Date: Wed, 27 Jul 2005 21:20:00 -0400
From: twofoldman@hotmail.com
Subject: My Little Paperboy

WARNING: This story is complete fiction and contains graphic depictions of
sex between an adult male and a minor boy.  Please do not continue if you
find this offensive, if you are underage or if this type of story is
illegal where you live.  This is offered as pure fantasy only and should
never be taken as an actual description of anything real.  It's entirely
made up.


My Little Paperboy
By twofoldman@hotmail.com


I knew after school got out it wouldn't be long until I got lucky with the
kid.  I had been leading him on for months now, carefully of course.  Since
he was such a close neighbor I didn't want to make a wrong move and really
screw things up, or I'd be looking for a new home in a new town real fast.
I liked it where I was, lots of boys around to amuse me.  I'd already
banged a few of them and this one was next on my hit list.

Once school was out and the summer stretched out in front of him, he'd get
bored and he'd start getting bolder.  He'd already been eyeing me up when
he brought the paper.  I'd made it a point a few times to be sitting out on
the porch shirtless.  For some reason the boys really take to it when I do
that, even though I've been out of shape for years, the weight really
packing on after I hit 40.  I think it's the hair on my chest that does it.
The boys love it, and I know how to get a rise out of them.

This kid had been different, eyeing my package whenever he'd bring me my
paper, in that way that young boys think is so sly but is actually real
easy to spot.  Lucky for guys like me that it is.

I'd made it easy for him after I'd identified the look, making it a point
to sit on the porch in nothing but a pair of gray athletic shorts with no
underwear underneath.  The fabric really made my bulge stand out, and the
boy's eyes were glued to it just like I'd thought they would be.  I smiled
to myself, pretending not to notice.  He was definitely interested, but the
kid was so nervous around me, I didn't know if I'd ever get through to him.

Finally, in the heat of mid-summer, I made my move.  I decided he was too
sweet to let the idea go.  His boyish face, the short little butch haircut
his parents gave him, his little bubble ass clearly visible in whatever he
wore.  The route was actually his older brother's, this kid being too young
for his own paper route.  I dreaded the days when his older brother would
bring the paper; the brother was already 12, years past the point where I
noticed.  This kid wouldn't pass that mark for another five years at least.
I had to step up the action, so I arranged it all one day, waiting for a
nice warm sunny day when I was off work at the right time to be waiting for
him.  I picked out the shorts that I always wore for the purpose of
exposing myself to young boys, loose enough to show off the substantial
bulge my package made, stiff enough to manipulate so that the leg would
stand open enough to reveal my cock and balls if I situated them correctly.

I waited for the kid to bring the paper while the smell of fresh cut grass
was in the air.  The sound of kids playing in a nearby neighbor's pool
filtered over to me as I drank a beer and relaxed.  Finally I saw his light
brown hair over the top of the hedge and I knew it was time.

Having established a friendly interaction with the kid, I stayed put and
let him walk up on the porch to hand me the paper.  He nearly dropped it
when he got closer to me and realized he could see my flaccid member lying
on top of my hefty nutsac just inside my shorts.  Of course I played it
cool, as if I didn't even notice his eyes flicking nervously back and forth
between my face and my crotch; anxious that I'd notice him looking at my
cock, anxious that I'd move my leg and he wouldn't be able to see it
anymore.  He was aware of himself, but not so confident that he could do
anything except stare and breath heavily and stumble over his nervous
words.

I asked him about school, I asked him about his older brother, I questioned
him casually while making sure he wouldn't be missed for an hour or so.
When I was sure the time was right and the stars were properly aligned, I
invited him into the house.  He immediately accepted.

The house was air conditioned and he sighed loudly.  I reveled in the
sound.

"I never saw the inside of your house before.  S'big!"

"I'll give you the full tour then.  Want a soda?"

"Sure!"

He guzzled it noisily and followed me upstairs.  I didn't waste time
showing him many rooms until I opened the door that contained the massage
table.  He gawked at it curiously.

