Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/1813999.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      M/M
  Fandom:
      Supernatural
  Relationship:
      John_Winchester/Sam_Winchester, Dean_Winchester/Sam_Winchester, Dean
      Winchester/John_Winchester/Sam_Winchester, Dean_Winchester/John
      Winchester
  Character:
      Sam_Winchester, Dean_Winchester, John_Winchester
  Additional Tags:
      daddycest, Dirty_Talk, Poor_Use_of_Teddy_Bear, Frottage, Teasing
  Series:
      Part 3 of Teddy_Bears_Are_More_Useful_Than_You_Think
  Stats:
      Published: 2014-06-19 Words: 7641
****** Dean's Turn ******
by callmeb
Summary
     Dad is going to punish Dean tonight; Sam is sure of it. It’s been
     months since the last time one of the boys – or their father – made a
     mistake worthy of punishment, and Sam is excited that it won’t be him
     on the floor soon.
     He’s also excited that he was able to sneak an idea to their father
     earlier about getting a little gift for his big brother. Sam figures
     if Dean wants to get into a woman’s panties so badly, maybe he should
     have his own pair. His dad barely hid a smirk.
Notes
     Finally, right?! I know! So this took a long time to do but it's
     finally here and I hope you all stuck around long enough to see it
     happen
     The lovely Oddfront helped me out when I was having trouble putting
     all the pieces together, so consider her part of this reason I ever
     managed to finish it
See the end of the work for more notes
Another day, another hunt. This one was a nest of vampires; the rowdy, leather
wearing type that picked drunken victims off one at a time. Not a difficult
hunt for them, their biggest issue having only been the cops.
Then again, their dad chasing a young woman out of a dark alley really painted
the man in a bad light. Of course, if Dean had spent less time flirting with a
big breasted redhead – who turned out to be a vamp as well – and more time
watching the group of obnoxious palefaces, that last one wouldn’t have snuck
away from the patio bar on the arm of a plastered man, intending to get her
late night snack on as soon as she was out of Dean’s sight. They were only
lucky 16 year old Sam saw her while he was stuck in the Impala and managed to
send their father the message in time to save the man’s life.
-
Dad is going to punish Dean tonight; Sam is sure of it. It’s been months since
the last time one of the boys – or their father – made a mistake worthy of
punishment, and Sam is excited that it won’t be him on the floor soon.
He’s also excited that he was able to sneak an idea to their father earlier
about getting a little gift for his big brother. Sam figures if Dean wants to
get into a woman’s panties so badly, maybe he should have his own pair. His dad
barely hid a smirk.
-
When Dean settles on the floor with an old brown teddy bear and their father
brings out a plastic bag instead, Sam can’t help but giggle in excitement. He
doesn’t expect to see Dad tossing Dean a new stuffed animal, but the look on
Dean’s face as he stares at a fat pink teddy bear is satisfactory.
“What is this?” Dean asks as if maybe he’s seeing things wrong.
“Got you a new one, boy. That old thing is fucked flat,” their father says in a
matter-of-fact tone.
“It’s pink.”
Dad smirks. The new stuffed animal is indeed pink, light and soft. It’s meant
for girls most likely – besides the color, it has hot pink hearts sewn on the
pads of its feet, the same color thread used for a hard, wide nose at the tip
of a thick snout. The whole bear is thicker, too; it’s got a round body and
sturdy limbs, and Sam doesn’t even have to touch the toy to know it’s packed
full of stuffing.
Dad catches Sam’s attention as he holds the bag in his hands open for the teen
while Dean grumbles, shucking off his shirt and jeans in a huff. And when Sam
peers in, he sees a soft pair of cotton, pastel pink panties. He has to bite
back a smirk as his mind spins with images of the tight material across his big
brother’s cock.
He pulls the fabric out of the bag and hides it in his front pocket before Dean
notices. Sam has to find a way to get Dean in them, and catching his brother
off guard is the best way to do that.
After watching Dean kneel on the floor while glaring at the pink teddy bear,
Sam takes action. He launches himself off the couch and knocks Dean to his
back. Dean shouts as his bare back slams into the carpet and immediately brings
his arms out to grab Sam’s wrists. But with a quick turn, Sam straddles Dean’s
stomach facing away from his brother’s face and uses his thighs to hold Dean’s
arms stuck to his sides.
“What the hell, Sammy?” Dean growls after catching his breath. Sam ignores him
and tugs on Dean’s briefs until he can get the material out from beneath Dean’s
ass. “Those are supposed to stay on, genius,” Dean sneers, giving up his
struggle because even though he’s bigger than Sam, the kid has legs strong
enough to hold Dean down all night if he wanted to. Who knew riding cock was
such a good workout?
Sam still doesn’t speak a word; though he smiles up at his dad when he hears
the man chuckling at him while unzipping his jeans. Sam gleams at knowing his
father approves of his tactics. He scoots down Dean’s body to get his briefs
the rest of the way off, and by the time he’s pulling the panties out of his
pocket, his ass is firm across Dean’s half-stiff cock.
