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Date: Sun, 27 Jun 2004 03:59:24 -0400
From: crisj <southerndixiegurl@hotmail.com>
Subject: A Strange Fall Day: First Meeting
This story involves Cross Dressing and some sexually
explicit material, if you are under the age to legally read
this in your area please go no further. If you are old
enough please enjoy. This story is totally fiction, any
names or actions are totally coincidental.
Its been a while since I have written a story. I hope
that this one will be of the same calibre as the others I
have written. I hope you enjoy. If you want to contact me
my email address is at the end of the story. Please no hate
mail. Enjoy Cris.
A Strange Fall Day: First Meeting
I have been thinking about this day for a while. I
cannot believe that it is really happening. My first date
with a guy who really likes me for who I really am. Ok so
you are probably wondering what this is all about well let
me begin with a little of my past. At a young age I started
dressing as a girl which would be all nice except that I am
a male. Well over the years I have tried everything in my
power to dress up and stay slim and grow my hair long much
to my parents dislikes. So I started going to the store
once I was old enough to drive and buying my own clothes
that I could have for my very own and no one would miss. I
started out with panties, bras, and then different outfits.
I did this for several years buying a little at a time.
When I got to college I wanted a place to myself whether is
be a dorm room or my own apartment. Well I had to start off
in a dorm room where this story really started to take
place.
It was a warm day in the fall and I was walking around
campus in a pair of shorts and shirt and under it I wore a
pair of panties. Well a guy came up behind me and
apparently saw what I was wearing. So he came up to me and
started talking to me. He introduced himself as Paul. Then
my heart sank as he said that he liked my panties. I
couldn't believe it, at first I thought that he was going to
do something to me and possibly hurt me but he didn't. He
seemed caring as he put his arm around my shoulder as we
were walking. He wanted to know more about me and what I am
doing. And also if I had any thing else to wear. I said I
did. I was curious as to why he was asking me all of these
things which I would find out later and so will you.
He asked me if I had lunch yet and I hadn't so he
invited me to a small restaurante on the edge of campus so
that we could talk. He told me that he was gay and had
wondered how he could be with a guy but look like he was
with a girl. I had all the characteristics that if I were
to go with him on a date I could pass as his girlfriend
instead of his boyfriend. Although I didn't consider myself
gay I did have a tendency to enjoy the male anatomy. Plus
this also gave me an opportunity to dress and be with
someone who knows what I am and would protect me. I thought
it would be fun and also go out dressed. He was a little
nervous to say the least. After eating I invited him back
to my room to show off for him. To which he accepted.
When we got back to my room I sat him down on my bed
and I sat next to him. I asked him what he thought about
guys who dress as girls. He gave me the answer what I
thought he would. He thought that even though that while
dressed he would know what is under my clothes and he
thought that he can kill two birds with one "girl". So he
asked me about when I started dressing and what I feel like
when I do dress. I told him that I started a long time ago
and what I did to get the clothes that I now have. I also
told him that I feel like another person when I am dressed
up, that I actually feel like a girl getting dressed in the
morning trying to look my best. He asked to see what else
that I had in my closet. I told him that I could put on a
small fashion show for him if he had the time. He did, so I
told him I would be back in a few after I had changed. I
first changed into a short denim dress that came down to
just above my knees. With a red shirt with a red bra with
matching panties. I also put in my false breasts that I had
only gotten about a month before.
Paul seemed to enjoy this first outfit and said that it
suited me. Although I wasn't wearing any make-up at the
time I still looked like a natural woman. He asked if I had
anything that I could go out on a casual dinner date and
then dancing. I said that I did, but I wanted to save it
for when he was ready to go out to give me time to get
ready. Before he left I gave him my number so he could call
when he was on his way to pick me up. On his way out the
door I gave him a quick peck on the cheek and said that I
would see him at Eight. And off he went to get himself
ready. I went back and picked out a black skirt that came
down to my knees with a white turtleneck blouse with short
no sleeves. I also chose a matching pair of black bra and
panties with garterbelt, hose and two inch black heels.
Once I had everything ready I went to take a bath with only
4 hours until the date I had to work fairly fast but wanted
to take my time. I then proceeded to shave my body while I
was in the soft suds of my bubble bath.
After spending an hour in the tub I took a short shower
to wash my hair to make it as soft and flowing as it can
get. I got out and started to dry my hair and curl it.