"Wa'sat?"

"It's a massage table.  I give people massages, you know, like a massage
therapist."

"Therapist?" he asked.  God, he was young.

"It means I give people massages and it makes them feel good."

"Oh."

"Have you ever had a massage?"

"No!"  Gasping slightly in his voice.  Is he trembling a little bit?  Does
he know where this is going?

"Well some people need it because their body is sore.  Other people get
them just because it feels good."

I paused, watching him.  He was still stealing glances at my bulging
shorts; I was doing my best to keep my semi going.  I was imagining what
his little ass would feel like when I finally pushed into him.

"Would you like to try out the table?"

"You mean get up on that?"  He was obviously impressed by the strange
handsome contraption that was covered in soft leather.

"Sure.  You could jump up and I'll give you a rub down."

"Will it hurt?"  He was hesitant.  I laughed.  His eye flicked down to my
bulge again several times, which was now substantially noticeable.

"Of course it won't hurt, people do it because it feels good."

He stepped up to it and put his hands on it as if to jump up, and I stopped
him.

"You're supposed to take your clothes off first.  It makes the massage feel
better."

He looked at me.

"It's OK.  We're both guys here," I reassured him.  I flexed my cock, now
completely erect under the fabric.  His breathing was ragged, excited.  He
slipped his shirt over his head awkwardly.  He was a little chubby for his
age, but only slightly.  It didn't matter to me one way or the other, he
was cute and that was all I cared about.  I couldn't be choosy about which
boys I got 'the look' from, and I had resolved to give each of them a good
time whenever I got the opportunity.  It was a rare moment indeed that I
didn't return the attentions of a boy who was clearly interested in me.

He was shy about dropping his pants and turned away from me to tug off his
shorts, revealing his white briefs.  When he leaned against the table to
pull off his socks, I saw the front of his underwear tented outwards,
revealing his own excitement.  There was a pause and he was clearly unsure
about how far he should go.  I helped him out by deliberately slipping my
own shirt over my head, naked except for my shorts.  His briefs came off
and he was nude in front of me at last.  I'd waited months for it.

So strange to see a little boy nude after you've been around him for a
while.  No matter how well prepared you are for it, it's always a shock to
see how smooth they are, how little the penis is at that age.  His tiny
organ was erect, barely two inches of hard steel.  His smooth skin was
tight.

He jumped up on the table then, lying on his stomach and presenting me with
his ass, even more cute than I'd imagined.  It was meatier than most boys
his age, looked like it could really absorb a brisk pounding.  I intended
to test that very thing.

I reached into a drawer and removed a tube of massage oil.  He noticed and
looked at it.

"Was'at?"

"It's oil.  It helps the massage feel better.  Is it OK, or do you not want
me to use it?"

"Go ahead, s'ok."

I went to work.  Starting with his back, I smoothed the oil over his skin,
kneading it in the way I'd been trained, but using a lighter touch since he
was so young.  He purred and sighed under my touch like the little tiger
that he was.  I couple of times I paused to ask him if it felt good.  It
did.

His skin was exquisitely soft.  I rubbed up and down his back, his neck,
his shoulders, and finally over his sexy little butt.  He tensed when I
touched him there, but soon sank back down comfortably on the table.  My
cock was bursting through my shorts at this point, and I used one hand to
unbutton them as my other hand continued to work on the kid.  Even one of
my hands was almost enough to cover that sweet little ass.

He never even knew I'd dropped my shorts and freed my cock, not until I
worked my way up his body and used the pedal to drop the table just a few
inches.  He looked up, surprised to feel himself drop a little, and he saw
my cock looming just inches from his face.  He looked up at me and I
smiled.  He was trembling as he reached out for it.  I gently took his hand
and replaced it by his side.

"Not yet," I whispered.  "I'll let you, but not yet."

