Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/2778860.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      M/M
  Fandom:
      Supernatural
  Relationship:
      Dean_Winchester/Sam_Winchester
  Character:
      Dean_Winchester, Sam_Winchester
  Additional Tags:
      Wincest_-_Freeform, Weecest, Underage_-_Freeform, First_Time, coming_dry,
      mentions_of_abuse, PWP, Plot_What_Plot/Porn_Without_Plot, Underage_Sex,
      Anal_Sex, Barebacking, Incest, Brother/Brother_Incest
  Series:
      Part 1 of Brother_Time
  Stats:
      Published: 2014-12-15 Words: 3649
****** Brotherly Love (or a Bit more) ******
by GrumpySpaceKitten
Summary
     Sam's just hitting puberty and his body's changing. Luckily Dean is
     there to help him get used to all the new quirks.
Notes
     Written from an Omegle rp, so props to that random person. Might have
     a sequel, I don't know. Also unbetaed, sorry for any mistakes. My
     first shot at smut though, so let me know what you think!
“Please… Go to bed, Sam.” Dean groaned when his eleven-year-old brother came
out to ask the older Winchester once more to come to bed. “I’ve got to get my
homework done. I will later.”
 
"But..." Sam started and frowned as he shifted his weight from one foot to the
other. "It's better when you're there.."
 
Dean sighed and dropped his head onto the table. "I"m sorry, but if I don't get
this done by the time Dad comes home…”
 
Sam knew what that meant. John Winchester was a stickler for making sure that
his kids followed through on their education and when he came home he'd always
make sure they had everything done. If not? Stern lecturing wasn't the only
thing that happened, depending on his mood and sobriety. "Can I at least stay?"
 
Dean looked at the clocked. Two in the morning. John wasn't there... He
wouldn't know... "Sure, if you really want to." he finally said and picked up
his pencil once more to set to work on his algebra. He was just starting and it
was honestly hard as fuck, but if he didn't get his grade up, John would be
worse to him than if he hadn't done his homework.
 
Sam figured the lack of their father was due to another night out. A little bit
of whisky after a hunt. John Winchester was a good man sometimes, but other
times he went a bit overboard on things. It was hard to distinguish how you
felt about him sometimes. Sam always seemed to feel hot and cold with their
father. Pulling himself up to sit next to Dean in a chair, he peered over his
brother's shoulder and peeked at what he was working on. "Math?"
 
Dean nodded gravely. "Yeah. Bloody math." he sighed and banged his head on the
table after staring at a problem for five minutes, gaining absolutely no
understanding of it. "It can go to hell, for all I care." he murmured. He tried
to keep his language clean around Sam - since they're ex-marine father
neglected to do so - but he was so tired and stressed there was no filter
between his thoughts and his mouth.
 
Sam frowned a bit at his big brother's frustration. He knew school could be
hard. It was hard for him in some areas but that was more social activity than
anything. He excelled in several areas. Creative writing, history and math. He
may have been four years younger than Dean, but he was in an advanced math
class and he understood the material. "Can I help?" Sam inquired, hoping that
he could give Dean a hand.
 
Dean sighed. He didn't want to force this on Sam, he was already too grown up
for his own good and would end up turning out like his big brother, but he
nodded. He really did need it. He picked his head up and stared at the paper
once more. "What the fucking hell is an exponent?"
 
"It's like this," Sam started and grabbed Dean's pencil gently. He wrote down a
few numbers and placed a smaller printed number above and slightly to the right
of another. "An exponent is the smaller number that I wrote down. It tells you
how many times to multiply the base number, which is the bigger number." He
wrote had written down a 7 as a base number and a 3 as the smaller number. "So
when you multiply 7 by itself 3 times, you end up with the result being 343."
 
Dean just stared blankly at it all. "Yeah... Well that's almost no help, but
thanks for trying." he sighed and set the pencil down, ruffling Sam's hair.
"There's no point in pushing myself further than I need to. Let's go to bed."
He got up, waiting until Sam was out of sight to grab one of the opened beers
from the fridge and swallow a mouthful. Their father would never know, so what
was the hurt in doing it? He then brushed his teeth and laid down in bed with
another heavy sigh.
 
Sam frowned bit when Dean said that. He knew that his brother had a hard time
with some things in school but he was by no means dumb. He was the best person
Sam knew. Making a face when his hair was ruffled, Sam sighed in defeat and got
himself back into bed reluctantly.
 
Dean curled up behind him, slowly drawing Sam into his arms. Neither ever spoke
of the cuddling they did when their father was gone. It was too awkward for
Dean to, but he didn't know about Sam. He just knew that the younger never
complained and that if felt comforting to hold his little brother after a long
day, burying his face in the silky brown hair in front of him.
 
