Date: Sun, 27 Jul 2003 04:14:06 -0400
From: David Smith <twofoldman@hotmail.com>
Subject: The Secret World of Boys, Part Four

The Secret World of Boys (part four)  (M/b/b, oral)
By twofoldman@hotmail.com

WARNING:  This story contains graphic depictions of sex
between an adult male and
minor boys.  Please do not continue if you find this
offensive, if you are underage or if
this type of story is illegal where you live.
____________________


1


The summer came and went, and I discovered that my sex life
with the boys in the neighborhood became somewhat limited.
I still got my share of tight little boy holes from my
regulars, but it was less frequent due to the colder
weather.  I began to realize that parents were more likely
to keep a close monitor on their kids in the winter and
school months.  Kids would still show up at my door
sometimes in the fall evenings, supposedly out riding bikes
with other friends, or going to the library, but secretly
they were coming to me for a ride on my big johnson.

One of the most surprising and thrilling experiences I ever
had with any boy came in snowy December.  I was lying in bed
one Saturday afternoon with one of my regular boys, Duggy,
still glowing from the most recent of the intense orgasms
that his tiny butthole always gave me, when Duggy started
hinting around at something.

"I know you do this with lots of boys, right?" he began,
hesitantly.

"Well yes that's true, Duggy, lots of boys need the
attention I just gave you.  I was surprised to find that
out, but now that I know, I like to take care of them too."

"What if I knew someone who wanted to do it with you but was
scared to ask?" he said.

"Well, that all depends, Duggy.  Can you tell me who this
person is?"

"He's just a little kid," Duggy stated matter-of-factly, and
I stifled a chuckle.  Duggy himself was only seven.  "His
name's Sean."

I mused over this for a few moments.  I didn't know of any
kids named Sean from school.  "Where's Sean from?" I asked
as my fingers trailed lightly over Duggy's smooth skin, from
his chest to his groin and the inside of his legs.  His tiny
penis was still erect and jumping intermittently.

"He's not from here, he's my cousin.  He comes to visit me
on the weekends sometimes, besides, he's still a little kid,
he ain't in first grade yet."

My mind reeled.  "How old is Sean, Duggy?"

"He's five years old."

"How does he know about sex stuff?"

Duggy shrugged his shoulders.  Duggy dreamily reached down
to clutch my rubbery member, which was slowly becoming fully
erect once more.  "We play around all the time and he likes
it when I play with his bum hole."

I rolled onto my back and pulled Duggy to my side as he
stroked me to full erection and stimulated my penis
expertly.  "He comes when I lick it, lots of times, but I
never put mine inside of him, and he asks me to."

"So why don't you, Duggy?" I asked.

Duggy shrugged again.  "I guess I don't like that part.  I
like it when you put yours in me though," he whispered, and
I groaned as he squeezed my shaft seductively.

I rolled Duggy onto his back and hovered over him as he
retracted his legs, exposing his still-dripping hole.  I
eased inside of him again as we both sighed in pleasure.
"So you told him about me and you?" I asked as I began to
thrust.

"Yes!" Duggy gasped.  "I told him how good it is.  How good
you feel when you do it!"

"Oh, baby.." I cooed, plunging deeply inside of him and
relishing the cry it elicited from Duggy.  "Sean told you he
wants to play with me?"

"Yes!" he responded again.  "He likes to look at his daddy's
thing, but is scared to touch it.  He wants to try it with
you!"  I escalated my pace, driving Duggy wild, my hands
playing all over his chest and belly as I fucked him.  When
I rubbed my fingers over his hard little penis, he climaxed
enthusiastically, much to my own pleasure.  Duggy's ass was
exquisite, and his orgasms only made it throb and quiver
more.

"Does Sean want me to fuck him, Duggy?" I asked.

"Uh huh!" he cried.  "He talks about it all the time now,
ever since I told him!"  His legs had now descended and
rested on my forearms as I clutched his sides.  My hands
encircled his waist, my thumbs almost touching.  I began to
rotate my hips as I worked, giving Duggy more pleasure.  It
was an old trick, one he was familiar with at this point,
but it worked every time.

