Date: Mon, 4 Jan 1999 15:25:19 -0800 (PST)
From: Bill <bil47@yahoo.com>
Subject: Boarding School Boy 02 (b/b, Mast, Oral)
Disclaimer: This story is fictional, though based on a setting and
events from my personal experience. It involves underage homosexual
activity of a mostly benign nature, but shouldn't be read by those
deemed innocent under the laws of their jurisdiction.
The story takes place during the school year 1963 - 1964.
Part 2
When Joey awoke the next morning, he immediately
recalled the momentous events from the night before: the strip
poker game with his roommate Trip and his best friend Lee; his
incredible wet dream, which produced his first-ever ejaculation;
then watching Trip masturbate; and finally jacking himself off
for the first time, topped off with Trip stimulating his ass with
his finger! It was all so new and so exciting. The unfocused
sexual stirrings he had been feeling for several months suddenly
had a purpose, and it was called (he had learned from Trip)
"cumming". It was a feeling he wanted to experience again and
again, and his fascination with other boys' cocks made him want
to be part of their orgasms as well.
One thing Joey noticed on waking was that he was not
wearing his pajama pants. They lay on the floor, with a crust of
dried semen from his wet dream, and Joey let his hands play
sensuously with his barely-adolescent cock and balls. His rapidly
hardening dick begged to be stroked, and he used his just-acquired
skill to bring a surge of sexual pleasure to his body. He used his
thumb and first two fingers to stroke along the shaft of his slender
4-inch boner, mixing slow long strokes with fast brushing strokes
on his cockhead, as he had see Trip do last night. His other hand,
wet with his spit, rubbed at the entrance of his anus, setting off
erotic sensations previously unknown to him. He was in wonder
at how the stimulation to his asshole made the stroking of his cock
feel so much more intense... and vice versa. His breathing quickened
as his right hand bounced up against the covers of his bed as it
stroked his eager boycock.
Trip suddenly came awake, looked over at Joey's bed 8 feet
away, and was at first amused at how blatant his 12-year-old
roommate was about jacking off. Trip thought about how he had
been jacking off in bed at night several times a week in almost total
silence so that Joey wouldn't hear him. And how, during the two
weeks at sleep-over camp the previous summer, he had jacked off
under the covers in a cabin with five other campers and a counselor,
never once getting caught (though he had participated in circle jerks
in the woods with two of his cabin-mates... but that's a different
story). Now, as he lay there listening to the sounds of Joey
masturbating, Trip was becoming more and more aroused. Ever
since the first day of school, Trip had been infatuated with his
incredibly cute roommate. His crush on Joey had actually made it
more difficult to get to know him as a friend, and he was a little
jealous that Lee (another very cute boy, living in the next dorm room)
was Joey's best friend. For these first 10 weeks of school, Trip had
been agonizing about what he should make of his feelings for Joey.
He didn't want Joey or anyone else to think he was a fag. He even
had a "sort-of" girlfriend back home; a girl his age who had taught
him to french kiss and had even let him feel her budding tits a
couple times. So why, when he masturbated, did he always think
of Joey? Why did he think of kissing HIM and not the girl; of
running his hands all over the young boy's slender body; of sucking
his perfect cock; of... Jesus! he felt so guilty to think these
things!... of fucking his tender ass.
Trip had discovered sex some 6 months previously. His first
(and only) wet dream had led him to figure out masturbation pretty
much by himself, putting together clues that he had picked up from
playground conversations. When he revealed his new-found
knowledge to his 15-year-old cousin David, who lived within
bicycling distance of Trip's large country house, David was more
than happy to carry his education further. They jacked off together,
masturbated each other, and finally David taught Trip about
cocksucking. Trip, as one of the 5-day boarders at Gilmar School
for Boys, came home every weekend, and often got together
with David. The first weekend after Trip started 7th grade, he
talked to David about Joey; about how shy and totally innocent
the boy was, but how incredibly horny it made Trip to sleep in the
same room. David told him to take it slow, noting that he had not
tried to seduce Trip before he knew Trip was ready (though
admitting he had certainly thought about it). Trip had taken the
advice to heart, but had tried to make Joey aware that he was
available for sex play. Trip had used every opportunity to show
his cock whenever they changed to and from pajamas, but Joey
seemed to be too shy to even look at him except for a quick glance.
