Hard Time Sex
By Jenn Stewart and Marcia St. Denis
Chapter 1 - The Fall
At 16 years Mark Harris looked young for his age. His soft ivory
complexion glowed with the bloom of childhood. While other boys
his age were beginning to shave, the silky down on Mark's full,
rounded cheeks required no such masculine treatment. His dark
brown hair framed his face in a riot of seductive curls and
waves, which his doting mother Sarah desperately wanted to tame
with a colorful ribbon.
Although, she had wanted a daughter fate had given her three
boys. The first two were tough and rambunctious but the third,
Mark, was a beautiful and sensitive child who was pretty enough
to be a girl. But Mark was a boy and, although it was extremely
hard at times, she had always resisted the urge to put a dress on
him. He would have been mortified while she would have been
thrilled. The desire to raise him as a girl excited her in a
troubling kind of way that was difficult to even think about let
alone try to come to grips with. Accordingly, she tried to put
them out of her mind.
Mark idolized his big brothers and tried to emulate their male
swagger and success in sports. However, by his 16th birthday he
had to admit to himself what everyone else already knew: that he
would not grow much beyond his 5 feet 6 inches and 110lbs, and
would never make the football team or attract the string of
attractive girls that swarmed around his brothers. Mark's talents
were cerebral and, ultimately, more useful. He was already
displaying some of the qualities of an entrepreneur, and had a
precocious sensibility and good taste. He dressed impeccably and
elegantly and wore his clothes with flair. That is not to suggest
that he was not athletic. But his athleticism was that of the
individual, which suited his thin, lithe figure. An avid cyclist
and a competent sailor he had recently taken up rock climbing.
These accomplishments won him the respect of his peers so that
this pretty, doe-eyed, slightly built boy with full, kissable
lips and a soft honeyed voice was never bullied.... even after he
started to shave his legs when he joined the local cycling team.
In all respects Mark was a perfect child and displayed none of
the teenage rebelliousness that, in his brothers, had made life
interesting (and challenging) for his parents. He worked hard at
school and consistently produced excellent grades. He was polite
and charming, and had a radiant smile and an infectious laugh.
However, there lurked a small flaw in this otherwise faultless
character. He had a fatal attraction for some of the hooligan
fringe at school. Like a moth to a candle, Mark was fascinated by
the raw power and energy and sexuality of this group. They were a
group of boys and girls who had early in life marked themselves
out as trouble. Mark had been drawn to this group initially
through a friendship with Nicky, an attractive boy with a
devilish sense of humour and a capacity for fun that Mark found
irresistible.
Mark and Nicky had been friends since Nicky's parents had bought
the house next door to Mark's when both were eight years old.
They went to the same schools and when Nicky began to wear
leather jackets with brass studs embedded on the back and Doc
Martin boots, Mark's affection for Nicky did not waver. Nor did
it when Nicky shaved all the hair off his head and had a red and
black devil tattooed on his chest.
Mark's parents' affection for Nicky dimmed and they advised him
against associating with Nicky. They were sure he was jailbait.
These cautions merely made Nicky more attractive to Mark.
Naturally, while Mark hung around with Nicky he made friends with
the rest of the hooligan fringe.
This unfortunate friendship took a serious turn when he
accompanied Nicky and his friends on a shoplifting expedition.
They stole some CD's. Any one of them had enough money to buy
them. It was the pure excitement of risk-taking that drove them.
As they left the store with their loot, Mark's heart pounded with
the tension and danger and when they were free and clear he felt
the seductive thrill of having brilliantly outwitted the forces
of authority. The die was cast. He could not resist going on
other expeditions, each more hazardous than the last.
Mark was 18 when he was arrested. He still had a perfect 'peaches
and cream' complexion without a pimple or even the beginning of a
beard. In fact, he seemed a mere child when he, Nicky and two
other boys stole three bottles of Maker's Mark and bottle of
Cr?me de Menthe, and walked into the arms of an off duty police
officer as they ran out of the store. It was not a serious
offence and Mark would have got probation except that one of the
boys confessed, on behalf of the group, to all their other
escapades. The wretched boy spilled the whole story because he
was found to be carrying a gun. Unfortunately, the whole group
was charged with armed robbery. Poor Mark was looking at hard
time and there was nothing his parents could do to help him. His
father turned his back on the boy. Sarah wept bitterly as a
somber Mark was led from the court to a holding cell and from
there to the penitentiary.
As Mark entered the cell complex a cacophony of wolf whistles
erupted together with cries and shouts of "Yoh, be mine, baby ...
Yoh gonna love riding my bone, baby ... I gots me some cream that
gonna do yoh skin dee world of good ..."
He blushed hotly and a knot of fear formed in his gut. Although,
eighteen years old he was still a virgin. Certainly, he had
kissed girls at parties in games like "Spin the Bottle" and, at
the last school dance, he had held one of the sexiest girls in
school, sweet Natasha Nicolayev, in his arms as they danced the
last, slow dance. Afterwards, he had walked her home holding her
hand and kissed her open mouthed outside her front door.
Despite those chaste experiences he was under no illusions what
the noise meant for him. Nicky's friends used to talk about what
prisoners would do to relieve their sexual tensions. He was
painfully aware that he looked effeminate.
Mark had learned about sex through Nicky, whose mother was a porn
star. Nicky had discovered this when he found a collection of XXX
videos locked in safe, which he had fortuitously learned how to
open. It was a profound shock to him when, after putting one into
the video player, he saw his beautiful mother being fucked by a
big Latino guy who looked nothing like his father. Nicky soon got
over the shock. At 16 he had already developed a strong vein of
cynicism and this discovery simply deepened it.
After watching all the videos and cumming several times to the
sight of his mom fucking strange men like an animal in heat, it
dawned on him that several of the scenes had actually been filmed
in his own house. It did not take him long to understand why he
was sent to visit his cousins on so many weekends. It appealed to
his warped sense of humour that the next time it was arranged for
him to go visit his cousins on a Friday, he stayed instead with
Mark, explaining that he had a "treat" in store for him.
The film crew arrived on Saturday morning and Nicky and Mark
found it easy to sneak back into Nicky's house to discover that
the action would be in the master bedroom. They hid in one of the
large closets while the film crew was downstairs having a pre-
shoot meeting. Nicky was not surprised to see that his father was
one of the organizers of the event.
Half an hour later, as they watched from the darkness of the
closet through the slightly open door, Nicky and Mark saw Denise,
Nicky's mother, come into the bedroom wearing a tight, silver
taffeta dress. Her hair was done up with a full and flowing river
of curls tumbling down onto her neck and her makeup was thick and
shockingly done. She looked like an expensive and incredibly hot
and horny whore. She was gorgeous and they sensed they were in
for a special treat. Usually, Denise just wore skirts and
blouses, and occasionally cocktail dresses but this was the first
time Nicky had seen her in a long, off-the-shoulder gown, which
was only held up by the tightness of the material against her
very large round breasts. It was cut to the point of barely
concealing her nipples, which were clearly aroused and were
making sharp points in her bodice. The long, body-hugging skirt
was slit up the front to a point just a few inches below her
crotch. The boys could clearly see the lacy tops of her stockings
and the frilly, ribbon covered tabs of her garters. Her legs
descended to her heels, which were the highest, kinkiest silver
speckled strappy platforms imaginable.
