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Richard 1 - Undercover
(mmm reluc voy mast)

Richard couldn't sleep. His usual remedy for this would be to jerk off,
but tonight he had friends sleeping over. James was sleeping in the same
bed with his feet by Richard's head, a position they called Tops and Tails.
Tom slept on the floor by the bed, using Richard's old blanket for warmth.
Richard was inbetween the two, so masturbation would be difficult. In the
moonlight, Rich could see Tom under his blanket. Behind him, James shuffled
as he fidgeted in his sleep. The boys were all twelve, Richard being the oldest
and Tom the youngest. Sleepovers were less regular as they grew older, but
they had never been any less fun. Richard's Sega Genesis has been the
evening's entertainment, and had kept them up until two in the morning.
Now it was three and both guests were asleep. Richard considered his options
as he fidgeted with the discomfort of his taut pyjama tent.

Richard knew he had to be quiet if he was going to relieve his urge without
waking anybody up. He carefully and quietly reached down to remove his sock,
a favorite last resort he used when he was out of tissues. Carefully pulling
back the slit in his pyjamas, Richard brought out his already erect cock and
quietly slipped it into the sock, closing his grip around it. He listened to
the snores of his friends so as to hear anything that would indicate they
were awake. He quietly continued to pump his fist, keeping his mouth shut
tight to prevent his usually involuntary grunts from being heard.

It was a thrill to be jacking off with the boys so close by, completely
unaware and fast asleep. He was beginning to enjoy it when all too soon, the
familiar pressure built up between his legs as he started to cum. With the
familiar tingling between his legs, his cockhead throbbed heavily as he
spurted thick blasts of cum into the sock. The strength of it surprised him,
and he did his best to stay quiet, breathing through his nose to keep himself
from grunting. He watched the sleeping boys closely as the last globs of cum
dripped into the sock. Richard used the sock to clean his sensitive cockhead
before folding it up and tucking it under his pillow.

"Wake up!" came a shout, waking Richard up. He opened his eyes to Tom playing
streets of rage on the TV. Sunshine beamed through the window, scattering
the whole room with the pattern of the curtains. It was morning already.
James was behind him, sitting up in bed and chatting to Tom. Rich remembered
it was sunday and relaxed. His room was small but cozy, cluttered with piles
of clothes and stacks of games and videos. Thankfully, his parents left him
this corner of the universe to do with pretty much as he pleased, so a lock
was fitted on the door. Very convenient for those awkward walk-in situations.

"Rich your feet kept me awake!" cames James' lively voice. The two boys
chuckled. James was moving around on the bed a lot, making it difficult to get
back to sleep. Resigned to his fate, Richard wearily sat up in bed and blearily
ruffled his hair. He noticed he had an erection, so he gathered some of the
duvet up around his lower body.

"Streets of rage huh." he said to Tom, hoping to move the attention from him
back to the game. This was the third time the boys had slept over and, so far,
each morning had begun with streets of rage.

"Yeah, James wanted to play Sonic first but we tossed a coin for it." Tom was
always tossing coins for things. Richard watched the game for a while until
James lunged forward on the bed.

"What's this?" he said, pulling out a folded sock from under Richard's pillow.

"My sock, give me that." Richard said, quickly grabbing it and stuffing it
under the duvet. James looked puzzled but shrugged it off and went back to his
side of the bed. Richard had a fright, but thankfully he had escaped any
questions.

"Eeeww!" James exclaimed, holding out his hand at Richard. A thin streak of
cum lay inbetween his thumb and index finger, most likely squeezed out when he
grabbed the sock. Richard's heart leapt and sunk as he realized he had been
found out. What now?

"Tom I just got cum from Richie's sock!" James said, wiping his hand on the
duvet. The two started to laugh and Richard felt like sinking through the
floor.

"Gross. My brother uses his socks for that." Tom said, still playing streets
of rage. Richard didn't know whether that was good news or bad, but at least
they weren't running out of the room telling the world about it.

"I didn't know you could cum yet, Richie." said James in an annoying tone of
voice. Richard was the youngest of the three and they had talked about cumming
a long time ago. Ever since Richard had admitted he couldn't cum, he had kept
quiet about those things, as his honesty had brought him a lot of teasing.

