
Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/4265385.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      M/M
  Fandom:
      Supernatural, Wincest_-_Fandom
  Relationship:
      Dean_Winchester/Sam_Winchester
  Character:
      Dean_Winchester, Sam_Winchester
  Additional Tags:
      Weecest, teen!chesters, Teen!Dean, teen!Sam, top!dean, Bottom!Sam, Smut,
      PWP, Tumblr_Prompt, Ficlet, Virgin!Sam
  Stats:
      Published: 2015-07-04 Words: 1632
****** Dean's Jacket ******
by WevyrDove
Summary
     Dean walks in on Sam trying on his jacket, and he really, really
     likes what he sees.
Notes
     Based on this prompt I received on tumblr: Could you please oh PLEASE
     write a fic of weecest were Dean is like 18 and Sammy is like 14 and
     Dean gets super possessive and turned on over Sam wearing like a
     shirt jacket of his and things streaky after that. Preferably
     explicit please and thank you.
Sam had tugged on his briefs and was about to get dressed when he saw Dean’s
varsity jacket hanging in the half open closet. It was blue and gray, the
school colors of Robert Singer High School. Sam fingered the felt patches on
the gray sleeves, a ‘13′ (Dean’s number), and a baseball. On the left breast
was the letter ‘R’ Dean had earned when he got on the varsity team; Sam stroked
the nubby chenille. On the other breast, Dean’s name was embroidered in silver
thread. 
Dean was the star pitcher on the school baseball team. He was a senior in high
school, and Sam was a freshman. Dean was kind enough to acknowledge his
brother’s existence at school, although they both hung out with their own
groups of friends. Sam was nothing like Dean; he didn’t like sports, and he
wasn’t popular. He was catching up to his brother in height, but he was scrawny
in comparison. Meanwhile, Dean was a popular jock, who was dating the star
cheerleader, Lisa Braeden.
Sam looked up to Dean. He wasn’t jealous exactly, but sometimes he wished he
could spend a day in Dean’s shoes. Still clad only in his underwear, Sam pulled
the jacket off the hanger and shrugged it on. He laughed when he looked in the
mirror; the sleeves were too long and the jacket hung loosely around his torso.
His pale thin legs stuck out underneath the bottom hem. But even with the poor
fit, it was a nice jacket, and Sam wouldn’t mind having one of his own. Sam
buttoned the jacket up, the collar tickling his nose. It looked like a smock on
him. Part of him loved the fact that Dean was so much bigger than him; it made
him feel safe. He knew that bullies left him alone because he was Dean
Winchester’s brother. 
Sam was still admiring himself in the mirror when Dean walked in.
“Sammy!” Dean said sharply. 
Sam whirled around and looked abashed. “S-sorry, Dean! I’ll take it off.” He
started pulling the buttons apart.
“Keep it on, Sam.” Dean said, his voice low. “I like the way it looks on you.”
There was a dark undertone to Dean’s words that Sam hadn’t heard before. It
both frightened and thrilled him.
“Thanks, Dean…” Sam said uncertainly, standing awkwardly. 
“So you like wearing my jacket?” Dean asked lightly.
“Uh…I just wanted to try it on…” Sam replied, thrown off balance by Dean’s
hungry gaze. Sam bit his lip.
“That’s fine, Sammy. I’m not mad.” Dean assured him. His tongue darted out to
wet his bottom lip.  “But what are you wearing under it?” Dean’s eyes flicked
to Sam’s bare legs.
“Uh I was gonna get dressed but then, I dunno. Sorry.” Sam said, feeling
flustered. Dean was stepped towards him, and Sam automatically backed up, his
legs hitting the edge of the bed. 
“Sammy.” Dean said huskily, and then he put his hands on his brother’s
shoulders and pushed lightly so Sam sat down on the bed. Sam’s eyes widened. “I
really,really like the way it looks on you.” Dean drawled.
Sam gulped. Dean pushed Sam down onto the bed, climbing on top of him. Dean
braced himself on his hands and knees, his body not quite touching Sam’s.
“You know,” Dean continued, and he bent his head close to Sam’s face, so that
Sam’s cheeks were tickled by the spikes in his brother’s hair. “I let Lisa wear
my jacket sometimes. She loves wearing it. It let’s everyone know that she’s
mine, and I’m hers.” Dean’s hot breath puffed against Sam’s ear, and Sam
squirmed. “Do you want to wear my jacket?”
“Y-yes…Dean…” Sam whispered. Dean hadn’t even touched him and he was already
rock hard.
“Who do you belong to..” Dean prompted, his lips brushing Sam’s ear lobe. Sam
shuddered at the touch.
“You…” Sam gasped.
“Good boy.” Dean said with satisfaction. 
He let his tongue trace the shell of Sam’s ear and Sam whimpered. He squirmed
underneath Dean, wishing that Dean would press down on him. Dean let his tongue
wander down to Sam’s neck and Sam was panting hard. He raised his hips but Dean
pulled away and shook his head. Instead, he pulled the rest of the jacket
buttons open, and bent down to lick at Sam’s nipples. Sam moaned, bucking
upward as Dean nipped and sucked. 
