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K R I S T E N' S C O L L E C T I O N
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WARNING!
This text file contains sexually explicit
material. If you do not wish to read this
type of literature, or you are under age,
PLEASE DELETE THIS FILE NOW!!!!
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Jail House Sissy
by Girlie Araujo (oaktownsissy@yahoo.com)
***
A young guy gets in trouble with the law and ends up in
Folsom prison. In the joint, "he" soon becomes a "she"
for other inmates. Sold to a brutal pimp, "Girlie," as
the young man is now known, is forced to prostitute
"herself" to make money for "her" pimp. (MM, nc, rp, v)
***
Chapter 1 - The Grooming
Hi, my name is Allan. I spend my evenings hanging out
in adult bookstore video arcades, looking for sex with
strange men. When I go to these places I am always in
my female identity. Then I am not Allan, but Girlie. I
arrive at the adult bookstore and keep it low key. I'm
usually wearing baggy sweats and a baseball cap, a
nondescript little guy that no one gives a second look
to. I purchase the required amount of tokens to gain
admittance to the arcade, and go back and get a booth.
Once in the booth I lock the door and quickly go about
my transformation from Allan to Girlie. I strip
completely nude and step into the high heels that I had
tucked into the waistband of my sweats. Then I tie a
slave bandana around my head, Aunt Jemima style. I
apply some red lipstick, throw a few tokens in to get
the porn started on screen, and unlock and crack the
door to the booth.
At that point I'll proceed to have sex with any man who
comes in the booth, often as many as 15 or more men a
night. I am a total submissive who enjoys giving men
blowjobs, eating guy's ass holes, and being fucked in
my ass. I wasn't always like this. Once I was a
straight guy with a wife and kid. But some bad judgment
on my part ended me up in the state prison, and turned
me in to the cock-sucking, lipstick, high heel wearing
sissy I am today.
I got married to Jen when we were both 17. She was my
first girlfriend and I knocked her up 2 months after
our first date. Looking back on it, Jen was the
aggressor in our relationship from the get go. It was
she who initiated sex, and it was she who took my
virginity. When she told me she was pregnant I quit
school and got a job at a valve factory in the city
where we lived. Jen & I moved in to a third floor
apartment.
It was actually a pretty good life. Jen was pretty,
easy to get along with, and hot in bed. We'd spend our
evenings cuddled up on the sofa in front of the TV,
munching on popcorn. Even after the baby – Kylie – was
born, things remained good between us. Then I met Ed
Cunningham. Ed worked with me in the valve factory. He
was 32, a biker, maybe 6', 2", tattoos, great
personality. In short, I hero-worshipped Ed.
I began spending time with him and his buddies after
work. They had a clubhouse and we would go there to
drink beer, shoot pool, etc. These guys operated on the
fringes of the law, some were outright criminals. I
wasn't really in their league – they were rough, tough
biker types, and I was a little guy who couldn't fight
his way out of a wet paper bag. They tolerated me, and
I did every thing I could to please them, dying for
their respect.
One afternoon the guys asked me to go with them to
knock off a convenience store. All I had to do was
drive. I really didn't want to go, but I felt I
couldn't let the guys down. Long story short, the clerk
was shot, we were caught, and I ended up with an 8 year
sentence in state prison. Jen was devastated, but
promised to wait for me.
I arrived at Folsom shortly after my 18th birthday. I
looked more like 14. I was 5', 6", 118 lbs, almost no
body hair or muscle tone to speak of – I looked like a
kid. I had been told ever since I was in County Jail
awaiting trial & sentencing that I would be raped when
I got to Folsom. In County, the guys I had robbed the
store with protected me, but at Folsom I was on my own.
I was raped my first week in. One of the inmates, a
black dude named Marcel, told me he could hook me up
with some weed. He told me to come to the laundry room
after evening chow. Marcel was there with 8 other black
dudes. Marcel took me to the back, where a bunch of
mattresses were stacked. Suddenly a big dude grabbed me
from behind, put me in a headlock, and pushed a shank
up to my throat. "You got 2 choices, bitch," he said.
