Date: Thu, 21 Oct 2004 12:44:27 -0400 (EDT)
From: Twonight <twonight@excite.com>
Subject: World's Hottest T-Girl - Part 6

My Transformation Begins

My senior year in high school started normally.  I was still dating Dannie
and seeing Jaden, Carson, and Howard when time permitted.  But one thing
had changed.  I began wearing women's lingerie much more often.  I wore
crotchless panties during all my male encounters.  One day, I was at
Dannie's house and Howard was fucking me on the pool table.  I had on some
of Carol's sluttiest lingerie, including leather boots and crotchless
panties.  We were shifting into a new position when I saw Carol standing a
few feet away with a stunned look on her face.  I felt sick inside and knew
this was not going to turn out well.  Howard didn't see her and said "Move
your ass bitch, I want that sweet cunt of yours right now."  Carol
shuddered when she heard that and screamed "You unbelievable bastard.  Get
out and take your girlfriend with you."  I was even more concerned with
where Dannie was.  Fortunately, she was still shopping with her friend Pam
and had not come home yet.  Howard scrambled to his feet and tried to
reason with her, but it was no use.

She divorced him and made Dannie stop seeing me, but she never told Dannie
the whole story.  She couldn't tell anyone else without risking her own
reputation and future alimony.  Dannie was close to her father and it
really tore her up inside.  I felt guilty and angry at the same time.  Why
was it OK for her to have gay sex but not him.  It's such a double
standard.  I also missed Dannie a lot.  I was surprised to find that I
missed holding her and talking to her as much as I missed the sex.  A
couple of times we snuck off to our old motel and had sex, but it wasn't
the same.  She was constantly worried that her mother would find out.

The next shoe dropped when my father passed away.  He had surgery for a
gall bladder problem, got a bad infection, and just couldn't beat it, even
with IV antibiotics.  I was very shook up.  I had always been afraid that
he would find out about me and now I would never know how he would feel
about it.  I decided to tell my mother a few weeks after Dad died.  She
just smiled and said "David, it's OK, you're father and I knew for a few
months.  He took it hard at first, but decided to let you figure out what
you wanted."  I should have told him myself.  After that, I decided to just
be myself.  I grew my hair longer so that I could look feminine or wear it
in a ponytail when I wanted to look more masculine (lots of guys were doing
it then).  I started wearing crotchless panties and stockings under my
pants, even at school.

When I took my pants off in gym class, it created quite a stir.  Guys were
calling me faggot and pussy and the instructor told me not to wear those
things anymore.  The principal talked to my mother, but she refused to make
me stop.  I told everyone that I was bisexual, but they still called me
faggot.  Dannie put two and two together when she stopped by Howard's
apartment unexpectedly and found me there in a robe.  Howard and I were
fucking each other on a regular basis.  I told her the whole story and she
took it very well.  She said it would just be too strange having sex with
someone her father was screwing and we stopped getting together for sex.
We still talked occasionally and got along well.  She was an angel.

I lost the trainer spot, but I was tired of the responsibility.  The new
players were so straight-laced and Jaden was no longer playing.  He had to
downplay his relationship with me, but we still got together and had sex
when we could.  I had just turned 18, so no one could really say much about
my sex life anymore.  The strangest thing was the way some of the girls
reacted to my new image.  The girls with a reputation for being sluts
seemed to be more attracted to me.  I didn't quite understand it, but I
liked the attention.  One girl, Judy, had once gotten wasted and sucked off
five guys at a party.  She was really nice looking and someone took a video
of her doing it.  She was flashing her tits, rubbing her pussy, and getting
her face covered in cum.

She started having lunch with me every day along with her friend Heather.
Heather was notorious for getting caught in auto shop after school getting
her ass fucked by the shop teacher.  He got fired and she got suspended
until her parents threatened to sue the school.  They were so intrigued by
my lifestyle and wanted to hear every detail which, of course, I couldn't
tell them.  One day after school, they pulled up beside me at a light and
motioned for me to follow them, which I did.  They drove to Heathers house
and invited me in.  I was worried because some of the parents were not
happy with their kids hanging around me.  Heather told me her parents were
in Jamaica so I changed my mind quickly.

