
Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/10551748.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      M/M
  Fandom:
      Supernatural
  Relationship:
      Castiel/Dean_Winchester, Benny_Lafitte/Dean_Winchester
  Character:
      Dean_Winchester, Benny_Lafitte, Castiel
  Additional Tags:
      Dubious_Consent, Humiliation, small_cock, Anal_Fingering, Anal_Sex,
      Feminization, Cock_Slut_Dean, Bottom_Dean, Coming_Untouched
  Stats:
      Published: 2017-04-06 Words: 1338
****** Deans Little Secret ******
by orphan_account
Summary
     Deans embarrassing little secret is no longer secret...
Fourteen year old Dean waited until the last of the boys left the showers
before hurrying over to the furthest stall and stripping off his towel and
turning the shower on. He washed and rinsed as quickly as he could, not wanting
to risk exposure any longer than absolutely necessary. He wasn't the most
popular kid in school but he knew that if anyone found out his secret that he
would instantly become a target for all the bullies.
His parents told him over and over that it was nothing to be ashamed of, it was
completely natural. He was still perfect to them, but Dean knew that in the
real world, if people found out, it would be social suicide.
Turning off the shower he haphazardly rubbed himself dry with the towel and
turned to exit the stall. To his utter horror he realized he was no longer
alone in the shower room, before him stood two of the most popular guys in the
entire school. Both were staring at him wide eyed as they took in his naked
body. They both smirked as their eyes landed on his tiny one and a half inch
cocklet.
"Where the fuck is your dick Winchester?" Benny sneered.
"I don't think Deanna has a dick Benny, looks to me like she's got a little
clit." Castiel laughed in reply.
Benny turned to wink at his friend and said, "I think you're right Cas, that
tiny little thing can't be called a cock."
Dean bowed his head as a blush covered his pale freckled cheeks, praying to
whoever would listen that this was only a nightmare and that he would wake up
safe in his bed at any moment.
Cas snickered as Benny crowded Dean into a corner and knelt down to stare at
his pathetic cocklet. He took the tiny protrusion between his thumb and
forefinger and began to rub it until it hardened.
"Damn, would you look at that, it's hard and it's still not even two inches!
Man that's just fucking embarrassing!" Benny chuckled as he continued to fondle
the humiliated boy.
"Maybe you should check to see if he had a pussy under that clit." Cas
suggested with a leer.
"Mmmm, I think you're right pal. Well Deanna, you got a pussy under there or
what??"
Dean shook his head rapidly, tears forming in his eyes as the elder of the two
boys flipped him around and bent him over, exposing his plump ass to them. Cas
moved to stand beside the trembling boy and slid his hand along his buttocks
until he encountered his furled hole.
"Yep, looks to me like she has a real tight little puss right here Ben." Cas
replied as his finger circled the fluttering rim.
Benny sucked a finger into his mouth, getting it nice and wet before inserting
it into the 14 year olds twitching rim.
Dean whimpered as his virgin ass was invaded by a thick finger sliding into
him. He clenched tightly around the appendage as if somehow that could stop it
from entering him.
Benny chuckled at his resistance and began to thrust his finger in and out of
the boy to get him used to the feeling of being penetrated. After several
moments he added a second finger, curling around, searching for that little
bump inside him.
Dean yelped as the larger boy suddenly rubbed something inside him that had his
cock leaking and his toes curling in pleasure. He moaned wantonly as two
fingers turned into three and three into four, all the while massaging that
delightful place inside him.
Cas lowered his shorts until his rigid cock bounced free as he watched the
show. He stroked his thick meat as he murmured, "Looks like you found the
little girls g-spot there Benny, look how she's trying to fuck herself onto
your fingers."
Benny licked his lips and stood up. "He's obviously never going to get a
girlfriend with a puny thing like that, he couldn't fuck anyone with it, that
just means baby girl here was only meant to be fucked, so why don't we show her
what a real cock looks and fucks like?"
Cas' reply was flip the boy over and lay him down on the cold floor of the
shower room. He moved between the boys slim thighs and slid his slick, 8 inch
cock along his tiny cocklet. "You see Deanna, this is what a proper dick looks
like, you see how big and thick it is? See this fat head and this huge nut-
sack? That's what a real man's cock looks like, not like your tiny little baby
cock."
Deans lips quivered as he tried to hold back the tears of humiliation at the 17
year olds words. He hated the boys for their cruel words and yet he found he
couldn't stop himself from thrusting his ass towards the prick sliding against
his finger-fucked hole.
Cas pulled the boys hips upward and in one quick thrust, slammed his cock
inside.
Dean shrieked as he was impaled by that long hard cock. He was given little
time to adjust as Cas quickly began to hammer into him.
Cas angled his cock until he was rewarded with the mewls of the boy beneath
him.
"Aahhhhnnn... Mmmnnnn... O-oohhhh..." Dean moaned as his prostate was
repeatedly battered. His cocklet jerked once as he came, untouched, over his
heaving belly.
Cas groaned as the boys hole tightened with his orgasm. A few more deep thrusts
and he was coming, filling the tiny teens ass with his thick seed.
Pulling out he slumped to the side as his best friend took his place, slamming
his massive 9 inch cock into his fucked out boy-pussy.
Benny, horny as hell after watching the pretty boy take his first cock, wasted
little time before jack-hammering into his used hole. His friends cum made the
slide much smoother as he raped his tight fuck-hole.
"Fuck, fuck, so fucking tight! Mnnn, you love it don't you baby girl, love
having a big thick cock inside you, fucking your tight little pussy, ramming
your g-spot. You gonna cum baby, come on, cum around my cock like a good little
girl." Benny grunted as he picked up his pace, fucking harder, deeper than
ever.
Dean was mewling like a kitten as the older boy rammed his huge prick into his
tight pussy. His little clitty throbbed, hard once more as his g-spot was
repeatedly assaulted.
"Come on baby girl, tell me how much you like it." Benny coaxed the trembling
boy.
Deans long, lash covered green eyes peered into his as he begged, "Mmnnnn... P-
pleasee... F-fuck my p-pussy... need to cum! please!! aahhhhmmm...."
Bennys cock, if possible, became even harder at the words falling from the
fourteen year olds pouty pink lips. Who knew that such a sex kitten was hiding
under that innocent pretty boy facade.
Dean moaned as he felt his body tense up, and he came a second time while
impaled on a thick hard cock. His tiny balls drew up and spilled all over his
twitching cocklet. He whimpered as the buff boy above him continued to slam his
turgid cock into him. Several minutes later he felt a torrent of thick cum
unleashed inside him, filling his fucked out boy pussy with copious amounts of
his hot cream.
"Fuck. That was the best fuck of my life. I will definitely be cumming back for
a repeat performance baby girl." Benny praised as he let his softening cock
slip from the boys now gaping hole.
"I agree Benny, his pussy is tighter than any girl I've ever fucked. And I
don't think baby girl would mind one bit if we used her pussy again." Cas
smirked as he eyed the blissed out boy laying between them, legs spread wide,
giving them a glimpse of his well fucked pussy leaking their combined cum.
Yes, they definitely couldn't let such a rare find continue to be so
neglected...
 
End.
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