Suddenly a thought jumped into my head.  "Duggy, you
remember the time I saw you at the hardware store with your
dad, it was one Saturday?"  My swinging balls were now tight
against the base of my pulsing shaft, gearing up for my
second ejaculation.  But not just yet.  I'd become good at
delaying my own orgasms for the sake of prolonging the boys
pleasure.

"YES!" Duggy gasped.

"Was Sean the little boy that was with you that day?" I
sighed.

"YES!" Duggy cried.  "That was Sean!"  Duggy climaxed again,
his anus squeezing my thrusting shaft like a vice.

"Oh, DUGGY!" I groaned.  I remembered now.  Sean had aroused
my curiosity at the time, mostly because Duggy had never
mentioned him to me.  He seemed far too small and too young
to be sexually aware.  If I hadn't just had a powerful fuck
session with two little boys just that same morning, I may
have been horny enough to have noticed more.

Sean was a sweet-looking boy, and I remembered how small he
was, even to Duggy.  As I thought about him, I couldn't
comprehend entering a boy that small.  However, I never
would have thought any of this was possible before my first
experience.  As Duggy writhed beneath me in his repeating,
dry orgasms, I realized that not only could it be possible,
it was now practically a sure thing.  I would undress that
little boy, he would suck my cock, I would pleasure his ass
with my tongue, and then I would fuck him.  My cry of
release shocked even Duggy, and my entire body heaved as I
spurted deep into Duggy's clutching channel, all the while
thinking of being inside sweet little Sean.

2

It happened only a week from that day.  I was nervous as
hell that morning, and had to really restrain from jerking
off the night before.  I wasn't afraid that if I jerked off
I wouldn't be able to perform, but one of the joys that the
boys seemed to get from the sex they had with me was seeing
my load, sometimes the very first ejaculation they had ever
witnessed.  I wanted my load to be as big as possible.  I
wanted Sean's first time to be special.

Duggy had explained that Sean was coming to stay that
weekend, and he was fairly certain that his mother would let
the boys out to go sled riding that Saturday morning.  I
reminded Duggy to show Sean how to prepare himself for anal
sex by using the enema bag in Duggy's bathroom, the one that
probably belonged to one of his parents, who I am sure had
no idea their young son was using the bag to clean himself
for sex with a teacher from his school!  Duggy said he'd try
his best.

I felt like a kid waiting for the arrival of his first date.
In a way, this was a first for me.  If it worked out, Sean
would be the youngest boy I had ever been with.  I was also
excited because I didn't really remember much about Sean.
It was almost like a blind date.

The doorbell rang around 10:30am.  I looked out and saw the
two boys standing on my porch in their puffy winter snow
suits.  Their plastic sleds were discarded on my porch, as
yet unused.  The boys were here for a different thrill
today.  I hadn't thought about whether this encounter would
involve Duggy or not, but I figured I would play it by ear.

I greeted the boys cheerily as they took off their
snowsuits, and Sean ran right up to me and jumped into my
arms.  He was much more extroverted than I remembered,
although perhaps the knowledge that I was about to pop his
cherry had something to do with his excitement.

Sean got right down to business.  "Duggy says you have a big
pee-pee!" he chirped happily.

I laughed out loud and Duggy giggled too.  "Well, I might" I
said, teasingly.

Since Sean seemed in a hurry, and the time I had with the
neighborhood boys was often limited, I decided to cut right
to the chase.  "Should we all go upstairs now?" I asked.

"NO!" Sean chimed, and I was little lost until I saw Duggy
roll his eyes.

"He doesn't want me to go, he says he will be embarrassed"
he scoffed.

"Well how do you feel about that, Duggy?  Is that OK with
you?" I asked.

Duggy shrugged.  "He's just a little kid.  I can play
PlayStation for a while I guess" he said, already dragging
it out from under my TV stand and setting it up for play.  I
had purchased the game after so many indoor visits from
boys.  It rarely got used, but in situations like this it
was invaluable.

Still holding Sean, I carried him upstairs feeling his
little boner poking into my belly.  "We'll be right
upstairs, Duggy" I reminded him.

"I know!" he said, as if this were the most obvious thing in
the world.  I suppose he was right.