Nicky noticed that the bedding was changed. The sheets,
pillowcases and quilt were all in ivory satin. He had never seen
her use satin sheets before. This was even more intriguing.
The film crew and three big black dudes followed her into the
room. Her dress rustled sexily as she joked with the three black
hunks. Nicky's father was busy directing the cameramen where to
set up their equipment. The conversation of his mother and the
studs was lewd and filled with sexual innuendo. The three men
closed around her, kissing her neck and shoulders and fondling
her breasts.
"Is that your big, fat, black boy cock I can feel against my
butt, Johnny?"
"Yes, ma'am, an it be right ready to git stuck into yoh purty
li'l honky whore cunt."
"Down boy! Hey Dave, I want to see more cum than those few
pathetic drops you gave Sandy last week. I'm hotter than that
tight cunted bitch and I deserve it, don't I baby?"
"Sho' nuff dollface, I gots enough boilin' inside my nuts to
cover yo' tits with a nice thick coating o' delicious man-jiz,
honey."
This banter went on as Nicky watched his mother squirming with
pleasure under the simultaneous stimulation of three pairs of
black hands and lips. The two boys had their stiff cocks in their
hands as they watched the scene breathlessly.
Meanwhile, the cameramen were finished setting up. Two video
cameras were set on tripods, one at the foot of the bed and the
other at the side. An assembly of halogen lights stood at the far
end of the bedroom illuminating the bed and the large area rug
between the lamps and the bed. Two reflectors were set up near
the bed to diffuse the light. Nicky's mother stood in the center
of the rug looking ravishing in her dress. Her long dark hair
cascaded in luxuriant waves over her bare shoulders. Towering
over her petite body were the three blacks. All were powerfully
built and had shaved heads. One had a goatee beard. He held her
in an embrace and was kissing her lips softly. Her mouth was open
and Nicky and Mark caught glimpses of his tongue thrusting
between her lips. The other two stood behind her kissing her neck
and shoulders and fondling her firm breasts.
She was swaying under the caresses of the hands and lips that
pressed against her body. Her left hand rested on the crotch of
one of the men behind her while her other hand rested on the back
of the head of the man kissing her lips. After a few minutes she
turned and the men who had been behind her took turns kissing her
mouth while the third man squeezed and fondled her buttocks.
"Whenever you're ready Denise," said Nicky's father, who sat in a
chair with a pad of paper on his lap
"I'm hot and ready, Jess." she said breaking from the kiss.
"Okay, carry on as you are and we will get the entrance later."
His mother and her three partners now began kissing and fondling
with passion. Her mouth moved between the three men in a series
of torrid kisses while they pawed at her body lifting her dress
and probing her sexual entrances with thick black fingers. Other
black hands slipped into the bodice of her dress and popped out
her breasts, putting their mouths to the large brown swollen
nipples, stretching them and sucking them hard. His mother gasped
then screamed as her partners threw every sexual switch in her
body at once. She tensed when her nipples were bitten hard and
pulled away from her body until they snapped back. The expression
on her face registered total passion and suggested her senses
were on overload. She wrestled with them as they held her and
rubbed herself against their bodies seeking to satisfy an urgent
need they had unleashed. Nicky had seen his mother's sexual
arousal on the videos but for Mark it was a revelation and it
frightened him. Sexual pleasure seemed not far removed from pain
and Denise's cries and screams were only marginally different
from those that would evidence physical hurt.
As they embraced her, the men quickly undressed revealing three
magnificent black physiques dominated by their enormous cocks
swaying heavily in front of equally huge testicles. They had to
be a full 10 inches if they were anything. What was remarkable
was the fact that they were totally devoid of any hair. Their
entire bodies were smooth. Ebony skin stretched over taut,
rippling muscles glistened with thin films of perspiration. Their
genitals were long fat fudgecicles waiting to be licked.
As sexy as Denise was to Mark, he was aware that he kept staring
at the enormous veined cocks swelling and stiffening off the
front of the three glossy male torsos. He pumped his own small
organ as he wondered about and fixated on those big, ebony dicks.
He had to catch his breath as he watched the cocks jerk and bob
and drip their pre-cum. He did not think much about it as he
watched but he was aware that he was drawn to the men more than
he liked watching Nicky's mom.
She grasped two of the penises in her hands as they bent her
forward and the third was thrust into her mouth. Sucking it
hungrily she cooed and slurped on the rapidly stiffening member.
Once it was erect the black dick was thrust hard and deep into
her rectum. She gasped and cried out at this rough penetration
but another cock pushed into her mouth and cut off her cries. She
found this hard to keep in because the enormous cock slamming
into her rectum was shaking her whole body.
Mark was fascinated by the way her breasts bobbed and swayed
inside the pink satin, strapless bra cups under the bodice of her
dress. He could see the garters of her matching pink garter belt
stretching around her hips to her stocking tops and he began to
wish she was his mom so he could sneak into her room to look at
this strange and sexually exciting clothing.
Both boys felt an orgasm coming and they quickly covered their
cocks with some of Nicky's mom's soiled, satin panties, which
they had found on the closet floor. As Mark reached over to get a
pair he accidentally touched Nicky's cock. A jolt of electricity
coursed through his body at the contact. He picked up the scent
of Nicky's pre-cum. Their physical closeness in such a sexually
charged atmosphere was very disturbing. As he looked at Nicky's
fist frantically pumping his satin covered cock, his own little
stiffie started spewing cum. He was shocked. He wasn't even
jacking off at the time. They both caught their cum and felt it
slowly slip down their cocks as it soaked into the panty
material. In the heavy sexual atmosphere of the confined space of
the closet and the hot action in the bedroom their orgasms
brought no relief from their erotic feelings. They held onto
their stiff cocks.
Denise was lowered onto the bed by the stud whose cock was
embedded in her ass. She lay on her back on top of him presenting
her wet gaping cunt to the stud whose cock she had been sucking.
He now slid between her legs and ploughed his erection into her
dripping, pink vagina. She shivered and groaned as the long thick
phallus parted the tender flesh causing some of her accumulated
juice to gush out of her cunt.
Sandwiched between the two black men, their cocks plunging in and
out of her, the third cock slid between her lips and filled her
mouth. Mark and Nicky could clearly see the thick shafts shoved
deep into her mother's anus and cunt with two sets of testicles
bobbing against her bottom. Mark wondered what she must have been
feeling. From the sounds she was making the sensations were
intense.