"Live, or die." I thought of Jen & Kylie, I wanted to
live.
Because I submitted willingly, my rapist were fairly
considerate of me. They had me strip nude and give them
all head. I had never sucked a cock before, but years
of watching porn had taught me the method. Then they
anally raped me. After they threw dice and I was
informed that I now "belonged" to the winner of the
dice game, a guy named Roland.
The next morning the guards told me to "roll it up."
This meant I was being moved to a new cell. They put me
in a cell with one of the meanest looking guys I have
ever seen. He kept staring at me as though I had
offended his mother. He looked really pissed off.
I was getting really scared now, because I knew the
guard was about to leave, and I would be alone with
this guy who looked like he wanted to kill me. He was
easily 6', 4, well over 200 lbs, and all of it muscle.
He was wearing only boxer shorts and his body was
covered with scars and tattoos. He was black and his
head was shaved. He really looked like a devil. As soon
as the C.O. left, my cellmate said, "Take off your
shit."
I looked at him. "My what?" I started to say, but was
cut off by a slap to the side of the head so fast and
hard it made my eyes tear up. "Your clothes, bitch!
Don' make me tell you again."
I quickly stripped naked. "Now pull my draws down,
foo," he said. I reached over to grab the waistband of
his shorts. "What the fuck is this!" he yelled. He
slapped me again and I could feel my left eye starting
to close up. "But you told me –"
"Bitch, when I tells you to take down my draws, you
bes' be on you knees." I sank to my knees and pulled
down his shorts. His penis was hard, and it was the
biggest cock I had ever seen with my own eyes. He
didn't have to tell me what was expected of me. I took
it in my hands and flicked my tongue around the head,
then engulfed as much of his dick as I could. I filled
my mouth with saliva and swirled my tongue around and
up and down his cock. "My nuts, suck my nuts," he said.
His balls smelled sweaty, but I sucked on them anyway.
He sat on the edge of the rack and raised his legs.
"Eat my ass," he said. I put my face up to his ass but
drew back. It smelled like a mixture of the faint
smells of sweat & feces mixed. He grabbed my ears
roughly and pushed my face into the cleft of his ass.
I began to eat his ass the way I used to eat Jen's
pussy. Apparently this was good, because I could hear
him grunting in pleasure. I continued to eat his ass,
suck his balls, and cock.
Finally he said, "Hand me that hair food over there. I
looked to the shelf. There was a tub of what looked
like Vaseline. It smelled like coconut. He greased up
his dick and told me to squat on the bunk on my knees.
He got up behind me and mounted me, his hard dick
pressing up against my tight anus.
He pushed his knee in between my legs so I couldn't
close them and lunged his cock into my hole. I screamed
in pain. I felt his huge hand clamp over my mouth as he
hunched into my unprotected ass. His dick was pressing
up to my bladder and I felt like I had to take a piss
really bad. Then his entire body tensed and he shouted
out with pleasure as he released his semen into my
belly. When he was finished, he slowly eased his greasy
cock out of my ass. It felt exactly like I was taking a
hard, constipated shit.
This was my introduction to the man who would own me
body and soul for the next 8 years. His name was Jose,
a black Puerto Rican, who was doing 2 consecutive life
terms for rape, torture, & murder.
Chapter 2 - The Transformation
After Jose fucked me in the cell, he laid down the law,
and explained to me how things were going to be from
now on. He asked me my name, and when I answered,
"Allan," Jose shook his head. "You're name is Girlie
now," he said. "One thing you gotta to understand," he
said, "is that you a lady from now on, a woman,
y'unnerstand?"
All sorts of thought were going through my head. I'm a
woman? Ok, he wants me to play the submissive role, I
get it. But I didn't really understand just how much of
a woman I was expected to become. Jose seemed to read
my thoughts. He grabbed a punk who was hanging around,
eavesdropping, and sent him to get "Baby." After about
5 minutes Baby showed up.