At the first touch of cotton to Dean’s bare feet, Sam feels fingers gripping
his calves. “What the hell are you doing?” Dean demands, trying to kick out.
But Sam holds Dean’s thighs easily and only struggles for a moment to get the
women’s underwear half way up his brother’s legs.
“I figured,” Sam starts, “that this is what you wanted.” He lifts himself to
crouch over Dean as he pulls the material to the top of Dean’s thighs. As soon
as Dean sees pink adorning his skin, he struggles again. He lifts his ass to
get away, but instead gives Sam the chance to tug them up his hips and snap the
waistband just above the tip of Dean’s cock.
Sam huffs out a laugh triumphantly as he stands up straight and turns to look
down at his brother. He can’t keep the smirk off his face as Dean stares
angrily at the cloth, sitting up and shifting his cock in the material. Dean’s
face may refuse this, but his cock goes completely rigid within moments.
“Dad, really? That’s not fair!” Dean whines, tugging at the tight waistband.
“Next time maybe you’ll pay attention to the hunt, not the girl,” their father
suggests. He juts his chin out at Sam, and once the boy is satisfied that Dean
won’t try to take off the pink panties, he starts to undress. He moves quickly,
tripping over his feet when he refuses to take his eyes of Dean.
Dean huffs again, giving the new pink teddy bear a glare as he grabs it
roughly, getting to his knees and forcing it between his legs. The pink of the
panties and the pink of the bear are similar, and Sam can’t wait until those
underwear turn dark from Dean’s wet cock.
Sam settles in his dad’s lap, leaning back against the man’s still-clothed
chest and straddling his jean-clad thighs. He wiggles his body against the
rough, rumpled materials, shutting his eyes and moaning quietly in his throat
at every shift of it against his bare skin.
Sam loves the way it all feels; the buttons of the shirt make little, even-
spaced dents along his spine. The fabric itself sticks and rubs to his skin
once he starts to sweat; it makes his dad’s skin burn hotter against his back.
The jeans scratch his thighs and his ass cheeks.
His favorite feeling comes from the fly of his dad’s pants, though. Dad only
ever pulls his cock out enough to fit it all in the boy, and the zipper waits
at the base of his dick. The teeth and tab dig into Sam’s skin, scratch and
scrape with every rise and drop of his body. It leaves his sensitive skin red
by the time he’s done riding his dad’s lap.
”You’re gonna look so good, Dean. Panties work for you,” Sam muses, staring at
Dean’s crotch as he wiggles his ass up into his dad’s lap and lifts his legs.
Dad grabs Sam by the backs of his knees, pulls his legs up towards the boy’s
chest, and Sam’s feet dig into his thighs. He reaches down to tug at the open
fly until the zipper bites into his ass, and his dad’s cock slots into place
between his cheeks. Sam hums happily, giving another wiggle just to feel the
hard heat prodding at the back of his ball sac.
Dean stares grumpily, but the sight Sam presents him is enough to get his big
brother in motion. Dean thrusts forward once, using his hand to keep the bear
in place. He lets out a puff of breath as he repeats the motion, forcing his
cock onto the plush toy in his need for friction.
“Does it feel good, Dean? The panties? Do they feel good on your cock?” Sam
feigns innocence.
“Shuddup,” Dean hisses his reply.
“C’mon, Dean. I can see your cock twitching from here,” Sam continues, “I bet
they’re soft; bet they’re tight on your balls.”
Their dad chuckles when Dean whines and twists his fist into the bear, dragging
it sideways along the length of his shaft. “You tease the kid all the time,
Dean. You should have expected he’d learn from you,” Dad reasons.
Sam chuckles and leans back, nuzzling into his father’s scruffy cheek. Dean
only growls and watches as their father pops two fingers into his mouth,
sloppily lapping up and down and between the digits. When he pulls them out,
Sam sees a thick line of saliva dangle between his mouth and fingers; it breaks
apart, landing on Dad’s lower lip with a shine.
“Good boy,” his dad mumbles when Sam dives in to lick the thin strip. “You
ready for my fingers?” he asks, pulling away from Sam’s lips to kiss along the
boy’s jaw. Sam moans, baring his neck further for his dad’s warm tongue. “Yes,
Daddy.”
His dad reaches down and brushes his cock aside to poke at Sam’s thigh instead
of between his cheeks. He spreads saliva against Sam’s hole with one quick
swipe and then slides his index finger in, not stopping until he can’t press
any further. Sam moans and rocks his hips down once before his father tightens
his grip to keep the boy still.
The combination of feeling his dad’s calloused finger and watching Dean twitch
his hips toward the plush bear in his grasp makes Sam keen. He arches his back
as much as his position will allow, shivering when the shift brings cool air
into the space between his neck and his father’s mouth.
Sam grins as he hears Dean groan, knowing his big brother would give anything
to be in Dad’s lap right now. He knows Dean, knows that as much as Dean loves
chasing skirts, he loves Sam and their dad more. That knowledge is like a drug
to Sam; it makes him whimper and squirm in Dad’s tight grip, showing off his
bare body for is brother. He cries out as Dad’s finger finds his prostate, and
the man rubs and presses over the sensitive spot inside him. Sam’s hands reach
out for the strong arm wrapped around his lifted thighs; nails dig slightly
into the tan skin and hard muscle.