The men were now working together, fucking her hard and fast in
unison. Her moans and cries were muffled by the thick cock in her
mouth, which she was barely able to suck because of the way her
body shook under the combined thrusts of the cocks in her anus
and cunt. The man she was fellating held her head to prevent his
penis slipping out of her mouth and made fucking motions, fucking
her mouth hard and fast.
She had no control. Her three partners were using all her bodily
openings and gripped her so that she was helpless. Every few
minutes they changed positions and, before their orgasms erupted,
they had each been in every orifice three times. She had two
climaxes before the men came and screamed as her body contorted
and shook and fluid gushed from her cunt lips.
When the men came they signaled to each other as they approached
climax, pulled out of her and she lay on her back. The men knelt
around her head and, masturbating, they directed their
ejaculations into her open mouth as she fondled their dangling
testicles. Her mouth overflowed with thick white cum and a white
globule overflowed onto her chin.
When they had finished she got up and took off her dress. She
went into the bathroom and after ten minutes came out, naked. The
two boys watched in complete fascination as the blacks fucked
Nicky's mother several more times. When it was all over and the
film crew had packed away the equipment it dawned on them that
they had been in the closet more than ten hours. The boys had
masturbated six times until their cocks were sore. For the rest
of the weekend Nicky and Mark watched all of his mother's videos.
But while Nicky may have been watching his mom, Mark couldn't
help but be increasingly fascinated with the cocks.
For months afterwards Mark had thoughts, which embarrassed him.
He couldn't get the sexy image of Nicky's mom with those three
black studs out of his mind. All he could think about was how she
looked and what she wore and how she took care of those three
studs. But what troubled him even more was his obsession with
dark black cock and the creamy juice they shot all over her face.
He started dreaming about it, at home, in school, in bed -
especially in bed, when he would pull out his little cock and
slowly rub and tease himself to orgasm using one of his mom's
soiled panties wrapped around his hard little thing as he
imagined what it must have felt like for Nicky's sexy mom to be
fucked and sprayed with cum.
Now, as he was marched along the jail's gallery to the cacophony
of wolf whistles and shouts Mark was fortunately unaware that his
picture had been in the newspapers and there had been a lottery
among the inmates to see who would have him first. The lottery
was fixed, of course, and he was "won" by two thugs, a black gang
member and a Mexican drug dealer, who had established themselves
as the prison enforcer and the prison dealer, respectively. They
had Mark's picture from the newspaper pinned to the wall and had
spent several days jerking off as they fantasized what they would
do to him.
Mark was pushed into a cell on the third floor, almost directly
across from Vic and Bono the two inmates who were the lucky
winners of this slender, young, effeminate boy with the soft,
flawless skin, the big doe eyes and the plump rounded buttocks of
a girl. He was prettier than the photograph, even in his prison
overalls. They were pleased to see that he was put into Jenn's
cell. Within months of his arrival several years ago, Jenn, whose
real name was Jeremy, had become the jail trannie. He was called
Jenn by the other inmates and was, after two years on the inside,
the undisputed prison "madam" of the place.
Jenn had organized a small group of the most attractive young men
and trained them to provide for the sexual needs of all of the
inmates who had the money or the drugs to "buy" their services.
The guards protected these girl-boys from the more violent cons
and, in the interests of peace in the prison and some nooky on
the side, they allowed them to ply their trade. With the active
help of the guards, Jenn had built up a collection of women's
clothing to make his sissies more seductive and desirable, thus
commanding a higher price. Jenn, who had organized and rigged the
lottery to ensure that Vic and Bono would get to pop Mark's
"cherry", welcomed the pretty new member into his cell and the
sisterhood.
Chapter 2 - Loss of Innocence
"Oh huney, c'mon..... give me what I need!!! Pleeeeeease baby?"
Marcia whined. "I got all dressed up special for you, just the
way you like me. Mmmmmm, feel my soft, silky nylon covered legs
and thighs...... Yeah, that's it lover boy. Oooooooo, and my fat,
soft, round ass ... Ooh yeah, baby ... feels nice in this satin
skirt ... Oh baby ... don't forget mommy's big tits ... suck
those juicy nipples ... Mmmnnn! ... pinch them, harder ...
Uummmm! ... You know I'll be good to my baby, don't you? You know
I'll take care of my huney ... Oooh ye ...ees ... mommy needs her
juice, baby. She needs it real bad baby. Mommy'll fuck and suck
for you and drink your cum, just... give me what I need."
Marcia reached down into Bono's groin and slowly and softly
jacked his cock into a state of erection. Marcia always loved the
feeling of total power he got when that happened and he knew he
had Bono right where he wanted him. They needed each other.
Marcia gave Bono the best fucks he had ever had and Marcia got
his shot.
Bono pulled the plunger of the syringe back slowly and Marcia
almost fainted as he watched the clear amber liquid get drawn up
into the plastic chamber from the bowl of the spoon. He quickly
bent over and pulled his skirt up and over his white bubble butt
and waited for the bliss to hit. His huney took a pinch of his
skin and jabbed the needle deep into his left ass cheek and
slowly pushed the plunger all the way down.
The heat of Marcia's special blend of Mexican heroin, Columbian
cocaine and female hormones entering his system hit him and took
him over the edge. The bitterness hit the back of his throat and
he smiled contentedly to himself. That was the taste of pure
pleasure. Now he could take cock all night long starting with his
sweetie's and love every inch and every thrust and every hump and
every cum, right down to the last salty, sticky, gooey, sweetly
delicious drop.
"That's what I needed." he thought. "Oh dear God, that's what I
needed." Bono was his man. His babydoll. He let him sample all
the new shipments before anyone else. He would do anything for
him to get his fix. And he didn't think about the fact that he
seemed to need them more and more often lately. Bono understood
his need and liked the fact that this whore was his now. His dark
golden latino cock slipped past Marcia's stretched and lubed
sphincter and Marcia didn't know what felt better, Bono's cock
and the fucking he was getting or the shit coursing through his
lily-white veins.
As he sank into contented warm oblivion he reflected on how he
had come to be the Sherwood Federal Prison's youngest and hottest
trannie whore. So he had a tiny little habit. So what? He had
Bono to give him what he needed and Vic to protect him and Jenn
to schedule his working hours and teach him how to be the best
lay in the prison. And he had never been happier or more
satisfied in his short life. Too bad no one but his mother ever
came to see his. But mom was there to bring him the things he
asked for and he knew he was loved and desired and needed by a
lot of people, not just by his mother but by all of his new
friends too.
Marcia loved his new name and was thrilled when Sarah stopped
calling him Mark and started calling his Marcia. Jenn, too, was
so sweet and thoughtful to give his that name and Marcia was
always happy to take care of Jenn's needs too. He felt loved when
Jenn would turn to him in the middle of the night, lift up his
baby doll nightie, push his legs apart and enter him from behind.
And all the while he would be stroking Marcia's cock with the
material of the nightie until they both came and all of their
pent up urges would pour out of them. Their coupling was tender
and loving. They would kiss and cuddle and pet each other
enjoying the softness of their bodies, the gentle caresses, the
silk of their nighties. It was a time to enjoy their femininity,
a pleasant change from the aggressive, thrusting cocks of the sex
starved men they serviced during the day.
