic.
Instead of thinking about them as I would have only a
few weeks ago, I was thinking differently. I wanted to
be one of them. I wanted to have a body like theirs I
wanted to look as good as they did, and thinking of the
meeting back at the dorm with the guys, I wanted to
attract men as they did. I really wanted to be a
complete woman. I loved how I looked, even though I had
protested so much, I was really getting into this. And
I was actually looking forward to Friday night and my
date with Robbie.
***
Over the next couple of days after Cindy and I arrived
at State, we got settled in. Cindy didn't push me to
hard over the first few days and seemed to let me
become more acclimated to my new role. We got set up
with Cafeteria passes, Student I.D.'s and all of that
other type of stuff. Cindy even got a copy of a fake
license correction form put through that changed the
name and gender on the state records that enabled me to
get a new Picture I.D. drivers license, although I got
so nervous at the Motor Vehicles office that I ended up
getting sick in the ladies room.
The way that I looked was like the majority of girls on
campus and Cindy was in the minority. I wore my "State"
sweats, jeans and loose shirts, just like most of the
girls in the dorm. Cindy was the one to wear the more
sexy and feminine clothes and was always needling me to
try some new make up or one of her new outfits. I was
starting to feel more secure and willing to go along
with this as I gained more confidence that I could fit
in, as long as I didn't have to try too much too soon.
Cindy seemed to recognize this and didn't push me too
hard. Classes started on Thursday morning and my
schedule was a killer.
I had 8:00 classes every morning but Fridays. Several
computer labs and one night course in information
science on Wednesday nights. All told I was carrying 20
credits, more than almost anyone in the dorm. I slowly
got to meet some of the other people in the dorms. Lori
and Megan were in the room next to us. Lori was a
nursing student and was a gorgeous brunette, she looked
much older and sophisticated than the other freshman
girls.
Megan was a partier, a little chunky and had wild
short, bleached blond hair. She wore really funky
clothes and made me laugh a lot. On the other side of
our room was Andrea and Christine. Andrea was a
business student and was not always the friendliest,
she seemed kind of aloof. Christine was a Computer
Sciences major, like me and was very quiet. Cindy said
Christine could be pretty if she tried more, I thought
that she was kind of pretty, Cindy said, "Jen your a
lot prettier than she is."
I was both happy and embarrassed to hear that. "Andrea
was just a bitch," and as Cindy would say, "Nobody
would bother looking at her anyway." Although I thought
she was very pretty, in a preppie sort of way. The
other side of the hall were mostly guys.
Don and Robbie lived on the one end of the hall, next
to them Fred and Salmi. Fred was the text book nerd! As
a matter of fact, as Cindy constantly reminds me, he
was a lot like what I was like. (Fred is a living
incentive for me to become a full fledged woman) Salmi
is your stereotype Indian, the type that you usually
find in 7-11's. He doesn't even attempt to break the
stereotype, even when everybody busts on him.
We've never seen the two guys next to them, Cindy
thinks their dead. It must be from smoking too much
grass, because the hall by their room reeks of it. Next
to them were Al and James. Al is a basketball player,
almost 6'6" and never is without a ball, I think it was
part of him at birth. James is a drama major and James
is where I have a little problem.
On Tuesday night, Cindy and I stayed up late watching
Casablanca. I was the only one in the world who had
never seen it before, according to Cindy. After the
movie was over it was after 2:00am and I was exhausted.
I fell fast asleep and started dreaming. In my dream, I
was kissing Rick goodbye at the airfield, when I looked
into his eyes, IT WAS JAMES I WAS KISSING! I woke up
with a start.
First, it was the first time I had ever dreamt I was a
girl. Second why James? He was a very good looking guy.
Cindy said he was too short, although anyone under 6'
was too short for Cindy, James was about 5'10". He
looks a lot like Kusak on L.A. Law. It scared me a
little to find myself acting this way. I guess some of
my actions are almost unreal these days, while others,
even dreams, are awaking me to the reality that I am
living a life of a girl.
Joan and Veronica are next to them and Joan is weird.