When he asked Joey to compare cocks, the beautiful youngster
showed his but seemed to be embarrassed about it, so Trip didn't
press any further. Last night, he took the step of including Lee
when suggesting a strip poker game, figuring that it would make
Joey more comfortable.
But now Trip knew that Joey was ready, and the sounds
of the young boy's masturbation convinced Trip to make his move.
(Also, since this was Friday, he wouldn't have another opportunity
until after he returned to school on Monday morning).
"Hey Joey" Trip said in a loud whisper "don't cum yet;
get in my bed and we can do some stuff together."
Joey was startled and embarrassed that he had been
discovered masturbating and started to apologize. "Hey, Joey;
don't apologize to me; I think it's really cool that you learned
how to jack off. Come on and get in bed with me."
So little Joey, wearing only his knit-cotton pajama top,
jumped out of his bed and got in beside Trip, his 4-inch erection
swaying back and forth in the dim morning light as he moved.
Trip was wearing pajamas, but immediately said "let's get
naked, OK?" Joey smiled and pulled off his top as Trip shucked
off his own pajamas and lay on his back next to his roommate,
feeling his own cock harden. Joey's intense horniness (he had
been getting close to orgasm) caused him to brazenly rub his
hard cock against Trip's thigh. Trip turned on his side to face
Joey, thinking that he must be the most beautiful boy in the world.
When their erections touched, it was like electricity passing
between them. Now it was Joey who seemed to be taking the
lead, rubbing his cock back and forth against Trip's larger 5-inch
boner. When Joey wrapped an arm around Trip's body, the
13-year-old almost lost control, taking Joey into his arms and
rolling so the smaller boy was lying on top of him. Their faces
were only inches apart and they gazed into each other's eyes.
"Joey, can I... would you think it was weird if I... could
I kiss you?"
"Sure Trip; I think that would be cool" said Joey in an
excited high-pitched voice. He had dreamed about kissing a boy,
and now it was coming true! He brought his lips down to meet
Trip's. Trip wet his lips and ran his hands along Joey's bare back
as their lips met and merged. Joey had never kissed another
person on the lips, so Trip guided him along, gradually bringing
their tongues together as their passion increased. Trip's hands
were everywhere on Joey's body: his hair, his shoulders, his back,
his slender round ass. All the while, their rigid cocks pushed and
slid against each other. Breaking the kiss, Trip asked hesitantly
"Joey, can I... can I suck you? You know, I mean suck your cock?"
The younger boy giggled a little in anticipation, gazing lovingly at
Trip, and said "Oh yes! But I get to suck yours too!"
Trip was in heaven. He rolled their bodies once again so
that now Joey was lying on his back and Trip was on top, their
tongues probing each other's mouths as Trip nestled his body
between Joey's spread legs. Trip began to move slowly down
Joey's slender body, kissing as he went. Kissing his neck, his
small pale nipples, his belly (making him giggle). And then he
was at the place he had thought about for 10 weeks, his lips
only inches from the most perfect boy-dick he had ever seen -
a slender 4-inch circumcised erection with a slightly protruding
cockhead, a loose dangling ballsack, and not a single hair on
the smooth pale skin. Trip had only sucked one other boy - his
cousin David, who had almost 6 inches of thick cock and a
thick patch of dark pubic hair. Joey's was so different: delicate
where David's had been powerful, sweet smelling rather than
musty, beautifully boyish rather than manly.
Trip held the boycock in his fingers and licked it in long
upward strokes of his tongue as he lay between Joey's wide-spread
legs. With his other hand, he fondled the acorn-sized balls. Then
he let the slender cock slip between his wet lips as his tongue
layed all around sensitive head. Trip let his lips slide all the way
down the smooth shaft until they rested against Joey's hairless
pubes. Joey gasped with pleasure and tensed his body.
