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First Ttime free porn video
First time
by Sylvia Wechsel
Tiffany was the name of a transvestite, who was a good friend of mine.
We met at the bachelor?s party of a friend. My friends, trying to do a
prank with me, incited me to go talking with that bombshell blonde at
the balcony. I had some alcohol in the head, so I went. She, like a
perfect lady, told me who and what she was before I got into some
compromising position. We decided, then, to play a prank ourselves and
faked a "dating". At first my friends laughed at my naivety (I said to
them that Tiffany wanted to marry as a virgin), but after some time
they began to get concerned. After three months of that joke, we called
everybody to announce our "engagement". My friends got crazy, they said
I could not do that, that Tiffany was in fact a transvestite and so on.
Me and Tiffany began laughing, they had fallen like ducks.
This united us. After that I started hanging out at Tiffany?s (no pun
intended). She never went to my place, so I "would not get a fame", as
she said. She was that kind of transvestite who dresses and behaves as
a woman all the time. Slowly a curiosity started corroding my brain:
was it really so good to have annal sex, as Tiffany said? How would
that be? Understand me right, I was straight, I had no intention to
become homosexual or something like that, but anyway, I wanted to have
a single experience. I told that to Tiffany, and regretted that the
second after. In Portuguese, as in any latin language, the verbs have
gender declinations. She started calling from this moment on with the
female version only (luckily only when we were alone). After I finished
getting ashamed, I asked her if she would like to do the job. She went
balistic, she said that she was a girl and that if I wanted to get
fucked, I should look for a real man to do the job. I left that idea,
because i did not want to have a third party involved. After all, as we
say in our country, there is no such thing as an ex-queer. No,
curiosity would kill me, but I would not play with the chance of
becoming marked for all my life.
We continued hanging out, until one of these days, I said something
like "I admire the courage you transvestites have, of showing to all
world what you like". Her face soon told me that she had an idea. She
told about a "customer", a truck driver, with a very strange fantasy:
he wanted to fuck a virgin transvestite. As she told, this was as real
as Santa Claus or the Easter Bunny. At the time they reached that
state, they usually had fucked a lot. She made me then the following
proposition:
-"I can dress you like a girl, and no one will ever notice that you are
a man."
She was exaggerating, of course, but then she continued:
-"In such a way you can kill your curiosity and my customer gets what
he wants so badly".
I meditated about this and though "why not?". We made the arrangements,
when she had news about the truck driver, she would call me and then I
would spend a whole day with her, being dressed as a woman.
It did not take too long, two weeks after that she called me at home
and told that the truck driver would be in S?o Paulo the next Saturday,
in one week. Saturday morning I went to her place as arranged. As she
explained, she had everything she needed in her apartment.
She asked me to come in and to take out my clothes (that she stored
away). Then she brought me to the bathroom and told me to have a bath.
She told me to "clean everything", pointing at a little hand shower in
the format of a penis. I looked at her like a stupid, but then I
understood what she meant. She closed the door and I started my bath.
After some hesitation I introduced the hand shower in my ass and took
an enema. It was the first time I put something in my ass, but I was
looking for something even worse, so what the heck? During the whole
day I took two more enemas, I could not say it was unpleasant.
After the bath she started depilating me. When I asked her why she used
the razor blade instead of the infamous wax, she told me that I was not
woman enough to stand that pain. She told me also to stay away from
public lockers for at least three weeks, unless I wanted to give some
explanation. When she finished my skin was soft as I never though it
was possible. All hairs had been removed, except, as weird it seems,
those of my face. She told me that that was the last thing we would do,
just before the make-up.
After that she started working on my feet and on my hands. She said to
me to refrain cutting my nails when we had that idea, two weeks before,
so I had, by now, quite long nails. She started shaping my nails as a
master and soon I had female-like nails in my hands and feet. She
started with the nail polishing and I got a little bit concerned, but
she told me that this was the easiest to get away, what she would do in
the next day using accetone.
