Boypussy Stories
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Boypussy Stories
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Superhero is captured and converted into puppyslut.
Turkish delight after a sexual therapist's diagnosis.
Cockslut takes takes cocks in both holes as his education...
Acting on emotion hurts the one we care about the most.
Last weekend. From friend to bitch, to pussyboy.
Gangbang Party sequel. Our last weekend. I am his slut.
The gangbang begins and my life is changed forever.
Housemate and his friends spring a surprise gangbang on me.
She was an old student of mine and years latter my tranny gf.
Transformed into a girl, raped into a woman.
All contents © Copyright 1996-2022. Literotica is a registered trademark.
[All the good incest stories on here lately
are heterosexual, so I thought I’d try to do something about
that.]
Jack finds a young man in his office one day
who shows him what he’s been missing out on all along, and leaves him
with an insatiable hunger.
Jack ran a small but very successful company. His team of 30
graphic designers, salespeople, artists, public relations specialists,
and marketing talent comprised one of the top advertising and PR firms
in the city of Houston. He ran a tight ship, and was respected by all
of his employees. Together they stood up against even the larger
national firms that outstripped them substantially in resources. As
Jack pointed out regularly to his team, their agility and keen
understanding of the market kept them ahead. No less significant,
though, was the strength of the team. Any of Jack’s employees would
have followed him off a cliff if he’d only asked. His charisma and
sincerity made him an easy guy to look up to as a role model.
At home Jack was just as dedicated. He’d met his wife Diane in
college and now twenty years later, they had two boys, Jack Jr. and
Todd. Jack Jr. was a college freshman, and Todd was a high school
senior, living with Jack and Diane in their beautiful home in one of
the nicer neighborhoods. Jack worked long hours but still made time
for his wife and kids. Diane was a research physicist at a nearby
university, and between the two they juggled schedules to spend as
much time together as a family as they could.
Jack showed up to work one day and walked into his office to find a
young man sitting, waiting, in one of the guest chairs. He quickly
examined the stranger as he walked towards his back and the young man
started to turn towards him. A slight build, blonde stylishly-matted
hair, maybe a bit of a fake tan. This guy didn’t seem at first glance
like a candidate for any of the open positions on Jack’s team. He
couldn’t imagine why his assistant Dave had sent the guy in.
“Hello,” Jack said, extending his hand as the young man stood and
turned to make direct eye contact with him.
“Hi,” the young man said, not extending his hand back. Jack was
unsettled. Such a lack of social graces couldn’t possibly befit a
member of his team.
“Did Dave send you in? I’m sorry, I wasn’t aware you were going to
be coming. I’m not even aware who you are, I’m embarrassed to
say.”
“Excuse me? I don’t understand what you mean. Are you applying for
a job?”
“Oh. Then I’m afraid I’ll have to ask you to leave. Who let you in,
may I ask?”
The young man seemed unfazed by Jack’s questions, ignoring them and
responding with unrelated questions of his own. But at this he paused,
looked Jack directly in the eye—Jack averted his glance just a
little, uncomfortable—and the boy asked him,
“Excuse me? That’s not really appropriate. I’m going to have to ask
you leave.”
“I want to know if you like pussy. Do you like it? Do you like
fucking pussy?”
“Young man, I’m going to call the police.”
“Just tell me, it’s all I want to know. Tell me you like
pussy.”
Jack was put off greatly but didn’t really know how to reply. He
didn’t really have any security guards, but he could obviously
overpower the kid. A bit concerned about getting sued for battery, he
figured he was safe since the kid was breaking and entering,
essentially. He walked over and grabbed the kid by his shoulders.
Exasperated, Jack rolled his eyes. “Yes, OK? I love it. I love
pussy. Now get the fuck out of my office.”
The boy smiled, just at the very corner of one side of his
mouth. “Then you’re going to love my boypussy.”
Jack stood, confused, not even sure what to say. The young man just
took Jack’s hands in his own, lifted them off of his shoulders so that
he could turn around, and set them back down. Then he hooked his
thumbs around the waist of his jeans and in one motion slid them down
and arched his back so as Jack looked down he saw the boy wasn’t
wearing any underwear. Jack was stunned, his thoughts still racing to
catch up. Dumbly, he finally shook his head to clear his thoughts and
just said,
Jack was sure any moment he’d wake up, but what a peculiar
dream. What was happening? His face wrinkled in perplexion, Jack
shrugged and looked down, as the boy asked.
He couldn’t really see much more than the cleft of the boy’s
ass. Briefly he considered why he even cared, why he was actually
doing as the boy asked, but before he could follow that chain of logic
very far, he knelt down to get a closer look.