The younger Winchester didn't see a harm in it. At least that's how he felt. He
saw more comfort in it than anything and if it also made Dean feel good? That
was a bonus. Sam cuddled right up in to Dean's arms as if he were meant to be
held like that and he wanted nothing more than to soak into that pool of warmth
for hours upon hours. "Goodnight Dean.." Sam murmured quietly.
 
"Night, Sammy." Dean whispered quietly, pressing the customary kiss to the back
of his brother's hair that he had been doing since the night their mother died;
the kiss that comforted Sam whenever he cried or had nightmares; the kiss that
made Dean feel like he actually mattered in the world, at least to one person,
before he fell asleep.
 
Dean did matter to Sam. More than anyone else in the world. Sam loved their
father dearly but the one who was always there for him was Dean and Dean took
care of him from day one. He needed his brother more than anyone else and he
always wanted him to know and feel like he would be loved because he truly was.
There were some feelings that Sam had about Dean that he was more curious
about. Stuff he probably shouldn't have felt in theory - or at least society
theory. Sam was growing up and maturing and things were falling in to place. He
was just too afraid to ask Dean about any of it
 
When Dean woke up, he didn't think he'd ever been happier that it was the
weekend and he had two more days to finish his homework. Though all thoughts of
that were quickly dashed from his mind when his brother made a disapproving
noise in his sleep when the elder tried to get up. He settled back down and
held the boy close. Sam would always be his little Sammy, no matter how much he
grew and got older. He would always be adorable, even as his little baby fat as
starting to melt away into a lanky, handsome body that Dean probably worshiped
way too much, and as his contours got harder and more defined. But the older
boy would always hold his brother, no matter how bony he may get. He'd never
needed anyone more. He told himself he was just being a good brother, but the
occasional boner he would wake up with after dreaming of Sam tried to tell him
differently, though he did a pretty good job of ignoring that.
 
Sam whimpered softly and squirmed around in his sleep. His body seemed to be
reacting a little bit too actively, but it wasn't necessarily a bad dream he
was having. His eyes shot open and he gasped for air, feeling a bit of an ache
in his groin, which he didn't quite understand. He was developing rather
quickly and he was reaching that age where boys were becoming more curious
about things and their bodies were starting to react to stuff. Swallowing hard
and wiping a bead of sweat from his brow, he laid back down and shifted,
feeling that ache again. He whined quietly and nudged Dean hoping he would be
easy to wake.
 
Dean immediately opened his eyes and rubbed Sam's arm. "Shh, it's okay Sammy.
It's not real." he murmured with a soft yawn as he pulled the boy close to
comfort him.
 
"D-Dean.." Sam stuttered softly. "Wasn't a bad d-dream..." he told him, rutting
against his brother briefly, noticing that it gave way to a bit of relief.
 
Dean frowned and pulled his head back a little. "What's up? What's wrong? Talk
to me." he said and almost laughed, because if Sam had said that to him, he
would have immediately got up and left.
 
Sam felt a little embarrassed but he knew if anyone would understand, it'd be
his brother. "I.." he sighed quietly. "My penis.. feels funny." That was the
only way he could describe it. "Feels bigger.. harder and uncomfortable. Kinda
hurts.."
 
Dean immediately blushed and looked down. "Oh... Uh... Well you're getting
older now, Sammy. And as you do, your body... changes. Uh... See, that's called
a boner, or erection. Depends who you talk to. But uh... It happens when you...
When you want to have sex with someone... Who's the girl?" he asked with a
smirk to ease the situation.
 
Swallowing hard, Sam blinked a few times at that question. Girls never even
crossed his mind. "No girl..." He replied and cleared his throat. His cheeks
warmed before he finally whispered, "You.."
 
Dean had to bite his lip hard and think of all the monsters he knew to stop his
own erection from forming. "Uh... Sorry, what was that...?"
 
"You, Dean!" Sam frowned. "You were who I was dreaming about a-and.. and it was
like those magazines you look at sometimes.. but you and me..." Sam admitted
and looked away, his cock aching even more now.
 
Dean cupped his cheek and turned Sam back to him. "Hey, it's okay. There's
nothing to be embarrassed about." He took a long breath then plowed on, "I feel
that for you sometimes too, okay?"
 
"Really?" Sam looked at Dean through still slightly embarrassed eyes.
 
Dean nodded. "Yeah. I...." he bit his lip again. He'd promised himself no, not
until he was older but... He could make an exception for Sam, right? "Want me
to help you take care of it?"
 
"Please..." Sam nodded a little bit. "It hurts.." The discomfort was enough to
make Sam want Dean to do anything to help get rid of it.
 