She is a delayed flower child or something, a real
throwback to the sixties. She is never in the dorms
anyway, she usually stays off campus with her Hippie
boyfriend. Veronica is a cheerleader with Cindy,
although I don't think they like each other, it's the
competitive thing you know. Veronica's boyfriend stays
over a lot.
Cindy and I laugh because they try to be so discrete
sneaking into the room at night. Veronica is a
screamer, in other words, when Jay, her boyfriend, is
screwing her, she screams out loud. Cindy says she
could wake the dead. Megan does a great Veronica
impression that has us all in stitches.
The last room at the end of the hall is the Japanese
guys, Yoshi and Hero. They are a story for another
time.
Anyway on Thursday I went to my classes. I had a
Freshman English class, English Lit. 101, with
Professor Jordan. He was an older professor who read
Shakespeare for the entire class period. A little hard
to take first thing in the morning. After that I had a
computer lab. This was way below my level, thank God
the grad student, Alan, recognized that I should be
doing more elevated work and talked Dr. Royce, Dean of
the Computer Sciences school, to allow me to take the
grad level lab next door. Alan is a little nerdy, but
kinda nice.
I was off in the early afternoon and had a Math lecture
from 4:00-5:30 then I was done for the day. Friday I
had classes from 10:00 to 4:00 straight through. It was
tough to get around. The campus is so big and the
buildings are not all in the same area, I have to take
the campus shuttle and its not always on time.
Friday classes were finished and when I got back to the
dorms, Cindy was in the room waiting for me. She was
bound and determined to get me dressed up for my date
that night. I convinced her to let me off the hook
because it was my first time. She said, "At least let
me make you look a little better." I said okay, and she
started in. I took a long hot shower and washed my
hair.
I got out and put on my short silk robe. My perm had
been loosening and began to look more naturally curly.
Cindy combed my hair back away from my face and started
in on my makeup. First I was given a dusting of scented
powder all over me. Then Cindy spent more time than
usual with my foundation, getting the look she wanted.
She then went to work on my eyes.
She spent some time plucking out some additional
eyebrow hairs, was that painful, until she got the arch
thin and high. A copper shadow and deep dark brown eye
liner and mascara in great quantities were put on my
eyes. She then outlined my lips far beyond their usual
outline in a red lip pencil and filled them in with
RED! Lipstick.
She said, "Jen dear, don't pout tonight. Robbie will
come in his pants thinking of what those sensational
lips of yours could do to him."
I blushed bright red with the thought and began to have
another anxiety attack until Cindy calmed me down. She
promised no more jokes. She filed and shaped my nails,
which had grown during the week. I had found them to be
a little difficult to use on the keyboard of the
computer, but not too bad. Cindy put on a matching red
nail polish on them and gave them two coats. My hands
were looking quite feminine when she was done. She then
did my hair and after a weeks supply of hair spray and
almost singing my head with the blow dryer she was
done.
My hair was full, high upsweep in the front, curls
framing my face and a cascade of curls down the back. I
looked in the mirror and another person was staring
back at me. A sexy voluptuous woman, ME! I couldn't get
over it, I was enjoying this. Cindy laid out my
underwear and I stopped dead in my tracks when I saw
what she laid out. A black bustier/corset, a pair of
black lacy bikini panties and black lace pantyhose. "No
Way" was I going to wear them. Cindy convinced me that
I needed the support of the bustier to hold me in. The
panties would not leave a panty line and the pantyhose
were to be worn because of the shoes she was having me
wear.
I reluctantly agreed and she helped me get dressed.
First I put on the bustier. It was boned and took a
little maneuvering to get me all into it. By the time
she was done, my waist was nipped in and the cups of
the bra were filled with my silicone inserts. Cindy
said, "We've got to figure out a way to fill you out
more naturally, I will have to see about that." I
wasn't paying much attention, I was just trying to
breathe from the corset. My device was put in place,
hiding my male anatomy and I pulled the panties up my
smooth legs. I then stepped into the pantyhose. They
were a pretty lace pattern and made my legs look so
sexy.
She wanted badly to get me into a skirt, that was
pushing it a little far, and settled on a pair of black
pleated slacks and a red, sleeveless, angora sweater
with a very wide neckline. I didn't realize until after
I was dressed that the top was to be worn off the
shoulders. That's why she had me wear the bustier. I
felt very exposed with my shoulders like that. Finally
I stepped into a pair of black kidskin pumps. They had
a 4" heel and bows at the back. The pants gathered
above the ankle, my feet looked so sexy with the lace
stockings in the high heals.
