Date: Tue, 22 Jun 2010 21:36:33 -0700 (PDT)
From: Natalie Loving <natlovmaid@yahoo.com>
Subject: Becoming Natalie at College

 I just arrived at the university; this was going to be my first time away
from home. I had just graduated from high school that spring before. I
drove around campus looking for my new home at the freshmen dormitory. When
I found the place I grab one of my bags from the car and headed in looking
for my room. This is where I would meet my wonderful room mate Neal for the
first time.

  When I entered my dorm room I found my room mate just lying on the bed
staring at the ceiling. I entered the room and introduced myself and this
is when I learned my new room mate's name. Neal from what I could tell is
about six foot two or three inches tall and looked about two hundred and
twenty pounds in weight. His arms and legs were quite muscular, and for a
guy quite good looking. He jumped off the bed and offered to show me the
room and wanted to know if I needed help with the rest of my bags. I
accepted his offer of help to get the rest of my bags. I found Neal to be
very polite and gentlemanly. Then we headed out picked up the rest of my
bags and soon returned back to the room. He explained to me he was here as
a walk-on and only on the practice squad for the football team. That is why
he was living in the freshmen dorm but not with the team. He was hoping to
make the team but as of this time the practice squad would have to do. Neal
said he was hungry so we headed off to the dinning hall together to get
something to eat.

  We sat and ate dinner together telling a little about ourselves. Neal
wanted to know if I had a girlfriend, to which I told him I broke up with
mine sometime after high school. I asked him about his girlfriend scene,
where he said he was shy around girls and never really had a girlfriend. We
both agreed that it should be easy to find plenty of girls in college. We
finished dinner and headed back to our room. We chatted more about where we
were from and such, when I said I should get a shower in before going to
bed. I stripped down to just shorts and grab a towel, that's when Neal
noticed I was completely shaved. I explained to him my last girlfriend just
loved me hairless so I kept it that way. Neal then took his shirt off and
showed me he was hairless also. Then he said hold on since he needed a
shower also.

  So the first week went by going to class doing homework and trying not to
be bored to death. Late in the afternoon I would have the room all to
myself as Neal was at football practice. Then on Friday when Neal had
finished practice he returned to the room and announced that we were going
to a small party that night. We ate dinner and got dressed and walked just
off campus to the small party. When we arrived I felt out of place since I
did not know anyone there. Neal introduced me to some of his friends and a
girl he knew quite well from high school. We all drank heavily that
night. I tried to pick up some of the few girls that were there with no
luck at all. I had noticed Neal never really talked to any girls except
Jane his friend from high school. The party wound down, so Neal and I
headed back to our dorm room.

  Neal and I had made it back to the room, where we stayed up and had a
drunk'in conversation. Some where in the middle of this conversation Neal
wanted to tell me something and wanted me to never let anyone know what he
was about to tell me.  I made my promise to never tell a soul. That is when
he dropped a bomb telling me he was gay. With open mouth and stuttering I
asked him to repeat it again, as I could not believe this big football
player guy could be gay. He repeated it again and explained he knew he was
gay around the age of twelve but never acted on it till he was
seventeen. This is when I felt obliged to tell him about myself. I also
asked him to promise never to tell anyone. I told him about me loving to
dress up in girl's clothes especially nylons and had been doing it ever
since I was about eight years old. He was very curious about it, so I
explained how I would borrow my sister's clothes, who was two years older
than me, and jerk off while wearing her pantyhose. He asked if that was why
I shaved. I admitted it was partly because of the love of nylons but it
really was for a girl. With all that said he said he needed to get to
bed. We stripped out of our clothes and were ready to crawl in bed.

  Neal still standing there just in his underwear with a visible hard-on,
he wanted to know if he could ask me for a favor. He fumbled his words go
round around about how I should not take this the wrong way and he did not
want this to get in the way of us being friends. Neal wanting to be the
perfect gentlemen could not quite say want he wanted. I told him everything
would be o.k. and just go ahead and ask me. He still fumbled on about he
shouldn't ask but then he still did. Neal wanted to know if he could give
me a blow job. I was taken aback again just like when he dropped the bomb
about him being gay. He went on about that he had noticed that when I was
talking about me dressing up in my sister's clothes I became quite
aroused. I had to admit that I was aroused and was thinking to myself how I
was going to masturbate while he was in the room. I could not answer him
but he was persistent. Neal then came up with an idea to make it easier for
me. He then went to his draw and pulled out a bandana. He suggested that I
could be blind folded and we would not say a word. I then reluctantly
agreed to the blow job. I was quite nervous; I never thought of other boys
as a turn on, sure I experiment with myself tasting my own seed and played
with my own ass, but never fantasized about other boys.