Dean let out a shaky breath and cupped Sam's cheek, stroking the bone with his
thumb. "If you're not comfortable with anything, just tell me, okay?" he
murmured then gently pressed his lips to his brother's, the feeling going
straight to his cock.
 
"Yeah, okay." Sam nodded and then felt those lips on his. Oh, hell. That made
his cock ache even more. Whimpering softly and melting right in to that kiss,
Sam rutted slightly, needing the contact asap.
 
Dean pushed back the blankets and carefully worked his way over to kneel above
Sam. He kept the kiss gentle. He was experienced here, but he didn't think Sam
was, so he licked gently at his lips but kept all teeth to himself.
 
This had truthfully been his first real kiss. A girl once tried to peck him on
the lips but he felt nothing and it was really weird, truthfully. He let his
tongue curiously prod at his brother's tasting the toothpaste and mouthwash
from earlier but no hint of that beer.
 
Dean tried to control his eagerness when he felt the new tongue against his and
he got painfully harder. He wrapped his tongue round Sam's as his hand traveled
down the boy's chest, brushing over his nipples before fingering the hem of his
shirt. He'd watched all kinds of porn so he knew in theory what he was doing,
but in practice it was so different, so much better.
 
Sam's body twitched in response to that touch. He whined quietly against soft
lips and muttered, "Hurry.." He wanted the relief, but little did he know the
build up was going to be worth it.
 
He nodded and quickly slipped off both of their shirts. He moved between his
brother's legs, briefly wondering if he should just jack him off and be done.
But, hey, if they were breaking rules, they might as well go all the way. He
rubbed Sam's thigh as he carefully pulled down his pants, giving room for
protest.
 
Sam whimpered quietly as the cloth ran over his cock. When it was visible it
seemed to spring up a bit. He was pretty average for someone his age but he
didn't know if he should really brag. At that moment he just wanted the aching
over with. He squirmed up a bit to help him with the pants, almost eagerly
twisting to get them off.
 
"Shh, it's gonna feel so good." he promised as he got up and grabbed lotion
from the motel's bathroom. It would have to do instead of lube for right now.
He put it on his fingers and gave Sam's cock a few strokes as he slowly worked
one slick finger into his hole, looking up at him questioningly.
 
Sam cringed a bit and almost tensed up at the intruding finger. He was't
expecting that but if this was how Dean knew how to help him, he'd let him. He
tried to relax, letting out a soft whimper at the feeling of his cock being
stroked. That felt amazing.
 
"It's gonna hurt a little bit." Dean warned as he slowly pushed his finger past
the first ring of muscle. "But it's going to feel so good afterwards, I
promise." he said as he stroked him slowly, not wanting him to come too soon
but he also didn't want the pain to overwhelm the pleasure.
 
The burn of his tight hole was a bit more overpowering than the attention to
his cock but he tried to enjoy the good for now. "A-ah.. Dean.." Sam moaned,
head falling back on the pillow under him.
 
Dean worked a bit more lotion in him to help lubricate more as he pressed a
soft kiss to Sam's dick then he grinned. "Aww, Sammy, you're so cute. Your
balls haven't even dropped yet." he chuckled and ran his thumb over the slit of
his cock.
 
"Deaannn..." Sam whined, hips bucking in response to Dean's actions. The more
lotion that was used, the easier it was to settle from the burn and his ass
seemed to adjust to that a little more. He swallowed a bit and whispered.
"Are... are you gonna.. put your... your penis in where your finger is?" That's
basically the extent of what he saw in the dream. He wasn't sure he'd be able
to take that if the finger burned but he had to ask.
 
"Don't worry, I won't if you don't want me to. But if you do, I'll make sure it
won't hurt at all, I promise." Dean whispered as he spread more lotion on him
and gently pushed a second finger in him. He leaned up and kissed him gently,
Sam's cock rubbing against the older's stomach as he did.
 
A part of Sam was curious to try. To see what would happen. If it would feel as
good as that dream did. He felt hot all over. His hips bucked up in response to
the stretching intrusion. It burned again but not as badly as before with the
ample lotion. His hands slid over Dean's sides until he felt that bulge
underneath his fingers and he rubbed at it almost like Dean had with his own.
 
Dean gave a groan deep in his throat and rutted against Sam's hand. He had
ignored himself so fully that he didn't realize he was still in pants and that
his cock was aching terribly until Sam rubbed it. He fingered him open a little
faster, constantly working more lotion into him.
 
Sam rubbed a bit harder when he saw Dean's response to it. His body felt so
tingly now and his stomach was tightening a little bit, but relaxed at every
slowed pace. "Dean..." Sam whimpered. "Can.. can we try?"
 