"Yeah, I started a long time ago." said Rich, defiant against the embarrassment
of the situation.

"Not last summer though, haha!" James said. Richard made a feeble attempt at a
smile before turning back to watch the game.
"Was there a lot of cum in the sock?" asked James. Richard turned to James,
then back to Tom. They were both looking at him, so he resigned himself to
telling them anything they wanted to know. No point trying to distract them.

"I dunno. Yeah." he said, prompting chuckles from both boys and making him
regret ever using the sock.
"What's so funny?" he finally asked.

"My brother cums a lot too, his room stinks of it." giggled Tom.

Richard felt dirty.

"So?" he said.

"It's ok Richie you don't smell or anything, it's just funny." James said,
reassuringly. Tom nodded in concurrence and they both sat there in a
momentarily awkward silence.

"..so you got a big dick?" asked James, typical of his confidence. Richard
felt harrassed but relatively calm considering the scandal had died down and
now it was purely dirty talk.

"Dunno." he said.

"Show us!" said Tom in a surprisingly confident tone. Richard shrugged and
pulled back the duvet, swinging his legs over the side of the bed as James and
Tom scootched closer to gather round him. There was a hush as Richard lifted
his butt slightly to pull his pyjamas down, revealing his dick tucked neatly
between his legs.

"Not bad." said James as he checked out Richard's three inch dick, an
impressive size for a twelve year old.
"I ain't got a foreskin either."

"Can we see it hard?" Tom asked suddenly.

That broke Richard's nerve. This was too much too soon, it's not that easy to
undo an inferiority complex, even if it's unfounded. He knew he couldn't get
away with a straight no, so he had to weave his way around it.

"Can't I play Streets of Rage first?" Rich asked, stalling for time.

"Aww come on Richie it's not gay." said James, obviously an old hand at this
sort of encounter. His reassurance had some effect on Rich, as there was
always a constant fear of doing something gay. Somewhere in this difficult
situation, a secret excitement grew in him.

"Okay." said Rich, prompting a cheer from his buddies. They hushed up again
as he started to slowly stimulate himself.

"That's how I do it, too." said James as he unconsciously adjusted his
package. Soon, Richard's cock was semi-erect. His nerves were slowing things
down a bit, but gradually it was beginning to work. He was grateful for the
lock on the door, wondering how he could ever have gotten himself excited
without it.

"Wow." said Tom, prompting a strange look from James. Richard's cock was at
half mast and already thickening nicely. The head was bulbous and growing
darker in color the more it swelled up. Tom's comment seemed to assist
matters, and Richard soon found himself erect.

"Wow Jim, look." said Tom.

"Yeh, cool, huh?" came James' reply. Richard's cock stood around five inches
erect, a thick, well developed shaft with a pronounced ridge led up toward
the large bulge of his cockhead. Richard let go of his erection, letting it
stand on its own tension. Both boys stared in silence for a few moments.

"There it is." said Rich, slowly realizing the enjoyment of this display.

"Hah, look at Tom." said James, pointing at Tom's crotch. A neat tent
poked out of his pyjamas. Tom gave James a tired look before turning back
to Richard's pole.

"Can we see you cum?" asked Tom. James grinned and nodded.

"No way." said Rich. That was way too much for him at this stage, he had
barely gotten used to them being okay with his cock, let alone seeing him
in the throes of orgasm. No fucking way, Rich thought.

"Aww come on, we'll show you ours!" said James, prompting another tired
look from Tom. Richard wouldn't budge.

"All you gotta do is tug it some more!" said James, quickly darting
forward and grabbing Richard's shaft. Richard was shocked by the sudden
contact on his cock. An electric jolt that was neither pleasure nor fear
shot through him as he spluttered for something to say. He was about to
get up when James came around behind him and grabbed him around the waist.
"Go on, Tom!" James giggled.

"Don't, I'll kick you!" shouted Rich, causing Tom to back off slightly.

"Aw come on Richie it's not gay." came James' reassurance.