As the boy arched his back, his cheeks parted and Jack, moving like
a man underwater, slowly saw the smooth skin of the boy’s crack as the
cheeks peeled apart. Just as he knelt fully into a squat, Jack saw,
nestled deep between the boy’s pudgy ass-cheeks, his wrinkled, brown
anus, pulsing as the boy clenched and unclenched his sphincter.
Jack furrowed his brow, as if intrigued, as if trying to get a
better look. He was entranced. He’d never really seen another guy’s
asshole, and for some reason he found it fascinating. Looking at the
change in skin tone as it approached the boy’s hole, seeing how the
pucker wrinkled up and squeezed together when the boy clenched, seeing
the creamy smoothness of the kid’s ass-cheeks, Jack just knelt and
stared dumbly like a man looking at one of the wonders of the world,
head cocked to the side a bit, brow furrowed in concentration.
Finally, Jack’s concentration was broken as the boy twisted to turn
and look down at Jack kneeling on the ground behind him, staring down
over his shoulder. Jack turned his head up to meet the boy’s gaze.
Jack heard the words and immediately it dawned on him. Of course!
That tight, wrinkled hole, that was what it was for,
then. Fucking. Immediately Jack imagined bending the boy over his desk
and shoving his cock into the boy’s inviting asshole.
But as soon as the image entered his head, Jack’s mind cleared just
a little. What the fuck was going on? He was at work, trying to get
work done, and this boy was in his office, wouldn’t say where he was
from, and now Jack was on his knees behind the boy staring entranced
at the kid’s asshole? This was fucked up. Something was wrong. Jack
shook his head, trying to clear his mind from the strange, thick
mental fog it seemed to be trapped in.
The boy saw Jack struggling, and the boy’s face clouded with
concern and anger as he opened his mouth again and said,
Jack heard the words and then thought... wait, he’d lost his train
of thought. What had he been thinking about? He blinked, confused, and
then spotted the winking orifice right in front of his face. Of
course! He’d been thinking about how much he wanted to fuck this kid’s
boypussy. That was what that hole was there for.
The boy saw Jack regain his focus on his butthole, and the boy
smiled a smile that didn’t look very nice. He kept talking,
encouraging Jack.
“Come on, fuck it. I need my boypussy stuffed full of cock, I need
it stuffed full of your cock. Stuff your big cock into my hungry
boypussy.”
As the boy kept egging him on, Jack became more and more
eager. Man, he couldn’t wait to fuck this kid’s hot boypussy. It was
like just being near the boy made him hornier and hornier. Jack licked
his lips. He was having a hard time thinking of anything but sex. He
felt his cock swelling in his suit pants. What meetings did he have?
That was much less fun to think about. He wanted to think about animal
things, primal things, not boring work. Jack reached out and grabbed
the boy by his hips, stood up, and pushed the boy over to his
desk.
With one sweep of his arm Jack shoved his laptop and a bunch of
work papers off his desk to make room for the nubile young boy. He
shoved the kid face-down over the desk so his asshole was fully
exposed. Then Jack unzipped his suit pants, reached in and fumbled
with his briefs until he got his cock out. The hard organ flopped out,
the head already dripping precum.
“Shove it in me, shove that cock in my hot, sticky boypussy. Fuck
my hot boypussy, slam against my soft butt.”
Jack just nodded eagerly and started panting, blurting out whatever
phrases entered his mind, now so consumed by lust all he could manage
were grunts. “Oh yeah, fucking boypussy, so fucking hot,” he snorted,
and with that he shoved his cock right into the boy’s hole.
The boy arched his back more and moaned as Jack’s precum-slick,
rigid cock stabbed deep into his guts. Jack moaned aloud, his eyes
wide open, the sensation unlike anything he’d ever felt.
“Oh, fuck, your fucking boypussy, that feels so fucking good!”
“Fuck me, pump my boypussy full, pump me full of your cum, fill my
hungry boypussy with jizz, pump me so full it leaks out my hole!”
Jack’s face twisted into a look of hunger and aggression as he
started violently pounding the boy’s ass with his cock. The boy
started moaning as he slammed into the desk over and over, and finally
Jack shouted aloud as he emptied the biggest load of cum of his life
into the boy’s ass.
Jack collapsed down on top of the boy, his dick still shoved into
his ass, and lay panting, his sweat-soaked button-down shirt against
the boy’s t-shirt, his suit pants pressing against the boy’s soft,
full ass. Jack caught his breath and then blinked a few times, the fog
lifting slightly once again.
“Whoa,” Jack started, “What the fuck did I just do?”