  After agreeing to let Neal suck me off he took the bandana and tied it
around my head thus blind folding me. He guided me to sit on the edge of
the bed. I could now fell his warmth as he got down between my legs. I kept
fighting it in my mind about letting Neal suck me, but I think the alcohol
and I being so horny I let him go on. Neal then put his two fingers in the
waist band of my underwear, were I sat up to helping him with sliding them
off. Next he very gently grabbed the base of my cock with one hand. With
his thumb he circled the sensitive part just below the head. With the other
had he gently massaged my balls. I was starting to come around not caring
that this was Neal who was touching me. Then I could feel his breath near
my cock as he slowly lowered his warm mouth around my cock head. Neal had
his lips around the head of my shaft now using his tongue in place of his
thumb. When I started lifting my hips up trying to insert my cock deeper in
his mouth, Neal held the base of my cock in place as he engulfed me
wholly. I could feel him take me in and out of his mouth slowly at first
then he began bobbing up and down faster. With his hand at the base of my
cock he began jerking me while still sucking with his warm wet mouth. I
moaned I was about to cum which then Neal jerked and sucked as fast as he
could. I shot my first load down his throat but he never backed away, he
just kept on going milking me for all I was worth. When he drained me I put
a hand on his head to make him stop as I was getting very sensitive. I then
starting realizing again that this was a guy and pulled back, I then told
him I was sorry as it shocked me and don't take offence. He was very
understanding as he said he did the same thing his first time. He excused
himself from the dorm room to which I had fallen asleep before he returned.


  I found myself all alone in our room that Saturday morning. It was late
morning about ten o'clock when I awoke. Neal was gone to football practice
and would not return till late afternoon. As I lay in bed I began getting
horny thinking about Neal sucking me and me wanting to be dressed as a
girl. I pictured both things as I masturbated myself to an orgasm. I then
headed off to the library to start a research paper for class. All day I
could not keep myself from thinking about what happened the night
before. It was late afternoon so I finished what I could at the library and
headed back to the dorm room. When entered the room I found a note and a
surprise for me lying on my bed. The surprise was two pair of thigh high
stockings, one black and one suntan in color, sitting under the note. The
note was from Neal. It read in short that he hoped what happened last night
would not come between us, and the stockings were for me since I was so
passionate when I spoke of wearing them he had to get them for me. I was
taken aback thinking what a gentlemen Neal was to do such a thing. The
first thing I did was take the stockings out of their packages and tried
them on.


  I sat there in the dorm room working on more class work at the desk when
Neal came in. He wanted to know if there was going to any problem between
us because of last night. I reassured him that it was nothing and also
thanked him for the gift. I then became curious why he had bought thigh
highs instead of just pantyhose; his reply was Jane said they would be much
sexier. I asked him about what we had said the night before about not
telling anyone about our little secrets. He explained that he knew Jane
since before high school and she was the only other person that knew he was
gay. In fact it was Jane that had hooked him up with his first
experience. Neal said he was sorry if he had done anything wrong and he
would do anything to make up for it. With that I swung my feet out from
under the desk and slipped of my shoes. I showed him that I was already
wearing a the pair of stockings he bought me. Then I told him the stockings
that he got me were making me really horny and he could make up for it by
giving me another blow job. Neal smiled and went for the bandana. I told
him I did not need it this time as the nylons I was wearing made me so hard
I was willing to do anything while in them.


  Neal kept smiling as I stood up and removed my pants. I stood there just
in a tee shirt and in the pair of black thigh high stockings he had gotten
for me. The stockings felt great on my feet as I walked toward him across
the bare floor. When I had reached him Neal lowered down to his knees to
start sucking me off. He was wonderful blowing me and now this time running
a hand up and down a stocking clad leg. I came in his mouth with a load so
big I could hear him choke it down. Neal wiped his mouth as he got up and
was about to excuse himself again from the room. I asked him to wait and
wanted to know where he was going. He told me he was going to the dorm
showers to get himself off. I asked him to stay as I wanted to watch him
self masturbate. He was a little reluctant but agreed to stay. I sat back
down at the desk chair, crossed my legs at the knees and pumped one foot up
and down getting ready to see my roommate jerk off in front off me. Neal
lowered his pants and underwear exposing an enormous cock. His cock was
thick, cut, and must have been ten inches long. He took it in one hand and
began stroking it right in front of me. I watched him jerk his cock and
began to get horny all over again. I myself spread my legs to play with my
own cock as I watched him. I could see Neal was now really getting into
it. I began to think to myself what it would be like to take a cock in my
mouth and have it shot hot cum down my throat. I got passed the curiosity
stage and got up off the chair. I walked right up to Neal, where he did not
see me because his eyes were closed. When he sensed I was near by he open
his eyes and looked into mine. He could see it in my face that I wanted to
suck him off, so he reached out with one hand and placed it on my
shoulder. His hand forced me down, so I got on my knees in front of
him. Neal's took his cock with the other hand and pointed straight into my
face. I leaned in opened my mouth and let it slid in. I never felt a cock
in my mouth before, it was silky smooth and warm. I then replaced Neal's
hand with mine, steadying his cock for my mouth to swallow it. I placed
another hand against his muscular thigh to steady me as I worked my mouth
and up and down his large shaft. I must have been doing well as I was soon
rewarded with a massive load of Neal's seed. I instinctively swallowed his
load enjoying the taste. The next few shots of Neal's cum I held in my
mouth as I wanted to savor it for a while. When I released his cock from my
mouth I could feel some of his seed run down my chin, so I wiped it up to
my lips were I showed him before I swallowed it all.