“As good as you look in my jacket. I don’t want to get it dirty.” Dean smirked.
Together they got the jacket off of Sam and tossed it aside. Dean admired the
outline of Sam’s cock in his tight briefs. He palmed it roughly with his hand,
and Sam groaned loudly.
“Good thing mom and dad aren’t home, you little slut.” Dean scolded, while he
continued to rub up and down. 
“Dean..Ahh…” Sam said breathlessly. Dean’s hand was relentless and it felt
amazing. 
“Good boy.” Dean praised, gripping Sam hard. Sam’s briefs were damp with
precum. “Mmm, your panties are all wet  for me.” Sam mewled and squirmed under
Dean’s touch.
“Dean! Ahhh! No!” Sam gasped, and thrashed around as he came, shooting his load
in his briefs.
“Fuck.” Dean groaned. “You made a mess in your panties, little slut.”
Sam whimpered. Dean dragged the dirty briefs off of Sam’s legs and tossed them
aside. He gazed at Sam’s naked body, and Sam felt wanton as Dean undid his
jeans and removed them, dragging his boxers off at the same time. Sam gasped at
the sight of Dean’s erect cock. 
“You want this inside you, Sammy?” Dean asked, pumping himself with his hand.
Dean stopped for a moment to take off his shirt, and then he went to the
dresser and opened one of the drawers to grab a bottle of lube. He flipped the
cap open and slicked his cock up. “You ever been fucked?”
Sam shook his head. “No…” He was focused on the sight of Dean working his
lubricated cock, the obscene wet sounds of the his hand sliding up and down
making him desperate.
“Jesus. So I’m going to be the first one inside you. The first one to wreck
that pretty virgin ass of yours.” Dean panted.
Sam whined. “Please Dean. I want it to be you.”
Dean grunted, and then he let go of his cock. He pushed on the underside of
Sam’s thighs, and Sam lifted them obligingly. “Hold yourself like this.” Dean
ordered. 
Sam gripped his own legs and held them open. Dean murmured in approval. He
grabbed the bottle of lube again and poured a generous amount in his hand. Then
he knelt at the edge of the bed.
“You’re beautiful, Sammy.” Dean said reverently. 
He pressed a slick finger against Sam’s hole, and Sam whimpered. Dean pressed
in lightly and Sam moaned. He looked up at Sam for permission to continue and
Sam nodded. He pressed his finger in deeper, drawing more moans from his
brother. Pulling his finger partway out, he added a second finger, and pushed
in steadily. Sam grunted and gasped as Dean prepped him. When Dean had a third
finger inside, he started pumping his hand in and out.
Sam moaned and writhed and pressed back against Dean’s fingers. He loved the
way his brother was looking at him, the way Dean’s fingers felt ramming into
him and the curses that dropped from Dean’s lips as he looked at his own
fingers going in and out of Sam. 
“I want you.” Sam said raggedly. 
“You want me?” Dean said, pretending ignorance. “What do you want from me?”
“Your..your cock. please.” Sam gasped.
“Mmmm.” Dean considered. He slid his fingers out and Sam groaned at the
loss. “I suppose…”
“Dean…please…” Sam begged.
“Ok, Sammy. I’m going to ruin you.” Dean said, his gaze dark. 
He climbed onto the bed, his body looming over Sam’s. Sam shivered in
anticipation. Dean poured more lube onto his hand and slicked up his cock. He
positioned himself at Sam’s entrance. He let the head of his cock brush against
Sam’s opening, and Sam whined. 
“I’m going to fuck you good, baby brother.” Dean growled. 
He pushed inside, and they both gasped. Dean moved steadily, burying himself
completely and bottoming out. He leaned forward and braced himself on his
palms, holding his cock deep inside for a moment, reveling in the tight heat of
Sam’s ass. He felt Sam clenching around his shaft and groaned. 
“Please, Dean.” Sam urged, pressing his hips up.
Dean started moving slowly, pulling out almost all the way and then pushing
back in. Sam was moaning and sobbing, and the desperate sounds made Dean climb
towards his orgasm faster. Soon Dean was thrusting hard, his hips smacking
against Sam’s ass. 
“Dean!” Sam cried out. “I’m going to…oh my God….Dean!” 
Sam jerked against Dean and then he was coming for a second time, his eyes shut
as he rode the waves of his orgasm. His cock shot hot cum onto his stomach and
chest. Dean felt Sam’s muscles clenching and spasming around his cock, and
tried to hold himself back from coming. But when he looked at the anguish and
ecstasy on Sam’s face, he was pushed over the edge.
“Fuck! Fuck! Fuck!” Dean swore as slammed into Sam, his cock spurting his load
deep inside his brother. 
Sam keened as Dean pressed him into the mattress. They rocked together, their
pleasure waning as their orgasms faded. Dean collapsed on top of Sam, who
huffed a breath out at his brother’s weight. Dean gently maneuvered Sam’s legs
down and then rolled off as his cock softened, lying down next to his brother.
He pressed a kiss to Sam’s forehead.
“You should wear my jacket more often.” Dean murmured with a smile.
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