
Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/1116819.
  Rating:
      Explicit
  Archive Warning:
      Choose_Not_To_Use_Archive_Warnings, No_Archive_Warnings_Apply, Underage
  Category:
      M/M
  Fandom:
      Supernatural
  Relationship:
      Dean_Winchester/Original_Male_Character(s), Dean_Winchester/Gym_Coach
  Character:
      Dean_Winchester, OMC, Gym_Coach, Sam_Winchester_(mentioned)
  Additional Tags:
      Underage_-_Freeform, Dean's_seventeen, Anal_Sex, Twink_Dean, Barebacking,
      Bottom_Dean, Horny_Dean, Sex_in_the_school_gym, Manhandling, Anal
      Fingering, Come_Eating, Come_as_Lube, Flashback, Deepthroating
  Series:
      Part 4 of Dean_Winchester:_Cock_Slut
  Stats:
      Published: 2014-01-03 Words: 1517
****** Dean's Workout ******
by pulse268
Summary
     While going undercover as a Coach on a hunt. Dean remembers what a
     horn dog he was, still is, as he walks into the high school's gym.
Notes
See the end of the work for notes
Walking through the school's halls remind Dean of why he's alway's hated
school. The dirty restrooms, boring classes, and shitty cafeteria food. It
makes Dean feel like a teenager again, though, he can't say he didn't have some
wild, raunchy, and pleasurable memories.
Before Dean really filled out, he was a twink. Pure lean muscle, plump, round
ass, and pretty lips. He remembers how guys would stare at his mouth; their
hands would discreetly grab their crotch all while Dean licked his lips,
staring right back and smirking. He would purposely wear his tightest pair of
pants and shirt with no underwear, highlighting the curve of his butt.
He's getting hard just thinking about it.
He remembers sucking of guys off in the stalls when class was in session.
Swallowing their come as they shot in his mouth, moaning at the salty taste.
Being bent in half, ass up, on the toilet seat as a guy tounged his hole,
moaning low in his throat. He vaugely recalls the janitor walking in on him and
one of the football players. The guy rubbing his dick
between his cheeks, the head catching on his hole and smearing precome. He was
bent over the toilet at the time, hands finding purchase on the bar on the
wall. They were both moaning a bit loud, not noticing the janitor until he
moaned himself.
They both froze until Dean saw the tent in the loose pants the man was wearing.
He blew him while the football player thrust between his ass cheeks. Dean got
off hard on being shared and he came on the toilet lid, while the football
player spurt on his hole and the janitor pulled out to coat his face in come.
He made Dean lick his own come of the lid. One of the hottest things to ever
happen to Dean.
What he remembers the most though, was when the schools coach fucked him.
______
Dean was shooting some hoops in the schools gym while he waited for Sam's nerd
club to finish. Apparently he made some friends. Dean had gym for last period,
not bothering to change into his street clothes, instead choosing to stay in
the shorts and thin, white shirt the school provided. The shorts cut off above
his knee giving anyone who looks a glimpse of his slightly toned, creamy thighs
as the shorts rode up.
He doesn't hear the footsteps approaching.
"Winchester!", says a hulking, dark skinned, man.
Startled, Dean stumbles and misses the basket. "Uh yeah?", he says.
"What are you doing in here, boy?", his coach replies, raking his eyes up and
down the teens form.
"Was just shooting some hoops while I wait for my brother's chess club or
whatever to finish."
"I see that now", Coach replies, "Why don't we workout a bit?," he asks. Eyes
glued to the young man's body.
Dean's mind goes to different scenarios those words entail. "Um, like what?",
he says. God, I hope it's what I've been beating off to at night, Dean says in
his head, licking his lips unconsciously.
"Oh I think you know what I mean," Coach says with a smirk. Stepping closer to
the young man, he begins to rub his cock through his own shorts, reaching a
hand out to push at the teens shoulder, lowering him to his knees.
Oh shit, Dean thinks, I'm gonna get coach's cock, hallelujah!
"That's right get those pretty lips wet for my cock," Coach sneers at him while
lowering his shorts to his ankles and removing his polo.
He pulls out his hard, dark, vein bulging, cock and rubs it on the teens face,
leaving a trail of precome. He reaches a hand down to remove the young man's
shirt, groaning at the exposed freckled skin. The coach continues to remove
Dean's clothes pulling off his shorts but leaving his boots on.
"God, I can't wait to fuck your pert ass, but first those lips," he proceeds to
say while feeding the young hunter his cock into his mouth.