  After I had got back up off my knees Neal wanted to know how I like
giving blow jobs. I had to admit to him I never thought of sucking guys off
before but always wondered what it would be like. I told him when I dressed
as a girl I would sometime fantasies about being used as a girl would be
sexually but never thought of men as sexy. I told him about how I wanted to
be dominated by women and made to dress up as girl and made to perform
sexual acts with men as a punishment. With that he said I might like
Jane. I was curious why Jane. Neal explained Jane had several times used a
strap-on him anally and that she was into using it on a few other guys here
on campus. I asked him had he ever had anal sex with other men, he told me
about of the few times he had. I told him I wanted try it myself but only
dressed in girls clothes, as I did think wearing the stockings had made me
want to suck his cock. He totally understood and wanted to know if I would
be his first. I said I like the idea of being forced maybe we could get
Jane involved in this. Neal said that next time he ran into Jane he would
bring it up to her. He then asked me all this talk was getting him horny
again. I reply I was as well and suggest a 69 between us. Neal eagerly
agreed and then laid flat on his back in the bed. I then climbed on top of
him kneeling over his face aiming my cock toward his mouth and then leaned
down placing my face in his crotch. We sucked until we both came and fell
asleep together side by side.

   The whole next week Neal and I were like children in a candy shop,
sucking each other off every chance we got. Toward the end of the week Neal
said he spoke with Jane about me and how I liked to dress up as a girl. She
said she just love the idea of helping me with outfits and such. Neal said
we were to meet her at her place of work this Saturday at an hour before
closing. I wondered why she wanted to meet us there; then he explained she
worked at a department store. I was still curios why, then he said that is
were he had got the stockings and she was willing to help me purchase a few
things. I was now excited and almost kiss Neal. I thought better of it and
asked him if I could blow him instead.


 Saturday evening came I was just a total wreck thinking about me getting
my very own clothes for the first time. I drove us to the department store
were we meet Jane. Jane was an attractive girl, with blonde hair and blue
eyes. She was dressed in a short skirt, blouse, with black tights and
flats. She introduced her self saying she remembered me from the party a
few weeks back. She told us to look around a bit till she finished with a
customer that was waiting in the dressing room. The store was nearly dead;
it was about a half hour to closing time when Jane found us wondering
around the store. Jane said she was excited that I was into dressing as a
girl, and she joked about trying to get Neal to play dress up with her
before. She had me come with her near the dressing rooms as she wanted to
take some measurements. As she was doing this she mentioned that I had
great hips just like a girl. Jane believed it shouldn't be hard to find a
few things that should fit right in that area, but I needed to work on
getting some breasts. I was lead to one of the dressing rooms and made to
wait. Neal was to stay out side and play look out. Jane came back with a
few skirts and blouses that I should try on. I put them on loving every
minute of it but worrying in the back of my mind that I would be
caught. She waited for me to try the first skirt on; it was very short and
fit well around my hips and waist. I checked my look in the mirror and
loved the look of the skirt that she had picked out for me. She asked me to
step out of the dressing stall and let her see. She believed it was a good
look for me and wanted to see it with the blouse on that she gave me. I put
on the blouse and had a hard time buttoning it up since the buttons seemed
to be on the wrong side. I felt great in the short black skirt that fell
several inches below my ass, it was almost forum fitting and really made my
ass stand out. The blouse was satin, metallic copper in color, long sleeve,
trim at the mid section, and just long enough to touch the top of the
skirt. I showed Jane the whole outfit and she nodded her approval. I think
she was beginning to enjoy this as much as I was at this point. I tried on
a few more articles of clothing before she led me around to pick out pairs
of panties. We then moved on to bras trying out a few for proper fit. It
was getting late so we had to pass up on trying on some shoes but she said
we would come back during the week to a different shoe store that would
have more of a selection in my size. She said she would purchase the things
we picked out for me, so she could use her store discount and meet her back
at her place.

  Neal and I left the mall and I showed him my sweating palm telling how
excited I was about having my own clothes. He was truly excited for me
telling me when he saw me he thought I did make a very cute girl from far
away. He could not wait to see me after I had tried on some make up. I
asked him about what he meant by me in make up, he said he was sorry that
was suppose to be a surprise for me when we got to Jane's place. Since it
was already out of the bag, the whole story was, since Jane had learned
about me she wanted to fully make me up as a girl. He said she could not
stop talking about it the whole week. We reached Jane's apartment and
waited for her to arrive. When she pulled up Neal and I helped her with the
bags, she asked us not to peak in them as there was a surprise in one of
them. We rushed up to her apartment as I could not wait any longer.