Next she directed her attention to my hair. I have brown and straight
hairs, and, as with the nails, I had left them grow more than usual
after I decided for this. She cut my hairs in a sort of short female
haircut, but then she took an instrument, some kind of pliers with
rounded legs, which were electrically heated. With that instrument she
curled the tips of my hair towards my head, shaping them. When I asked
her how would that disappear after all, she assured me she would cut my
hair the next morning.
She wanted to pierce my ears to put earrings. I protested, this was too
permanent. She convinced me telling that many men use earrings
nowadays, tat I could use them myself after that, and that if I left
them alone they would close for themselves. Finally I agreed and she
pierced my ears, placing pengeant-type earrings, with a fake crystal in
the tip.
The she said it was time form me to get used with the heels. She
brought platform sandals, with at least 5 cm heels. I put that on, and
she told me to practice, walking around the room. It was very difficult
at the beginning, but she made me walk until she was convinced I would
not start stumbling down in the street. I did not take out those
sandals until the end of the experience.
It was time now to take care of my beer belly and my flat breasts.
Tiffany brought a corset with some fillings in the breasts. She told me
that belonged to herself from the time before started with the hormones
an the implants. She helped me put that thing and then started to
tighten. I could hardly breath. She finally helped me with the bra. The
result was sufficient. When I dressed this would fake a passable female
shape to my body.
We were close to the end. She took the razor blade and got rid of my
beard. She gave me then a tube-type dress, but with sleeves to hide the
corset. The dress was so short that almost always a large part of my
butt was in exhibition. She gave me a pink panty and told me how to
tuck my dick. This was difficult, since my it was rock hard. She then
told me to go to the bathroom and to masturbate. After that it was
easier.
The last thing was the make-up. She spread some cream in my face and
then started working in my eyebrows. After that she painted my lips
with lipstick and put some powder in my cheeks. It was not too much
make-up, but when she gave me the mirror, I found amazing how different
I was, looking from distance it would really appear that I was a woman.
Then I noticed how she had dressed me, with that tube dress, that
haircut, the earrings and the make-up, she transformed me in some sort
of modern Betty Boop.
Then she said:
-"We still have about forty minutes to the appointment, lets drive
slowly to the place." I shivered. One thing was to do all this at
Tiffany?s. To walk in the street was something very different, but I
had gone so far, I could not have cold feet now. I took all courage I
got and followed her to the door. The walkway to the parking place
seemed an eternity. We did not meet a person inside the building, but
the streets were full of people. Tiffany lived in the center of S?o
Paulo, close to her working place at Rua Augusta. Fortunately everybody
in this city is in a hurry to do something, or simply saw already
everything, so nobody cared that I was a man dressed in woman?s clothes
(this or I was really well dressed, but I did not believe in that).
We went to the parking place and it was the first time I saw Tiffany?s
car. It was, of course, a Baby Blue Ka Ford with a penelope pitstop
adhesive, of course. We entered the car, me in the passenger?s place,
and we started heading north. She made the longer way. At one of the
traffic lamps an SUV with some big boys, which were surely going to
some kind of rave, stoped at our side. Tiffany told me:
-"Raise your dress a little bit".
I did that, showing a little of my panty and the big boys went crazy.
The whistles, the screams of "hot" made me blush. We slowly continued
our way, our destiny was in Vila Maria, in the northeast part of the
town. We headed there through a very complex path. After 40 minutes we
arrived at a gas station were the truck drivers usually parked the
trucks to spend the night. I felt cold in my corset covered belly. I
thought of fleeing, but if I did that I would never quench that
curiosity. She parked and we went, she in front and me, me stumbling
after her in the irregular stone ground. She looked for the right
truck, when she said:
-"Here it is!"
She knocked at the door, which opened, showing a fat, old, bald guy
with no shirt. She said:
-"Jorge, I brought you the virgin I promised."
Then she looked at me and said:
-"Laura, this is Jorge, Jorge this is Laura, presentations made, I am
on my way." Then she disappeared in the dark.