Cindy gave me a wide black leather belt with a bow on
the buckle and a matching purse. I'm still finding out
about things she bought for me. I wore a little gold
necklace with Cindy's ruby drop pendant and a gold
bracelet. Cindy got me to take out my gold studs and
wear large hoops that she had bought. They felt strange
on my ears. But in the mirror, WOW!!! I was all woman.
Cindy didn't let me wear my glasses, she said my eyes
were too pretty to ruin them.
She insisted that in the next week I be fitted for
contacts. I stood there looking at myself for almost
half an hour while Cindy finished getting dressed. She
wore a black mini-dress that was worn off the shoulder
just like me and the same black lace pantyhose and
black pumps as I had on. She liked them so much, she
bought two pairs. I looked much better than I could of
ever imagined, but Cindy was a total knockout. She
didn't wear a bra and it was quite obvious. I actually
found myself becoming jealous of her, I wanted so badly
at that moment to be able to look like her. I couldn't
believe what I was thinking.
We met the guys outside of the dorm. Rob was wearing
docksiders, chinos and a golf shirt, he looked so
preppie. Don wore his usual button down shirt and
jeans. We said hello and a rush of anxiety came over
me. I was going out on a date with a guy! I was so
nervous, my knees were knocking. I had never been on a
date before, even as a guy.
Who would have ever guessed that my first one would be
in high heels. Cindy asked Don to drive her car and Rob
and I got in the back seat. It was tight, Rob put his
arm back and it ended up around me. I was having a hard
time with this. We ended up going over to Chesters, a
local campus hangout. They had a band tonight and they
were going to start up after dinner.
We grabbed a table and Rob was quite gallant with me, I
began to relax a little and ordered a glass of white
wine. We started talking and I got more and more
relaxed. We ordered dinner and I was careful not to get
off my diet, Cindy was being very strict with me. By
the time dinner was over the band had set up and
started on a set of dance music. Cindy and Don got up
right away and Rob and I sat and made some small talk.
He was quite nice, I liked him. It got too loud to talk
and Rob wanted to dance, I tried to maneuver out of it,
but I couldn't.
The first time you dance in high heals is an
experience. I had a lot of difficulty, particularly
since I never danced in ANY shoes before, much less 4"
pumps. Robbie was very nice and bared with me. I was
glad when the set was over and we went back to the
table. As soon as I got there, I downed another glass
of wine. I was starting to feel no pain.
We talked some more and I drank some more, I was having
a good time. Robbie liked me and I liked him. He was
kinda cute. The band started up again and he pulled me
out onto the dance floor. They started with a slow set.
I was relaxed, but not this relaxed. They started
playing Always and Robbie pulled me close to him.
At first I was a little standoffish, but as the song
went on, I became a little more relaxed. I wrapped my
arms around his neck and rested my head on his
shoulder. He held me closer and his hands wandered to
my bottom. I felt him stiffen against me and it was a
little unsettling at first. I was exciting him, he
wanted me, AS A WOMAN! His hands caressed my rear and
he kissed me on the cheek.
I looked up to him and stared right into his eyes, I
was totally entranced by him. All of a sudden he pulled
me close and kissed me deeply. At first I did nothing,
then I resisted slightly and finally I found myself
kissing him back. We stopped when the song was over,
and just looked at each other. I was weak in the knees.
I just kissed this guy and liked it. What was happening
to me?
The next songs were party tunes, one after another. We
danced every one. By the time the band played Shout, I
was a wild woman, dancing like crazy. We were both
having such a great time I didn't want to stop. What a
night! Cindy came over to me and said we should go
powder our noses. I followed her to the ladies room and
we were like two giggling high school girls.
She wanted to know everything, all of the details. I
told her everything and she went crazy. She couldn't
believe that he kissed me the way he did and that he
seemed to like me so much. I had to break up our
conversation because I had to pee. I had too much wine
in me. When I went into the stall and maneuvered myself
into position, I thought to myself that pantyhose must
of been invented by a man, because no woman would have
invented something that would be so difficult to
maneuver in on the john. Anyway, I came out and fixed
my makeup, I need to replace a substantial amount of
lipstick. I found myself, with Cindy's help, to be
getting better and better at makeup.
