
Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/1152775.
  Rating:
      Explicit
  Archive Warning:
      Choose_Not_To_Use_Archive_Warnings, Underage
  Category:
      M/M, Multi
  Fandom:
      Supernatural
  Relationship:
      Castiel/Benny_Lafitte/Dean_Winchester, Castiel/Dean_Winchester, Benny
      Lafitte/Dean_Winchester
  Character:
      Dean_Winchester, Castiel, Benny_Lafitte, Sam_Winchester
  Additional Tags:
      Bottom_Dean, Top_Castiel, Top_Benny, Genitalia_Swap, Dean_has_a_pussy,
      Alternate_Universe_-_Human, Plot_What_Plot/Porn_Without_Plot, Past_Mpreg,
      Dean_is_Sam's_Dad_in_this, Dubious_Consent, Small_Plot, Boypussy
  Series:
      Part 1 of Sam's_Dad
  Stats:
      Published: 2014-02-06 Words: 2014
****** Sam's Dad ******
by pulse268
Summary
     17 years old Castiel and Benny double team their best friend's Dad.
Notes
     Feedback is appreciated. Castiel and Benny are a little douchy to Sam
     in the beginning.
They've been wanting to get Mr. Winchester alone for a while now. Right now
they were spending the night at Sam's house in celebration of them graduating.
Castiel had slipped Sam a 'special graduation drink' so that he'd knockout
early into the night.
See, Castiel and Benny had planned it all out. They were going to get Sam out
of their way first, then they would sneak downstairs where Mr. Winchester would
be cleaning up the mess they made earlier, from there they would proceed to
talk with Mr. Winchester and insinuate certain actions and hope Sam's Dad would
take the hint.
If it backfired and Dean told Sam what happened. Well it was nice knowing them.
Castiel's attraction to the thirty-five year old had come after Sam had invited
him and Benny over to swim. They had been thirteen at the time and were doing
what teenagers do most, having fun. They were playing a game in the pool when
Dean had stepped outside to join them.
"Hello boys," Dean had said in his gruff voice. "Hey Mr. Winchester," "Hi dad,"
"Uh - um - hello Mr. Winchester," they chorused back.
It wasn't his voice that attracted Castiel at first, but his physique. Dean was
broad shouldered, had bowlegs, and a muscular form. What struck Castiel was the
fact that Dean was wearing a bikini bottom and nothing else. He vaguely
remembers Sam telling him that his Dad was a breeder, so instead of being born
with a penis he had a vagina. Rare, but not unheard of. The clothing showed off
his well toned thighs and hipbones while his black tank top hid the muscle
underneath. Castiel thought he would faint. From that moment on Castiel popped
a boner whenever he'd catch sight of a biking bottom.
Benny was a different story altogether. He had never thought of Mr. Winchester
as a hot piece of ass until he caught a glimpse of what he was missing out on.
He was the last football player in the school's locker room when he heard the
moans. Ever the curious guy he decided to see who or what it was. When he made
it to the other side of the room the moans got louder.
Catching movement inside his Coach's office, Benny looked in. The sight before
him had the young man frozen on the spot. Kneeling on the floor was Coach
Hendricksen with his face in-between Mr. Winchester's legs who was laying back
on the desk with his legs spread wide. Coach Hendricksen was eating out Sam's
Dad. Benny got out of their before they could catch him watching and left with
a hard on. Once he got to the outside of the school he saw Sam who asked him if
he'd seen his dad because his car is in the parking lot. Benny lied and said he
needed to get home to avoid any awkward chat if Sam saw his erection.
Which brings them to now.
Sam is successfully knocked out and snoring in his bed and the two other boys
are ready to set phase two in motion.
_________________________________________
Dean was sitting on the couch in the living room, nursing a beer and watching a
Dr. Sexy marathon. He wondered if he should check up on the boys upstairs. His
Sammy had graduated. God, he feels old, but damn proud at the same time.
He doesn't hear any noises coming from upstairs, checking the time it is ten
o'clock at night. Though Sam may not have many friends he thought his son might
have been invited to a party. He's grateful his son has two amazing best
friends.
Checking for any noises from upstairs he decides to have some himself. Lifting
his hips off the couch he pulls down his jeans and underwear, kicking them off
to the side he sits back down. He hasn't had some time to himself since
preparing for Sam's graduation date which was a month ago. He spreads his legs
and plants them on the edge of the couch cushion giving him easier access to
his pussy. He brings a hand down and brushes the pads of his fingers over his
pussy lips. Fuck. He's so wet.
He doesn't hear the footsteps coming down the stairs.
_______________________________________________
Holy shit. This is better than they could have imagined, Castiel thinks. He
turns his head to see Benny gaping at the sight before them. What a sight it
is. From their view on the stairs they can see Mr. Winchester playing with
himself on the couch placed diagonally on the floor.
They're so screwed. Hopefully in more ways than one.
Nodding his head toward the older man they descend the last steps. They round
the couch and stand in front of the man who currently has his eyes closed and a
finger tracing his second pair of lips. They stand there, waiting for the man
to notice.
________________________________________________
Dean is moaning low in his throat as he remembers the last time he got fucked.
His finger circles his pussy's entrance, slipping in just a little with his
juices as lubricant. Thoughts of his afternoon spent with an eager coach come
to mind. He remembers how the dark skinned man had tounged his cunt and the way
the man had fucked him on his chair. Making him ride his big cock.