I rolled him onto his back and applied oil to the front of him.  His penis
was outrageously hard, and it was clear to me that this boy was fully
aroused.  I rubbed my hands slowly, so slowly from his neck over his chest.
He was very young, but he did have a nice shape to him.  Usually a boy's
chest is very thin at this age, but this kid was different.  I knew it was
just because he was a little chubby, but he carried it so well, very firm
and tight, giving him the shape of a little man.  I massaged what would one
day probably be large pecs, given his shape, if he was careful not to
remain heavy as he got older.  He wriggled and sighed as my fingers rubbed
quickly over his nipples a few times, and I slipped my hands lower,
massaging his tummy and his sides.  The oil made his skin glisten, and I
reveled in the incredible sensation of how soft he was.  My hands slipped
down his hips and to his inner thighs, purposefully avoiding his penis.  He
looked at me in longing, but I intended to show him a new kind of pleasure
today.  After a slow massage of his legs, I urged him over onto his stomach
again.

Taking some more oil into my hands, I applied it immediately to his
buttocks, slowly kneading and drawing them apart, exposing his tiny hole
inside.  My cock throbbed stiffly when I saw it, so small, so inviting.
How many had I entered before this one, stretched with my aching cock until
it was open and accepting my rhythmic thrusts?  I'd done it many times, but
it never lost its thrill or appeal to me.  It was my secret vice.

He was giving little sighs and grunts as I massaged his cheeks, but when my
fingers brushed boldly over his hole, he cried out loud then, a sensuous
sound that told me this was going to be an extremely hot fuck for both of
us.  I had no doubt it would be his first.

More oil then, more attention to the crevice between his cheeks, my fingers
kneading and prodding gently over his soft and oil-slick skin.  I paused to
adjust the level of the table so that it was at the exact level of my cock,
which I laid on the soft leather next to his body.  It drooled slick precum
onto the black surface, and soon there was a large puddle of it there.

I dipped my fingers into it and spread this over his well-kneaded hole, and
I made my first tenuous attempts at penetration.  I'd loosened the outer
ring of his anus considerably with my massaging fingers, so my fingertip
slipped easily inside of him.  He tensed, but only slightly, and the sigh
he gave was very reassuring.  I'd used so much oil that it was now pooling
under his groin, and he rubbed his penis instinctively against the leather.
I used my fingers to scoop up some of the excess and reapply it to his
hole, becoming bolder with my fingers and slipping one fully inside him.
His anus was tight, but in its relaxed condition it gave way easily, only
twitching and squeezing slightly as my digit invaded that secret place
within him, spreading oil and making the way easier and easier.

Working a second finger inside him was more difficult.  He tensed again and
this time gave a short cry of pain.  Leaving one finger inside of him, I
slipped my other hand over his buttocks in a caressing manner, sliding my
hand all the way up to his neck.  The sensation relaxed him and I tried
again, nudging another fingertip into his hole.  He tensed again, still in
pain.  I withdrew both fingers and resumed rubbing his ass and his flanks.
I wanted to take it easy; it was my dream to one day take a boy's cherry
with no pain on his part, deliver a glorious series of full, deep thrusts
that brought him nothing but overwhelming pleasure.  It hadn't happened
yet, each boy having to endure the initial pain of being anally penetrated
by my large organ, but I had gotten better at doing it with as little pain
as possible.

Soon I'd gotten the boy used to two fingers, then three, and finally I knew
he was ready for my cock.  As I rubbed my shaft down with oil, it would
have been easy to shoot my load right there; I'd been standing naked while
rubbing down a naked little boy who was all of seven years, and the tension
was unbearable.

I readjusted the boy's placement on the table, pulling the kid's body
backwards until his legs were lying along a y-shaped protrusion at the
back.  I stepped into the crook of the Y and placed my erection over his
buttocks, sliding it between them and over his hole.  He drew his breath in
anxiously.  I pulled his cheeks apart and nudged my cock against his hole.
It wasn't the right height, I would have had to crouch down to enter him
comfortably, so I corrected the height of the table using the pedal.
Finally it was right and I was ready to take him.