A rough growl brings Sam’s attention back to Dean, and he bites his lip against
a wave of pleasure so that he can focus on his brother and his pathetic, snarl-
contorted face. Sam knows that the teddy bear is nothing like being with Dad;
its torture to have so little when the boys are used to getting so much. But
Sam enjoys having the upper-hand now, so he makes a point to show Dean how much
he’s enjoying their father.
He locks eyes with Dean just as Dad adds a second finger and gasps at the added
pressure along his inner walls. Sam breathes hard for a few seconds before
whining out an exaggerated moan. He knows that Dean’s had Dad’s fingers enough
times to be fantasizing about them, wishing they were inside him, filling him
up. He finally begins to helplessly thrust against the bear and Sam can easily
read desperation on his brother’s face.
“Oh, Dean,” Sam whispers, like it’s all his voice can manage, like it’s torn
from his throat. “Daddy feels so good.” Sam barely manages to buck his hips as
Dad bites his neck and presses hard against his sweet spot. “Daddy’s fingers
are so thick and rough, they’re stretching me open,” his last word stretches
into another moan as those digits him pull apart and scissor-stretch his
muscle.
Dean grunts, looking at Sam like his brother is killing him with every word;
who knows, maybe Sam is. But the hot glare only makes Sam want to keep going.
“Can’t wait for him to take them out,” Sam’s voice has gained a little
strength, but it still has a breathy quality to it that makes Dean whine. Sam
watches as his brother’s hands clench and unclench; his hips swivel and thrust.
The pink panties bunch and pull tight as Dean moves, a patch of wet growing
from where the head of Dean’s cock leaks pre-come.
“Can’t wait for the burn of Daddy pushing into me, love the tight stretch of
Daddy’s cock filling me up. He’s so big, Dean! I’ll be so full with Daddy
inside me.”
Sam half-shouts as his dad prods at his prostate one last time before pulling
his fingers out. Sam’s hole clenches around nothing while wet digits squeeze
into his thigh.
Dad lifts him up without much trouble, and Sam eagerly reaches down to line up
his dad’s cock with his entrance. When he feels the wet tip poking into him, he
lets go and his dad brings him back down, using force to get his cock all the
way in. Sam moans, throwing his head back against Dad’s shoulder as his body
opens up and takes every inch.
The man doesn’t bother with starting slow; he lifts Sam’s whole body up and
down fast and hard, thrusting his hips up to smack into his youngest son with
fervor. Dad easily carries all of Sam’s weight with huge palms under tense
thighs. He sees Dean watching; he keeps his eyes open just to watch his big
brother’s face as he takes their dad’s cock. Dean licks his lips, moaning
quietly as if he can feel what Sam’s feeling. And Sam can feel so much.
His body is completely controlled by his father, and each slam of his cheeks
into the hard body beneath Sam reminds him of that. But the hard cock inside
him, the damp clothing rubbing against him and the cold metal biting into him
are all Sam cares about.
Everything feels so good. Dean’s eyes on Sam burn into his skin like a hot
caress. The scrape and pinch of Dad’s zipper against his sensitive taint just
barely tingles. Even the button presses into his delicate skin like a metallic
kiss. The rough denim rubs where Dad’s hands don’t cover his cheeks. Sam wants
so much more of all these sensations.
“Daddy,” Sam whines, hoping the cracked word is enough for the man to
understand. He can feel Dad’s chuckle all along his body, and he settles Sam
down firmly in his lap. Sam wiggles his hips, gasping as the zipper digs harder
into his tender taint.
He closes his eyes for a moment and imagines what his soft skin will look like
later. He’ll be red and hot to the touch. He can just picture the perfect
imprint of teeth at the crease of his thigh, the rectangular mark of the tab
near his ass. The button will leave a circle a little higher on his thigh, past
the end of the metal teeth. He loves the thought so much that his cock jerks
with the feel of it on his skin, and a heavy line of pre-come drools past his
slit.
Sam hears the wet slide of Dean’s tongue on those plush lips and pulls his
attention back to his brother, barely containing a smile at the beet-red face
before him. Dean’s body wavers and he leans forward subconsciously in attempt
to see as much of Sam as possible. Sam can tell that he is embarrassed having
to fuck a pink toy, having to wear pink panties. But it gives Sam so much
satisfaction knowing that he can make his brother look so pathetically
adorable. He wonders how much more he can tease Dean tonight.
“Come here, Dean. Wanna get closer, don’t you? Wanna see Dad’s cock in me?” Sam
offers in a falsely sweet tone.
Dean bites his lip with a shaky nod. He shuffles forward awkwardly, clutching
the bear with his thighs to bring it along. When Dean is only an inch away from
them, sitting right there between their open legs, he settles. He reaches out
to touch, but Sam quickly swipes his brother’s hand away.