Dean nodded and kissed Sam gently. "If that's what you want." he whispered and
took off his sweats, kneeling back between his legs to carefully work a third
finger into him. His penis wasn't too long, but he made up for it in girth so
he wanted to stretch Sam fully so it wouldn't hurt him.
 
Sam's back arched right off of the bed in reaction to that third finger. It
didn't really hurt this time but it was a strange feeling still. Dean kept
grazing across a small area inside of him that made his cock ache and leak a
little with pre-cum. "P-please..." Sam begged, wondering what the full bore of
Dean would feel like.
 
"Just a minute more." Dean promised and slipped a fourth finger into him
momentarily before he pulled all out and moved up to kiss Sam, using the boy's
hand to guide his cock to his hole and pushing in slowly. It took all he had
not to lose himself in the overwhelming pleasure that followed and fuck Sam
roughly into the mattress, so instead he just roughened the kiss a little,
nipping gently at his brother's lower lip.
 
Dean's cock stretched him open just a bit more than he expected but it felt
strangely good to be stuffed full of him. "Oh fuck, Dean..." Sam moaned against
warm lips. He kissed him back in response, tongue lapping lightly at Dean's
bottom lip.
 
"You good Sammy?" Dean asked softly when he had to pull back for breath,
already panting a little at how tight Sam was around him.
 
"Uh huh.." Sam replied and nodded as his hips wiggled a bit, wanting that
friction so badly.
 
Dean pressed his lips to Sam's neck in an opened mouth kiss as he started to
rock his hips gently, moaning into his throat and looking at Sam for his okay.
 
Sam's head had fallen back completely and his mouth opened wide in a gaping
manner in shock from how good that movement felt. A groan of appreciation came
from him after. He swallowed hard and moaned his brother's name, his own hand
moving down to his own cock to stroke it slowly just as his brother had before.
 
Dean took both of Sam's hands and laced their fingers together. "Shh, I'm going
to make you feel good like this." he whispered and increased his speed a little
as his chin fell down to rest on his chest while he moaned, bringing Sam's hand
up to kiss the back of.
 
Sam whimpered at the loss of contact with his cock but his moans increased from
the way Dean fucked him. He had faith that Dean could alleviate the situation
but Sam was impatient. His eyes stared at his brother for a moment, hips moving
against Dean's. "Feels so good.. can.. harder.."
 
"Okay, Sammy." Dean whispered and suckled gently on Sam's neck as he rolled his
hips into Sam's a bit harder and faster, still utterly terrified that he was
going to hurt him.
 
That was perfect. That was the extent of what Sam wanted. It was firm and deep
and fast and he thought he was going to implode on himself with the feeling his
body got. "O-oh! Oh Dean!" he cried out.
 
"Getting close, baby boy?" Dean asked. He was definitely quieter than Sam,
afraid the neighbors in the other rooms would heard them and tell John, but he
was still losing himself in the pleasure, biting his lip hard and breathing
heavily through his nose.
 
He didn't know if he was getting close or not but by they way his body felt it
was sure to be any second. Dean had fucked into him a few times hard enough to
hit that one spot he was grazing with his fingers and that's all it took for
Sam to come undone. His body tensed up and his stomach coiled and snapped and
he felt himself coming hard for the very first time. Due to his youngness,
nothing came out except a louder cry than the youngest Winchester expected.
 
And that was it. Dean let himself go. Sure, he'd jerked off plenty of times but
he'd never actually been inside someone and it felt so damn amazing he thought
he was going to come as soon as he was in Sam, so as soon as his little brother
did, he let his own orgasm rip through him, shooting his load deep into Sam
with a loud moan of his name, digging his nails into his brother's hips as he
tried to stay up.
 
Sam's body was so warm and tingly and the feeling that washed over him was
something of perfection. It was a bit strange feeling his brother's spunk fill
him but he liked it a lot and couldn’t wait until he could produce his own. Sam
laid limp against the bed in a blissful state instead of a pained one and he
watched Dean still moving inside of him for a moment more. "Dean..." Sam
practically purred.
 
Panting heavily, Dean slowly pulled his spent cock out and all but collapsed
next to Sam, lazily pulling him close with limbs that felt like lead. "Did that
help, Sammy?" he asked in a cheeky tone.
 
"Uh huh...." Sam responded and grinned stupidly, glancing at his big brother.
"Can we do that again?"
 
Dean grinned and nodded, burying his flushed face in Sam's neck. "Any time you
want to, Sammy."
 
"I'm gonna want it a lot." Sam whispered, hand combing through Dean's hair.
 
“I’m surprisingly okay with that.” Dean chuckled and gave his brother one last
sweet kiss before they both fell into a restful sleep.
 
 
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