Jorge looked at me and asked:
-"Are you really a virgin?"
-"Y..yes" I answered, trying to fake a female voice without much
success.
Then he said:
-"Enter" and gave me his hand to help me climb in the truck cabin.
It was that kind of long travel truck, with a small bed in the rear of
the driver?s seat. When I was inside he said:
-"Take your dress off."
I did it in that small place, while he took his few clothes off. When
he was naked he laid back in the bed and stared at me. I did not know
what to do next, but then I noticed his dick. I leaned over him and
began a blow job. The dick became hard very fast. I though if I was
that good sucking, but concluded that my lack of expertise convinced
him finally that I was a virgin. He then said:
-"Come here"
We exchanged places and I took position, as we say, "in four". Before
leaving Tiffany?s place she gave me a small purse, with a lipstick, a
piece of cloth, KY Gelly and condoms. Jorge took the KY gelly and
spreed it in my butt, putting a finger inside my ass. Then he put the
condom and came over me from behind. He forced his hard dick against my
ass. At first it was hurting too much, but then I remembered what
Tiffany told me and relaxed. His large dick entered at once and I
almost lost my breath with the pain. He started pumping and the pain
slowly was substituted by the pleasure. There it was, I was being
fucked by a man and had a hard dick was inside my butt. I started
making noises, like small screams. I did not needed to fake a high
pitch anymore, my voice was naturally strident.
He continued pumping and my own dick was rock hard. He kept doing that
for at least five minutes and then, simply stoped with the dick inside
me. It seemed that he was having some kind of convulsion, but then I
realized that was his orgasm. He was using a condom, of course, but in
my head I fantasied that he was filling my ass with cum. This was
enough. I had an orgasm myself, with a dick inside me. The ejaculation
was so potent that part of the cum reached my corset covered belly.
Finishing what he wanted, he got his dick out of me, took away the
condom, gave a knot and put that in a trash basket near the driver?s
seat. While he did that, I catched my breath and then realized that I
was dirty with my own cum. I took the piece of cloth from my purse and
started cleaning myself. Then I noticed that part of my cum had fallen
over his bed. I leaned over the bed and was going to clean it when he
said:
-"So the little girl had also some pleasure, leave that, I will clean
it!"
I could feel the blood going to my face, I was probably more red than a
pepper. I started putting again my dress in that small space and when I
managed to be sufficiently dressed I catched my purse and tried to
reach the door. Jorge then said:
-"Wait!"
I froze. He was behind me and I thought "what else would he probably
want?". I turned towards him just in time to see that he had opened his
wallet. He took one note of R$20,00 then one note of R$10,00 and gave
to me, saying:
-"Your payment".
I went red again. Not only I had received a dick in my ass, but also I
had made a program, and worse, a cheap program. I could not think what
to say so I took the notes, put than in my purse and said:
-"T...thanks!"
I opened the door and he helped me climb down from the cabin. He shut
the door after me and I got away from the truck stumbling down both due
to the heels in that irregular ground and to the pain in the butt. I
walked about 5 meters and then I heard a "pssst!" . It was Tiffany, who
was hiding nearby, she asked:
-"Was it good?"
I was probably in state of shock and did not answer. She then
continued:
-"It must have been, I could hear your screams from here!".
I got red for the third time. She then lead me beneath a lamp, took the
lipstick in my purse and started painting my lips again. When she was
ready she said:
-"Let us go have a beer!"
I looked at her and asked:
-"What!?"
Then she said:
-"You do not really expect that, after all the trouble we had dressing
you, we will just go home to sleep, do you?"
and completed:
-"I know a GLS bar in the way home, no one will bother us there, we can
go, have a beer, talk about what happened and have some fun."
I thought "why not?" so we went to her car, I sat on the passenger?s
seat with difficulty due to the pain, and we went to the GLS bar and
stayed there until 4 am having a good time.
THE END(?)
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