When we returned to the guys, they had ordered us more
wine, I joked that we were being "plied with liquor",
Cindy thought that the comment, coming from me in
particular, was hysterical and laughed out loud. We
danced until closing and drove back over to the dorms.
Robbie put his arm around me and I sat close to him for
the ride home.
He was strong and made me feel so tiny under his arm.
He played with my hair and traced circles on my bare
shoulder. I was getting more and more excited and more
and more nervous at the same time. He wanted me and I
WANTED HIM!, but I know it could not happen. We got
back to the parking lot near the dorms and parked in
the back. Don and Cindy got right into it in the front
seat, kissing and hugging.
Robbie looked at me and touched my cheek. I couldn't
hold back and reached up and kissed him. Soon he had
pulled me on to his lap and we were sucking on each
others tongues and caressing each other. Robbie reached
down and put his hand on my right breast. I knew what
he wanted and as much as I wanted to at that moment, he
wasn't going to get it.
I pushed off him and whispered in his ear, "I'm not
going to give you all of the goods on our first date."
He was not as disappointed as I thought he would be and
asked if there was going to be another date. I said
that there would be if he asked me. So we made a date
for Saturday night.
I couldn't believe what I was doing, but I was enjoying
myself doing it. We got Cindy and Don to break it up in
the front seat and the guys brought us back to the
dorms. I thought I was going to be without a roommate
for the night, but Don and Robbie kissed Cindy and I
goodnight and said that they would see us tomorrow.
When we got back to the room, we both squealed out
loud. Cindy seemed as turned on by the fact that I was
making out with Robbie as she was by making out with
Don. I was finding out what it was like to be a woman.
I loved it. I had no idea how I was going to keep it
up, but at that point I tried not to think about it.
I felt so great, I even wore a sexy black lace baby
doll to bed instead of my usual night-shirt. Cindy and
I sat up and talked for another hour. She told me that
I should relax and let things happen. To my disbelief,
she thought that Robbie would like me no matter what
kind of girl I was. I never thought I would let him
find out. I fell asleep thinking about Robbie and how
much I wanted to feel him as a woman would.
But how I would make love to him?
***
The next morning was Saturday and Cindy and I slept in.
We got up around noon and already I was thinking about
our dates for that evening. I couldn't believe that a
guy was making me go so crazy. All I could think about
was him, what I was going to wear, where we were going,
what we were going to do, everything. I was a mess.
Cindy recommended that we go over to the mall to buy a
couple of new outfits for our date, I agreed and we got
ready to go. I threw on my normal loose jeans and
sweatshirt.
Cindy just shook her head and said, "I thought you were
into being a fox, not just some scabby looking nerdy
girl."
I didn't want to be thought of that way, and my mind
was so confused about everything that was happening
anyway, I got changed. I ended up wearing my tight
stone washed jeans, my black boots and a red and black
striped blouse. Cindy fixed my hair and helped me with
my make up. When she was all done, I looked dam good!
We grabbed our purses and headed over to the mall. The
first place we stopped was The Limited, I'm beginning
to love this store. They have great outfits.
I was looking around and all of a sudden, Cindy grabbed
my arm and brought me over to a rack where they were
having a sale on several different items. One in
particular was a black leather skirt that was half
price and my size. I looked at her and at first said no
way, before I knew it we were in the dressing room with
the skirt and three other items. Cindy said to me, "You
like Robbie, don't you?"
I said yes.
"And he likes you, right?"
I said, "Yea, I think so."
"So he'll like you even more in this skirt!"
I thought for a minute and said, "OK". Cindy said great
and I tried it on. The skirt was straight with a 18"
hem and a back slit. It was a good 4" above my knee
when I looked down. I ended up getting the skirt, but I
really didn't think I would wear it. The reality was,
that I liked being a girl, but on my own terms, not
Cindy's.