“No touching,” Sam smirks. Dean growls but obeys, dropping his hand to grab at
the cushion beside their dad’s leg. Sam watches Dean’s other forearm flex and
relax; he peers down Dean’s body to see those abs ripple beneath taut skin. He
can just barely see Dean’s wrist and the pink fluff of an ear.
Dean watches Sam get pounded, mouth agape at the close up view he has. His eyes
don’t waver when Sam calls his brother’s name. So Sam reaches down, digs his
fingers into Dean’s short hair and he tugs until Dean’s eyes meet his.
“Sit up, Dean. Can’t see your panties,” he directs. And when Dean hesitates,
Sam pulls at his hair, tightening his fist and yanking Dean’s head so hard that
his brother yelps and sits up straight. Dean lets go of the bear to grab at the
couch, now using both hands to anchor himself there.
No longer hunching over, Sam can finally see the pink waistband and the head of
the teddy bear as Dean rocks into it. He can just see the shape of Dean’s cock
bulging out of the panties. Where the head curves beneath darker fabric, Sam
can see that it’s starting to soak through, and he clenches his body around his
father’s dick at the thought of Dean’s pre-come staining white over the soft
pink fur of the plush bear.
“Jesus, Sammy!” his dad gasps, thrusting up harder and pulling his body down
faster.
“Dean,” Sam gasps. “Dean, Daddy feels so good. Feels so good inside me.”
Dad groans and digs his nails into Sam’s thighs, spreading them open so much
further that Sam’s feet point straight down and only his toes stand near his
dad’s knees. Sam flexes his thighs to test the man’s grasp on him, and gets his
legs hugged impossibly harder into his own chest. He bites off a cry as his
body drops down again with a loud slap of balls to his skin.
“Good boy. Take Daddy’s cock. Fucking looks so good in you, baby brother,” Dean
encourages, finally finding his voice as his eyes move back and forth between
Sam’s face and ass, and Sam smiles. Dean may be mad about being stuck on the
floor in women’s underwear, but he’ll always say something sweet to little
Sammy when the boy is taking such a hard pounding.
He’s getting close, almost ready to explode now that he can feel Dean’s breath
on his taint turning sticky heat into tingles, and he realizes, belatedly, that
lasting longer than Dean can’t possibly happen. Sam’s just an amateur, and
Dean’s the pro when it comes to teasing and talking filth. But that’s what Sam
loves about his big brother.
“De-Dean, please. Tell me what they feel like. Wanna hear you say it,” Sam
whimpers. His cock flops with every rise and drop of his body, smacking between
his belly and inner thighs wetly, and that feeling alone will be enough for Sam
if he can just hear Dean’s voice. He just needs Dean to talk dirty to him like
he always does.
Sam can see the moment Dean gives in and accepts the fact that he likes it. His
20 year old big brother loves soft pink panties on his cock and he can’t
pretend that it doesn’t feel so damn good because Sam can see it in Dean’s dark
eyes, in his blushing face, and in his quickly snapping hips.
“They’re so soft, Sammy,” Dean starts with a heavy exhale. “Every time I move,
they tug on my cock, and on my balls.” Sam whimpers at his brother’s silky
voice.
“I can feel the fur of the teddy poking through ‘em, too. Feels so fucking
good. Tickles my taint, pokes my ass. Fuck Sam--,” Dean’s voice breaks off and
his head drops down to stare at himself as he grinds in circular motions on the
toy.
“Dean,” Sam calls out when his brother stays quiet for a moment, tugging at his
hair again.
Dean doesn’t look up yet, but he continues in a rush, “Just fucking look at
‘em, Sammy. They’re all wet for you, baby boy. Got my cock leaking in these
fucking panties for you. Makes ‘em stick to my cock, rub right over the tip.
And it just keeps getting wetter and wetter…”
Dad groans loud and rough, practically growling at the boys, and Dean’s head
shoots up. Dad’s close to coming; Sam can tell by the way he’s almost holding
his breath and by the needy look on Dean’s face. Dean’s dirty mouth always
makes their dad shoot off.
Sam won’t last much longer once his dad comes and they all know it. Dean smirks
up at his brother and father, licking his lips and clearing his throat before
he starts talking again.
“The way you take Dad’s cock, just love getting your ass pounded, don’t you?
Fucking take every inch of it. You belong right there, stuffed full just like
that, Sammy.”
Sam moans, arching his back as much as he can just to drive himself harder on
his dad’s dick. He pulls Dean impossibly closer to the space between his
thighs, but not enough for his brother to touch. Dad starts lifting him
completely off his dick. Sam can feel his hole clenching around nothing as air
breezes against his skin, and then he’s slammed back down, speared open all
over again.
“Daddy!” he cries, wrapping his fingers into the man’s forearm and squeezing.
“Can fucking smell you, little brother. Can smell Dad’s mess all over you,”
Dean growls.
“Fuck,” Dad whispers harshly, and then he’s coming inside Sam. The boy can feel
it, rushing inside his body in harsh, uneven ropes. He can feel the rim of his
opening sticking to the curls of hair at the base of his father’s cock on every
drop, and he gasps at every pulse.