He started looking around frantically to see if anyone had been
watching, but the blinds were drawn and his door was still shut. He
looked down at the boy and slowly, fearfully, drew his cock out of the
boy’s asshole. It came out with a wet sucking noise and Jack noticed
how hard he still was. The boy’s asshole was glistening, wet with
globs of Jack’s semen. Jack stood, frozen with terror, unsure what had
just happened and even more unsure what to do next.
The boy slowly stretched and then stood up, and turned to face
Jack. This time when he made direct eye contact Jack didn’t avert his
glance. Jack noticed, now actually looking directly at the boy he
didn’t know at all but had just savagely fucked, the boy’s eyes didn’t
quite seem to focus, like he was looking through Jack instead of at
him, off in the distance somewhere. The kid’s eyes had a pleading,
craving look to them, an intensity to them that spoke of a desperate
hunger, but oddly, there wasn’t really much else there. Jack stared,
fascinated. It was like staring at something inhuman, like making eye
contact with an animal at the zoo.
Then the boy smiled the same smile, not very pleasant looking. It
made Jack’s skin crawl, made his fear even stronger.
“Thanks for fucking my boypussy, mister,” the boy said, “I’ll see
you soon. I can’t wait to meet the others. I’ll bring my friends.”
“What are you talking about? What just happened? I don’t understand
what’s happening,” Jack began, stammering.
“Don’t worry,” the boy said, still vacantly staring, a trickle of
drool now running out of the corner of his wicked smile, “It doesn’t
take long.”
“What doesn’t take long?” Jack asked, but the boy just pulled up
his pants and walked out.
Shaken, Jack finished out his work day, unable to really reconcile
what had happened. He was nervous, skittish, but too afraid to ask if
anyone else had seen the boy or knew what was happening. At some point
he just decided to pretend it never happened. It didn’t seem like a
great solution, but it was all he could come up with. He drove home,
with a lingering sense of dread, but when he pulled into his driveway
and went into his house everything was exactly as it always was.
“Hey Dad!” Todd called down from somewhere upstairs, “Mom said to
say she’s stuck at work and is probably going to be home late and not
to wait up.”
Jack went into the kitchen, opened a beer to steady his nerves a
bit, and read the newspaper. A few minutes later he heard Todd
stomping down the stairs and his son walked into the kitchen. Jack
kept reading the newspaper, only looking up when he felt his son walk
right by him and stand at the bar right next to where Jack was
sitting.
Todd was wearing just a pair of gym shorts and no shirt, scarfing
down a bowl of cereal. Jack noticed his son’s sculpted 18-year-old
physique, his abs still visible even as his son stood hunched over the
bar, visible muscle definition across his strong back. Then Jack
leaned back and caught a glimpse of his son’s ass, framed by the thin,
shiny gym short material draped over it, the two firm globes of Todd’s
ass clearly defined against the shorts. Jack’s breath caught in his
throat, and then he opened his mouth and quietly whispered to nobody
in particular.
“What, Dad?” Todd turned, looking at his father, curious.
Jack felt his cock stir in his pants and to his utter horror it
began to stiffen as he stared at his son’s ass. He couldn’t help
himself as he started checking—no underwear outline visible, so
probably Todd wasn’t wearing anything underneath the shorts. Probably,
Jack thought, if he yanked the shorts down, he’d be able to catch a
glimpse of his son’s boypussy . Even just thinking the word made
Jack’s cock swell even faster. Boypussy. Boypussy. Jack was breathing
hard, now, his eyes staring towards his son’s ass but now a bit
defocused. In his head the word kept
echoing. Boypussy. Boypussy. Boypussy. His son had a hot boypussy, and
he needed it. Jack needed Todd’s boypussy.
All the ethical implications never really entered Jack’s mind. Any
considerations he was aware of were logistical. Could he overpower his
son? Probably, since Todd wouldn’t expect it. If he didn’t get his
cock in Todd’s boypussy fast, though, Todd would probably be able to
fight his way out. Jack would have to use the element of surprise to
its fullest.
It didn’t really occur to Jack that there was anything wrong with
the notion of raping his son’s ass over the kitchen breakfast bar. It
wasn’t that he thought it was OK. He just didn’t consider the issue at
all. Something in his head needed it, and the need, that driving need
for boypussy preempted any thoughts but how to get it.
“Dad?” Todd broke Jack’s trance ever so slightly. His father’s eyes
darted nervously up from—what was he doing? It looked like his dad
was staring at his ass. That didn’t make any sense. Anyway, his dad
was now looking at him. But something seemed wrong, slightly
off. “Dad? Are you alright?”