I reached into the drawer under the table and took out a bottle of lube,
spreading it all over my cock and his hole.  He cooed at the cool sensation
of the lube, and I gripped my steel-hard shaft and guided it to his slick
anus; combined with the oil it wasn't difficult to nudge the tip of my cock
into that little opening.  Wrapped around the tip of my glans, I let him
get used to the idea that I was going to penetrate him, then pushed hard
enough for the entire head of my cock to slip into him.  He gasped out loud
as his hole was forced wide apart by the thickness of my shaft, but I'd
relaxed him enough that he seemed to be taking it well.  I kept nudging and
felt myself slide further into him, my cock bursting with precum that
slicked my way in addition to the lube.  Inch after inch I eased my cock
into his hole as he writhed and gasped on my massage table, until my groin
was comfortably pressed up against his buttocks and my heavy balls were
resting on the table.

His breathing was heavy, ragged.  The cries and gasps he gave indicated
stress and discomfort.  I stayed in him, not moving, my hands kneading his
shoulders and back gently, sliding firmly over his back and sides.  Slowly,
very slowly, I eased out of him completely, my cock head disengaging from
him with a slight popping sensation.  His tense body collapsed on the
table, breathing deeply.  I squirted more lube up his hole and reinserted
myself.  This time it was a tight but comfortable fit for both of us, and
he sighed again, in pleasure instead of pain.

I thrust completely into him again and pulled him tight against my groin,
mounting him firmly.  It smelled of sweat and sex in the small room we were
in, and I gave him a gentle fuck, my hips rocking back and forth in a slow
but steady rhythm; small movements that only brought my penis a few inches
out of its deep position within him before it plunged gently back inside.
I hoped now he understood why I'd ignored his penis earlier.  I wasn't
really interested in boys' penises at all, really.  I liked looking at them
mostly because they reminded me of how young and small the boys really
were; rather, I liked to give them pleasure in their asses.  Not once had I
been urged by any of my young conquests to give more attention to their
little dicks, not after they understood what else I had to offer them.

With this one I'd been worried as I opened him up, worried that I'd pushed
him too far.  So few words had passed between us that I was afraid I'd
misjudged.  But now he understood, and now he was mine.  He sighed and
thrilled with each loving thrust of my surging cock.

I kept fucking him that way, standing there next to the massage table with
him on it in front of me, lying on his stomach, legs spread apart to allow
me between them.  I liked doing it like this because I lusted after such
young boys that bedroom fucks were sometimes unfulfilling.  I could touch
them with my hands, but lying on top of them was no good.  The difference
in size was too great; their heads would wind up pressed into an
uncomfortable position between my round belly and my chest.  I could kneel
on the bed and fuck them that way, but often that required an odd angle to
allow comfortable penetration, or else a large pillow underneath the boy to
raise him up to the kneeling level of my groin.  I'd learned to accommodate
them in almost any situation, but here on the massage table was a
favorite. I'd had my last two fucks right here, and now this adorable boy
was beneath me, my plunging cock both giving and receiving pleasure.

I also liked this position because it allowed me to see the boy better.  I
had a great view of my cock pushing into his butt; as usual, I was amazed
that this was even possible.  I laid my left hand above his rump as I
hunched into it, my thumb lying just next to his hole at the point of
penetration so I could feel my slick shaft as I moved in and out of him.
The thickness of my cock was my best asset, it made it difficult to get
inside the boys but ultimately it kept the friction between us strong even
after their holes got slack from me being inside them.  At six and a half
inches, it wasn't a monster like some guys, but the small size of the boys
I usually fucked made it seem that way.

This kid wasn't the youngest I ever had, or the smallest, but his ass was
exquisite.  I felt him constrict suddenly and cry out, his hands pushing
against the table, and I smiled as I watched him have his first anal
orgasm.  I knew his penis was pushing against the table in that puddle that
had accumulated underneath him, but the sensation in his ass had to have
been stronger.  I quickened my pace as he climaxed, delighting in his
childish groans and shrieks, as well as his surprise that instead of
slowing down I was gaining speed and getting more forceful.  I slipped both
my hands firmly around his waist and began to pull further out of him with
each thrust.  His voice rose higher and higher as I pushed him beyond his
orgasm and refused to stop stimulating him.  His body wriggled and
convulsed and he thrashed around, held steady by my strong grasp and the
hard member pushing deep inside his ass.