My eyes almost fell out of my head; this really pretty
woman was standing in the cell doorway! She was about
5', 8"…115 lbs, red hair, green eyes, pale skin covered
in lots of jail house tattoos. She was wearing red
lipstick and green eye shadow. She had on a tank top t-
shirt, and work boots with dark socks rolled down. I
couldn't believe they had women in with the male
inmates.
Jose looked at me and laughed. "Lift up you dress,
Baby," he said. The girl complied and I immediately saw
that "she" had a penis and testicles. Baby was a guy!
It was then I realized what was in store for me. Jose
told Baby to take me and train me.
Baby took me to her cell and gave me a tank top and
told me to get out of my clothes. I would be wearing
dresses from now on. Baby showed me how to make
lipstick out of a mix of Kool-Aid and Vaseline. She
told me that Jose would treat me good, but only if I
made him a lot of money, and obeyed everything he said.
I asked her how was I going to make money.
Baby laughed hard. "Nigga, you a ho now!" she said
"Jose OWN you ass. You gots to get out on the stroll
and hustle for you man."
So, I was to be a whore. Baby told me that if I wanted
to really make money I was going to have to get really
feminine. She showed me how to walk, with lots of sexy
wiggle, how to move in a delicate, feminine manner, how
to give men sexy looks. She gave me a bandana and told
me that it was a "slave bandana." "Jose's gonna shave
you head, prolly tonight, so you wear this."
I was to learn that shaving a punk's head was standard
operating procedure. It was the first outward symbol of
an inmate becoming another man's punk. Sure enough,
that night Jose had my head shaved skin bald. If I
thought that his was outrageous I was in for a lot of
surprises.
Over the next few weeks Jose had an 8-ball tattooed on
my skull. I was crying and Baby told me, "It ain't
shit, all Jose's bitches got a 8-ball on they haid."
Baby showed me her ass. Tattooed across the small of
her back in big letters was: JOSE. Underneath that,
across both ass cheeks was: PUERTO RICO. "You gone have
like that, too," Baby said.
And within a few weeks I was all tatted up, just like
Baby. I had SISSY tatted across my upper right arm, and
PUTA across my left upper arm. Well, that's it, I was
marked for life. So I became a feminine little whore.
At first I was a slow starter, but I soon learned what
makes a man happy, and after a few ass whippings from
Jose for not bringing home enough money, I soon became
his best earner.
One thing Baby kept telling me about was not to get
Jose pissed, because if he really got pissed he would
take a bitch to the laundry room for an ass whipping,
and that the ass whipping administered in there was
severe. Then I saw Chrissa. She could hardly walk.
There were big black and blue bruises all over her arms
and legs.
"She got taken to the laundry room," Baby whispered.
Jose caught her giving money to another man. If I
wasn't scared of Jose before, I was terrified of him
now. All the girls told me that sooner or later Jose
would take me to the laundry room, that no girl had
escaped it, even Baby.
One night, after chow, I was talking to a guy and I
happened to see Jose staring at me. He looked really
pissed. "Get over here, girl," he said. I was really
scared, but I smiled. "Hi, Daddy, I said loudly. "I
gots some money for you, Daddy." Jose stared hard at
me. "You givin' money to that foo over there?" he said.
"No way, daddy," I said. Jose grabbed me firmly by my
upper arm. "You know, you been getting really sassy
lately," he said. "I think you need a lesson." Still
holding me by the upper arm he began pimp walking me
down the cellblock. I was babbling, begging him for
another chance. Everyone was looking at me, some looked
pitying, others were laughing. We were heading toward
the laundry room. Because Jose was so tall and I was so
short, I had to sort of run to keep up with him. When
we got to the door of the laundry room a C.O. was
there.
If I thought he was gonna help me I was mistaken. He
looked at me and laughed. "Uh-oh... looks like someone
fucked up," he said. Jose laughed. "We just goin' in to
fold sheets, boss," he told the guard. The guard
laughed. "Yeah, ok, whatever you say," he said,
unlocking the door.