He hears a moan above him and his eyes fly open.
In front of him are his son's friends, staring at him with lust blown eyes and
parted lips. He quicly pulls his hand away and uses both hands to pull down his
shirt and cover himself.
A hand on his shoulder stops him and he looks up. Castiel is looking down at
him. His cheeks flush red at being caught.
"You should continue" Castiel says, licking his lips.
"What d- do yo- you kids think you're doing?" Dean tells them with a stern
face, failing to shrug off Castiel's hand on his shoulder. Benny notices his
movements and pins Dean's other hand to the couch's back. This causes the older
man's shirt to ride up, exposing his tan, toned stomach and wet pussy.
"Hey, let go!" Dean demands with an embarrassed flush. "Samm-!"
"Sammy won't be waking up 'til tomorrow, Mr. Winchester", Benny says, cutting
him off. He kisses their interlocked hands, making Dean flush even harder.
Castiel's grip on his shoulder makes him turn back to the teen towering over
him. "We just want to have some fun too."
The blue-eyed teen pins his other hand to the back of the couch. Then both
teens use their free hands to reach down between Dean's spread legs. They use
their fingers to stimulate the nerves on the outside of the man's clit,
eliciting a strangled moan from the man. The two teens kneel on each side of
the man on the couch, continuing their ministrations. Benny lays kisses on the
man's neck, rubbing his impressive stubble on him. Castiel licks a stripe up
Dean's chin, pecking the man on the lips. Dean is stuck on wether he should
fight to stop them or let them have their way. He hasn't gotten laid in some
time.
Castiel's lips on his, as brief as it was, brings him out of his stupor and he
tries bucking them off. This is wrong, he thinks, they're young and you're
their friends father. His actions cause two of their fingers to breach his cunt
and he howls in pleasure. "See what you did?", Castiel tells him, "There can be
more of that if you want."
"You're Sam's friends. I can't do this with you," Dean pants.
"'S okay Mr. Winchester, we'll be real gentle," Benny reassures him with a kiss
to his cheek. Dean gives a nod of finality at that and resigns himself to the
two teens.
Castiel gets off the couch and kneels in front of the man, pulling his hips to
the edge, startling Dean at how swift he moved. He didn't notice he had left
his side. With his freed hand he lays it on top of the teens head, pulling him
forward. Benny is busy licking and nipping Dean's neck to notice, but drawing
out little moans from Dean, his finger still inside the man. Castiel had
removed his finger as he got off the man and is now currently hovering his face
over the man's pussy with the man's encouragment he shoves his face in. He
licks around Benny's finger nipping the pink folds. He hears the man let out a
whimper and he smirks.
Benny can't believe he's getting to taste the man he saw in the locker room and
fantasized about in bed. He takes his finger out of the man and knows its
dripping with pussy juice. He turns his face to the man and brings his finger
up to the front of the older man's face. He seems to catch on because he
latches his sinful lips around his finger, sucking it into his mouth. Benny can
hear Castiel's slurps from his position on the ccouch and remembers about his
hard dick is trapped in his jeans. Pulling his finger out of the man's mouth he
stands up on the couch and unzips his pants, pushing them down to his ankles.
Dean is surprised at the teenagers well endowed body. He hasnt' seen a cock
that thick since Sam's other father knocked him up. He can't wait to have it in
his mouth, drooling over it. He plls Castiel's face further into his pussy,
moaning as the chapped lips brush his lips. The teen is eating him out like he
eats pie and its's damn good.
Something wet nudges his cheek and he turns his head to find a cock in his face
and Benny smiling cheekily at him from above. Benny shakes his cock up and
down, Dean's eyes tracking the movement, mouth parted in hunger. Dean eyes the
weeping head and licks his lips, mouth opening to let the head in and proceeds
to suckle on it. He puts his legs on Castiel's shoulders and tightens them to
pull him even further into eating out his dripping cunt. He moans around the
cock in his mouth as Benny thrusts hard into his mouth. He can feel himself
getting close to the edge of release.
Castiel has pulled his pants down to his thighs and is fisting his cock with
one hand while using the other to steady Dean's hips as he licks over his wet
lips, mouthing the flesh before him. He's close to coming and he knows Mr.
Winchester is too by the way his pussy flutters around his penetrating tounge.
His face is covered in pussy juice and he can't wait for the man to come all
over his face.
Benny's close to coming as well, and Dean knows this all too well if the
stutter of his hips is any indication. His cock is huge and Dean loves how it
fills his mouth and leaves it feeling full. He's caught by surprise as he feels
a salty, sticky substance fill his mouth, eagerly swallowing it down. Dean's
orgasm is triggered by Castiel's mouth and finger rubbing the top of his clit.
He squirts on the teens face, moaning around the softening cock in his mouth.
He know's Castiel came too by the way he's panting on his cunt.
Castiel pulls off the man as Benny settles on the couch cushion having pulled
out his cock from the man, not bothering to pull his pants up. The blue-eyed
teen wipes himself on his shirt and watches as Mr. Winchester pulls off his
shirt to wipe the mess between his thighs and surprising the teen by wiping his
face too.
He looks over to Benny, who just gives him a thumbs up in return. He shakes his
head with a smile and looks back to the older man.
Dean looks between the two and decides to relax against the couch, nude, and
deciding on worrying about what just happened in the morning.
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