“Fuck, Dad,” Dean groans, hissing at every tug on his hair. He stares as their
dad spills inside Sam.
Sam needs to come before Dad finishes. “De,” he pants, and his brother
immediately locks eyes with him. “That’s it, Sammy. Just take it all and let
go.” Sam can’t look away from Dean. “Let it go, little brother.”
Sam whines, high-pitched and uneven, and his throat scratches as his Dad grunts
into his ear.
“Fucking come on Daddy’s cock,” Dean demands, and Sam finally looks away and
comes with a shout. His toes curl, just barely low enough to dig into his dad’s
jean-clad thighs. White streams shoot up and onto his belly, coating his happy
trail in white, filling up his navel, even reaching one dusty-colored nipple
and covering it in cream.
Sam pants as he rides out his high, giving little whimpers as his dad keeps
lifting and dropping his body lazily, making the boy take his still hard cock
over and over. And the slower Dad’s movements become, the wilder and more rapid
Dean’s hips shove back and forth. His big brother thrusts relentlessly into the
pink teddy bear, straining for release. And all Sam can do is stare.
As his own body finally slows to a rut against the base of his dad’s cock, Dean
growls. When their father finally stills the body in his arms, Dean sighs
almost happily, as if he can’t handle watching that thick cock fucking into Sam
any longer. A smile tugs at Sam’s lips; he manages a couple weak thrusts of his
hips for Dean’s viewing pleasure – or torture, depends on how you want to see
it – before Dad grunts into his neck and squeezes the boy’s legs hard against
his chest to stop him.
Dad gently releases Sam’s legs and the boy sets his full weight down on Dad’s
lap, breathily heavily now that his chest and stomach aren’t refrained. He
spends a minute resting against his father’s chest, body slightly slumped down
and lax, eyes lazily on Dean.
Sam focuses on Dean’s face. His brother is hot and desperate. His cheeks are
well past blush red, and Sam can feel sweat slicking the soft strands of hair
beneath his palm. Sam’s gaze slides lower, admiring the erratic rise and fall
of Dean’s freckled chest, his abs are in a semi-permanent clench as he fucks
forward against the bear. But Sam can no longer see all the pretty pink that
decorates Dean’s skin.
Still full of cock, Sam leans forward to get a better view of his brother,
pushing Dean’s head back to bare his throat. His dad follows him forward to
peer at Dean and his teddy bear. Dean stares up at Sam, but Sam’s eyes don’t
rise past Dean’s waist. He feels hot breath explode across his wrist as he
hold’s Dean’s head still.
Sam’s mouth is slack, puffs of breath passing his lips gently as he gets a
close up view of his 20 year old brother wearing pink panties and rutting into
a similar colored girl’s toy. The cotton stretches over Dean’s cock obscenely,
so thin and tight that Sam can see a thick vein dancing beneath the fabric. The
once small dark spot of pre-come from Dean’s cock is now the size of a small
fist, round at the head and thinned out past the tip, seeping through enough to
leave a visible murky white shade over the darkened pink. Sam can see sparse
dark hairs poking out past the underwear all around the base of Dean’s cock.
With every move, Dean’s balls drag back and forth, full and heavy, over the
giving fluff of the bear.
The face of the bear barely touches Dean’s body, and Sam finds himself wanting
that nose to be put to good use. Its snout is long and thick, sturdy looking as
it bulges out of the face, and Sam wonders how well it would hold up under the
weight of Dean’s body. He wonders if that hard little nose can press and poke
up in between Dean’s cheeks, rub at his tight hole through those panties, and
be strong enough to get Dean off.
“Dean, put its nose in your ass,” Sam suggests avidly. He lifts his gaze from
the toy to look into his brother’s eyes, finally unclenching his fist from
Dean’s hair, soothing the strands down and pulling his hand back to himself.
Dean whimpers at the loss of contact and lean forward to chase Sam’s hand, but
their father stops him with a firm palm on his shoulder.
“Nu-uh, son. You do as you’re told,” he commands sternly, though his voice is
clearly still rough and tired. When Dean’s shoulders slump and his grinding
turns into a slow rock of his hips, Dad brings his hand back to Sam’s hips,
resting his chin on Sam’s shoulder.
Sam prods his brother again, “C’mon Dean, do it. Ride your teddy’s face.”
Dean moans open-mouthed, Adams Apple sliding up and down on a wet swallow, and
he gives one shaky nod before dropping his arms off the couch. Dean looks down
and spreads his thighs. He stretches one arm back behind him while the other
reaches for the plush.
He turns the toy around until the body of it lies in front of him and the face
is at his ass. He pulls his legs from under his body and extends his other arm
back, leaning his full weight on both his palms. He flattens his feet in front
of him and lifts his ass off the ground to hover over the bear. Dean drops
himself down slowly, adjusting his aim until the pointed snout of the animal
disappears between his cheeks. And then he rocks his body on it, using his
thighs to lift and drop himself repeatedly.