I decided that I would not hold back from trying to
look the best I could, but with the things that looked
right for me. I wanted to be feminine and sexy, without
looking flashy. Maybe someday I would go towards a
wilder more provocative look, but for now my tastes
seemed to be leaning towards eyelet and lace.
We went into several other stores and I began to
realize, more and more, that I really liked softer more
feminine looks, different than the tastes that Cindy
had. I actually bought a couple of longer fuller cotton
skirts and some pretty blouses to go with them. I
bought a beautiful lace blouse and skirt and a very
cute outfit of a billowy light blue skirt in a pretty
print and a matching blouse. It wasn't just a skirt,
more like a jumper, with wide shoulder straps that came
up from the waist. I ended up also buying another lacy
blouse that went with the outfit. I even bought a
couple of pairs of heals, a pair of flats and a pair of
cream colored high healed ankle boots with lots of
detailing. They were so pretty.
We went back to the dorms after a full afternoon of
shopping. It was almost 5:00pm and our dates were
picking us up at 7:30. We were going to a Country
Western party and hayride up in the mountains, Dan was
a real cowboy at heart and said he wouldn't miss this
annual event.
I took a quick shower and shaved my legs. I examined my
body and no matter how hard I tried, there is no way
that I could pull off fully being a girl with out some
major physical changes. What would happen if Robbie
really tried something, how could I explain if I was
"read". I began to get nervous again. Cindy calmed me
down and helped me with my make up and hair.
She said, "J.J. you look more like a girl than three
quarters of the women on campus, so stop your
fretting."
I felt better with her encouragement and felt if I was
going to continue to carry this off, I would have to be
the best looking girl I could. I wanted a softer look,
so I chose pinks and soft mauve eye shadow in my
makeup. I wore my hair pinned back on the sides and
brushed soft bangs in the front while I left a cascade
of curls down the back.
I felt so pretty that way. I decided to wear my new all
lace outfit. It was a beautiful cream colored lace with
tiny pink ribbons woven into the pattern. The blouse
was very fitted and had a Victorian waistline to it. I
needed to get myself ready to wear it. I wore my cream
colored satin and lace corset and had Cindy pull it
very tight. I still was not used to the constricting
feeling it gave me. I put the inserts into the bra cups
of the foundation garment and adjusted the shoulder
straps to fit properly. I adjusted the flesh colored g-
string that I wore to conceal my maleness.
For the first time, I wore soft ivory colored lace
stockings that I had bought and fastened them to the
garters of the corset. The feeling of the stockings
felt wonderful caressing my legs. I pulled a beautiful
pair of cream colored Vanity Fair panties up and
smoothed them into place. They were satiny with lace
trim and looked wonderful on me. I turned and Cindy
snapped a picture of me with her Polaroid. She said
that I looked like a Victorian lady at the boudoir. We
both giggled.
I put on the blouse. It had a sweetheart neckline with
lots of ruffles and lace. The bodice was all lace. It
had huge puffy sleeves with three button cuffs with
ruffles and pearl buttons down the back, Cindy had to
button me into it. I bought a single petti-slip to wear
with the skirt, it gave the skirt a little more
fullness. I put on the skirt and found that the drop
waist and lace detailing made me look oh so feminine.
The skirt came down way below my knees, but above my
ankles. The slip gave it a little fullness but not as
much as a petticoat would have, I love the feeling and
may have to buy a petticoat to go with it. I sat down
on the bed and stepped into my new boots, they were
high healed with a tie top in the front and came about
half way to my knees.
I stood and they were a little difficult to maneuver in
at first, but I soon got used to them. The outfit had
two matching ribbons of eyelet and lace with it. One
had a snap and a tab on it. Cindy took it and fastened
it around my neck and snapped the tab to the back of my
blouse. This gave me a high collared look with an open
bodice, I couldn't believe how femininely sensual it
looked.
The boning of the corset and the inserts that I was
wearing pressed the flesh of my chest together to give
me a most womanly form, openly displayed by the
provocative blouse. The other ribbon Cindy tied into a
bow in my hair and let the streamers trail down the
back. I put in a pair of pretty lace and pearl bow
earrings and a spray of my favorite perfume, L'air du
Temps, finished my look, I felt like a princess.