Jose dragged me inside. "How long you gonna be?" the
guard asked. "Bout an hour, boss," Jose said. The guard
closed the door and I heard the lock turn. My heart
sank.
"Get you shit off," Jose said. I began undressing, all
the while babbling and begging him not to hurt me.
"I'll be good, Daddy," I whimpered. "I'll do anything
you say, Daddy... PLEEEEESE!"
Jose didn't answer. When I was nude, except for my work
boots and bandanna, Jose told me to reach under the
desk and get what was there. I got down on my knees,
eager to obey, feeling around. My hand hit an object. I
grabbed it and pulled it out and brought it to Jose. He
was sitting on a stack of mattresses, reading a porno
magazine. While I waited I looked at the object in my
hand. It was a bunch of wire coat hangers wrapped in
black electrical tape. After a while Jose looked up.
"You know what that is?" he asked me. I shook my head.
"What is it, Daddy?" I asked obsequiously.
"That a pimp-stick," he said. He reached under the
mattress stack, and pulled out a bunch of rags. He
shook them loose and I could see that it was a bunch of
rags tied together to form a crude rope. He pointed to
a foot stool. "Get up on that," he said. I obeyed him.
He tied one end of the rope around my left wrist.
"Raise your arms," he said.
I was crying and shaking in fear. He throw the loose
end of the rope over the water pipes just above my
head. He pulled my left arm up and tied my right wrist,
so that now both my arms were tied above my head. Jose
reached into a laundry bin and pulled out a dirty sock
and stuffed it into my mouth. Then he taped my mouth up
with duct tape, and kicked out the footstool and I was
hanging, my feet just off the floor. It was around 7
p.m.
Right about now Jen and Kylie would be on the sofa,
watching TV. I could have been with them, safe and
secure in my own home, instead here I was, hanging
naked from a pipe in a dirty cold prison, about to get
a brutal beating from the man who now owned me. Then he
hit me, across the backs of my thighs. If my mouth
hadn't been taped my screams would have been heard out
on the street.
I don't think I have ever felt that much pain. I was
screaming through my gag, and writhing in naked agony
as Jose administered the brutal beating. My entire body
was whipped, everything but my face and genitals. I
don't know how long the beating lasted, but it felt
like hours.
Finally it was over. Jose was breathing hard and
sweating. He took off his shirt. He sat down and was
reading the porn magazine while I hung there, my body
throbbing in excruciating pain. Finally he put the
footstool under my feet and I was able to relieve the
pressure on my arms. He untied my wrists and took my
elbow and helped me off the stool. "I'ma take this gag
off," he said. "When I do, I don't want to hear any
noise out of you... you dig?"
I shook my head yes. He ripped the tape of my face and
I spat out the sweat sock. I was sniveling, but trying
hard not to make noise. "You stand there," Jose told
me. He sat back and was rubbing his groin as he read
the porno. He pulled down his pants and kicked them
off.
"Gimmie a blow job," he said.
I got down on the floor, my whole body in pain, and
began to suck his cock. I sucked his cock and balls
until he jumped up and mounted me from behind. He
worked his cock deep up into my anus, touching my bare
buttocks with the lit end of his cigarette to make my
ass wiggle.
He slammed hell out of my ass until finally, I felt his
whole body tense and he shouted out with pleasure as he
came inside of me. I could feel his dick pulsing inside
of my ass as he shot his load deep into my belly. He
lay on my bare back, breathing heavily, kissing on my
ears and neck.
As weird as it sounds, I lay there covered in bruises
from the beating he gave me, with my abuser laying on
top of me kissing me, his hard-on still inside of me, I
felt so much in love – more than I'd ever felt with
Jen.
To be continued?
~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~
This story was written as an adult fantasy. The author
does not condone the described behavior in real life.
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Kristen's collection - Directory 35