"Yeah Richie, don't kick your friends." said Tom, getting closer.

"H..Hey guys no fair!" exclaimed Rich as James' strong grip held him in
place. Tom crawled onto the bed, out of the way of Rich's kicking range,
and reached over to grab his erection.

"C..Cool." said Tom as he felt the hot stiff pole of flesh in his hands.

"Hurry up and jack it!" said James excitedly. Tom realized he had just been
holding the thing and staring at it. He began to pump his hand up and down
as James had shown him a few months ago.

"It's working!" said Tom, noticing a glint of precum on Richard's cockhead.
Poor Richard, he had barely gotten over his shyness before being jerked off
by his buddies. He kept telling himself it wasn't gay and did his best to
hide any pleasure he might feel.

"Is it working, Rich?" asked James, redadjusting his grip. Richard nodded.

"Yeh, but can't I do it myself?" Richard protested.

"This is how you get in the gang, Richie!" said James with a sinister
chuckle. Richard swallowed his complaints and concentrated on cumming as
soon as he could. Tom's pumping hand was an alien excitement that his body
had to get used to. He had lost some of his erection from the sheer surprise
of the situation.
"Hey Tom, he's going soft you're not doing it right." said James.

"I told you, I have to do it myself for it to work." Rich pleaded. James
paused for a moment to consider it, then let his grip loosen. Richard gave a
sigh of relief as James gestured Tom to stop jerking. He put his arm around
Richard and shook him lightly to relax him.

"Tell you what, Richie. Let me try first, then if I can't do it, you go
ahead and make it cum."

Richard just wanted to get it over with.

"Okay."

All he had to do now was keep himself from cumming until James got bored, then
he could do it himself. The secret excitement he felt earlier was beginning to
agitate him in ways he couldn't yet understand. He knew it was uncomfortable.

"Cool, thanks Richie!" James leant over Richard's lap and carefully grasped his
hardon. Again, Richard was surprised by the contact and struggled to hide his
embarrassment. Tom watched closely as James began to work his fist up and down.

Richard forgot to try not to cum the moment James began. It felt good
immediately, and within seconds his erection had returned in full force.

"Nice and hard!" said James as he jacked Richard's rigid cock. Precum
slickened the head as Tom pointed excitedly at the welling fluid. This couldn't
be happening, Rich thought. He was getting close to cumming.

"Not on the carpet.." Rich said, doing his best to hold back any pleasurable
noises. He didn't want to lose control too much, so he did his best to act like
the whole process was no less mundane than brushing his teeth.

"Get my spare peejays from my bag, Tom." demanded James, keeping his jacking
pace as he pointed toward his rucksack with his free hand. Tom quickly
rummaged and brought out a pair of navy blue cotton jim-jam pants.
"Hold it near the end."

Tom gingerly positioned the pyjama bottoms a foot or so from Richard's cock,
doing his best to bunch them up so no cum got on his own clothes. James kept
pumping his hand up and down Richard's cock, keeping an eye on his face for any
sign of orgasm. Richard's lack of expression encouraged renewed vigor from
James, who started pumping faster. This sudden burst of speed sent a tingling
rush through Richard's lower body as he felt a surge of immobilizing pressure.

"Cummin'" said Richard, as calmly as he could. James' excitement made his hands
slip and the first spurt splashed wildly against his fingers. James recoiled as
the bulging head throbbed and spurted pearly ropes over the pyjamas and onto the
carpet a few feet away.

"Whoa!" shouted James as Tom grabbed Richard's free-standing cock with the
pyjamas, covering the tip as the spurts subsided. Richard was in momentary
bliss, having never felt the extra rush of cumming without self-stimulating.

"That was awesome!" said Tom excitedly, looking over at where the cum landed.

Richard gingerly lifted the pyjama bottoms off his softening cock and reached
down to pull up his pants. He remembered his initial goal of getting it over
with, but felt more satisfaction than relief.

"Thanks." he said, casually.

"Dude you're one of the gang!" said James, giving Richard a playful push.

Richard sat back on his elbows on the bed and huffed.

"Alright so *now* can I play Streets of Rage?"

- End