Heather opened the bar and we all had a drink (or two).  She put on some
music and Judy started dancing in front of me.  As she swirled around she
started taking off her clothes.  I was mesmerized.  She had nice tits, not
huge, but big enough and her ass was a work of art.  I felt a pair of
breasts press against the back of my head and turned to see Heather,
already nude.  Her tits were very large and very shapely.  She was just
slightly overweight, but she really looked sexy.  The girls took my hands
and led me to Heather's bedroom.  I was so hot and hard, I thought I was
going to cum in my pants.

The girls stripped me and laid me on the bed.  Judy started sucking my cock
(of course) and Heather planted her steaming cunt on my face where I
proceeded to work her over good.  Heather was gushing cuntjuice everywhere
and writhing like a snake.  She kept telling me how good it felt.  Judy was
a talented cocksucker (lots of practice, I guess) and had me hard as a
rock.  Finally Judy couldn't stand Heather's moaning any longer and made
her switch.  Heather was not as good as Judy at cocksucking, but did manage
to take all of my cock.  Judy was just as juicy as Heather and screamed
even louder.

Heather decided to sit on my cock, but I had not remembered to get condoms
and told her so.  She laughed and reached in her dresser, pulling out a big
box full of condoms.  She covered me and climbed aboard.  The girls were
facing each other, each riding me hard.  Then they started rubbing each
other's breasts, kissing, and tonguing each other.  It was so hot to watch
when I could catch a glimpse.  Judy's pussy was blocking my view most of
the time.

I finally shot a load up Heather's pussy and the two of them cleaned my
cock with their tongues.  While I recovered, they got into a 69 and went at
it like bitches in heat.  Judy reached out to stroke me and I got hard
again quickly.  Judy told me to fuck her and Heather would lick us both.
They stayed in their 69 and I fucked Judy for a while.  Then I started
fucking Heather again.  Finally, Heather asked me to fuck her ass and I
kindly obliged her.  Her ass was really tight and I had trouble getting my
cock inside her.  I finally broke through and gave her a world-class
buttfucking while she sucked and licked Judy's cunt and ass.

After a while the girl's switched and I pronged Judy's sweet asshole.
Heather jumped up and got a strap-on dildo and positioned herself to fuck
Judy's pussy while I reamed her butt out.  As experienced as I was
sexually, I was discovering a whole new world of sexuality that evening.
These girls were just doing what every guy at school would do if they could
- have wild sex anytime they wanted.

We went at it for a couple more hours, trying lots of combinations.  My
favorite was when I fucked Heather's sweet ass and Judy did me with the
strap-on.  Before she fucked me, they dressed me in slutty clothes and put
makeup on me.  When I left, they were cunt-to-cunt with a double-dildo in
their asses.  I got together with them several times, but always together.
They were inseparable (attached at the hip, or near there).  Every time we
got together they came up with something new.  I even watched them pee on
each other.  I never could get into that, but it was hot watching them do
it.

Heather told me to keep the clothes, because they were a little tight on
her since her tits had gotten so large.  I decided to wear them home, still
in makeup.  I really looked hot.  It was dark out and I stopped at a light
and some guys pulled up beside me and started whistling and asking if I was
in the mood for some fun.  I asked them what they had in mind and one of
them said "You".  I told them that I was probably not the kind of girl they
wanted and they insisted I was.  I decided to blow their mind so I raised
up and flashed my cock.  They freaked out and sped away.  About that time
the police lights came on behind me and the officer pulled me over.