But the damn thing keeps slipping, moving out of place, blocking Sam’s view of
where it should be poking his brother, and he knows Dean can’t get enough
pressure from it. Dad notices, too, because he presses his boot on the body of
the bear, just enough to keep the thing in one spot, and Sam can finally see
the snout of the stuffed animal poking and prodding into the crease of Dean’s
ass. The panties tug back and forth, and Dean’s balls tighten every time his
shaky thighs drop his ass on the teddy’s face.
“God, Dean, you’re so sexy. So damn hot like this, your panties all wet just
like a girl’s,” Sam groans past wet lips, staring right at Dean’s pink-clad
cock. “They’re so soft and pink, just like your hole, just like that little
bear’s nose. How’s it feel, Dean, having that pink teddy eat out your hole?”
Dean moans so hard that Sam feels his dad’s soft cock twitch.
“I’ll bet it’s not enough, bet you want Daddy’s thick, hot cock inside you
right now.” Sam leans forward again, bringing his lips a hair’s breadth away
from Dean’s ear. “I’ll bet you want to shove into my sloppy wet hole while
Daddy fucks into you.”
Dean surges forward in attempt to capture his brother’s mouth, but Sam pulls
back quickly. The movement has Dean’s hips pushing forward and straight against
his dad’s boot, and he moans when his dick rubs against hard leather.
“Fuck,” Dad breathes out. Sam is jealous in that moment, seeing his brother rut
into their dad’s boot looking like a slut. But the man quickly regains control
of himself and lifts his foot, shrugging Dean back.
“Use your bear, Dean,” he tries to sound stern, but Sam can feel the body
beneath him shiver and give off a wave of heat.
Dean whines, but shifts his hips back again, rocking into the snout harder than
before. He gasps every time he drops his body low. His eyes stay open, though,
staring at the spot straight between Sam and Dad’s legs. Sam swivels his hips
and chuckles as Dean’s eyes follow the tight movement. His mouth hands open on
a loud moan and his arms shake under his weight. Sam leans forward again to
block his brother’s view, giggling as Dean’s head tilts in sync, trying to see
his brother’s open body. Finally Dean whines and gives Sam this completely
deprived face.
“Let me see. Please just let me see, Sammy,” Dean begs desperately. He huffs,
harsh and needy, and Sam knows that Dean is close; he just needs a little bit
more to push him over the edge.
“Please, Sammy,” Dean repeats. “Please just--,” he cuts himself off with a
choked swallow and his arms buckle. Dean’s body drops; his ass lands directly
on top of the teddy bear, and Sam can see his brother attempting to lift
himself up again. His arms and legs shake too much, though, so Sam watches his
brother relentlessly rub his ass as much as he can into the floor instead.
He gives in to his brother’s pleas after a minute, wanting to see Dean come as
much as Dean wants to come. Sam sits straight in his father’s lap and uses his
feet to lift his ass up, slowly pulling his body off the man’s soft cock. He
can feel how sticky his flesh is, and can feel more of his dad’s seed drip when
he clenches.
Dean can see everything; Sam can tell by the wide ‘O’ face his brother makes.
He doesn’t have to see himself to know there are red blotches and lines from
the fly of Dad’s jeans. He knows the metal teeth left an impression in his
skin, left his body hot and marked. He knows there are fingerprints in his skin
where his dad gripped his thighs.
“Oh God!”
His brother moves frantically, jaw open so wide it looks painful, eyes glued on
Sam’s body. Sam’s sees the moment his brother’s dick explodes, the force of his
release shooting against the panties obvious. The pink quickly soaks through,
showing murky white as Dean spills. Dad moans behind Sam as they both watch
Dean shake, holding his ass down steady on the toy’s snout as his dick pulses.
His brother can barely make a sound, his mouth stuck in a silent shout. Sam
rocks down onto his dad’s cock again and clenches hard, smirking when Dean
whimpers at the sight.
Slowly, his body turns lax; Dean’s head hangs forward and his eyes fall shut. A
heavy sigh vibrates from his chest as Dean pushes himself forward and plops his
face into the bare couch between Sam and Dad’s legs.
Dad reaches out and runs heavy fingers through Dean’s hair. “You look so
pretty, boy,” he muses. Dean only whimpers, rolling his head into the soothing
palm and sighing into the hot space between three bodies. Sam reaches down,
too, and tugs his brother’s arm forth. He pushes back until his dad leans into
the couch and there’s space to pull Dean up with them. Dean stumbles, but
manages to lift himself up and straddle their dad’s legs, first lifting Sam’s
out of the way and then dropping his brother’s thighs atop his.
The position keeps Sam slightly lifted, and he can’t feel his dad’s jeans
scraping between his cheeks anymore. But trying to force his ass down has all
three of them groaning with too much pressure in too sensitive places. Dean
wraps his arms around Sam and squeezes, while Dad kisses along the back of
Sam’s neck. Dean follows their dad’s move soon after, running wet lips over
Sam’s throat and working his way up to Sam’s mouth. Dad pulls his lips away and
watches as the two boys kiss, slow and sloppy and full of content sighs into
each others’ mouths.
