Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/8834008.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Fandom:
      Supernatural
  Character:
      Sam_Winchester, Dean_Winchester
  Additional Tags:
      Pre-Canon, First_Time, Plot_What_Plot/Porn_Without_Plot
  Collections:
      Sinful_Desire
  Stats:
      Published: 2011-03-15 Words: 2414
****** Every Story's Gotta Start Somwhere ******
by bumblebre [archived by sinfuldesire_archivist]
Summary
     First time, basically just PWP. Enjoy :D
Notes
     Note from the Sinful Desire archivists: this story was originally
     archived at Sinful-Desire.org. To preserve the archive, we began
     importing its works to the AO3 as an Open Doors-approved project in
     November 2016. We e-mailed all creators about the move and posted
     announcements, but may not have reached everyone. If you are (or
     know) this creator, please contact us using the e-mail address on
     Sinful_Desire_collection_profile.
“You like that?... ”a deep voice rumbled from somewhere above him. He could
only whimper weakly in reply, as he felt something large and warm sliding
inside of him. “You like that Sammy?”the faceless voice asked again. He tried
to respond, but only a guttural moan came out. “Say it, Sam. Tell me how much
you like it.”
 
Finally, sandwiched between loud, uncontrollable moans, he squeezed out a “Yes…
harder!”
 
Sam snapped back to consciousness, the gruff voice still echoing in his head,
the last remnants of his dream still barely hanging on. He looked down to find
a serious case of morning wood. It couldn’t have been even 7am, and Dean was
still snoring in the bed next to him. He looked so… what was the word?
Attractive? That was weird to think about. It wasn’t like Sam didn’t know that
his 21 year old brother was good looking. Anyone with eyes could see that. But
that’s not the kind of attraction he was feeling. That was never the kind of
attraction he felt. Looking at Dean made Sam’s already solid erection throb. He
wasn’t even remotely unfamiliar with the sensation. It had been plaguing him
for years, but, as usual, he tried to brush it off and turned his back on the
muscular, mostly naked body.
 
Sam tried to go back to sleep for a little while longer, but he kept thinking
about that dream. It was hot, but he couldn’t quite keep a hold of the memory.
There was a lot of sweaty panting, and Sam vaguely remembered an almost perfect
ass accompanied by thick, tanned biceps and a pair of big green eyes. This went
on for about ten minutes, catching little pieces, nano-seconds of memory, until
Dean grunted in his sleep. His now deflating cock thumped back to life,
reminded of just whose ass was in his dream. Sam’s dick was growing so large
that he could, if he tried, lift the heavy motel comforter off of the bed
without the use of his hands or feet. The blood rushed hard and fast, and Sam
knew that he’d have to do something about it or have a painful perma-boner for
the rest of the day.
 
Dean was still dead asleep in the bed next to him, and for some reason, Sam
couldn’t bring himself to leave such a delicious sight to go to the bathroom.
He was sprawled out over the double bed, wearing nothing but a pair of snugly
fit boxer briefs that tightly hugged the muscular curve of his ass. The ass Sam
had seen in his dream, the ass that he could not get off his mind.
 
Dean had been popping up in his dreams for years now, but this was different.
This was the most intensely he’d ever felt the dream. His erection throbbed
again, making the blanket twitch. He looked over at Dean, watched his chiseled
back rise and fall with his breath. Sam couldn’t help it any longer. He reached
his hand under the covers and touched himself lightly. His body responded
quickly, a bead of pre-cum rolling down onto his fingertips. He wrapped his
hand around the massive shaft and started pumping, slowly at first, the
gradually faster, visions of Dean flashing in his head.
 
This continued for a few minutes until, just as he was about to tumble over the
edge, he heard a grunt and a faint growl accompanied by squeaking bedsprings.
Sam stopped what he was doing, knowing that he had made way too much noise, his
throbbing cock still in hand. He closed his eyes and attempted to feign sleep.
 
“Sammy?” Dean whispered, “Sammy, you awake?” He didn’t reply, hoping that Dean
would just go to the bathroom and let him finish himself off so he could start
the day. Unfortunately, no such luck. Dean reached down, grabbed Sam’s
shoulder, and gently shook him. “Rise and shine, princess!” he said with his
gruff, ever-charming voice. This was not helping Sam, his hard-on still raging
under the covers.
 
He pretended to wake up and nodded, “Yeah, I’m up, gimme a minute.” Dean knew
Sam too well. He knew that, once his brother was awake, he was out of bed.
Knowing this, his smile widened and he got that familiarly mischievous I-know-
what-you’re-up-to look in his eye.
 