Marcia's cum would soil his nightie and Jenn's would slowly
trickle out of his ass and down across his ass-cheeks until it
dried crusty and fragrant. It was a feeling and a smell that
Marcia had grown to crave.
Jenn was gorgeous and hot. Marcia wasn't really sure why Jenn
seemed to have fallen for him so hard. Often, after Marcia
returned from his daily visits to his boyfriend Bono, he would
find Jenn weeping softly. At first he thought it was because Jenn
needed a fix too but then he realized that he and Jenn were the
only trannies lucky enough to get free heroin. Bono and Victor
and Jenn, who controlled everything that went on in the prison,
didn't give anything away unless they got repaid the way they
wanted and needed to be. Often, when Marcia was off servicing his
baby Bono to get his morning fix, Jenn would start thinking about
this beautiful, young cellmate of hers and how sweet he was no
matter what was done to his. In those quiet times, Jenn would
reflect on the course of his life and how much he had grown to
love this sexy sweet creature and then he would start to feel
overwhelmed by his desire to hold and keep Marcia all to herself.
The reality of his situation would often overcome his and he
found herself crying softly at the thought that one day Marcia
would be gone and he would be alone again.
When Mark had entered Jenn's cell that first time he stood
transfixed and terrified and also excited at what he saw. Mark
had entered a private domain that looked more like a wealthy
woman's opulent boudoir than a prison cell. The walls had fabric
coverings and in the center of the room was a large king-sized
canopied bed. A mirrored vanity stood against one wall with a
soft, luxuriously padded, satin covered vanity bench in front of
it. The canopy over the bed was of a light pink, sheer chiffon
with ruffled edges. A pink satin comforter covered the bed.
Against the other wall was an enormous armoire crammed full of
women's clothing. Satin, taffeta and latex dresses, skirts and
outrageously sexy tops were crushed together suspended from satin
padded hangers. More than 30 different pair of high heels in
every style and color imaginable were neatly arranged at the base
of the armoire. The floor of the cell was covered in 2" thick
off-white carpeting.
Jenn herself could not have been more than twenty years old. He
had striking strawberry colored hair cut to mid-neck length but
stylish to the max. His complexion formed a flawless background
for his meticulously applied make-up. Carefully plucked and
shaped eyebrows arched above striking blue eyes accented by
mascara applied with precision to his long lashes. Crimson
lipstick highlighted his full, sensuous lips. His long, natural
nails were perfectly manicured. He wore a long, floor length,
pale pink peignoir with boa feathers trimming the openings at the
cuffs and the front.
Even with his 3" bedroom slippers on, Jenn wasn't much taller
than Mark. He looked him over quietly. Not saying a word. As he
approached, Mark was overpowered by the exotic scent of the
perfume that he wore but he could not help but feel completely
overwhelmed as he noticed an enormous cock swaying behind the
fabric of the peignoir. This gorgeous creature wearing these
incredibly sexy clothes was a man. His heart stopped beating. He
stood in front of him and spoke.
"Mmmmmm, oh my sweet little sugar cube. You are going to make the
cutest girl boy I have seen in a long time. We are going to have
SO much fun." He cooed.
Jenn stepped closer and put his arms around Mark's neck and
slowly lowered his glistening lips and kissed him in a way Mark
had only fantasized about. His dick started to get hard and he
wondered where he was and what was happening. Wasn't he in
Federal prison? Wasn't it for men only? What was this incredibly
hot chic doing here and why was he kissing him? Not only that but
the guard who escorted him to this place was still here and was
smiling at Jenn.
Jenn pushed Mark over to his bed and told him to sit there and
not say a word. He pulled the curtain across the cell door and
slowly pushed the guard down onto his knees. He was whimpering as
he stared, glassy eyed into the folds of his peignoir. He slowly
spread it open for him and when he reached out to touch his with
his hands he slapped him so hard that Mark flinched. He had never
heard or seen anything so vicious. Yet, the guard didn't move. He
merely said, "Yes mistress. I have been a bad boy. I need to be
punished."
"Oh? In what way have you been a bad little boy?"
"I made Jim Thomas beg me to fuck him, which I then did, and had
a really nice big cum all over his ass. I still didn't give him
his cigarettes until he had licked my asshole till it was open
and nicely lubed. I made him watch while I fucked myself with my
nightstick. He was so desperate for a smoke and a fuck that he
didn't know what he wanted more, to fuck my ass or to try to
steal the cigarettes from me."
"What did he do?"
"He jacked off on my face and then reached around me to get his
cigarettes and, as he did I made him kiss me and lick all of his
cum off of me."
"So how should I punish you? The usual?"
"Oh yes, please Mistress."
With that Jenn lit a big fat reefer and, taking it all the way
down into his lungs, he breathed it out into the guard's mouth as
he kissed him. Mark watch quietly as they got higher and Jenn's
cock get harden and pushed out the front of his peignoir. Jenn's
cock was a magnificent eight inches long, a truly masculine
appendage on this most feminine of bodies. The guard's pants
bulged and he saw Jenn reach down to free his cock. Raising the
skirt of his peignoir as the guard knelt lower, Jenn pushed his
rigid cock into the guard's greedy mouth. Jenn came within 4 or 5
minutes without a single word being said by either of them. When
his orgasm finished he pulled his flaccid cock out of the guard's
mouth and peed all over his face and into his open mouth. Neither
Jenn nor the guard touched his throbbing cock as it spontaneously
jerked and spewed long strings of semen onto the floor. Some fell
onto Jenn's satin mules so he slapped the guard hard across the
face.
Jenn took another enormous hit of his joint and breathed the
smoke into the guard's mouth again. He left him there in a state
of bliss, higher than a kite, drained and wet and happy. He
leaned over and whispered into Mark's ear, "Did you like that?
Want mommy to make baby feel good too?"
Jenn lifted him over to the bed and started undressing him.
Without really thinking about it, Mark felt something go over his
head that was light and soft and silky and smelled like perfume.
He got up to look down and saw that he had some kind of see
through robe on. He stumbled over to the vanity again and looked
at himself and it took his breath away. He was wearing a midnight
blue, satin nightgown. It made him feel pretty and sexy. The lace
bodice barely covered his nipples. His cock hardened immediately.
He stroked himself lightly through the smooth satin material. His
head spun and his body was sensitive to every feeling and touch.
His tactile sense was on edge.
He was thrust back on the bed, his legs spread wide, and his
nightie pulled up to his waist. His rock hard prick stood rigidly
to attention. Jenn's head went down between his legs and his cock
flexed as Jenn's warm breath flowed across the almost purple tip.
Mark gasped Jenn's head and pulled it down onto his cock. He came
immediately. A tremor spread from deep in his groin throughout
his body, tensing and arching his delicate frame as the first
spurt of semen shot from the tip of his penis.