Cindy got dressed in more of her own style. She wore a
denim mini skirt and a western style blouse with lots
of rhinestones and tassels and a denim jacket with a
studded western pattern on the back. Her western styled
boots completed the outfit, and although, as always,
she was a knockout, I felt that I was a little more
alluring, for the first time, than even she was this
night. I did some last minute touch-ups on my makeup
and we went down to meet the guys. Don kissed Cindy
hello, I got the feeling that he had big plans for the
evening with her.
Robbie saw me and stopped dead in his tracks. He
couldn't get his eyes off of me. I blushed when he said
I was beautiful. He said to me, "Jenn, let me get a
good look at you." I pirouetted around for him and my
skirt swirled as I moved. He pulled me to him and gave
me a big kiss.
I was startled at first and then felt myself melt in
his arms. It was obvious he was glad to see me as I
could feel his hard cock against my feminized crotch.
This was going to be difficult. I loved how feminine I
felt and I wanted to be with Robbie, I just don't know
if he would want to be with me if he knew what kind of
girl I was.
We hopped into the car and headed up to the mountains
to go to the party. When we got there, there were a lot
of people, all singing and dancing and having a great
old time. They were cooking steaks on an open fire, Don
and Robbie grabbed some big ones and got some for Cindy
and me. My corset was so tight, I couldn't eat a thing.
I drank some beer, but quickly switched to wine, beer
doesn't agree with me.
Robbie and I danced for what felt like hours. At
midnight, we had an old fashioned hayride. Robbie and I
lay back in the hay and sang along with the group and I
cuddled close to him. We kissed and hugged and I felt
more in love than I had ever had before. I couldn't
believe this was happening to me. When the hayride was
over, Robbie helped me down and helped me brush any of
the errant hay off my dress. There was a big bonfire to
finish the evening and I sat on Robbie's lap with my
head on his shoulder as we sang into the night.
Don lived not too far from here and what was to happen
next I couldn't have imagined in my wildest dreams. By
the time the bonfire was over, we had all had a lot to
drink. Especially Cindy, who was almost out on her
feet. Don and Robbie carried Cindy and I over to the
car and started to drive home.
Robbie and I were cuddled up in the back seat and I
didn't notice that we were not heading home. We stopped
at a place that looked to be a campground. It had
several small cabins on the property and was deserted.
Don got out of the car and carried Cindy, semi-
conscious, into one of the cabins. Robbie picked me up
out of the car and started to take me into one of the
other cabins.
All of a sudden, I realized what was happening to me. A
shot of adrenalin moved through me as I had never felt
before. I pushed myself out of Robbie's arms just after
we entered the cabin and fell to the floor. Robbie
closed the door behind us and knelt down beside me. I
was shivering with fear about what was going to happen.
Robbie, always the gentleman, helped me up and let me
sit on the edge of the bed. I sat staring at the floor
motionless, thinking about what was going to happen to
me. Robbie went over to the fireplace and started a
fire. It was cold in the early morning air and the fire
took the chill out of the room. He came over to me and
knelt down beside me on the floor by the bed and said,
"J.J., don't be afraid, I know all about you."
Another shot went through my body, "What had he said?"
I thought to myself as I looked into his face.
"J.J., I know who you are and what you are and its
okay. I want you more than anything."
This couldn't be happening, I can't believe what he was
saying.
"Jennifer, I figured out after our first date. You
didn't have all of the equipment in the right place, so
to say. But I'm different than most of the guys. Don
would kill me if he heard me talking this way, but you
really turn me on. I thought I was gay... well not
really gay, but bi. This summer I met a female
impersonator at the beach.
"He... I mean she worked in a club near the boardwalk.
I was incredibly turned on by her. I couldn't get her
out of my mind. Then I met you. You are even better. I
can't believe how feminine you are. If I hadn't felt
your body next to mine, I never would of suspected.
Cindy caught me looking at you on our last date. When I
turned my head to look at her, she smiled and winked at
me with a knowing look. She knew I knew about you!"
This is incredible. No wonder Cindy didn't try to stop
my relationship with Robbie and said that he would like
me no matter what kind of girl I was. I put my arms
around Robbie and hugged him to me. We kissed
passionately our bodies locked in a lustful embrace.