"OH. OH. YES. Oh , Trip. Yes. That feels so good"
moaned the young boy in a loud whisper. Trip began to move
his lips up and down along the shaft, flicking and lapping at it
with his tongue, sucking gently on each up-stroke. He remembered
how much Joey had liked a finger playing at his ass and, without
missing a suck-stroke, reached over to the bedside table and got
the bottle of lotion he had used the night before. When he began
to move his lubed finger back and forth at the entrance of Joey's
hole, the 12-year-old could barely contain his guttural vocalizations
of sexual pleasure. Joey pulled his legs up and back to give Trip
better access, and the older boy responded by probing carefully
into the ring of muscle and sensitive nerves. Joey was clutching
at the covers on the bed as Trip continued to suck his straining penis
from top to bottom, while beginning a slow in-and-out stroke of his
lubed index finger in Joey's boy-cunt. Then, with a loud gasp
(probably too loud!), Joey was plunged into a crashing orgasm,
his sweet boy-cum shooting into Trip's mouth and his anus clenching
around the older boys finger. Trip kept sucking and licking, slowing
down just a bit, until he had extracted every bit of sweet cum. Time
seemed to stand still for Joey. His body continued to shudder with
little spasms of raw pleasure as Trip kept his finger almost motionless
inside the boy's rectum and provided only the most gentle oral
stimulation on the gradually softening penis, trying to make the orgasm
last a little longer without being uncomfortably intense. He knew he
was being successful as the boy purred with delight and stroked Trips
hair lovingly.
"Oh, that was heavenly!" said the innocent 12-year-old, as
Trip drew himself up next to him and they kissed tenderly. "Now
let me suck you!"
Joey had fantasized about sucking another boy, but until now,
he had believed that he was the only one in the world who had ever
had such a thought. But his roommate had actually done it to him,
and it felt so wonderful! The knowledge that it was ok to kiss another
boy and suck his penis brought him relief and incredible joy, and he
cooted down the bed eager to take Trip's cock into his mouth. His
technique was far more enthusiastic than skilled, but some gentle
words of instruction from Trip ("watch out for you teeth!") helped
him catch on very quickly. He tried to duplicate Trip's feat of taking
the cock all the way to the base, but the 5-inch boner caused him to
gag as it hit the back of his throat.
"Just take it slow. Don't worry about taking it all the way"
said Trip as he stroked Joey's hair and gloried in the pleasures of
an increasingly skilled blow-job. Joey was persistent, however,
and he fought against the natural instinct of his throat muscles,
taking the erection deeper and deeper. He also returned the favor
of anal stimulation, probing with a lubed finger into Trip's hole.
Trip flexed the muscle out slightly, opening it up as his cousin
David had taught him to do, and encouraging Joey to finger-fuck his ass.
"Oh, yeah. Now use two fingers" he gasped as waves of
sensual pleasure raced through his body. Joey inserted his index
and middle fingers together into Trip's rectum, stroking them in
and out as he continued to imitate the oral technique that had been
used on him only moments before. In only another minute, Trip's
orgasm welled up and pumped hot semen into Joey's sucking
mouth. The youngster was surprised at first, as the first spurts
of cum shot into his throat, but he brought his mouth up to the
pulsing cockhead and sucked up every drop that shot or oozed from the
slit.
When the two boys kissed again, Trip tasted his own cum
on Joey's tongue. He felt as if life could not get any more perfect,
and he hugged his young roommate. "This must be what love is"
he thought to himself. He almost said the words... "I love you,
Joey"... but decided to just let the words repeat over and over in
his head as he held his lover close.
End of Part 2
Thanks to all the guys who've offered encouragement. I'll get
going on Part 3 when I have a chance.
I think we need to get Joey and Lee together; maybe Joey, Trip,
and cousin David; and then there's always the resident master, Mr.
Andrews.
Suggestions and input most welcome.