Upstairs in the bedroom, I set Sean down and walked him over
to the bed holding his hand.  I sat down on the edge and
clasped both of his hands in mine.  I looked him in the eye.

"Sean, you know that what we do here today has to be our
secret?"  He nodded, smiling.  "Good," I said, ruffling his
soft hair.  He was even more sweet than I recalled.  I was
taken by his light brown hair, his green eyes, and his cute
pug nose.  Most of all, I was captivated by his uninhibited
nature.  He had already removed his shirt and was wiggling
out of his pants when I pulled him up to me.

"Hey, slow down tiger!  We don't have to move so fast!" I
lay on my back and stroked his exposed skin, my hands
driving down under the waistband of his pants.  He kissed me
on the lips and I reveled in how small he was compared to
me.  My hands covered his behind with room to spare.  His
hands roamed under my polo shirt and I eased his task by
slipping it over my head and off.  I unbuckled my belt and
unsnapped my pants to allow him to explore inside.  I wasn't
wearing underwear.

His hands stroked lightly through the hair on my belly and
stopped just at my exposed pubic hair.  He looked down to
see the lump that my partially-erect penis was causing and
looked back up at me with wide eyes.  I smiled warmly at
him.  I had really gotten lucky this time, I mused.  Sean
was too hot.

I slipped my pants over my hips, allowing my cock to spring
free.  His gasp was genuine, and he gripped my erection with
an incredulous "Wowww!"  What man doesn't feel elated when
the size of his penis is praised?  I stiffened completely,
revealed to his curious eyes, and he immediately sat up on
his haunches to examine my member more carefully.

Gripping it with both hands, he held it straight up from my
body, watching the exposed length quiver and pulse.  I let
him satisfy his curiosity for a while before I turned him to
face me and pulled him up until he was sitting on my groin.
I looked at him and he looked back at me shyly.  I held his
hands and let him lean forward, holding him balanced
playfully.

"Sean, Duggy told me you do sexy stuff with him."

Sean nodded and grinned, biting his lower lip.  God was he
cute.  I lowered him gently and kissed him lightly on the
lips, raising him up again.  My erection brushed against his
back lazily.

"You sure you wanna do that kind of stuff with me?" I asked
him.

Again he nodded, grinning and looking away shyly.  Again I
lowered him and kissed him, this time on the forehead.
Instead of lifting him up again, I gently rested him on my
belly and chest and embraced him, running my hands all over
his back and down to his soft, tiny buttocks.  My fingers
probed between his cheeks to find his buttonhole, and he
sighed in pleasure as I made contact.  I whispered in his
ear.

"Sean, Duggy said you want me to fuck you.  I want to really
bad, baby, but only if you want to.  We don't have to do
anything you don't want to, OK?"

In response, Sean murmured and hunched against me, grinding
his tiny, hard penis into me.  He was so warm.

"Why don't you start by giving my dick a real big kiss?" I
suggested.

Sean was between my legs in a flash, maneuvering my erection
up to his lips and joyfully planting several loud, wet
kisses on the underside.  I chuckled aloud and he giggled
too, stroking it slowly.  I found it hard to believe that
the kid had never gotten in on with a man before, he was so
good at manipulating my cock.  But then Duggy had told me
they'd been sucking each other for a long time, and Duggy
had even gone down on his ass.  I couldn't wait to do the
same.  I sometimes noticed the tell-tale bruises around a
boy's anus that reveals that they have been taking an adult-
sized member inside, but I never pressed the issue.  Since I
was fond of causing those bruises myself, I didn't feel it
was my place to ask.  I knew, of course, that I would
examine Sean's hole for signs of penetration when I finally
got to feast my eyes on it.

Delicately, almost sensually, Sean leaned forward and
slipped his lips over my glistening dickhead, his drool
mingling with the fluid that was oozing out of the erect
member.  If he noticed the taste, he didn't comment, or seem
to mind.  As he grew more accustomed to the idea, he became
a little more animated in his act of fellatio, opening wider
and moving up and down on me in a regular rhythm.  Sean was
eager, but the size of my rod proved to be too much for him
to handle.  He could only fit the head inside his mouth, and
barely at that, so he quickly grew bored with sucking on me.
Still, his reverence for the organ he held in his hands
really made me swell with pride.  I was always proud of my
cock, and showing it off for little boys had become one of
my most forbidden, secret pleasures.  The fact that I could
also use it to bring them to orgasm made me feel complete.