“What, you got morning wood or something?” he said with a chuckle.
 
“Yeah,” Sam said matter-of-factly, “now get out of my face so I can get rid of
it.” No point in lying about it, Dean would pick up on it and rib him even
harder. It’s not like Dean could read his mind and see what actually caused the
problem. If he could, Sam thought, he’d probably give him a good hard kick in
the ribs. And that was the best case scenario. Dean stood at the foot of the
bed, crooked smile splashed across his face. “What are you looking at? Go to
the fucking bathroom and leave me alone for a few minutes.” Sam said, wondering
why Dean was so amused by a boner.
 
“Yeah, I could do that… or I could stay out here.” Dean smirked, a flash of
desire crossing his face, completely unseen by Sam.
 
“Why would you want to do that?” Sam asked, trying to sound more nonchalant
than actually curious. Really, he would like nothing more than that. He’d love
it if Dean just sat there and watched him jerk off. He’d get off a lot quicker
that way. But that’s too much. In real life, that’s just weird. Maybe.
 
“Because Sammy, I like to watch you squirm.” Sam closed his eyes and pursed his
lips. His half naked brother smiled at Sam’s obvious discomfort. “Besides,”
Dean began, his voice only half sarcastic, “you’re pretty and I haven’t gotten
any action in weeks.”
 
“What?” Sam asked, taken aback. He definitely just hallucinated. Was Dean
actually serious about watching him jerk off? It must have just been wishful
thinking. He could not have said what he just said. “Are you… are you serious?”
 
“Yeah man, you try getting a hot girl in this town. It’s like trying to find
Chewbacca at a Trekkie convention.” Sam laughed at the comment, but couldn’t
let it go.
 
“So you’ll settle for me, is that what you mean?” Sam said laughing a little,
trying to mask what he was really feeling.
 
Dean paused for a moment that seemed like half an hour to Sam and his pulsing
cock. Suddenly, something clicked in Dean. Sam could see a sudden wave of “what
the fuck” come over him, and he climbed onto Sam’s bed. “It’s not exactly
settling.” He yanked the covers off, exposing his brother’s engorged dick.
Dean’s eyes widened, having not expected anything nearly as impressive. “Wow
Sammy, good for you.” he panted, looking rather surprised at how large his
little brother really was. They stared at each other a moment, both kind of
confused, wondering what, exactly, was about to happen. Sam moved first,
continuing what he had started, running his hand up and down his own erect
shaft. Dean barely moved for almost two minutes. He just sat there and watched,
his own erection growing noticeably under the thin pair of boxer briefs.
 
“Sam, stop.” Dean said suddenly, his eyes wide, never moving from the seventeen
year old’s slick, long cock.
 
Sam complied immediately, snapping his hand away and raising them over his head
as though Dean had just pointed a gun at him. “I’m sorry,” Sam said shakily,
“I’m sorry, I didn’t…”
 
“No, no that’s not…”
 
“I knew you’d be…”
 
“It’s just I…”
 
“I’m just going to go…”
 
“SAM.” Dean yelled over his brother’s nervous, desperate apologies. “It’s okay,
that’s not why I told you to stop.”
 
“It isn’t?” Sam said, surprised that he wasn’t being pummeled already.
 
“No,” Dean said, voice suddenly gentle, “I was just going to say…” he reached
down and slipped his underwear off, now sitting at the end of Sam’s bed naked
and hard as stone, “…it’s been a long time comin’.” Sam’s eyes widened at the
sight. He had imagined what this would be like since he was fourteen or
fifteen, and all of his expectations had been exceeded. Sam looked up at Dean,
who suddenly didn’t look as strong and in control as usual. He looked slightly
helpless, like he needed Sam just as much as Sam needed him.
 
“How long?” Sam asked, still staring at his brother’s now seeping erection...
Ew, that's kinda gross sounding, Sam thought to himself. But he just shrugged
it off and kept going.
“Uh…” Dean said, trying to remember, “At least three years I guess…” He looked
like he was trying really hard to come up with the right words. “I’m sorry
Sammy, you were so young… I mean you still are, but I didn’t want to… you know…
hurt you. I still don’t. Oh fuck.”
 
Sam smiled, but didn’t really want to have a deep emotional conversation at
this point. For once.
 