He told me that he had seen me flash those guys and was going to have to
book me for indecent exposure.  I was really scared and very shaken.  He
made me lean against the car and he frisked me.  He ran his hands up my
legs which I thought was a little ridiculous since I was wearing a short
skirt and stockings.  When he got to my crotch and found my cock, he
laughed and said, "I thought that's what I saw.  You sure scared those
smartass little bastards away."  I was really confused now.  What was going
on?

"I'm going to have to give you a field sobriety test" he said and placed
his middle finger against my asshole.  He inserted it up to the knuckle,
then removed it and said "Looks like you've had a couple of stiff ones.
I'll have to give you a breathalyzer test."  At that point, I realized he
was just taking advantage of me.  I'm sure he thought this was a funny,
sexy come-on, but I was so shaken that I was not amused.  He told me to get
on my knees and swallow his probe, but I told him I was really not in the
mood to continue this game.  He realized I was irritated and apologized
profusely.  He said that he had misread the situation and apologized two
more times.

By then I had calmed down a bit and started to feel sorry for him because
now he was scared.  He asked if I wanted him to follow me home to be sure
that those guys weren't waiting to get back at me.  I told him if he really
wanted to make it up to me he could take me for a spin in his patrol car.
I told him that I had always wanted to ride in one.  He agreed and we got
in and took off.  He introduced himself as Jack.  He said that he and his
last partner had been fucking each other until someone found out that his
partner was gay.  After that he was abused to the point that he had quit
the force, leaving Jack with no partner temporarily.  As we turned down a
dark street, I leaned over and unzipped his pants.  He was shocked but
excited as I pulled out his cock and started to lick the head.  He looked
for a place to stop but couldn't find one.  I took his stiff member in my
mouth and started to fuck it with my mouth.  He was getting desperate to
stop and pulled behind a supermarket.

We got into the back seat and I kept working on his cock.  It had reached
its full height now and I asked him if he had a condom.  He grinned and
pulled one out.  When I slipped it on him, he almost came in my hand.  I
laid flat on my stomach and he climbed on top of me and lifted my skirt.  I
helped him position his cock and he eased it inside my ass.  Thank God for
lubricated condoms because we had no lubricant. He started slowly pumping
my hot, steamy ass, telling my how tight and soft it was on his stiff
shaft.  He was getting close to coming when another squad car pulled up and
the officers shined a light in.

Jack freaked out.  "If they catch me fucking a boy, I'm dead meat.  I'll
have to leave the department".  "Don't worry" I said, "Pretend I'm a girl
and let me do the rest."  The officers opened the door and one of them said
"Hi Jack.  Is this your idea of community relations?"  "My car broke down
and this sweetie was taking me home." I said in my most feminine voice.  "I
was just thanking him.".

"You have an interesting way of showing your gratitude ma'am.", he said.

"What is your name and how old are you?"

"My name is Tess", I lied.  "and I'm eighteen, but I left my license in my
car."

"Do you do this a lot young lady."

"Only for hot studs like Jack - and you sweetie."

"Are you one of those girls that likes uniforms?"

"I sure am lover and I'd love to suck your cock."

He looked around nervously, turned to his partner, and asked him what he
thought.  His partner said "Only if I get a turn.".  I told him he would
definitely get his turn too.

Jack was relieved and started to get hard again.  He stuck his cock back in
my ass as the first cop stuck his cock into my mouth.  I proceeded to suck
both of the late arrivals to roaring orgasms, swallowing both.  I kept some
of their cum in my mouth and when they thanked me and left I kissed Jack
and shared their cum with him.  He got so excited he pulled off the rubber
and added his load to the mix in my mouth.

Jack told me, if I ever got into trouble with the cops, to ask for him and
he would take care of it.  He took me back to the car and I drove home.  On
the way I still had the taste of three cops in my mouth.  It was delicious.


If you or someone you know has been with Tess, please email me at
twonight@excite.com and tell me about it.  I am very interested to compare
your account with her journal entries.

Check out my fiction stories too (The Awakening, Black Dorm, Star Cruiser,
and Olympiad), and my own true story (Shocking Encounter).