The attention that Sean was lavishing on me needed to be
returned, so I tugged at Sean, pulling him up my body until
he was hovering over my face with his tiny butt.  I marveled
at its diminutive size and sexy shape.  I knew it would be
tough, but I also knew I would be cramming my cock inside of
him before this day was done.  Maybe I could only get a
little bit inside of him, but I would pop his cherry
eagerly.  I reached up with my head and kissed his bottom,
causing him to squeal with glee.  I did it again, and again,
and his excitement burst forth with no inhibitions.

Playfully I rolled him onto his belly and continued to plant
kisses on his behind.  Finally I held his cheeks apart to
view his little hole for the first time.  My dick lurched as
I saw it, sweet and pink and impossibly small.  He was
definitely a virgin.  This was going to be a first for both
of us.  I would be the first man to penetrate him, and Sean
would be the smallest, youngest boy I had ever had.

I dove into his ass with lust, licking and slathering my
tongue all over the little buttonhole, and Sean reacted with
extreme pleasure.  At its tightest point, even the tip of my
tongue had a difficult time penetrating the tiny opening,
but I was skilled at what I had learned.  I knew how to open
a boy up, and before long Sean's hole gave way for me, my
tongue plunging inside while he groaned and sighed.  After
some brief pain, he relaxed again as I stimulated him.  I
was so glad Duggy had been able to show him how to clean
himself, he was so fresh and sexy.

I took my time, pleasuring him orally and awakening his ass
for the sexual contact I was about to give him.  His
pleasure peaked repeatedly.  Was he climaxing?  It was hard
to say.  He was young, and I wasn't sure just how intense
his orgasms could be.  It was my first time with Sean, and I
didn't know what potential we had.

Eventually I became distracted.  How would I enter such a
small boy?  I mulled it over as I drove him wild with my
tongue, and finally I decided to enter him from behind.  I
was ready to get into this kid, and I lay down beside him,
rolling him onto his side and positioning his ass at my
crotch.  My cock lay against his buttocks and I couldn't
believe the difference in size.  I suddenly wasn't sure of
myself.  Could I even make this happen without seriously
damaging him?

I decided to play it by ear.  I told myself that naturally
I'd stop if he was in too much pain, so I figured I'd see
just how far I could get.  After all, he came here to get
his cherry popped, and I didn't want to disappoint the kid.

I lubed up his butt and my cock, pushing my finger deep
inside of him.  He winced at the penetration, but soon
relaxed again.  The fact that he could tolerate my finger
was a good sign.  I broke him in that way, easing my fingers
in and out of him as he squealed and sighed and cried out in
both pain and pleasure.  Soon I was able to wiggle two
fingers inside, then three.  His little hole was wide open,
winking at me in anticipation.  Finally I eased the tip of
my cock against his hole.  He felt the difference in size
and knew I was about to fulfill his desire.  He was shaking.
I was rock hard.

I began to nudge at him, feeling the lube ease my entry, and
soon his hole was sucking at the head of my cock.  My organ
pushed his cheeks wide apart, but he wasn't complaining yet,
he was cooing and sighing at the sensations.  Soon I felt
the limit of his relaxation.  His hole was stretched tight
and my head wasn't even inside yet.  I didn't want to blow
it by scaring him or hurting him too badly, so I continued
to nudge at him.  One of my arms cradled him from
underneath, while my free hand roamed all over his body,
occasionally reaching down to guide my penis when I felt it
slipping out of his hole.  It was hurting Sean, I could
tell, but apparently it wasn't enough to make him complain
or frighten him.  God, how I wanted to drive it all the way
up inside him to the hilt in one smooth thrust, to satisfy
that ache in my cock all at once.