  We entered Jane's apartment and carried all the bags to her bedroom. Jane
being a perfect host asked Neal and me if we wanted a beer. We both said
yes and Neal went to the kitchen to get us some beers. He came back and
said that there were only two left, so Jane ask him if he did not mind
going out to get more. Of course Neal says yes so I handed him my keys and
he headed out the door. Jane and I were now all alone in her bedroom, she
asked me to get undressed so she could get started making me over. I
stripped down just to my underwear, but she said to take those off also. I
now stood there with a huge erection and embarrassed look on my face trying
to hide my hard on with my hands. Jane reaches into the bag and wanted me
to close my eyes and hold out a hand as she wanted to give me my surprise
now. I closed my eyes and held out a hand, I felt her place a lacy piece of
material in my shaking hand. She said for me to open my eyes that's when I
saw she had placed a garter belt in my hand. I took it and held it up with
both hands admiring it and asked her to help me put it on. She took it from
me and stepped behind me; she wrapped the garter belt around my waist and
hooked it in the back. She slapped my ass then went to grab a pair of black
shear stocking from the bags. She handed them to me; which I took at sat on
the edge of the bed to slide each one on. I thought my hard on would brake
in half as I was really turned on now. Jane helped attach the straps in the
back as I did the ones in front. She then reached in and pulled out a pair
of panties for me. The black panties with pink trim could not cover the
head of my erect penis but held it tight against me. Jane then had me look
at myself in the mirror; I could almost cum without touching myself
standing there in the all black ensemble.

  Jane brought me back to reality as she said we needed to do my make up. I
pretended to act surprised as Neal had told me this already. She lead me to
her bathroom were all her make up and stuff were spread all over the
counter. She pinned my hair back with couple of bobby pins and applied
foundation. Next she did my eyes with liner, massacre, and then eye
shadow. I then received rouge for my checks and lipstick on my lips. Jane
said she could not believe it herself that I transformed into a very
convincing girl and said for me to take a look myself. When I did my hard
on came back in full force as even I was convinced I looked like a
girl. Jane then tried to do something with my hair but it still looked a
little boyish so she just moosed it up and gave it a wet look. Around this
time Neal had come back with the beer. Jane told him not to come in as we
were almost ready and wanted it to be a surprise. Jane and talked a bit
while she retouch her make up and hair telling me that she thinks Neal has
a crush on me. I told how I felt about the matter and could not see myself
falling for a guy. I explained about when I dressed up in the stockings
that Neal had bought me my desire was for his cock not him. She asked me
not to lead him on and for me to explain it to him as she didn't want me to
break his heart. I agreed and we went back to her bedroom in order for me
to finishing dressing.


  Back in the bedroom I put on the black skirt and copper blouse I first
tried on in the store. Jane said what a slut I looked like because you
could see just enough of the stocking tops under my skirt. She surprised me
again as she leaned in and kissed me fully on the lips. I asked what the
kiss was for; her reply was why not she always wanted to kiss another
girl. We exited the bedroom to find Neal. I just loved the feel of the
whole outfit especially my stocking feet against the carpet. We found Neal
downing a beer at the dinning room table. He looked my way and did a double
take when he saw me. He could not believe it was me. I thanked him and
asked what did a girl have to do to get a beer. With that he got up and got
Jane and me a beer from the refrigerator. We sat and chatted at the table
for awhile. Our conversations lead into some sexual talk where Jane got up
and whispered in my ear. Jane wanted to know if I would like to give Neal a
blow job while she watched. I nodded yes then downed my beer and proceced
to get up off my chair. I walked over to Neal and stood next to him looking
him in the eye. He turned in his chair to face me not knowing what was
going to happen. When he was facing me I got down on my knees and reach for
his pants. He protested that we shouldn't do it front of Jane. Then Jane
said it was her idea and she wanted to watch. Neal relented and let me
continue. I got his pants and underwear off and began blowing him. While I
was still going to town on Neal's cock Jane said that I should be fucked
like a real girl. I stopped blowing Neal and asked want she meant. She
wanted to know if it still held true what I had told Neal about letting him
fuck me when I dressed as a girl. I told them both that I still would like
it if Neal did not mind. Jane then suggested we all take it to the bedroom.

  When we got to the bedroom Jane brought up the fact that Neal would
surely be to big for my virgin hole and suggest that I could use some
loosing up. She went over to her dresser draw and pulled out a strap-on
dildo and some lube. She said it would be better if I got on the bed
kneeing and place my face in the pillows. I crawled in bed hiked my skirt
up and took my panties off tossing them to Neal. I then knelt and bent over
with my ass high in the air. I wondered how my ass must have looked
sticking in the air framed by the garter belt and stockings. I craned my
head around were I could see Jane stripping and putting on the strap-on. I
felt her crawl into bed with me and then stick a cold lube finger against
my hole. She worked the finger in telling my to relax. I moaned as she then
entered me up to a knuckle. She then worked herself in between my legs and
grabbed my hips holding on to me. I felt the head of the dildo press up
against my tight hole. Jane applied slight pressure and the head of the
dildo entered me. There was some pain but she stopped sensing it because I
had moved forward a bit. She waited till I relaxed then pushed it in
deeper. Jane wanted to know how it felt which I answered that it felt
good. She the began fucking me slowly at first being carful each time I
would tighten up. I started to learn how to control my muscles and stayed
relax. In no time she was fucking me with ease. When she was satisfied,
being that I was ready to take Neal, she pulled out. I felt her leave the
bed and then felt Neal's heavy weight climb on. He got in behind me and
carefully placed his cock head against me. I moaned and tried to relax as I
now pushed against his cock wanting him inside me. As his cock slid in I
could fell the difference between the fake cock and his. Neal's cock was
much bigger and warm. I rocked back and forth loving ever inch that entered
my virgin whole. I did then push back to far up his long cock that it hurt
going in so deep. Neal waited for me again till I was ready and start
fucking me trying not to let me go far that I would hurt myself again. When
we got a rhythm down I started to feel like I could cum. Neal's long length
was hitting the prostrate glad causing me to leak cum and it felt like I
was about to orgasm. He fucked me harder and faster until he exploded deep
in my ass. He stayed in me until he became semi-soft then pulled out. I
could not believe how much I wanted him back inside me. I lay there
catching my breath were Neal lean down and kissed me to which I kissed him
back.

