Date: Sun, 16 Aug 2015 22:41:33 -0500
From: R D <ssingerr60115@gmail.com>
Subject: Cartoon Briefs

This is a story that contains sex between an adult male and a much younger
male.

If that isn't your interest, feel no need to read further.
Please, no one under 18, and do not read this where it is illegal to do so.

Please take time to donate to Nifty. They have done a great service by
hosting this story and others.

Enjoy

--

I am a bad man.

I've been this way all my life. Sure, I grew up with adults all over me. I
knew all the tricks about how to get a cock greased up before getting in
balls deep before running off to catch the bus to school. I learned how to
jerk a dick in each hand before I learned fractions. But even then, my
favorite thing was boys my age. Sadly, time makes fools of us all. You go
from teaching boys to jerk off at scout camp to being a monster. Hell, I
remember running a gangbang on some cute tenderfoot when I was 16, and I
was just part of the gang. Then I'm supposed to stop when I turn 18, just
amuse myself with other adults. Fine. Sure.

The gangbang had been fun, but even that wasn't really my bag. I loved the
doe eyed new boys who hadn't even learned how to properly jerk off. I was a
smart student, but I let my grades dwindle. If a straight-A student
suddenly had aspirations for janitorial work, I'd look suspect. Instead,
here I was, the typical high school graduate who just moved on to mopping
the floors at the elementary school.

In hindsight, while it was a boy lover's paradise, I probably shouldn't
shit where I sleep. It was a dangerous game to play with a boy who would be
seeing you every day. Better one that won't learn your name, won't let your
face. But how could I resist? The clock was ticking and I knew I'd go to
jail sooner or later. Better go out with a bang.

I loved moving up behind them at the urinal at school and asking if they
wanted to play a fun game. I would stroke those little nails until the boy
was breathless and whining from "the tingles."

I grew up white trash, so every haircut was a crew cut, just a dusting of
black hair and dark eyes. When I was younger, I spent my days playing in
the yard naked as a jaybird, so I grew to love a smooth tan with no tan
lines. Daddy would yell and holler over it, but I knew he was beating his
meat to the sight every time he'd find me stroking my little 3 incher there
on the front porch. Thankfully, those 3 inches grew in to a very nice piece
of meat. Probably about 7, maybe even 8 if I was with the right boy. I'd
try thrusting my halfhard cock into some hairless twink, but I was only at
100% full mast when I'd lock eyes with some little cutie at the mall who
was finally old enough to go into the bathroom by himself. Then again, a
tiny hand wrapped around your cock makes it look much much bigger

I grew to enjoy my job as the school janitor. The lovable scamp, everyone's
cool older brother. That morning, I had been amusing myself by fucking
Chett. I held his hips as he slammed himself down onto my cock over and
over again in the bathroom stall. I watched my fat hog, glossy with the cum
from men before men. Chett was the same as me. He grew up getting his ass
rammed by thick cocks. Hell, most days I'd find him with a load already in
his hole. The little slut would wait in the stall, stripped naked, leaky
hole on display. I'd hook my arms under his thighs and burrow every inch
into him with one pump. He'd gag himself with his own underwear, the little
pig. He'd huff his own boy musk as I'd pump that sloppy hole before leaving
his second (maybe third!) load for the day inside.

Today was no different, just our usual 10AM fuckfest. He held hooked his
arms around my neck as I jackhammered away into that frictionless hole. It
didn't matter. I wasn't getting off on the feeling; I was getting off on
the raunch!

"Fuck me, Daddy! Fuck me," he whined from behind the facefull of
underwear. "Fuck your little boy! Mmm, come on, stud. You're a sick fuck
who loves little boys!"  He knew the buttons to push. Hell, I bet he was
getting board of waiting for me and decided to pull the trigger for
me. "Come on, big guy! Pump my guts full of cum!"  I snarled and grunted
like a wild beast as he slammed balls deep. His eyes fluttered as he
clamped down hard. Cum splattered his insides as he rolled his hips like a
proper whore, riding out the climax to milk out every drop. I pulled him
out and set him back on his feet. He leaned up to give me a peck on the
cheek before redressing and bolting out in a rush. While slutty holes are
fun, nothing beats a fresh cherry. The boy left me sitting there, mopping
the mix of adult cum and boy hole from my dick. Chett had already run off
to class. Or maybe another hook-up, God only knows.

But there was little Ian. Little Ian with his hall pass, running full speed
into the bathroom. An emergency. I stepped out slowly to watch him fighting
to get his jeans open before tugging them down.

Cartoon briefs. Oh what a beautiful design.

He had picked Transformers, like any good boy of the era. The front had the
smallest of wet spots, though each fidget made it grow a little more, the
boy fighting to keep from pissing all over himself. At last, he hauled his
little dickie out, sighing with relief as he pissed into the urinal. I
moved up beside him. He turned pink across the cheeks and tried to cover
up.

"Looks like you got a little wet. You should take them off."