He gasped for breath as I hammered him now, his ass completely broken in
and accepting me entirely.  I was now pulling all the way out of him and
plunging back in immediately to the hilt, and this delighted him most of
all.  The sight of it really pushed me to the brink; my own groin, dark
with hair and age, my cock large and thick, engaging with his improbably
small and fair body.  The tension in my groin was unbearable, and soon I
was grunting forcefully with each deep push into him.  I knew it was here,
this moment that I lived for.  I leaned in close to him again, forcing my
thick rod completely inside of him.  I held it there as it swelled up to
its fattest point, and then I let it squirt, the heavy gush of fluid
bringing me instant, blissful relief and pleasure.  Cumming inside a little
boy's ass like this was the best feeling I'd come to know.

Over and over my swollen cock recoiled inside his body until finally it
died down and began to grow slack.  The tension in my erection was gone and
it began to deflate.  I eased it slowly out of him before it was forcefully
expelled, a feeling that I'd come to understand as unpleasant for the boys.
It was better to withdraw gradually after pushing so deeply into a boy's
body.  My thick shaft acted like a natural plug, and when I removed it, his
spasming hole released a rush of fluid; in addition to the heavy load I'd
just squirted into him, he was also full of lube, oil, and a large amount
of my own precum.  I watched his hole for a moment, swollen and open and
drooling cum as he lay there, gasping for breath on my table.

I reached for a towel to clean him up and then helped him down off the
table.

"How'd you like that, big guy?" I asked him.

He only grinned up at me, the shyly looked away.  I crouched down so I'd be
level with him.

"Hey now, did you enjoy that?  Cause I know I sure did."

He nodded in agreement, then looked right at me.  "You fucked me!"  He
sounded amazed.

"I sure did.  Did you like it?" I asked him.

He shrugged.  "It was weird.  It hurt at first, then it felt really good."

I hugged him to me, then kissed him on his cheek.

"Any time you wanna do it again, you just stop by.  Cause I like you a
lot."

He dressed then, and I pulled on my shorts, my satisfied cock tucked back
inside.  I walked him to the door where he collected his newspaper bag and
said goodbye.  I sat on the porch and watched him walk away, just a little
awkwardly.  This was the worst part, watching them leave.  There wasn't
much to worry about; if he was going to tell someone about it, he would do
so no matter what I said.  I didn't want to make an issue out of it or make
him think he should feel guilty about what we did.  The way the kid had
been checking me out all this time, I figured he was already active, at
least with other boys his age.  Maybe I was the first man he ever had, but
he knew what he liked already.

It wasn't more than a few weeks later when I got a surprise visitor one
evening.  It wasn't my little paperboy, it was another little kid, younger
than him by a year or maybe even two.  Very cute, still a little babyish.
Brown hair, cut short.  A little shy, but a little cocky already, too.  He
looked at me funny from his bike on the sidewalk until I motioned him
closer and he pulled the bike into my yard, leaning it behind the hedge,
and he climbed my stairs.  Why was he here?

I made the usual small talk one would make with such a young child; he was
from a few blocks over.  When I asked who was supposed to be watching him,
he shrugged.  "My grandma lets me ride my bike where I want, long as I
don't go further than the supermarket."  His eyes, all over me.  Lingering
at my bulging shorts; I had almost deemed him too young and too small, but
the moment I saw the interest in his eyes I began to shift that opinion.
Then he said to me, "I heard you have a funny table in your house."

I smiled and stood up then, surprised at how hard my cock was already,
poking outwards and making a noticeable tent in my shorts that the boy saw
right away and laughed. I reached out and took his hand and he giggled
boyishly.  We walked into the house together.