  I was still on the bed and now had rolled over on my back. Neal had left
and it was just me and Jane in the bedroom. She then crawled in the bed
with me and swung one leg over straddling me about the waist. She leaned
down and we started kissing passionately. Her next move was to reach back
and grab my cock so she could guide it into her pussy. Her tight box felt
great as she sat down on it. Jane was wet already, most likely from
watching me getting fucked by Neal. With only a few times of her rising and
lower on my hard cock it was lubed enough for her to ride it like a
cowgirl. I started by holding her hips pacing with her as she bounced up
and down on my shaft. I then reached up and squeezed her hard nipples. She
started moaning god saying yes and oh yeah a lot increasing in volume as
she rode on. I then closed my eye picturing me getting fucked up the ass by
Neal while she was riding me. Then in no time at all she exclaimed she was
cumming. She ground her pussy hard against me getting herself off a few
more times. Jane then jumped off me and proceeded to suck me off. I shot
load of semen into her mouth to which she swallowed it all.


  After me and Jane had finished fucking we got dressed and went out in the
living room to find Neal. Neal was sitting in the recliner drinking a beer
and watching some television. Jane kissed him and sat on the couch with
me. We tried to ask Neal if anything was wrong but he insisted he was
alright. Jane went and got her and me a beer and came back to the couch to
which she then lay down and placed her head in my lap. Soon Jane feel
asleep and Neal and I watched more television not saying a word. I could
see Neal was getting tired so I woke Jane and told her Neal and me were
going to leave. She told no and that it was late we should crash here at
her place for the night. Neal and I agreed so Jane got us some pillows and
blankets and she went to bed as Neal and I slept in the living room. In the
morning Jane woke us and wanted to cook us breakfast we refused since Neal
seemed a little upset. Before we were about to leave Jane reminded me about
my new clothes. I followed her to her bedroom to get the bags. In bedroom
she reminded me that I should have a talk with Neal about what she said. I
told her I would have a talk with him as soon as we got to our dorm
room. Before we walked out of the bedroom Jane kissed me again and said she
wanted to see me soon. I wanted to know if she wanted to see me or the girl
me; she wanted to see both. On the drive back to the dorm Neal was still
quiet. When we entered the room I told Neal we should talk and he agreed. I
laid it all down that I was only in it for his cock and hoped he understood
that I wasn't into a relationship as two men. He agreed that he could not
see himself with a girl even though she was a guy. That was settled now
Jane and I had to tell him soon about us getting together.


