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Transsexual Halloween - sex story


Transsexual Halloween



It started on Friday night, about 10 pm, I think. The
phone rings and Jennifer is in town at the hotel. I
think she must be looking forward to this as much as I
am because almost immediately she invites me over to
see her photo album (which is nothing short of
spectacular) and then go out for a drink. I go over
there and knock on the door. (I was to realize latter
that this in itself was a first, here I was going to
meet someone that knew all about me, the real me, and
I wasn't wearing heels! Amazing!)

When she opened the door, one look was it all it took
for me to know this was going to be a Halloween to
remember. The smile on her face matched the Jennifer I
had come to know through phone and computer perfectly.
Plus the fact that behind her I could see a table
stacked with wigs and jewelry galore as well as a bed
strewn with clothes. Within minutes we were chattering
like old friends.

We went down to a local bar to have that drink. The
bar was one that I go to a lot in either of my
personas. When we went in and get our drinks, we
noticed a TV in the corner of the dance floor in a
rather nice white lacy dress. Then we noticed a couple
other TV's in the place. Jennifer's thought for the
evening? Why hadn't we come to the place en femme?!She
was so impatient!(grin) We had a couple of drinks,
talked about outfits and stuff for the big day and
called it quits about 3am.

The next morning we went shopping. The main quest was
for a coat for Jennifer. We went to several stores and
strangely enough did not seem to raise any eyebrows or
draw stares when we asked about what was there in a
slightly larger size. Maybe we just felt so natural
that we never got paranoid. I did get a few glances
because I had recently had my other ear pierced and
this was the first time I had gone out with both
earrings in. But it didn't bother me. I felt
comfortable with myself.

Of course, being with Jennifer, who exudes energy
anyway, she helped. We escaped the mall after she had
bought her coat, a cute gold top, a pair of black
evening pumps with a silver rose design on the toe, a
scarf I think, some hose, some jewelry... well, you
get the idea, she had a good shopping spree. I picked
up a really nice rose and lace side tie Baby-doll on
sale but nothing else. Terribly cheap of me, huh?
(giggle)

We had a quiet drive up there and got to the hotel we
were to stay at a little late. We knew we would want
to allow plenty of preparation time as we wanted to
look extra-nice. After all, in some ways this was
Jennifer's debut in a really public place. Jennifer
had been telling me that she had arranged for us to
have a suite. This was to allow for her wardrobe no
doubt, although I had dragged a fair portion of mine
with me when I left because I couldn't figure out what
I wanted to wear.

When we check in, we find out the only way to get to
our suite as by going right past the main desk! Ok for
now, but when we came back later in our party clothes?
I was fighting not to laugh, the situation was just
precious. Jennifer just glanced at me, and I knew her
thoughts were paralleling mine... some night clerk was
in for a surprise later! We unloaded, Jennifer called
the people there we were going to meet and then the
preparations began.

Two girls and one bathroom do not equal a fun time!

I watched in amazement as Jennifer went through the
steps in her transformation. For me it's shower,
shave, put on some make up, get dressed and go
(although I did cheat that night and had Jenn tape my
belly to give me a little more hip) But for her, it's
a process that defies description, thank god I won't
have to go through anything like it on a day to day
basis!

The end result was worth it, she emerged several hours
later looking great in a black slinky cocktail sheath
with a silver lame jacket and those new black heels.
She looked quite elegant. Me, I was in a slightly wild
mood. I was in a black and gold lycra leotard and a
black leather miniskirt with black hose and black
patent heels. We were ready to party!

Our host(ess) arrived acting very cool, mellow and
laid back, which was rather remarkable as she was
wearing a fluffy pink dress with ankle socks and
maryjanes. It was Halloween all right!

We made our way towards our first stop. I did note a
difference between Jennifer and I at this point, she
seemed a little upset that no one was checking us out
while I was quite pleased at the fact we seemed to
blend in so well. The first place we stopped at was
very cozy, you could tell that most of the people
there knew each other. Despite that, we felt real
welcome, especially when the door attendant insisted
that we sign up for the costume contest.

We got to meet the local people that had so graciously
invited us to join their party that evening. Karen,
our mellowed-out little girl, Rachael, dressed in
leather and a lace top with collar and wrist
restraints, terri, dressed fairly normally and a lady,
I understood was her wife, dressed in formfitting
yellow mini-minidress. We did make quite a group! We
had a couple of drinks and got to know each other a
little before the contest began.

There were some nice cross-dressed people there, but I
felt I had an advantage, or maybe I am just plain
conceited. Anyway when it came my turn to get on stage
and be judged, the little pixie in me took over. I
swayed up the steps (and almost ruined the effect by
slipping in the heels on a wet spot on the floor) as I
turned to the crowd, I did a little act Marilyn Monroe
on a USO tour... the crowd loved it.

When the master of ceremonies asked me for a rear view
a turned my back to the crowd, bent at the waist and
straightened my stockings....the crowd loved it! I
passed Jennifer as I left, she was next to "perform".
The look she gave me was strange, I couldn't tell if
she thought I was too much or if she was wondering how
it followed that act.

She ended up countering my vamp act by acting coy and
demure, she carries it off rather well. We watched the
other contestants and danced a little while we waited
for the judges to decide. I was starting to really
loosen up. dancing in a leather mini and pumps can be
rather sensuous if you let it be. When the judges
announced the decision, a local girl had won, the
group we were with grumbled about favoritism and I
will always wonder if I was the second choice. But the
place was really too quiet for the mood we were in so
we set off for the second stop of the evening.

This place was packed, and had so many cross-dressed
men, crossed-dressed women and all shades in-between
that our group fit in perfectly. With the gender
confusion in the air, I was mistaken on several
instances for the lady I am. As crowded as it was,
when I walked through the place the men made room for
me to pass, and I caught so many guys checking out my
legs I stopped paying attention to them.

I was even groped by one letch that still asked me
directly if I was "genuine" or not. I told him quite
honestly that whatever it was he was drinking was too
strong, smiled sweetly, and went on my way. We danced
till they shut the bar down. I broke a heel on the
dance floor but that didn't even slow me down.

I felt so comfortable and so alive. We went back to
the hotel after thank the wonderful people we had
meet. That night clerk looked at us, checked these
gams and smiled, nothing more. We were so high on
ourselves (and a fair bit of booze, I guess) that we
didn't even think twice about giggling and smiling at
him as we went to our rooms. It did take Jenn longer
to clean up then it did me. I was in my new baby-doll
and half asleep by the time Jenn crashed.

That Sunday as we drove back, we shared a lot of our
feelings, her ideas about Transvestism and my feelings
as a Transsexual. We both had learned that we shared a
lot in common and that despite the differences between
TV and TS when it was all said and done, we are
sisters, in any sense of the word.

Keys: MF MM tv no-sex

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