“Yeah, son, I’m fine.” Todd relaxed a bit as his dad
smiled. “Sorry, had a tiring day. I’m a little out of it.”
Todd nodded, “Yeah? What happened?”
As Todd was uttering those words, his dad leapt to sudden
action. Todd didn’t have time to react as his dad grabbed his shorts
and yanked them down. As Jack suspected, Todd was naked
underneath. Jack smiled—it wasn’t a particularly pleasant-looking
smile—as he saw Todd’s boypussy hole involuntarily clench as the air
hit it.
“DAD! WHAT THE FUCK?” Todd swung around but only managed to knock
his cereal bowl off the counter. Milk splashed everywhere and the bowl
shattered on the ground, and as Todd looked down reflexively to try to
catch it, Jack seized the opportunity and grabbed his son in a bear
hug right around his waist and tackled him forward, onto the bar. Jack
had already undone his fly, and he slipped his wet, hard cock out of
the open zipper and slammed his pelvis forward, stabbing his rigid
cock at his boy’s clenched hole.
“WHAT THE FUCK? RAPE!! DAD, WHAT ARE YOU DOING?? RAPE!!” Todd was
screaming nearly randomly, in complete shock, as he felt his dad’s
weight on top of him, preventing him from getting up, and felt
something pressing, hard, against his asshole.
As Jack continued his assault on his son’s ass, attempting to force
his cock into his son’s tight hole, he started talking to his
incoherent, screaming son.
“This is your boypussy , son, your boypussy . I need it, I need
your boypussy so bad, and don’t worry, you’re going to love
it. Boypussy is the best, it’s the best, you’ll love having your
boypussy stuffed full.”
Todd started shaking in confusion and terror at his dad’s
words. “Dad, what the fuck are you talking about? Get off me!
Boypussy? Are you some kind of fag, Dad? Get off me, you fucking
faggot rapist! That’s disgusting!”
Just then, Jack made one final brutal thrust and his cock head
managed to slip into his son’s fiercely clenched hole. Todd screamed
in agony as it pushed past his sphincters.
“AAAAAAAUGHGHHGGHHH!!!! FUCK DAD THAT FUCKING HURTS SO BAD!”
“Relax and let me in, Todd, let me in your boypussy. This is what
it’s for, your boypussy is here for me to fuck.”
As his cock bottomed out in his son’s unwilling ass, Jack kept
speaking soothingly to his boy, who continued to struggle. But after a
few strokes of his cock, Jack couldn’t help but notice the struggling
was decidedly weaker.
Todd was focused entirely on the white-hot pain in his asshole as
his dad brutally raped him, but also noticed that after his dad’s cock
slid in and out a few times, something was changing. It didn’t hurt as
much anymore. In fact, Todd noticed, confused, it kind of felt
good. It actually started to feel really good. Really, really
good. Something inside him felt his dad’s cock in his ass and felt
fulfilled, felt whole. Todd’s screams turned to raspy, panting breaths
as he started to move with his dad, started to grind his ass back
against his dad’s pelvis in time with his father’s thrusts.
“What’d you call it, dad? My boypussy?”
Jack heard the word come out of his son’s mouth and he moaned aloud
as his cock swelled even fuller in his boy’s hole. “Yeah, ooh, yeah,
Todd, your boypussy. It’s so hot inside your boypussy, you’ve got such
a nice one.”
As his father spoke the word over and over, Todd found his cock was
growing rock hard against the cold marble of the kitchen bar, precum
lubricating it so with every one of his dad’s thrusts into his ass,
Todd’s cock slid forward and back on the bar, making it even
harder.
“Ooh, yeah, dad, my boypussy. I don’t know why you’ve never fucked
my boypussy before. Now I understand, it’s always been so empty. It
feels so good filled up like this.” Todd was getting really into it
and started getting dirtier. “Yeah, dad, breed my hole, fuck my
boypussy-hole, fill it up with that baby batter. Pump me full of that
juice you used to make me, dad, fill up my boypussy with your
cream.”
Jack was moaning aloud at this point, rutting like an animal in
heat as his boy lay naked beneath him, splayed over the kitchen
counter, begging and encouraging him to do his worst, to rape him
harder and harder. Finally after pounding him for a solid half hour,
Jack moaned even louder, grabbed his son Todd by the hip bones and
pulled him back, just like an object, a depository, a thing to fuck,
and held him there while he unloaded a giant load of cum into his
son’s boypussy.
Afterwards, Jack felt just an instant of remorse and doubt, but it
was replaced by a stronger sense of fulfillment and the knowledge that
he’d be hungry again before too long.
Todd rolled over on the counter, star
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