When Dean pulls away and turns to their father, Sam rests his head back on the
man’s shoulder to watch. Dean leans forward, open-mouthed, and barely grazes
their dad’s lips before a hand runs through his hair and tugs just hard enough
to make Dean gasp.
“You still thinking about that girl?” Dad questions, and for a moment, Dean
actually looks like he’s completely forgotten about the reason he’s being
punished in the first place. But he shakes his head and tries to lean in again,
without success.
“Didn’t think so. Next time you think about flirting, Dean, you better make
sure we’re not in the middle of a hunt. Understand?” He keeps his tone even and
his gaze steady, and Sam loves how he can see straight through Dean in that
moment when his brother responds to their dad obediently.
“Yessir,” Dean swallows before continuing, “She can’t give me this, Daddy. I
promise. None of them can give me this.” And Sam can’t help but wrap himself
around his brother to kiss his sweat-slicked neck.
“That’s a good boy,” Dad praises before finally pulling Dean to him, and their
lips lock hard as the oldest Winchester takes control of Sam’s brother, making
Dean’s throat shiver out a moan as he presses in to Sam’s body. Sam feels his
dad’s free hand snake around him, and Dean whimpers when their dad drags a
finger over soiled underwear to tease the older son.
Sam feels his dad pull away from Dean again. “Maybe we should keep you in
pretty little panties all the time,” he smirks, glancing down where his fingers
play. “Maybe you just need your own little collection of them to keep you from
trying to get into someone else’s.”
“Dad,” Dean whines breathlessly, and both Sam and his dad chuckle. Sam thinks
it’s a great idea though, and tells himself to keep an open eye next time they
go shopping.
He lifts his head once more to kiss his brother, and Sam can taste his father
in Dean’s mouth. As the two boys kiss, Dad carefully lifts Sam off his lap,
finally pulling his dick completely out of the teenager with a relieved groan.
Sam and Dean somehow end up lying along the couch as their dad stands. Out of
the corner of his eye, Sam can see Dad’s jeans, and he moans into Dean’s mouth
when he sees the mess they made. Dad’s cock is wet with his own come, and his
blue jeans are tainted white where they zip down. Sam can’t help but hump
forward into Dean, easily straddling a leg and feeling Dean’s hairy thigh drag
against his tender skin.
“Hey now, keep that up and you’ll be punished too, Sam,” Dad warns, and
actually has to lift Sam away from his brother to stop the boy. But Sam
obliges, the sting between his cheeks reminding him that he wants to see the
marks on his skin left by those rough jeans. Sam easily leaves his whimpering
brother on the couch to stare in the mirror of the bathroom. Dean follows him
in shortly after, and Sam spares a glance his way as he busies himself on
tiptoes in attempt to see his ass.
“Need help, Sammy?” Dean tries to sound mocking, but the exhaustion wins
through. Still, Dean wraps his hands around Sam’s thighs without encouragement
and hoists him up. Finally, Sam can peer over his shoulder and see what Dad
did.
He smirks at his reflection, reaching around to run a nail over wet red flesh.
He locks eyes with Dean through the mirror when Dean sighs into his skin, and
both boys take a minute to simply feel the indents and heat that litter Sam’s
thighs and reach all the way up to his sticky hole.
Dean pulls both his and Sam’s fingers away after the fourth hiss the younger
boy lets out. Sam turns back to his brother with a smile and they kiss again,
Sam looking down and Dean looking up as they move their lips slow and push
their tongues deep. They only pull apart when Dean’s tired grip wavers and
threatens to drop Sam.
They quickly clean themselves up; Dean uses a wet washcloth to wipe gently at
Sam’s tender skin, once over the teen’s loose hole, and his chest where Dean’s
mess rubbed into Sam’s skin. He tosses his dirty panties aside and wipes
himself off, and Sam giggles as he watches Dean carefully tuck his sensitive
dick into an old pair of underwear.
Their father quickly stops the boys as they walk from the bathroom to their
bed, and they each look up at the man curiously; Sam follows Dad’s gaze down to
Dean’s fresh briefs.
“Punishment’s not over, son. Got another pair right here for you to wear
tonight,” Dad explains, advancing on Dean with something black in one hand. Sam
squeals excitedly when his tired brain catches up – sooner than Dean’s – and he
watches his father tug at Dean’s underwear until they fall to the ground.
Dean’s only protest is a whiny grunt as Dad taps his thigh, signaling him to
lift his foot.
Once the new panties are pulled up and fit snugly around Dean’s waist, both Sam
and his father step back to admire the new piece. These panties are black, but
still cotton. They are only a long triangle cupping Dean’s soft dick and balls.
The waistband is lace, and they thin out into only an inch of material around
his hips. When Sam peers around Dean’s backside, he giggles; the material is
thin as it disappears between Dean’s cheeks.
“It’s a thong,” Sam can’t help but point out unnecessarily. His comment earns
him a smack in the arm, “Shuddup!” and the teenager can’t hold back his
sniggers.