"You can't wear pants without underwear," he replied meekly. Oh,
perfect. You can't wear pants without underwear. You can't sleep naked. You
can't put that in your mouth. You can't put that in my butthole.  He had a
lot to learn. I wanted to be the teacher.

"Sure you can. See?"  I tugged my own jeans down to show off my half hard
cock. I gave it a full tugs, making it harder. "This way, it's a lot easier
to stroke. Have you jerked off yet?"

Little Ian didn't reply. He had an older brother, so I'm sure he heard the
term. But given the confused stare, I doubt he had introduced him. Such a
pity. The boy finished pissing but left his cock hanging out. I moved up
behind him, pressing my hard on between those soft butt cheeks.

"Mister, I don't think you're supposed to do that," he whined. I leaned
down to press my nose into that curly blonde hair. Boys knew about Stranger
Danger. That's why it was important to make it feel good before the fear
set in. I reached down to stroke that infantile cock. One big thumb and
forefinger, stroking and tugging along the shaft. The foreskin slid back
and forth over the knob with a little resistance. I tugged it all the way
back to leave the little pink acorn shining before skinning over the
head. He wriggled and coo'd, inadvertently hiking his ass back against my
dick.

I had to make the boy cum. Or rather, give him an orgasm. He couldn't cum
yet. It would ruin it for me if he could come yet.

I slid one hand up to brush those flat nipples. Likely ignored all his
life, they sudden brought a new surge of pleasure through his body. My
fingers stroked quicker, with much practice and expert precision as the
other hand toyed with the boy's nipples carefully. He reached forward to
hold on to the urinal for stability, lowering his ass against my cock. I
humped the boy like a horny dog, stroking him faster. I had no doubt that
this hole was cherry but fuck, this boy was born to be a bottom.

"It feels funny! I might pee!" he whined. I pumped wildly as I stroked him
more and more. "Uh, uh, mister, uh!!" he groaned before shudder. I snagged
his body to keep him from falling headfirst into the urinal as he shook
wildly. His fingers and toes flexed. I could even feel the quivering of his
hole against my dick as the boy's first orgasm reduced him to a sweaty,
shaky mess.

Somehow, SOMEHOW, I managed to step away from that perfect little ass and
steady the boy on his feet.

"We better take those briefs off, kiddo. You don't want anyone to see them,
right?" I whispered, hand now drifting across his flat tummy. He stepped
aside to wriggle his jeans off from around his sneakers. I held his
shoulders to steady him as he carefully removed the cartoon briefs. I held
them up, damp with sweat and a few spots of piss. I held them to my news,
evoking a giggle and "Eeewww!" from the boy. I let my tongue loll out of my
mouth.

"What? They smell awesome, little dude. I'd let you smell mine if I wore
any!" I said, giving my crotch a heft for emphasis. He stared quietly as
that massive prick. "You know, it's only polite if you do it in return."

He gave a small fidget before reaching over. That little hand shook, like
his first time petting a big dog, not knowing if it might bite. At last,
those little finger curled around the shaft. I didn't waste time, taking
his other hand by the wrist to grab the other side.

He began to pump. There was no skill in it, but that didn't matter. It was
all about the visual. It was the taboo. I leaned back against the wall,
looking down at this curious boy trying to manage a cock bigger than his
arm. He stroked clumsily, trying to mimic some of the motions I had
performed. I took his soft face in my hands and opened his mouth with a
thumb. I couldn't settle for just a handjob.

"Suck it. Just put the head in your mouth and keep doing that."

Before the boy could protest, I pushed the head into his mouth. He nursed
obediently, maybe out of fear and confusion, maybe because he wanted to
learn more of these games. But I always guessed it was because I was a
grown up. I was a grown-up who told him not to run in the hall, not to go
out before the buses came to a complete stop, and not leave my cock
unsucked.

He opened his mouth as wide as he could, tongue curiously lapping at the
head as he stroked, making those heavy balls bounce with each motion. I
felt the tension building. I could pull away. If I did it, it might make or
break the whole experiencing. I should have sucked him, I should have
shaved it for the second time, I should have built more trust...

"FUCK!" I grunted, cumming hard. The first volley hit the back of the boy's
throat, gagging him. I clamped one hand down on the back of his head,
pushing him down further as I started to unload gush after gush of cum into
his mouth. I snarled under my breath, watching his eyes water as he
wriggled and pulled off of my cock with a wet pop. I pushed his cartoon
print briefs into his mouth and uttered, "Swallow."

Little Ian. Such a good boy. He tilted his head back and swallowed again
and again, taking all that cum down his throat.

I withdrew the briefs and grinned playfully. "Awesome job, champ! You like
playing cool games with me?" I knew it came off campy, but it was
necessary. If he didn't feel like we were getting away with something
together, he'd walk away with a negative spin.

"Yeah, you're really cool." He replied meekly with a grin.

"Cool. Keep my secret and I'll teach you more things next time. Now, better
get back to class!"

He looked up at me with a bashful grin. He wriggled up into his jeans,
moving awkwardly from his first experience freeballing. I held this
underwear to my nose and huffed deep, watching that little fuckable ass
disappear around the corner.