Suddenly I felt it.  The head of my huge cock breached his
hole and snapped inside, the incredibly tight orifice
squeezing down beyond the flare of my glans.  Sean stiffened
and sucked his breath in quickly, and I felt sure he was
about to scream in agony.  However, the sigh he let out was
high, sweet, and reflected surprise and pleasure, not pain.
I had won him over.  He was mine.

I stayed inside him, cradling him gently, savoring this
moment.  He was so young, and this moment would never come
again in his life.  I had taken his virginity.  His
breathing was fevered as he adjusted to the girth of my
cock, but I reached down to stroke his belly and his groin,
my fingers brushing over his penis, and he was firmly erect.
The top of his head was just under my chin, and I nuzzled
his hair, kissing him gently on his head.

"How does it feel, little man?" I asked.

"'S big!" he responded, whispering.

"Yeah, it's big, baby.  It feel good?"

"Uh huh!" he replied, still whispering.  "Hurts a little
too, feels like my bum is on fire!"

"Sshhh, just let it lay there for a minute" I said.

In response, he arched his back, pushing his ass back into
my groin, and I slid further inside of him.  He cried out,
but wriggled in pleasure.  I decided to test the limit, and
thrust my erection forward slowly, ever so slowly, until I
felt him wince.  The head and about two inches of my shaft
were inside of him, his hole obscenely wide to make room for
my girth.  He bleated over and over as I entered him, and I
reached a distinct barrier as I eased another inch into him.
This caused him more pain, so I withdrew slightly and went
back to stroking his body, putting him at ease.  I looked up
at the alarm clock on the bedside table.  It was 11:15.
Perhaps twenty minutes had passed since I first began to
penetrate him.  It was enough.

I began to move very carefully, and Sean wailed in delight
as I gently withdrew and plunged back down, testing the
limit of containment on each downstroke.  I estimated that
about half of my organ was moving in and out of him, which
was more than enough for me.  I pulled him closer to me and
began to thrust in earnest at a slow, steady pace.  Sean
called my name over and over as I took him, his one leg
draped backwards over my hip to allow me easier access to
his hole.  Satisfied that he had been properly acclimated, I
experimented with a new position, rolling him onto his
stomach while still thrusting in and out.  My penis fell
away on an outstroke, and I immediately replaced it,
plunging deep down inside of him and relishing his joyful
cry of pleasure at my re-entry.  He was truly enjoying this.
I was such a lucky man.

Sean started climaxing at 11:25.  I felt the first
contraction of his anus and heard his breath hitch up.
Realizing what was happening, I humped him even faster,
causing him to wail out.  I cooed sweetly to him,
encouraging him in his pleasure, teaching him to let go.
When I felt his contracting body go slack, I slowed my
actions to allow him a moment to recover.  Sean immediately
complained.

"Don't stop!" he gasped, so I began again.  This boy was
truly hot.  His next orgasm came almost immediately, and I
watched mesmerized as my groin hovered so close to his
behind, my pubic hair coming close to touching his hairless
butt.  His rectum was squeezing me so hard that I had to
carefully restrain myself from climaxing myself.  His
tightness was unrivaled by any boy I had claimed thus far.

I withdrew when his pleasure seemed to subside for a moment.
"Roll over on your back, baby, I want to fuck you like that
for a while," I whispered.  Sean obediently complied, and I
lifted up his legs to expose his hole again.  It was gaping
so wide it was astonishing, but I was not about to stop.  I
guided my straining organ back to its rightful place.  I
moaned his name out loud as I sank back in, astonished at
how tight he still was.  His hole was stretched wide, but my
cock was wider.  My heavy balls swung back and forth, making
a satisfying bump against his lower back once I picked up
speed.

I screwed him into another state of orgasm before I even
thought of letting go myself.  I pondered the reality of our
intercourse as I watched my cock enter him repeatedly.  He
was accepting nearly the entire length of my organ at this
point, and he was so small, so young.  He was only five, for
god's sake.  Duggy was in second grade, but Sean could only
be in kindergarten still.  And here he was beneath me, being
driven to orgasm over and over by my plunging cock.  I
concentrated on the sensations that were washing over my
erect penis.  The lower portions were gripped tightly,
almost up until the head.  The head seemed to have breached
even his rectum, plunging slightly beyond, seeking deeper
and deeper places within him as his rectum was stretched and
reshaped into the exact width of my wide erection.