“Alright, Sammy, that’s enough. C’mere,” Dad beckons and Sam pouts his lower
lip out as he leans into his dad. He wraps his arms around his dad’s neck and
leans in for a kiss. His body quickly molds against the man’s chest as his dad
slides both hands down Sam’s sides, around to his back, and down to his rear.
Sam moans appreciatively as Dad kneads one ass cheek in his palm, and he sighs
when he gets a couple soft pats on the other.
“Get to bed, boy,” Dad whispers on his lips. Sam licks and nips at his father
once more before reluctantly pulling away. He smacks one globe of meat as he
passes Dean and scuttles off to bed before his brother can smack him back.
Sam hops onto the mattress and turns in time to watch his father tug Dean to
his chest. As he snuggles under the sheets, he finds the not-so-new now teddy
bear in Dean’s spot and he fans his fingers over its fur, scratching gently on
its body where Dean’s cock rubbed up against it. He keeps his fingers buried in
the fur as he pays attention to his family again.
Dad and Dean have their arms wrapped around each other loosely and are kissing
gently; Sam can see a hint of pink tongue darting past Dean’s lips. And their
dad has both hands firm on Dean’s ass, smoothing over the bare skin, making
Dean gasp and rock his hips forward into the taller man.
When a chuckle rumbles in his dad’s throat and he speaks, it’s just loud enough
for Sam to hear, “Go on, Dean. Your teddy is waiting for you.” Sam brings the
stuffed animal to his chest in wait.
Dean whines into their dad’s mouth, flexes his arms tighter and presses their
lips harder together. Sam watches his dad swat Dean’s backside twice – skin on
skin a quiet sting of noise – and pull the younger man’s body away by the
waist. His dad’s fingers linger over the thin black lace wrapping around Dean’s
hips as his brother slowly steps away. The man even slots an index finger
between black fabric and tan skin, and as Dean moves towards the bed, Dad tugs
the material, lets it slip, and smirks as it snaps back in place. Sam kind of
wants to do the same thing.
By the time Dean joins Sam in bed, he’s already on his back under the covers
with the bear. He holds the plush out to his brother with wide eyes and just
the slightest hint of a smile. Dean snatches the bear from him with a snarl
that lacks any heat, and Sam doesn’t bother to bite back his grin once he hears
his father chuckling as he gets into his own bed.
His brother climbs in and settles on his side, tucking the bear high up between
his legs. Sam quickly pulls the teddy back and flips it around, pushing it back
in its place with the snout snug along Dean’s crack, and the body along Dean’s
front; his cock is half hard again – presumably from the feel-up Dad gave him.
Sam wiggles and presses it harder into Dean’s body, wanting to be sure the nose
is sticking the thin black fabric right against Dean’s hole. His brother
clenches his cheeks and squeezes his thighs with a puffed out breath, so Sam’s
sure it’s snug where he wants it.
Sam smiles big and wraps one fist just below the collar of Dean’s shirt,
tugging his older brother half on top of his chest. He drops his other palm
heavy on Dean’s waist, just above the waistband, and scratches his pinky along
skin just under the lace. He tucks his head down into the crook of Dean’s neck
as Dean drops a heavy arm over his stomach.
When Dean leans further into his body, Sam can feel the furry legs of the
stuffed animal rubbing at his thigh and hip. He wishes he could feel Dean’s
hard cock stretching the cotton and getting it wet, but he knows he’ll have to
wait until Dean’s punishment is over – lest he wants to get punished for
touching Dean when he’s not supposed to. He settles for peering down Dean’s
back to see his brother’s tan cheeks, the line of fabric that disappears in the
crevice, and two pastel pink ears against his thighs.
With a lick of his lips, Sam mumbles into his brother’s warm neck, “You should
wear panties more often, Dean. Should wear ‘em next time you ride Daddy.” He
makes sure his wet mouth drags along Dean’s skin, and receives a moan and
thrust from his brother. The muscles of his ass clench together, and the
teddy’s ears slide up Dean’s skin an inch.
“Lacy ones, though. Just all lace,” Sam adds. He puts pressure on Dean’s waist
as he slides his palm down, causing the material to drag and scratch along
Dean’s hip. Dean thrusts forward again and scrapes his fingers down Sam’s
chest.
Sam hears rustling and a creak from the bed beside him, and he glances across
the bed in the dark motel room to see his father looking back, settling on his
side with an elbow digging into his pillow, and his head propped up in his
hand. His eyes following the line of his dad’s body to see his forearm sliding
beneath the covers, and the pristine white sheets bulge and recede in a steady
slow pattern.
Sam smiles into Dean’s neck, smacking his lips wetly and moving his mouth to
the shell of Dean’s ear. He speaks louder this time, “Daddy can pull that thong
to the side and you can just sit on his cock like that,” and he giggles as if
he is a kid again while both Dean and Dad moan. Dirty talking is definitely the
best thing he’s ever learned from Dean.
End Notes
     Thanks for reading! Feel free to leave me a comment!
     As for the series, right now I'm putting a pause on it because I
     can't write anything without feeling repetitive. But maybe one day
     I'll add more, you never know!
Please drop_by_the_archive_and_comment to let the author know if you enjoyed
their work!