After swallowing Mark's semen Jenn raised himself and said that
it was time for Mark to earn his membership in Jenn's stable. The
guard got up and left the cell.
"Now baby, there are a lot of horny guys in this place and only a
few pretty young things like you and me. It's our job to help
them through their time in here by standing in for their wives
and girlfriends. That's our job. Others have to do hard labor but
you're so pretty you get to have lots of nookie instead."
Mark felt a sickening feeling in his stomach and fear in his
throat.
"No, I can't do that ..."
He curled up into a fetal position and started to cry.
Jenn had opened the curtain allowing the inmates to see into the
cell. A chorus of yelling broke out. The men were looking forward
to watching the new recruit broken in. Mark could hear the
nearest inmates yelling out to him, "C'mon over here sweet-
cheeks, daddy gonna show baby white boy how to be happy."
And, "Big John got's what yo' needs, you little, sissy whore,
right here 'tween my legs. Cum and git it, doll-face."
Jenn had stood up, towering over Mark. He reached down and slowly
raised his head.
"Do you want to feel good? Do you want mommy Jenn to make his
little baby feel happy and dreamy and better than he's ever felt
before?"
"Yes", Mark replied weakly.
"Come over here."
Mark went over to the vanity where Jenn had put down a tiny pile
of white powder cradled in a spoon.
"What is that?" Mark cried out in alarm.
"It's a special sleeping compound that we get here at Sherwood.
Try it sweet cakes. You'll like it. I promise."
Mark bent over it and took it onto his tongue and swallowed it.
He felt strange but dreamy and as light as air.
"Well, honey, feels good, hmmm??" Jenn whispered in his ear while
she snuggled close to him lightly rubbing his thigh through the
gauzy film of his nightgown.
"Oh ye ... ees!"
"And you sure do look cute in that nightie. Do you like it?"
"Mmmm!"
"Well sweetie you can take it off and put your overalls back on."
"What for?" This was not good news after so soon discovering the
delights of wearing soft, sexy, feminine lingerie.
"Because, honey, my girls have to earn the right to wear nice
things. It time for you to go to work. If I think you have acted
like a lady you can dress like one. Now quickly, put your
overalls on."
Reluctantly, Mark took off the nightie and slipped into his
orange prison garb.
Chapter 3 - Loss of Virginity
Mark got up and stood in front of Jenn in his ugly prison uniform
with his head bowed.
"That's better. Now listen doll-face, there are a couple of horny
young hoods across the way who have been looking forward to
meeting you. Steve, the nice guard will take you over to meet
them. If you're very good to those boys Auntie Jenn will get you
more of that nice sleeping powder and find you some clothes that
will make you the prettiest of all my sissies."
A stab of fear went through Mark as he realized what was being
suggested. It was one thing to have oral sex with this sexy she-
male but to be put in a cell with two hardened cons whose only
thought was to fuck the shit out of his pretty, little boy's
bottom was too much.
"Please Jenn, don't send me over there! Please don't ... I'm too
small. I've never done anything like that. I'm scared."
The guard pulled Mark out of the cell-come-boudoir. Hundreds of
inmates cheered and whistled as Mark was dragged, weeping, across
the bridge to the opposite gallery where Vic and Bono, sporting
huge, throbbing erections, waited for their pretty prize. The two
hardened cons were over 6'4" with frames like body builders. Vic
wore a red bandana around his head while Bono was shaved bald.
They drooled at the mouth with lust. Mark's virginity was gone
within 30 minutes of entering the cell. It was a very public
display because the front wall of the cell was floor-to-ceiling
bars allowing the inmates across the other side of the block to
see in. Several guards also came and watched.
Vic quickly took off Mark's prison overalls and underpants
leaving the youth naked and shivering in the cool air. Bono stood
in front of him stroking his smooth, hairless, ivory skin and
squeezing his plump round buttocks. Mark let out a little gasp as
he saw Bono's huge erect cock, swollen with blood pumping through
the shaft. This heavy, ebony cock jutted out from his groin at 45
degrees, easily eight or nine inches long. Hanging from the thick
shaft, which was corded in swollen, blue veins, were two
testicles the size of golf balls inside a scrotum of dusky brown
skin. A thick mat of black pubic hair surrounded the base of his
weapon. Mark thought immediately of the big, black cocks that had
fascinated him when he and Nicky watched Nicky's mom make the
movie.
As Bono squeezed his bottom and kissed his neck Mark's own pink
penis hung limply from the small brush of soft pubic hair.
Simultaneously, he felt Vic's naked body press against him from
behind. In particular, he felt the con's cock, hard and wet
against his buttocks. Mark was breathing hard as he squirmed and
wiggled between the two horny studs, the wet tips of their
erections leaving trace lines of shiny pre-cum on Marks stomach.
He was scared and tense. He had no control over what was
happening and it was an uncomfortable and alien experience. He
kept reminding himself of Nicky's mother and how she had enjoyed
three such men.
Both men kissed him and stroked his body while other inmates
whistled and called out advice: "C'mon let's see that baby ride!
...stick yo' meat to him! ... Hey man, let's see some goo ... ood
fuckin'!"
Mark felt Bono's hands spread his buttocks and Vic's wet cock
press against his anus. He knew this was the moment. He closed
his eyes and braced himself as the head of Vic's cock pressed
into his anal opening and stretched it wide. He tried to imagine
he was a woman and that he was wearing the nightie he had
recently removed. It helped a little but his anus was hurting as
Vic's big cock stretched it much too wide. He moaned as the pain
increased.
"Oh, this baby's tight!" grunted Vic, then he thrust hard,
"...Uuugghh!"
Mark felt the penis enter him and he cried out as his anus
tightly encircled the head of Vic's cock. Suddenly, Vic's organ
punched into him as his anus gave way and slipped over the wide
crown. He felt the penis fill him up. It was hard and unyielding
and felt much bigger than it actually was. The pain subsided and
was replaced by a feeling of fullness as his rectum was quickly
penetrated by two thirds of Vic's thick hard cock. He felt
tightness from his stretched anus but the scary pain had gone.
With the pain his fear began to diminish. He focused his mind on
the sensations he had felt when he had worn the nightie, the
softness of the material against his skin. He tried to imagine
himself as a woman, as Nicky's mother, but his embarrassment was
too much. With dozens of eyes watching and calling out
encouragement to Vic, Mark was utterly humiliated.
Vic held Mark's hips firmly in his big hands so he could not have
pulled himself off the cock if he had tried. But he did not try.
He sensed it would do no good and just make Vic angry. After a
series of thrusts he could tell that Vic's cock was completely
inside him and seemed to reach as far as his stomach. His
humiliation was compounded by that fact that he now had an
erection. It was not by design but an instinctive response to
anal penetration. Now as Vic pumped, Mark's penis jerked up and
down in time with Vic's thrusts and the audience cheered as they
assumed Mark was enjoying it.