The light of the fire bathing our bodies in a warm
glow. I stepped back from him and stepped out of my
petti-slip. The glow of the fire illuminating the sheer
lace dress I was wearing making my feminine form quite
apparent through the gossamer fabric. Robbie unbuttoned
my blouse and I unbuttoned my skirt and I threw them
over the chair.
I stood there in front of him, with one lace ribbon in
my hair and another around my dainty neck. Here I was
wearing a heavily boned and laced, very sexy, satin and
lace corset, matching French cut panties. The garters
from the corset were holding ivory colored lace, seamed
stockings and I was wearing high healed, cream colored
ankle boots around my lace covered legs.
I stood in front of him, a seductive young virgin
waiting and wanting to be taken by her man. He pulled
me to him in front of the fire and we stood on a fur
throw by the hearth. He kissed me deeply, holding me
close to him. I knew what to do, what I wanted to do.
I fell to my knees and loosened his belt and his pants.
I pulled down his shorts and his rigid cock sprung to
attention. It looked huge in front of my face like
that. I thought to myself about when I was a young boy
and that I never, throughout my life, was completely
sure of myself. I always thought that I was miscast and
I was never going to be the kind of person I wanted to
become. At this moment, that was no longer true.
I was a woman and wanted more than anything to please
my man right at this moment. I reached up and kissed
the end of his cock, then slowly licked the long shaft
to the base of his balls. It felt wonderful on my
tongue. I licked it all over and finally took the cock
into my mouth. I slowly started sucking the massive
member. I could feel Robbie start to pulse to my
rhythm. As he started to move, I reached up and held
the muscular cheeks of his ass while he continued to
pump his hardness deep into my mouth.
I had difficulty breathing until my throat relaxed and
then I felt him go deeper and deeper until he felt
totally buried inside of me. He grabbed my head and
pulled me to him, his cock half way down my throat. I
could barely help from choking as I felt the turgid rod
begin to pulse and then erupt with warm creamy fluid.
What once I thought would totally repulse me was now
one of my most cherished acts. I could not swallow all
of the overflow and some came out of my mouth. Robbie
wiped my chin and fed me the balance of the nectar
which I licked lustfully from his fingers. I wanted him
now more than ever. He reached down and removed my
panties and the g-string holding in my maleness. Robbie
seemed captivated to be making love to a beautiful
woman with a cock.
He turned me over on my knees and elbows, giving me a
pillow from the chair to hold onto. He got behind me
and started rubbing and licking the tight little
rosebud of my derriere that was to become my "pussy".
His cock still had some of his cum on it as he slowly
started to enter me.
The pain, at first, was almost unbearable. He slowly
entered me until the head of his cock was immersed in
my backside. As the pain subsided, he inched the stiff
rod into my bottom until he had more freedom of motion.
I began to go from pain to pleasure as he started
pumping his manhood deep inside of me. I was being
taken as a woman. I could feel his balls slapping on my
ass as he drove into my new "pussy".
I responded to his pulsations and could feel him
stiffen as he came again, filling me with a warmth I
couldn't have imagined. I came as well and we collapsed
into each others arms. In the morning I awoke with
Robbie holding me. He had pulled a blanket over us to
keep out the night chill. I heard some rustling outside
and got up to see Don out by the car.
I quickly got up and went into the bathroom to get
fixed up. Thank God the water was turned on so that I
could wash and fix myself before we left. I heard Don
bang on the door and Robbie must of awakened with a
start, not wanting his buddy to see him with me in all
of my glory, if you know what I mean. I came out, all
patched up from our nighttime activities and kissed
Robbie on the cheek. He picked up his stuff and went
out to the car.
Both Cindy and I were hysterical, laughing when we saw
each other, because we both were having, quite
apparently, a hard time walking. The guys got their
macho kick out of their conquests and laughed along
with us, not that we were complaining. I lay next to
Robbie all the way back to campus. He kissed my
forehead, played with my hair and held me close the
whole way.
I am now his girl friend and I can't wait for him to
make love to me again.
The End
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with
others outside a monogamous relationship. But it isn't
okay to *HAVE* unprotected sex with people other than
a trusted partner. 4-million people around the world
contract HIV every year. You only have one body per
lifetime, so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 50