When I was back in my room I saw that I had only a couple of
hours left to do my make-up and get dressed. So I glued on
my false breast. Then I put on my bra which was over
flowing with lace on it. Then on with the garter belt and
stockings. Then my matching panties and then tucked my
penis back between my legs to get me a smoth line. I sat
down and started on my make-up. First put on some eye liner
and mascara. Highlight my cheekbones and then paint my lips
with red lipstick. I paint my nails a matching red. I
finally had a little time to relax before I had to finish
getting dressed so I took out a cigarette and lit it up and
laid back went to my computer to check my mail. Only a
couple of things from school of what was going on that week.
I looked at the time and saw that I only had about half an
hour before Paul would be back to pick me up. So I decided
to put on my skirt and blouse. I went and got a purse and
put some cash my ID(which I hope I wouldn't have to use) and
my make-up. I sat down and had a cigarette while I waited.
I always loved the way my lipstick looked on the tip of it.
When the time came Paul came to my room and knocked I
opened the door and he seemed surprised at how good I
looked. He led me out of the dorm and to his car that was
parked nearby. He took me to a nice chain restaurant where
he ordered for me(how sweet). He kept asking me how I
became like I was. And I kept saying that I will tell him
just not there. I think he understood and we just had a
good conversation on classes and what we planned on doing
with the rest of our lives. I think he wanted to live with
me or something like that. But I know he wanted to know if
we could really be boyfriend and "girlfriend". I could read
it on his face. After finishing our dinner he ordered us a
couple of drinks while I smoked a cigarette. He didn't like
me smoking but he was OK with it. Once we were finished he
took me to a cozy dance club. Not too many people were
there and we just danced the night away. Slow or fast we
were on the floor dancing. He was a wonderful dancer and
lead me around and showed me off.
When we left there we went to the park and walked
around and sat for a while. Once when we were sitting he
leaned in close to me and gently kissed me on the lips. I
liked that I had not been kissed like that for a long time.
We sat there looking at each other in the eyes and one thing
lead to another. To which we started kissing he offered me
his tongue and I offered mine it was getting hot and that
wasn't from the air. We went back to my place to sit and
talk for a while I could see that he was getting hard and
Paul could see that I noticed this and asked if I might want
to go a bit further than just kissing. Did he just read my
mind or was it a mutual feeling about this. Once he said
that I got right on his lap and kissed him hard. I could
feel his cock on my back side like it wanted to get out. I
eventually slid off his lap and onto my knees. I helped him
out of his pants and underwear when I saw the best cock in
my life. It was 7 inches and thick!!! I leaned forward and
kissed the head of it. I looked up at him and he was
smiling with his eyes closed. He put his hand on my head in
an affectionate way. I then proceeded to give him the best
BJ that I could with my limited experience.
He seemed to be enjoying it, he was moaning and
groaning as I continued to give him head. After about 5
minutes he said he was about to cum. I couldn't wait so I
started sucking more just to make him cum. He then came in
my mouth I am not sure how much, but it was more than I have
ever done myself. After he was finished I went up to kiss
him and he darted his tongue into my mouth to taste his own
cum that was left. I really was enjoying myself. I wanted
to feel him up my love canal. I got up and walked over to
my dresser and pulled out my lube. I put a dab on my hole
and then put some onto his cock. I had hiked my skirt up
onto my hips and my panties were already off. I laid him
back onto the bed and climbed onto his lap. He reached up
to feel my breasts which I wish I could have felt but the
thought of that was all it took. I started to lower myself
onto his cock until the head was just touching my hole. I
slowly lowered myself further onto his cock after a couple
of minutes I had the head in me. After that I would slowly
lower and pull off. After several minutes I had his whole
cock in me I sat there and leaned down to kiss him.
While I was kissing him I raised myself up and started
to fuck him slowly wanting this to last. And last it did we
were going on like 30 minutes I never knew a guy could last
that long but I was loving it. Although at one point I had
to relube him so we could continue and I wouldn't be as sore
and neither would he. I was loving this too much. When he
came he came hard again. I wish that I could see him going
in and out of me, but maybe another time I will somehow. We
collapsed onto my bed and fell asleep. I wish I had cum
that night but I can say that I had an emotional orgasm
which was just as good.
The next morning he awoke and kissed me saying he would
call to see if I wanted to do anything tonight. We said our
goodbyes and he left giving me another kiss on his way out.
I hope you enjoyed this story I hope to be writing a sequeal
to it. If you would like to contact me you can at
southerndixiegurl@hotmail.com also I encourage you to read
my other stories "The Times are Changing", "College
Crossdressers weekend", "A trip To The Other Side", and
"Thank you Master Jones". I hope you enjoy all of these.