Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/5290727.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      M/M
  Fandom:
      Supernatural
  Relationship:
      Dean_Winchester/John_Winchester/Sam_Winchester
  Additional Tags:
      Underage_Sex, Safe_Sane_and_Consensual, Fingerfucking, Cock_Slut_Sam,
      Shameless_Smut, Top_Dean_Winchester, Top_John_Winchester, Bottom_Sam
      Winchester, Pajamas_&_Sleepwear, Barebacking, Parent/Child_Incest,
      Sibling_Incest, Community:_spnkink_meme
  Collections:
      Supernatural_Kink_Meme
  Stats:
      Published: 2010-08-08 Words: 1297
****** The Smile of Winter ******
by Cozy_coffee
Summary
     A fill for the spnkink_meme prompt; John/Sam, Dean/Sam - butt-
     flap!sex, sextoy!Sam, Little Sammy (younger than ten) wonders why his
     footie pajamas have a flap in the back. After his daddy and brother
     explain to him why, he wears them every chance he gets, even in the
     car.
Notes
See the end of the work for notes
Daddy and Dean always said his cute little ass was sweet and tasted like a
cherry. Sammy never thought having his cherry popped would feel as amazing as
it had. He was young, fragile, but daddy and Dean were careful and gentle with
him the first time. Not rushing, fingers soft and slow to work him open without
too much pain. There was a little discomfort, the pressure sometimes making him
wince, but they stopped to give him time to relax and adjust and gave him
kisses and were kind to him, and they knew how to give him lots of pleasure
with little discomfort.
Daddy and Dean feels possessive of Sammy and the alpha in them wants to fuck
him hard and rough, and mark him with love bites and scratches and leave his
little hole gaping open and sore, and wet with their creamy cum, but they don’t
hurt him. Sammy is their sweet little boy and they want him to enjoy the
pleasure. They are affectionately kind hearted and claim Sam with adoring
kisses and compassionate touches, being so gentle with their baby boy.
A pleasurable fingering never fails to bring his little brother apart with a
whimper and a moan; Dean holds Sam in his arms, letting him rest against his
chest as Daddy's two slick fingers thrust deep inside Sam’s little pink hole.
Daddy is tender with his pleasure touch, pushing slowly and smoothly into Sam’s
ass and gently stretching the silky warm rim.
Daddy loves the feeling of Sam’s hole clinging to his fingers, the flesh nice
and snug, gripping and squeezing him while Sam’s body becomes unwoven with
pleasure. With more than a little probing the little hole opens, and Sammy
squirms and whines as he clings to Dean, and Dean coos at him and kisses his
forehead, praising him for being a good boy which makes Sammy preen under the
loving words.
Daddy works him close to the edge and Sam moans, so sweet and hot, head thrown
back and beautiful neck exposed. Dean kisses his throat devotedly as John curls
his fingers and trusts them steadily, and he listens as Sam’s breath grows
rougher as the pleasure rises higher. Daddy’s finger slide deeper and curl
perfectly, stroking over his sweet spot and Sam’s body surges with heat and
pleasurably sparks.
“That good, baby boy?” Dean asks, knowing Daddy is curling his fingers softly
and slowly, petting Sam’s sweet spot. His little brother whines and his baby
cock twitches, and Dean holds onto him as Sammy’s little twitching hole
flutters around John's fingers.
Daddy is loving and tender with his touch, no roughness, but he’s ruthless in
assaulting Sam’s prostate and he rubs over it relentlessly until Sammy’s little
hips are bucking frantically and he is babbling, “I’m gonna come, Daddy. I’m
going to come.”
Seconds later Sam comes untouched, seeing stars as his little cock spills out a
trickle of creamy white. Sweat trickled down his spine and he shakes and
whines, falling apart in his big brother's arms, and he’s grateful when Dean
holds him to his chest, cradling his trembling body. Daddy halts his rhythm,
knowing Sammy is sensitive after an orgasm; he keeps his fingers inside Sam yet
no longer moving, simply letting Sammy feel him.
As Dean kisses his neck, Sammy starts making happy little noises while he bask
in the warm afterglow, his lean limbs heavy, body sated and he wiggles closer
and curls up on Dean’s lap with a big smile on his face. Daddy chuckles fondly
and pets Sammy with one hand while his other remained between his skinny legs,
his fingers still buried deep inside Sam perfect soft little hole.
If Sam loved that, Dean and Daddy cannot wait to show him how good it will feel
when they make sweet love.
They both fucked Sammy that night, taking turns using his tight, pretty pink
hole, praising him for being a perfect good boy and saying his cherry was tight
and snug around their cocks. So many kisses were given and affectionate words
of devotion were spoken, and their attention made Sam beam with pride; he loved
that he had a sweet little hole that his daddy and brother enjoyed using.
That was months ago and with each passing day little Sammy became more and more
of an eager cock slut. Being touched, stuffed full, the center of his family’s
affection was more then a little addictive to the young boy. He wanted it all
the time, every single day, and he would throw the biggest tantrum if he didn’t
get one, or both, of their cocks. John and Dean were more than willing to give
the baby Winchester what he wanted, but it was become a hassle with undressing
Sammy.
The seasons had changed and it was starting to get cold, so Sam was always
bundled up in layers of clothes. When he was in the mood for a hard, thick
dick, he grew frustrated with having to take the time to pull off his cloths.
He got so damn upset that he couldn’t simply bend over, pull his boxers to the
side, and take a cock up his ass.
John quickly came up with a solution; he bought Sammy the cutest pair of
Spiderman footie pajamas. Sammy loved them the moment he tried them on; they
were cozy warm and extremely soft, like kitten fur, and Dean had washed them
with sweet smelling soap so they smelled like lavender. Sam, though he liked
the PJ’s, was a little confused the first time he wore them because they
weren’t like the other footie pajamas he had. These had a butt flat, and with a
quick snap of the buttons, the flap was undone and his cute little bottom was
exposed to his daddy’s and Dean’s eyes.
Daddy explained that the flap would make it much easier for him and Dean to get
to his little sweet cherry, saying that Sam didn’t even have to fully
undress—he just had to pull the flap down, lube up his hole, and take a cock
like a good little slut.
Sammy was eager to try the pajamas out; after a few moments of his daddy and
big brother working his hole open, Dean licking the pucker with hot wet flicks
of his tongue and Daddy thrusting in a few slicked fingers, between the two of
them, they had him all ready to go. John maneuvered Sammy in place on Dean’s
lap, having him face his brother with his little skinny legs spread on either
side of Dean’s hips.
As the boys kissed, John pulled the butt flap down out of the way and took hold
of Dean’s cock; he chuckled when his oldest boy moaned and bucked into the
touch. John lined up Dean’s cock with Sam’s slutty wet hole and then he eased
Sam’s hips down and both his boys moaned like whores as Dean’s cock slid into
place.
Dean had the first go with Sammy, and the baby Winchester was riding him like a
pro, the biggest smile on his face as he bounced up and down on his big
brothers cock. Nipping at Sammy's nape in that spot that always made him moan
so pretty sweet, Dean cannot suppress the shivers that danced up his spine as
his cock slips in and out of his brother's pink, wet hole.
Sammy loved his footie pajamas so much! They kept him warm while he got to take
a long thick cock up his ass, and when it was daddy’s turn, after Dean had come
inside him, the youngest Winchester thanked his papa for the PJ’s by riding
John’s cock until his daddy filled him up with his hot, sticky cum.
♥ END ♥
End Notes
     Written_for_this_prompt!
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