Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/8124631.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      M/M
  Fandom:
      Supernatural
  Relationship:
      Dean_Winchester/Sam_Winchester
  Character:
      Sam_Winchester, Dean_Winchester, John_Winchester_(mentioned)
  Additional Tags:
      I'm_bad_at_tagging_:(, Sam's_in_school, Dean_works_as_a_mechanic, butt
      plug, Underage_-_Freeform, Wincest_-_Freeform, Weecest, Sam_was_bullied,
      Daddy_Kink, princess_kink, Porn
  Stats:
      Published: 2016-09-24 Words: 1614
****** I Used to Hate Myself, Until You Showed Me I Was Beautiful ******
by sp00kyskeletons
Summary
     It partly wasn’t fair, the bullying he got for having those
     disgusting red spots on his face, and for when they got changed for
     PE and the kids saw his body hair. He also got bullied because
     despite the fact that he had started his bodily changes early, Sam
     still had a lot of his child fat. He hadn’t filled out yet so he was
     still a chubby lanky kid. He couldn’t have grown out first and got
     acne later, nope.
     To put it simply, Sam hated himself. Well, he used too
Sam and Dean very much enjoyed fucking around, and Sam loved his brother’s big
fat cock filling him up.
Yeah okay, he was underage, Dean was 19 and Sam was 15, big deal. Everything
was consensual and Sam had gone through something described as “early puberty”.
Apparently that meant that your body became sexually ready before most kids
did. That meant that by the time Sam was 11, he had acne and was beginning to
get body hair. And by the time he was 14 Sam was beginning to get facial hair,
wet dreams were a thing as was the hair he had on him.
It partly wasn’t fair, the bullying he got for having those disgusting red
spots on his face, and for when they got changed for PE and the kids saw his
body hair. He also got bullied because despite the fact that he had started his
bodily changes early, Sam still had a lot of his child fat. He hadn’t filled
out yet so he was still a chubby lanky kid. He couldn’t have grown out first
and got acne later, nope.
To put it simply, Sam hated himself. Well, he used too.
That was until one night when Dean found Sam crying. And that was the day Dean
got to the bottom of why his beautiful baby brother was starving himself, and
just generally looked miserable. Anger filled Dean’s veins at how anybody could
say such things to his baby brother. Yeah alright, he was going through a lanky
phase and he hadn’t filled out yet, but it wasn’t that bad, and the chubbiness
of his tummy was cute. If anything, Sam Winchester was adorable.
That night Dean had kissed Sam all over, and after each kiss he’d tell Sam he
was beautiful. And Sam had loved it. It made him feel good about himself.
Of course, just giving Sam kisses didn’t last long. Dean did it every night and
Sam found himself craving more. He’d get hard from the kisses and sweet words
that Dean said to him.
So Dean would take both of their cocks in his hand and jerk them both off,
kissing Sam, reminding him he was beautiful. Sam enjoyed every moment of it, he
enjoyed having his big brother touch his cock. It felt so much better to when
he did it, if anything the first time it happened Sam came within a matter of
minutes.
And of course, Sam wanted more. He decided to take a plunge and kiss his
brother, making out with him, exploring his mouth. Sam wasn’t very great with
kissing, but he quickly learnt from Dean getting better with each time they
made out. Sometimes Sam would pull and suck on Dean’s bottom lip, and if
anything, Dean encouraged and praised his baby brother.
Quickly it changed into Dean giving Sam kisses, while fingering him. Sam would
cum untouched, and Dean would follow not to long after with Sam jerking off his
dick. For a virgin, Sam learnt rather quickly. And in no time he learnt how to
give the perfect handjob. Possibly the best Dean’s ever had.
It wasn’t long before Sam had shyly asked Dean if he would fuck him. At first
his big brother had been unsure, Sam was still growing and Dean wasn’t small by
any imagination. But after some begging, and promising if Dean hurt him he
would say so, Dean gave in.
Of course, Sam enjoyed every moment of it. Dean would expertly hit Sam’s
prostate every thrust, it was one of the strongest orgasms Sam had had in a
while, he loved it.
And that’s how they ended up here, Sam walking home as quickly as he could.
Dean always dropped Sam off at school in the mornings as Dean didn’t like his
baby brother to walk alone to school. Then Dean would drive off to the garage
to work. Sam claimed Dean to be ridiculous, but he was glad he didn’t push Dean
away completely. Otherwise, Dean wouldn’t have fucked him in the Impala before
school, and placing the buttplug he had snuck with him in Sam’s ass. He
promised tonight, after Sam had done his homework, Dean would fuck him using
just this morning’s lube and cum alone. The thought made Sam’s cock twitch.