Vic was very hot and aroused and banged his cock into Mark hard
and fast. As his pelvis thrust forward and smacked against Mark's
plump round buttocks their bodies made a loud slap. The inmates
started clapping their hands in time to the slapping of their
bodies and, as Vic fucked Mark quicker, they clapped faster. And
he was fucking him really fast. Mark felt like a doll in the big,
black man's grip and he realized he was moaning and whimpering.
Vic was grunting and yelling as the swollen black cock hammered
into Mark's slim young body. Mark's long blonde hair swirled
around his head as his body was shaken violently then, as Vic
gave three huge thrusts and pulled Mark hard back against his
pelvis, jamming his fat, stiff, monstrous organ into the youth's
bottom, Mark felt the hard penis inside him jerk several times. A
build up of pressure deep in his rectum told him that he was
being impregnated.
Vic's cock pumped a thick, gooey mass of semen into Mark and he
could not hold it all. Some sprayed from his anus and ran down
his thigh. Vic held him in a tight embrace until his orgasm
subsided and he stopped shaking. The jail erupted in applause and
there were cries for more. Vic pulled out of Mark and Bono was
ready to replace him. He had been stroking his cock as he watched
Vic, bringing his own shorter but thicker phallus to erection.
Now he was in a high state of excitement as he savored the
prospect of ending his week-long sexual fast inside Mark's
gorgeous ass.
Mark gasped as he felt Bono's thick member plunge into him but it
was easier now that Vic's semen had lubricated his anus. As Bono
began thrusting Mark saw the guard come into the cell and unzip
his fly. He pulled out his erect cock and clasped Mark's head
between his hands and pulled his face down onto his penis. Mark
knew what he was supposed to do and sucked the swollen member
into his mouth and proceeded to rub the tip with his tongue.
Mark's body shook as Bono's cock gored him and the guard's penis
frequently slipped out of his mouth. Bono soon came. Mark felt
the huge cock buck deep in his rectum as more semen flooded into
him and oozed out of his bottom between the shaft of Bono's cock
and the lip of his anus. As Bono pulled out of Mark a stream of
milky semen poured out of his stretched anus and down his leg.
The guard now made Mark give his full attention to his cock. He
licked the man's testicles and carefully rubbed the head with his
hand, oblivious to the howling coming from the other cells. When
the guard came Mark tried to pull the cock out of his mouth but
the much stronger man held his head and ejaculated onto Mark's
tongue making him swallow the cum. The taste shocked him.
The guard left and Mark rushed to use the toilet, which was again
in full view of the cells. As he emptied his bowel he cried. Bono
and Vic lay on their bunks watching him and massaging their
erections. Mark realized they were not finished with him yet.
"No use yo crying, baby. Jes git used to it." Said Vic, "It ain't
so bad. Chicks love it."
He did not reply.
"If you put out for us we'll look after you and see you're
treated well."
"Si, babe," said Bono, "we'll give you some good fucking and
protect you from some of the bad guys around here." He laughed.
Just then the lights went out. He got off the toilet and cleaned
himself. As he moved over to the lower bunk, which Vic occupied,
Vic seized his arm and pulled Mark onto his bunk. He kissed Mark
on his mouth and thrust his tongue between his lips. Mark was
passive until he felt Vic's hand gently stroke his small penis
and testicles. As Vic continued kissing and stroking Mark began
to come around. The combination of Vic's unexpected gentleness,
the images of Nicky's mother that he used to help adapt to his
situation and his youth and powerful, but hitherto dormant sexual
appetite, was melting his resistance. He was no longer afraid
that he would suffer physical harm from the sex act and even
though his erection had been an instinctive response to being
penetrated it was erotic. Now his penis stiffened in response to
Vic's kisses and fondling and he felt a wave of sexual desire
breaking over him. He threw his arms around Vic and kissed him
passionately. Vic responded to the change excitedly and they both
engaged in a silent but intense sexual tussle.
Bono could hear them and knew that this time it was not rape but
hot sex.
He whispered, "Hey man, the chick's mine too. Save some for me."
Vic kissed Mark's neck and shoulders making him whimper with
wanton need and, when he transferred his lips to his stiff,
little nipples, Mark gasped at the eruption of desire that it
produced. Vic had never felt so horny as held Mark's slender,
effeminate body and felt the youth's kisses on his neck and chest
and the small hands gripping his bottom. It was years since he
had fucked someone who seemed to enjoy it. His principle
experience of sex had usually been rape.
He felt the sissy's soft and slender legs clasp his waist and
Mark's arm's hook behind his knees spreading his thighs wide. Vic
slammed his groin against Mark's soft, plump buttocks and thrust
deep and hard into the tight but well lubed anus pulling out till
his cock-head almost popped out of Mark then plunged back down
into that soft, clinging passage. Mark became a sex addict that
night and his stiff little member several times erupted
spontaneously into an orgasm that convulsed his slender body.
"Hey hurry it up man. I gotta have me some of that ass!" Bono
whispered anxiously.
Mark held Vic in a close embrace as the huge penis continued to
gore his rectum. When Vic's cock finally jerked and Mark felt the
sperm impregnate him he was no longer a victim. He drew strength
from the flood of semen entering him and he knew this was his
ticket to survival in prison. Those terrifying men needed his
beautiful, effeminate body. It was a measure of power and from
now on he intended to use it and enjoy it.
As Vic withdrew his organ he whispered, "That was real good,
baby. Yes sir, that was ... goood!"
"Be nice to me and it will get better."
"Consider it done, babe."
Mark slid off the bunk and joined Bono. He was immediately locked
in another frenzied sexual struggle as the big, horny man
unleashed his frustration. Mark fought back as the two kissed and
wrestled desperately. Mark squealed and cried out his desire and
pleasure as his slender body was mauled and crushed against
Bono's naked torso.
"Oh god! I want it ... Uggh! Put it in me! ... Oh please, I want
to be fucked! ... Ooh, yee ... ees!"
The other inmates hearing these age-old cries of human coupling
unleashed a cacophony of whistles and shouts.
The bunk squeaked and shook under the stress of Bono's heavy body
slamming against Mark's ass. When he felt himself cumming he
pulled out and put his cock in the sissy's mouth.
The thick, spongy cock-head filled Mark's mouth with the taste of
Vic's semen which had lubricated his rectum. As he sucked and
licked the cock, this big, violent, ox of a man was still and
moaned helplessly. Again Mark felt his power over these brutish
men. He was the sole source of Bono's pleasure. He could increase
it or diminish it. But it was not just power, Mark enjoyed the
cock too. He fondled Bono's large testicles and thought of the
sperm that his sucking mouth and busy tongue was coaxing from
them into Bono's shaft. When it spurted into his mouth was, he
swallowed it hungrily.
Vic and Bono fucked him twice more, passing him between their
bunks before they fell into an exhausted sleep. Mark snuggled
with his back against Bono's powerful torso. Semen had dried on
his anus and thighs. He dozed lightly dreaming of the beautiful
dresses hanging in Jenn's cell. He knew he had earned the right
to wear them. He particularly thought of a pink taffeta gown that
he seen. He would love to wear that. He imagined a tight
strapless bra hugging his chest under the bodice of the gown. How
lovely and feminine it would feel.