“Shut up,” he said as he grabbed the back of Dean’s head and pulled him in for
a deep kiss. It was hardly Sam’s first, but it was definitely the most
enjoyable. Dean gracefully hovered over Sam’s body, careful not to touch him
too much, but was quickly pulled down by the younger boy. They kissed sloppily,
not entirely in sync, but not really caring. They finally pulled away in order
to take a breath, and Sam smiled, flashing his porcelain teeth at his already
dazzled brother.
 
“I guess I only have one question.” Sam said, almost seductively, happiness,
relief, and desire all hitting him in tidal waves. Dean looked at him,
terrified of what was going to come out of his brother’s mouth. “What, exactly,
do you want me to do with that?” he finally said, indicating Dean’s now
extremely hard cock.
 
Dean smiled, clearly relieved, and replied with a smirk, “It’s not going to
suck itself.”
 
Sam sat up quickly and effortlessly flipped Dean onto his back. He kissed his
way down Dean’s abdomen, taking as much time as he possibly could, enjoying
this rare chance to watch him squirm. He finally reached his destination, and
teased the oozing head lightly with the tip of his tongue before taking as much
of him in his mouth as he could. Dean ran his hands through Sam’s hair and held
on, guiding the boy slowly up and down his shaft. He shuddered as Sam swirled
his tongue around the entire length before engulfing the whole thing down to
the tightening balls. Dean thought he was going to come right then, and was
relieved when Sam finally came up and looked at him with his usual puppy dog
eyes.
 
“Dean,” he said, with some trepidation, “I want you to fuck me.”
 
He thought for a moment, looking at Sam’s wide-eyed, innocent face. It may not
have been the right time, but he didn’t think he could resist. If we’re really
doing this, he thought, if we’re really going to go there, why the hell not go
all the way? “Sammy, how could I say no to a face like that?” He threw the
younger boy on his back again and ripped off the flimsy t-shirt that was
covering his thin, yet muscular torso. He leaned over and kissed Sam with as
much force as he could, relishing the repossession of control. Sam grabbed the
perfect ass that he had seen a hundred times before with one hand, and the back
of Dean’s head with the other. They kissed passionately again for as long as
they could stand, until finally Dean settled down between Sam’s legs. He
teasingly ran the head of his cock up and down Sam’s entrance until neither of
them could stand it anymore. Neither of them had experience with anal, so Dean
pushed in slowly, so slick from saliva and pre-come that he slid in without
much trouble. Sam whimpered slightly from the shock and pain, both of which
passed as soon as Dean found the little patch of nerves that sent a shudder
over his entire body. Sam moaned audibly, a sound Dean had only imagined until
this moment.
 
“You like that?” Dean said, echoing the voice from Sam’s dream. But, as in the
dream, Sam was incapable of forming words as Dean thrust deeper inside of him.
“You like my cock in your ass, Sammy?” He nodded and moaned in response,
holding onto the headboard for support, face contorted with pleasure. He wasn’t
going to last much longer, and Dean’s gravelly voice was turning him on even
more.
 
“Say it Sammy.” Dean said, hand hovering teasingly over Sam’s cock. “I want to
hear you say it. Tell me how much you love it.”
 
“I love it.” Sam yelled between moans and grunts. “Dean, fuck me harder.”
 
Dean complied and finally grabbed hold of Sam’s cock and started pumping in
rhythm with his rough thrusts. If Sam didn’t come soon, Dean was going to go
first, and he couldn’t have that. He’d been dreaming of watching Sammy come all
over himself, and he didn’t want to miss it.
They bucked and thrust against one another for a few moments longer until
finally, with a cry that probably woke all of the other guests at the motel,
Sam spurted hot, gooey, white come all over Dean’s hand and his own stomach and
chest. That was all Dean needed because a second later he bucked forward one
last time and shot everything he had into Sam’s convulsing ass. They both
stayed still for a few seconds, panting like they had just run a marathon. Dean
slowly removed his cock from Sam and dropped down on the bed beside him. They
didn’t look at one another for a few minutes, until Dean finally turned over,
grabbed Sam’s face, and planted a kiss right on his mouth.
 
“That’s going to have to happen more often.” Dean said with a smile. He hopped
out of the bed with a cheerful “Shower time!” and practically skipped over to
the bathroom. Sam laced his fingers behind his head, feeling more satisfied
than he ever had. Dean stopped at the bathroom door and turned around, “Sammy,
what part of ‘Shower time!’ don’t you understand? Get in here, you can’t go out
looking like that.”
 
Sam jumped up and ran into the bathroom, closing the door behind him with a
grin, “Great, I’m on top this time.”
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