  The next few days following that weekend Neal and I were not sexually
active. Ever day now when I was in the dorm room I would dress up as a girl
and when about campus I would wear panties and stockings under my
clothes. On Tuesday I did go out with Jane shoe shopping. She helped me
find a couple of pair of new shoes, one very sexy five inch high pumps and
some flats for everyday. That night when I came back from shoe shopping I
was really horny. I asked Neal if he would like to see my new shoes. He
said yes so I put on the five inch high heels for him. I was already
wearing some thigh high stocking and panties when I tried them on for
him. I walked around the room showing them off along with my huge hard
on. I could tell Neal was getting excited so I walked up to him and sat in
his lap and put my arms around him. He put his arms around me and told me
he was sorry for being so upset before. I explained that I understood and
everything was o.k.... I let him know that the entire time shoe shopping
and even now showing off the shoes had made me extremely horny. He only
could answer with an "oh really". With that said I tried my best at giving
him a lap dance. With Neal sitting in one of the desk chairs; I sat
straddling him across his thighs facing him. I simulated riding him and
could see he was getting turned on. I got up and turned around and began
pumping my ass up and down into his crotch. He grabbed me by the hips and
whispered in my ear that if I kept it up I might get ten inches stuck
inside of me. I got up off of him turned around and got down in front of
him. I reached in and helped him to fully remove his pants. He tried to
stand up but I playfully pushed him back down. When he was sitting back
down I went and got something to lube his cock with. When I had found some
lotion I had got down between his legs and proceeded to jerk him off. I
then stood up and handed him the lotion where he put some in his hand but
when he reach for my cock I gave him a no signal with my finger and turned
around. I then sexually lower my panties and step out of them, then tossed
them to Neal. He took the hint and lubed my hole. When he finished I back
up to him and reach around and found his cock. I was having a hard time
keeping my balance, so Neal moved my hand away from his cock and lined
himself up with his hand to my hole. I then place both hands on his thighs
and sat down on his enormous rod. Wow it felt great having his cock in my
ass again I raised and lowered myself on his cock slowly savoring the
feeling of being fucked. I then kicked off my shoes and put my stocking
feet up on his knees. Neal then grabbed my hips with his big hands around
my waist he began moving me up and down in his rhythm. He then stopped and
lifted me off his cock. I turned around to face him but before I could ask
why he stopped he let me know we needed a new position as he was getting
worn out. Neal stood up and step up to the desk he swiped it clear of the
clutter that was on top of it. He then face me put his big hands around my
waist and helped me to sit on the desk. After I was set upon the desk I lay
flat on my back with my ass just on the edge of it. Neal stepped in between
my leg and placed his hands behind my knees. He than lift both legs up
above me where I place both feet on his big shoulders. Neal then guided his
tool back into my hole. He proceeded to fuck me in the ass as I now stroked
my cock. I paced myself not wanting to cum to soon as I wanted to try and
time it so Neal and I could cum together. When Neal would shove deep into
me I swear I could almost feel him hit my spine. He picked up the pace
fucking me faster and I could tell from his face he was about to cum. I
stroked my cock faster which made me tighten up around his cock. Neal
moaned and grunted as he released inside me. I then came myself when he
pushed deeper and grunted again shooting another load up inside of me. My
first shot hit well up on to my chest as the next few fell on my stomach
and pooled in my belly button. When Neal tried to pull out I dropped my
stocking clad legs around him and tried to push him back in. He gave in and
fell on top of me spent. After we regained our composer we went and took a
shower together in the communal dorm shower. Still wanting to be fucked, I
had later that night I crawled in bed with Neal and rode him like a cowgirl
like Jane had with me.


  The next day I meet up with Jane again and told her Neal and I had worked
things out. I even mentioned we were back on sexual terms again. She wanted
to know everything. She was glad for Neal and me and jokingly wanted to
know the next time he and I were going to have sex let her know so she
could watch. Before I left Jane she asked if I would be free Saturday to go
out with her. I was more than happy too and wondered when Neal and I should
pick her up. She told me she just wanted to see me. This made me even
happier as I was really infatuated with her at this point. I was to meet
her at her apartment around nine thirty and was to bring an outfit as we
both would be going out as girls. This had me a little worried. She said to
trust her and everything would be alright. Jane asked if she could get me
anything before then, I asked to get me some more black thigh highs as I
had ruined the last pair when Neal fucked me on the desk. We kissed
good-bye as we both had early classes the next morning.


  The day arrived of Jane's and mine date. I told Neal about it and he was
glad that both of us were getting close. He told me that there was a rumor
of him making the team and he would have to move out when that happened. I
wanted him to know how proud I was of him that he finally got a spot and
was sad that we would not be roommates anymore. He thanked me and asked me
to take care of Jane as she was like a big sister to him. I gathered my
clothes for the date that night and left Neal. I arrived at Jane's place to
already find her at home. I grabbed my stuff from the car and headed to her
door. Jane answered the door in just a bath robe. She looked hot with her
wet hair and gorgeous smile. I stepped in and we kissed deeply but she step
back took a breath and said we did not have time for that right now. She
took my hand and led me to the bedroom. She then tossed me my stockings
telling me to get dressed while she put on her make up. I stripped down to
my pink panties and put on the pair of black thigh high stockings. I
grabbed my matching bra and put that on as well. I then meet Jane in her
bathroom to start putting on make-up myself. We chatted as she finished
hers and then helped me with mine. We both looked great. After finishing up
with our make up and hair we went back to the bedroom to finish
dressing. She asked what I was going to wear so I showed her my outfit. The
short skirt was black with pink polka dots that fell at the middle of my
thighs when I put it on. Jane said she wished she had got that one for
herself and asked to borrow it sometime. Next I put on a pink forum fitting
blouse with sleeves that were made to end about the middle of the
forearm. The accessories came next; a thick black belt and black with pink
polka dot button earrings. I grabbed my five inch high heel pumps and
twirled around for her to see. She thought I looked great and went to her
closet and had me try on a sweater that matched the outfit along with a
purse. Jane got dressed herself, with matching bra, panties, and garter
belt; they were all in black and lace. Her black and lace patterned
stockings match the rest of her lingerie. Jane looked so sexy I wanted to
take her and run my hands all over her from head to toe. She the put on a
very cute sweeter dress, it was also black with a chocker collar and mid
forearm length sleeve. Jane then finished her outfit with shiny black,
spiked heeled, leather boots. Damn Jane was going to be one hot looking
date. Jane looked me over once more and brought up that I had no tits. She
went to her dresser draw and pulled out a pair of silicone falsies for me
to stuff my bra with. Now we were set to go out.