His reverie was disturbed when he felt the sleeping Bono's cock,
which rested on his inner thigh like a soft sausage, stiffen and
grow. He reached between his legs and held the organ. A surge of
desire swept through him. He recognized that the dark Mexican was
having an erotic dream. Raising himself on one arm he pressed his
lips against the Latino's mouth, waking him in a high state of
arousal. Mark was roughly manhandled onto his stomach and
screamed as Bono's rock hard cock plunged into his rectum. Their
struggle woke Vic and as Bono's orgasm subsided Mark heard Vic.
"Okay baby. Git yo cute little ass over here."
Mark pulled himself off Bono's erection and slipped into Vic's
waiting arms.
Chapter 4 - Apprenticeship
Mark was awakened in the morning by the sharp jab of a needle
going into his ass.
"Ouch! That hurts. What are you doing?"
Bono looked at him and replied, "Baby, sweet cheeks, that there's
the best shit in the State. You just wait and tell me all about
it."
Within seconds, Mark felt delicious and warm and loose. It was
daylight and when he was pushed down onto Bono's bunk and once
more fucked deep and hard, the other inmates could again see him
being fucked. He was stimulated by the yells as they egged Bono
on and jacking themselves into a frenzy. He could not scream out
his own pleasure loud enough. He didn't care who heard him beg
for more cock and cum.
With the drug acting on his brain every part of his body seemed
to come alive and feel erotic. Bono's hands grasping his hips
felt wonderful. Bono's lips on his neck and shoulders burned with
passion. The cock inside his rectum felt huge. He gripped Bono's
body in a frantic embrace. He was almost delirious with desire
and doubted that he could ever get enough. The thought of being
locked up with hundreds of very horny guys seemed suddenly to be
very good luck.
When the guard came to take him back to the cell he shared with
Jenn, he had to be carried he was so 'loosey-goosey'. Altogether,
since entering Vic and Bono's cell he had been fucked 14 times
and he had been transformed from virgin and neophyte to a
sexually voracious sissy ready for a new career as one of the
best lays in the prison.
Jenn was very pleased with Mark. She had watched as Vic and Bono
had repeatedly fucked him. Instead of whining and being passive
as so many of the other boy-girls in his stable had done on their
first time, Mark had thrived and enjoyed each fuck more than the
last. Jenn was definitely going to like training him.
Mark lay on Jenn's bed in a post coital lethargy and asked how he
had managed to get so many clothes and such a luxurious cell.
Jenn contemplated him for a while with an amused look in his eye
weighing what he would tell him.
"Well, baby doll, this is how the system works..." And he
proceeded to explain that he had already been a confirmed cross-
dresser when he was sent to prison. On arrival he had the routine
interview with the Warden who had already made a special study of
Jenn's file. He had been waiting for someone like Jenn to turn
up. He looked at the slim effeminate young man. Even his rough,
baggy overalls could not diminish his extra-ordinary sex appeal.
The Warden had explained that he was looking for someone special
and Jeremy (Jenn's legal name) seemed to fit the criteria.
"Special in what way?"
"I need a cock-sucking pretty boy like you."
The Warden said it harshly and with contempt. Jeremy blushed
furiously. Although, that described him, he had never been called
that so directly by a stranger. Hitherto, his inclination to
dress as a girl had been accepted by his family and friends.
Until lately his boyfriends had also been very sensitive and
loving. But along the road to prison he had met some tough
characters and learned to be tough himself. He recovered from his
temporary lapse into innocence and responded in kind giving the
Warden his sexiest pout.
"What've ya got in mind, huney? And my name's Jenn."
"Well now Jeremy ... er Jenn, one of the problems we have in this
institution is that the men need an outlet for their ...
frustrations."
He explained his plan to set up Jenn as the prison whore. He
could take his pick from the few fancy boys in the prison and
organize them into a sort of escort service. With regular and
available sex, the Warden figured that he could reduce the danger
of rioting.
In return, Jenn got his own cell decorated the way he wanted it
to be and ordered anything and everything his heart desired from
any catalogue or mail order house. He was also allowed to go on
hormones and get several rounds of state paid, plastic surgery
from breast augmentation, to collagen implants in his lips, to
having the bottom two ribs removed from his ribcage (for a more
perfect female waist), to having his Adam's apple shaved, and
permanent eyeliner tatooed onto his eyelid.
"Work is part of prison life. If you don't do this you will work
on the rock pile. I guarantee that within a week your looks will
be gone and you will have been raped by scores of the cons. How
about it?"
Jenn was under no illusions about being raped. Pablo, the
boyfriend who had landed him in this mess, had done jail time and
told him what happened to pretty boys. Jenn had enjoyed an active
and eclectic sex life before being convicted so the offer of
being able to control the sex and wear feminine clothes also was
irresistible. He agreed to do it.
The Warden sent Jenn away and told him that when he had settled
in he should change into a dress. A guard would bring him back to
the Warden and he could repay his kindness. The Warden had some
perverted needs and Jenn expanded his sex education over the next
few months in learning to satisfy them.
Mark had to admit that Jenn was the most stunningly perfect
creature he had ever laid his eyes upon. The juxtaposition of his
incredible femaleness with his enormous 8" circumcised cock was
overwhelming in its raw sexuality. Jenn was dressed in a pair of
skin tight, hot-pink, lycra peddle pushers with 5" black, patent
heels and a cropped, black satin blouse that was tied in a knot
just below his enormous tits. His toenails were painted crimson
red to match his nail color and lipstick. His short, pageboy hair
was teased into a little bouffant in back and descended downwards
to a point just below the end of his jaw. His teeth were snow
white and his complexion was smooth and flawless except for the
sexy beauty mark below his lower lip. His tits were at least
36D's and looked almost too big for his 5'4" frame. His nipples
pressed teasingly against the lustrous satin of his blouse. Mark
couldn't resist the urge to reach out and touch them. When he did
the inch long nipples hardened and it hit him that they were
real.
As the guard opened the cell door and let Mark in, the drug in
his system and the almost continuous fucking made him swoon and
he crumpled into a heap at Jenn's feet.
"Here you go precious. Let me get you to our bed. Feeling better?
Did Bono give you a little surprise? You like that don't you
sweetie?"
Mark could not really focus. He was swimming in pleasure from the
swirling sensation in his brain to the completely satiated
feeling in his ass and his cock. He fell asleep.
Jenn gave Mark a new name, hairdo, manicure and wardrobe. He
became Marcia. And he loved every minute of his transformation
into a whore. He did not think of himself as being gay. Rather he
saw himself as a T-girl. Putting on a bra and a sexy dress, doing
his make-up, arranging his hair was as exciting as the sex. He
liked making himself look pretty and attractive for his men.