Dean would be home in an hour, maybe if he was quick with his homework he could
be fucked as soon as Dean walked through that door. Oh how he wanted for his
big brother to split him open on this morning’s cum and lube alone. It was hard
to concentrate when all his brain was providing images of Dean fucking him.
“’M home Sammy!” Dean’s voice rang out through the flat Dean had rented. Dean
and John had had an argument a while back, so Dean up and left, getting a job
and taking Sam with him. Dean was tired of the way that John abused Sam just
because he didn’t get perfect A’s on his work, or how he didn’t get every
single question right. Dean claimed it was bullshit. So now if Sam messed up
really bad, Dean would still praise him for trying his hardest and see if he
could get Sam some extra help to go over where he went wrong.
Dean wandered in, placing a hand on Sam’s back just as he finished.
“Finished my homework Daddy” Sam said, looking up batting his eyelids at Dean.
Dean picked up the exercise book, seeing that all the questions had been
answered. Dean hummed, looking back at Sammy and placing the book back on the
table, smiling.
“So you have princess. Daddy will keep his word, strip and on the bed.”
“Yes Daddy” And Sam was up like a shot, heading towards the shared bedroom and
stripping as quickly as possible.
A low chuckle came from Dean in the doorway.
“Eager baby?”
“Been thinking about you all day daddy.” Sam said whining slightly, wiggling
his butt at Dean.
Dean came behind Sam, running his hand over the beautiful ass that belonged to
his baby brother. It was so perfect and bouncy, whenever Sam rode his cock it
would bounce against him. God, Dean loved it so much. He’d spend all day
touching it if he could.
Carefully Dean removed the plug from Sam’s ass and a groan came from his baby
brother. Dean smirked. Sam’s ass clamed around nothing, having nothing in his
ass after such a long time felt weird.
“Want me to fuck you baby?” Sam hummed, pushing back against Dean’s hands. A
low chuckle came from the older man and he grabbed some lube. While Sam was
most likely still wet from their morning fuck, Dean didn’t want to hurt Sam so
he decided to lube himself up slightly anyway.
Dean lined up and pushed himself in. It felt slightly wrong, feeling the dried
in cum and lube from this morning but at the same time, it felt so right. Sam
whimpered from underneath him.
“You can move daddy” Dean pulled himself out fully before slamming himself back
in. Both moaned in unison.
“So tight baby” Dean grunted as he set a rough and quick pace. Sam was whining
underneath him, hands gripping the sheets, chewing on the pillows. Dean quickly
shifted his angle trying to find the sweet spot that made cry out and whimper.
When Dean got a gasp and a “oh god Dean” Dean knew he had found the correct
spot inside of his baby brother. A smirk came from his lips and he kept the
angle and pace.
Sam reached down to jerk himself off and Dean snarled, smacking Sam’s hand
away.
“You’re gonna cum from Daddy’s cock alone princess”
All Sam could muster was a whimper, he was so close and if he could just touch
himself he would be able to cum. But he knew that disobeying Daddy’s orders
meant punishment and that he wouldn’t be able to cum, so he decided against
touching himself.
“Daddy so close… please let me touch myself! Please touch me!” Sam cried out.
He was so so close, he wanted to cum so bad. All he got was a grunt from Dean
and he found his big brother pulling himself out, so only the head rested in
his abused hole.
“You” thrust, “Will” thrust, “Cum” spank and a thrust, “From” thrust, “Daddy’s”
thrust and a spank to the other cheek, “Cock” thrust, “Alone.” Dean said, each
word said in a throaty growl that turned Sam on even more, not that he even
knew that that was possible. Sam whimpered from underneath Dean.
Sam clenched around Dean. He could feel his balls tightening and his stomach
grow warm and fuzzy.
“Oh god Daddy” Sam cried out, gripping the sheets as that was the only thing he
could grip. “Please may I cum Daddy?” Sam whimpered once again, trying to hold
back the explosion until he had his Daddy’s permission to cum.
“You may” And that’s all it took, Sam chanted and cried Dean’s name like a
prayer, painting the towel underneath him in stripes of cum.
With Sam’s tight hole getting tighter around Dean, clenching against his cock,
Dean found himself coming too. Dean snarled, letting out a “such a good baby
boy” falling from his lips. The pair collapsed together, Dean bringing Sam
close to him, giving him kisses. Dean carefully reached over to grab the towel
and folded it, throwing it on the floor.
“Such a good boy princess” Dean said, giving Sam a kiss on his temple.
“Love you Daddy” Sam mumbled, almost asleep. Dean chuckled, giving Sam a
squeeze, falling off to sleep himself.
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