  We left here apartment where Jane drove us to a small out of the way
bar. From the out side it looked like a dive. I was a little worried that
it was some kind of biker bar. When we got in side it was not quite so, it
was clean and well kept. The music was loud playing dance music and when I
looked around there was a good mix of people. Most of the people I had seen
around campus before. Jane spotted an empty table and grabbed my hand to
lead me to it. When we sat down Jane waved the waitress over and ordered us
a couple off beers. Jane wanted to know what name she should call me as I
was most definitely looking like a girl now. I simply implied I did not
think of one, so she suggested that if she had a girl she would like to
name her Natalie. Natalie sounded good to me so we went with that. I made
sure I watched Jane on how she acted and sat trying to mimic her. After
awhile Jane noticed a guy she knew and asked him to join us at our table. I
kicked her under the table but she assured me there was nothing to worry
about. Jane then introduced her friend Kyle to me, I just nodded hello and
listened to the two of the chat. Jane then teased me by saying Kyle wanted
to know why he has never seen me before, here or on campus. I only answered
"studying" as I did not want my voice to give me away. Jane tried that
trick me several more time but each time I would only give one word
answers. Kyle then excused himself to use the bathroom. I nudged Jane
telling to stop doing that she only answered with fluttering eyes, trying
to look innocent, with a "what me?" When Kyle came back to the table he
stood next to me and asked me to dance. I nodded no but Jane spoke up and
kept insisting for me to go dance with him. Just my luck the music changed
to a slow song as we reached the floor. Kyle put his arms around me and
pulled me in close. I put my head over one of his shoulders so I could look
at Jane with a scold look on my face. I could see her laugh and then blow
me a kiss. It was tough trying not to be the lead in a dance since I was
never in this role before. Kyle's hands then found my ass to which I
grabbed them and put them back around my waist. I now had to fend him off
from pulling me in to close as I was starting to get a hard-on. Then not a
moment to soon Jane came up and cut in, but not excusing me she cut in on
Kyle. Now I had a full on hard-on when Jane first puts a hand on my ass
then shove me tight into her. She leaned in and wanted to know what I
thought of Kyle, I responded with I thought he was nice. She the asked me
if he was nice enough to blow. I leaned away from giving a look like what
did she mean. Then Jane told me why she came up and danced with me, it was
because she had noticed my tuck job started to bulge a bit. I think I
blushed, and then she took me by the hand and pulled me all the way to the
girl's bathroom. I wanted to know why she dragged us in there; she
explained that I needed little time for my hard-on to settle. While we
waited she came up with a plan that she was going to ask Kyle back to her
place with us, and when we got there I was to get him to let me give him a
blow job. Now if he wanted sex we were to tell him we were both on our
periods. I wanted to know what was going to be her part in all of this, so
she explained that she wanted to watch again. We had to change the subject
because what we were talking about did not help with my problem. When my
hard-on shrunk to as reasonable level we headed back out to find Kyle.


 We had another drink with Kyle at the table. Jane had whispered into my
ear that I should remove my shoe and rub his leg with my stocking foot. I
nodded no but she then pinched me hard until I kicked off a shoe. I looked
at her again and could see the look on her face telling me to do it. When I
then stuck my foot up his pant leg and ran my foot up and down his shin I
could see him adjust himself in the chair. That is when Jane asked him if
he would like to get out of here and join us for more drinks at her
place. Kyle more than willing agreed. We got up and left the bar Kyle
followed us to the parking lot were Jane told him to follow us. Kyle then
followed us to Jane's apartment. When we got in side Jane had Kyle go sit
on her couch. We both went to the kitchen to get some beers. Jane reminded
me I was to get him to let me give him a blow job were she would than ask
him to leave. We left the kitchen with the drinks, I was to sit next to
Kyle on the couch and she was going to take the recliner. I handed Kyle his
drink and sat down next to him. After I pounded down half the bottle of
beer I set my drink down. I then slipped off my shoes and curled my feet
under me and leaned against Kyle. He then adjusted his pants as I looked
down and could see he was hard. I than ran a hand up and down his thigh. He
than asked us both what we had in mind. Jane announced that I was into
giving head jobs if he did not mind getting one. Kyle not being shy set his
drink down and undid his pants, pulling down to his ankles. I then reach
over and grabbed his cock stroking it. When he laid his head back and
closed his eyes I put my lips to the head off his cock. I took my tongue
and licked the underside just below the head. I then got up off the couch
and got down between his legs so I could get better access to his little
five inch cock. Jane then got up out of her chair and sat down on the couch
so she could get a better look. I then went down on Kyle's cock taking it
all the way down his shaft. I looked up at Kyle but his eyes were still
closed and I looked at Jane she was just smiling. I bobbed my head up and
down Kyle's shaft the whole while looking at Jane. I could she Jane was
getting quite aroused so I sped thing along by jerking him off with a hand
while keeping my lips around his head. Then in no time at all he shot his
load in my mouth. I swallowed it all down milking ever drop from him. When
I had got up off the floor and walked straight into Jane's bedroom as I had
to hide the bulging hard-on that I had. Only after a few minutes Jane meet
me there and said that she sent Kyle on his way.