In addition to learning how to please men he had to learn how to
hand wash his delicate and expensive lingerie making sure to get
all of the cum stains out of them. Jenn was a demonstrative
teacher and did not expect any of her students to do what he
would not do. Before he was given his own list of inmates Marcia
had to spend several days standing by the side of Jenn's bed,
watching him take inmate after inmate into his arms and fuck them
and suck them and be fucked and sucked by them until he had gone
through that day's list of appointments. After each guy had left,
Marcia would wash Jenn and redo his makeup and critically discuss
each fuck-session. It was very hard work because Marcia would
become unbearably horny but Jenn would not permit him to have any
release until his training was finished. For seven days poor
Marcia, wearing the sexiest clothes, had to watch as Jenn was
fucked by more than a hundred inmates. The memory of his night in
Vic and Bono's cell tormented him. He was being "wound up"
dangerously tight.
Jenn knew what was happening. He intended that after seven days
Marcia would be so sexually strung out he would lose all his
inhibitions. And so he did.
Jenn had 12 T-girls in his "stable". Whenever possible they were
encouraged to watch each other perform as well as watch and
listen as Jenn took each of them through their lessons in makeup,
hair styling and the differences in dressing styles depending on
the time of day and occasion and the peculiar needs and desires
of each of their customers.
By the end of the first week after Mark was allowed to service
the inmates. He would approach all the partners allotted to him
for the day as though they were his first and only lover. None of
the T-girls gave head like Marcia. He had a stronger sucking
action and he could use his tongue like a magic wand. Because he
learned how to deep throat, he would often take two partners,
lying on a bunk or table being fucked at both ends. He liked the
idea of semen simultaneously spurting into his throat and anus.
He would cry out and struggle passionately as he rode their
cocks.
Most of the time the inmates he serviced just wanted a blow-job
or to fuck Mark anally. However, there were some who wanted more
perverted things and these really excited Mark.
Within two months, he could do every boy's makeup and hair as
well as tie off their arms and cook their heroin and shoot them
into oblivion. He had learned how to dye and streak their hair
and cut and perm and style them. And he could repair clothes
ripped and torn in some especially hot fucking. He also gave
better manicures than Jenn had gotten on the outside.
Jenn marveled at how far this pretty boy had come. He had a
delightful, innate sweetness and a voracious appetite for sex.
The rougher and more perverted the sex the better. Humiliation,
gang bangs and powerful drugs all added to the excitement. Jenn
had treated him to a set of 36D silicone implants and he was
feeling sexier and happier and more fulfilled and more loved than
he had ever felt on the outside. He was especially proud of the
fact that there wasn't an inmate or a prison guard who didn't
rank him as their first choice for fucking. While he preferred
big cocks and guys who produced lots of cum he never turned
anyone away. He loved them all.
And what was most satisfying was that Jenn seemed to need him
too. Marcia was overwhelmed that he was the only T-girl entrusted
with giving Jenn his daily dose of cocaine. Jenn loved the
feeling of hyper sensitivity it gave him. As soon as he had his
morning hit he'd look up through his long eyelashes into Marcia's
pure ivory skinned face and his soft doe eyes. His eyes would
glaze over and a look of pure lust would overtake him. Within
minutes, Marcia's peignoir would be open at the neck or his tight
little dress would be hiked up past his hips, his breasts exposed
and his cock slowly jacked to an erection as his long distended
nipples were bitten and chewed. The connection between his tits
and his cock made him electric with desire. Marcia would moan and
whimper and within seconds Jenn would be on his stomach with a
pillow beneath his tummy so his ass was held high and Marcia
would be on his knees between Jenn's splayed legs and his tiny
little cock would be pushing in past Jenn's lubed sphincter.
Jenn was the only person Marcia would fuck. He had no desire to
fuck men. He was feminine and wanted only to be fucked. But he
would eagerly hump and thrust into Jenn's warm rectum. He always
felt that when he spurted his cum into Jenn's deep passage that
it was received as a love shot and not just sex. Without a pause
Jenn would roll over and stuff his cock into Marcia's soft,
loving mouth or his tight, young asshole and after a nice long,
leisurely fucking, he would cum all over the insides of his
baby's mouth or ass or he would have pulled out and sprayed his
juice all over Marcia's face and neck and chest or his thighs and
cock and balls.
Then he would saunter over to his desk, unlock one of the drawers
pull out his spoon and needle and slowly cook Marcia's morning
hit of hormones laced with heroin. Marcia was his baby and mommy
Jenn would take such good care of his little sweetie. When Marcia
was flying high and feeling nothing but bliss, Jen would invite
in the first of Marcia's list of men for the day.
Chapter 5 - Mothers and Sons
When Mark, her baby had been taken away from her, Sarah Harris
was in shock. Her two older sons had left, distancing themselves
from the disgrace of their younger brother's incarceration,
fearful that it would harm their careers. They had ordered Sarah
never to contact them.
Mark's father had returned from the courthouse blaming Sarah for
everything. It was her fault that Mark had turned out the way he
had. She had coddled him. He had been her little prince. She had
given in to his slightest demands. When the brat had hung out
with that rotten Nicky, she had indulged him instead of whipping
his behind like any normal mother. Within three weeks, her
husband had deserted leaving her penniless and with an insecure
future.
As her life unraveled Sarah became desperate. One day, after a
visit from the landlord, she had, unthinkingly, wandered on to
the street, tears of despair running down her cheeks and a
crumpled eviction order gripped in her hand. Her precarious
course through two streams of traffic was halted by the warm
embrace of her neighbor, Denise Hardon, Nicky's mother. With
Denise's tender and compassionate words in her ear she let
herself be guided into the Hardon kitchen. Soon she was unloading
her woes onto Denise and her husband Jess. Sarah stayed the
night, and for the next two days. Denise and Jess provided
comfort and encouragement and made her welcome. Sarah had heard
rumors about their "unconventional" lifestyle and occupation but
she was not a prude and realized that even if there were any
truth to the rumors that they made pornographic videos it did not
alter the fact that they were amusing and kind.
At 38, Sarah still retained her slim, athletic figure and firm
breasts. Her features displayed the best characteristics of her
Spanish forebears. Full red lips, a straight perfectly sculpted
nose, black pencil thin eyebrows arching over dark smoldering
eyes, and thick black hair that cascaded over her shoulders in
luxuriant waves. Denise and Jess saw her beauty and sex appeal
through the careworn mask of years of motherhood and recent
tragedy. On the third night of her stay Jess had gone out and
Denise persuaded Sarah to let her do her hair and try some
different makeovers. Sarah enjoyed herself. It was like the
pajama parties she had loved as a girl. Denise made her laugh and
break out of her conservative straitjacket.
Sarah was persuaded to put on a black satin, under-wired shelf
bra, which pushed up her comfortable and safe breasts into two
brazen, ivory globes separated by a deep, inviting cleavage. She
gasped at the image of the sultry Spanish beauty looking back