The feeling was indescribable.  Only a man who has
penetrated such a young boy can know what it is like to
realize such as forbidden desire.  The fact that I was
satisfying my own longing while simultaneously driving him
to orgasm with my thrusting was like finding nirvana.
"Sean!" I cried, wailing over top of his gasps and cries.
My hips were pumping regularly, rhythmically.  "Sean, baby!"
My speed increased instinctively and I knew I had reached
the end.  This was my technique, the sudden burst of speed
and force to ensure the greatest possibility of a
simultaneous climax for me and whatever boy I was making
love to.  It usually worked, and it did with Sean, too.  I
felt whatever strength his rectum had left convulsing around
the lower portion of my straining cock, wiggling against the
sensitive underside, intensifying what was happening to me.

How can I describe what it is like to climax inside of a
little boy?  Each experience I had with these willing little
boys seemed to bring me even deeper into the madness of
orgasm.  When I was fucking them, I was stimulated so
intensely that I often caught myself bellowing at the top of
my lungs, an impulse I usually fought to control out of fear
of frightening the boys.  Sean did not seem to even notice
my delirium, his eyes squeezed shut, his face smeared with
sweat, spit, and his own tears, his hands clutching
painfully at my forearms.  I felt my balls pressed up
against Sean, and I also realized I was bottoming out as I
probed inside him.  This brought the widest part of my cock,
the base, even further into his body and stretched him to
the farthest limit of my endowment.  His rectum rippled and
convulsed around the bottom of my shaft, while my head and
upper shaft were nestled somewhere deep within him, just as
tight but not as restricting.  My hips hurled it as deep
inside of him as it would go and I squeezed my eyes shut, my
strangled groan quickly becoming a roar of conquest as the
first and strongest spurts of my semen jolted through the
barrel of my cock and blasted deep into Sean, obliterating
whatever remained of his innocence with each discharge.  I
reveled in the surge of fluid from my body into his, and I
opened my eyes and stared at my point of entry.  My pubic
hair was smashed up against his body, and it looked
grotesquely long compared to the size of Sean's abdomen.  My
cock then began to expand and contract in earnest as my
ejaculation unleashed, and my next cry sounded like
submission instead of conquest.  No matter how giving he is
to his sexual partner, a man's own orgasm remains a priority
that he will see through to completion with an unrivaled
urgency.  I spurted my load into Sean with a wicked intent,
as well as an overwhelming sense of release.  As the pulsing
of my organ slowed, I felt the excess juice ooze out of
Sean's wrecked anus and over my balls.  I withdrew a few
inches and looked at his asshole, stretched taut around my
organ.  He was going to carry a large round bruise on his
hole for a long time after our encounter, a bruise that
would match the circumference of my cock.  This was my mark
on all of my boys.

Sean had quieted, his pleasure already peaked, and it was
only my twitching swiveling hips that kept us moving.  He
was staring at me as my dick slowly stopped pumping,
watching me with wide-eyed wonder.  There was no fear, in
fact he was grinning wickedly to himself in childish delight
at this grown man who was acting like a complete fool.  I
realized this and laughed out loud, both of us laughing at
how silly a man's orgasm can seem afterwards, something that
was so urgent only moments before rendered absurd in
hindsight.

As I collapsed next to him, I felt my erection subside and
gradually deflate, still connected to him but not for long.
The abundance of semen and lubrication caused my rubbery
organ to be expelled from his body with a loud, wet splat.
Sean laughed wickedly and I grinned at him, kissing his
forehead once again.

Suddenly I became aware of movement behind me and I turned
to see Duggy standing beside the bed, nude.  How long had he
been there?  Had I been completely unaware of him?  I
motioned for him to join us and he jumped gleefully into bed
behind me.  I rolled onto my back and cradled one boy on
each of my arms.  "Me too?" whined Duggy, and I groaned in
mock irritation, making both of the boys laugh out loud.  I
knew that in a few minutes I would probably be able to take
care of Duggy too, and I was, once again, thrilled that I
had been inducted into the secret world of boys.