  Jane embraced me showing me how excited she was watching me give Kyle
head. We kissed and helped each other strip out of some of our clothes. We
both were just down to our lingerie with the exception of Jane still in her
boots. She sat down on the edge of the bed and started removing her
boots. I had got down on the floor and started helping her remove
them. When I removed one she put her tiny stocking clad foot on my pantied
covered cock and rubbed up and down. When I had removed her other boot I
gently massage her foot, even lifting it to kiss her toes. After massaging
the one foot she exchanged it for the other one where we both repeated the
process. Jane then soon got up and retrieved her strap-on dildo. She
stepped out of her panties and fastened it around her waist. I knew she was
hot from watching me give head, so I got down on my knees in front of
her. I took the dildo and started sucking her fake cock, all the while
looking up into her eyes. Her eyes and faced said she loved what I was
doing. Jane then reached down and put a hand on my chin asking to stop. She
then wanted to know in what position I wanted to be fucked in. Instead of
telling her I went and laid flat on my back on the bed. Jane crawled on the
bed with me. She got on top of me kissing me some more saying things about
how I was going to be fucked and what a good cocksucker I was. She reached
for my panties and pulled them off of me. I then lifted my legs and feet
into the air placing my knees close to my chest. Jane aimed the dildo for
my little button hole and eased it in. She pushed it all the way in and as
I kept my legs up and spread wide. I loved the look on her face as she
slowly fucked me. Jane soon picked up the pace as I started jerking my
tool. She soon had an orgasm as she fucked me in the ass hard. I again felt
like I could cum from her just fucking me, so I stopped jerking myself off
and just enjoyed the fucking I was getting. After Jane came once more she
collapsed on me and pulled out. She then wanted to see me ride her cock
like a cowgirl. With that we changed positions. I straddled her about her
waist facing her. I reach for the dildo and held it in place as I sat upon
it. I place my feet back under her legs enjoying the feel off nylons each
of us were wearing rubbing as I sat up and down on the phallic object. As I
rode Jane she reaches up and tried her best to stroke my cock as I was
really riding the dildo hard. It was no time at all before I came shooting
cum all over Jane's chest and stomach. I soon lifted myself off the thing
that was impelling me and lick my seed off of Jane. I then kissed her
letting her taste me from my mouth. We rested for awhile on the bed as we
were not done yet.


  Jane wanted to know if I was into bondage. I thought it would be fun as I
never had tried it before. I was left in the bed just in my stockings and
bra as she looked around the room for a few things to tie me up with. She
found scarves and old stockings to use. First she tied my hands together
behind my back. I then lay down as she tied my ankles together then at the
thighs. I lay helpless on my side as she stuffed her panties in my mouth
and tied it in place with one of the stockings. Jane said I looked hot as I
laid there as a helpless girl. She soon began rubbing her hands all over me
making sure not to touch my shaft. She felt up my ass and massaged my balls
making me squirm. The whole time telling me she loved watching her girl
give head and wanted to make me in to a cocksucking slut. I was getting a
raging hard-on now. Jane then rolled me on my stomach and starting spanking
my ass saying how it was her ass to fuck when ever she pleased. Jane then
pulled the dildo out of the strap and helped me to my knees. She was going
to try and massage my prostrate with it and see if she could make me cum
without touching my cock. I was told to moan loud when she had hit the
right spot. She slid the dildo in deep and then she worked it around till
she found the right place. When she did I did as asked and moaned for
her. Jane then twisted and pushed down toward my prostrate with tiny little
motions. She was causing me to begin to feel like I could pee but after
awhile it felt like I was on the verge of cumming. She kept this up until I
began to have semen leak out the head of my cock. She would take a finger
swipe up some semen and lick it off her finger. She began to pusher harder
into my prostrate and move it back and forth ever so slightly as fast as
she could causing me to moan with pleasure as well as leak out more
seed. Sensing I was not going to have a real orgasm with just the dildo in
my ass Jane gave me a reach around. My cock grew harder as she stroked. She
kept the dildo in my ass and worked it around the whole time she jerked
me. I soon came all over the bed. Jane had left the dildo in place deep
inside me as she helped turning me over on my back. Then she sat on my face
placing her wet hole up to my mouth. I lapped at her cunt as she bucked her
hips riding my face. I was squirming from the dildo in my ass not being
able to move much do to being tied up. Jane soon came from which I could
feel from her body quivering with orgasm. She got off my face and teased me
about leaving me tied up all night for her to use as she please, but she
soon untied me and let me up. We were both were tired and ready for
bed. Jane lent me one of her satin night gowns as she put on a teddy. We
were both soon fast asleep holding each other.

   Neal was invited to join the football team. I was left all alone in our
dorm room but shortly after Jane invited me to live with her. I now live at
her place only as a girl. Jane and I still go out a lot to pick up guys for
me to blow as she watches. Neal always visits and he and I on occasion
still have sex together. Jane has offered to help me get a part time job
with her so I have more money to pay for my clothes. She wants to see me
one day get real breast and watch me blow a long row of guys off in a row.
I am hoping for the second part real soon.