Dean moans at the taste that explodes in his mouth as the head enters his
mouth. This is one huge cock, he thinks, fuck, 'can't wait to choke on it. The
teen tries his best to swallow it down to the base, having to breath through
his nose halfway down. Moaning in his throat, Dean begins to bob his head up
and down, looking up at the man through his lashes, appreciating the muscle on
the man above him with his eyes.
"Fuck, such a hot mouth," his coach mutters, thrusting into Dean's wet, warm
cavern.
The young hunter hums around the length in his mouth, causing the man to thrust
in hard, gagging the teen. Dean grips what he can't reach with his mouth with
one hand and uses the other to jerk his cock and fondle his sac. If Coach keeps
thrusting like that into his mouth, he might come sooner than he thought. Dean
pulls off the shaft in his mouth, swirls his tounge around the head, collecting
the beads of precome and swallowing, jerking his dick at a fast pace.
"Gonna come, baby?," his coach says, rubbing his cock on Dean's face, "Shoot
your load 'cause that's all the lube you'll be getting."
Those words bring Dean to orgasm, his cock twitching in his hand, covering his
hand in spunk, moaning as the dark length continues to rub over his face.
"Better start preparing that ass of yours, Winchester," Coach tells him. He
lifts Dean up over his shoulder and spreads him out on the bleachers. Grabbing
an ankle with each hand he spreads the young man wider, spitting once on his
exposed hole. "Alright, start prepping yourself."
The teen does, he rubs his spunk coated fingers over his hole before thrusting
two fingers in, enjoying the slight pain that comes with stretching yourself a
bit fast. He scissors his fingers, wiggling them inside himself trying to
strike his prostate. Dean adds a third and finally brushes the bundle of nerves
with the pad of his middle finger, his cock hardens at the sensation so he
brushes his prostate repeatedly, keening when he does.
His coach is drooling at the sight of his student, a slender frame of freckled
skin spread out before him, cock dripping precome. The man pulls Dean's fingers
out of his ass, spitting once more on the stretched out, come covered,
clenching hole.
"Fuck, baby, gonna wreck this pussy," He moans as he sinks his length into the
tight heat as Dean moans as well.
"Fuck my pussy," the hunter groans, "Mmm, yeah, feed my cunt."
"Yeah, yeah, this pussy's goin to get filled with jizz once I'm done with it,"
His Coach tells him, sinking the last inch of his hard shaft into the body
before him.
He let's Dean adjust, his student whining for him to move. He does. The coach
pulls out then slams back in, loving the way his student clenches around his
cock. He sets a punishing rhythm, pounding Dean's boypussy.
Dean's whimpering and moaning at the same time as his coach fucks him on the
bleachers. The bench digging into his back, both ankles held by his coach's
hands, spreading him wide. Yeah, this is gonna be one of Dean's best spank bank
material for years.
Dean's prostate is ruthlessly pounded, his cock leaking precome onto his belly.
His coach is grunting with every thrust, sounding close to climax. The young
hunter purposely clenches his hole, pulling out moans from the man fucking him.
"Gotta punish you for that!," His coach yells picking up his pace.
Oh he does. He pounds away at Dean's hole like a jackhammer, wrecking his
boypussy. He strikes the teen's bundle of nerves with a hard thrust, causing
Dean to come on his belly and chin.
Dean's ass clenches around the man's cock, drawing out a moan and an orgasm.
The young hunter feels his ass get filled with spunk, moaning at the warmth
coating his inner walls.
They catch their breath for a few minutes, taking a short rest. The coach pulls
out watching his spunk leak out of Dean and scooping it up, feeding it to his
student. He feeds the young man his own spunk from his belly as well, enjoying
the way the teen suck his fingers clean.
Both of them head towards the showers in the back, clean themselves up, trade
handjobs, redress and make sure no one finds out what went on.
Later, Dean's leaning on the Impala, dressed in his street clothes, watching
Sam say goodbye to his friends, relishing the ache in his ass.
"Ready to leave this town, Sammy?", Dean asks his brother.
"I guess", Sam replies.
"That's the spirit!", Dean laughs as he ruffles Sam's hair and they get into
the Impala and drive away.
____
Yeah, still one of his best late night jerkoff material, he thinks, as the
football team passes by him.
"Maybe I could make new memories," Dean mutters to himself as he eyes the team
turning a corner.
End Notes
     I might make a part two to this. Thanks for reading!
     Update: The sequel is the next one after this.
Please drop_by_the_archive_and_comment to let the author know if you enjoyed
their work!
