Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/5036818.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      M/M
  Fandom:
      Supernatural
  Relationship:
      Dean_Winchester/Original_Male_Character(s)
  Character:
      Dean_Winchester
  Stats:
      Published: 2015-10-20 Words: 1517
****** Why Dean Doesn't like Men ******
by spangelbanger
Summary
     Dean does casual sex all the time. It's just sex. Despite all his
     apparent interest Dean never makes a move on a man.
     Here's why.
     Rip, to the nameless, faceless, OMC who only existed so I could hurt
     Dean.
A green eyed kid was blushing cutely looking up with his hand wrapped around
the stranger's cock, they were standing close together against the sleek black
car. Not hidden, but the parking lot was deserted enough they might as well
have been. “I haven't actually done this before,” he said finally, which wasn't
strictly true, “I mean I have but girls, not like this.”
“It's okay.” a hand wrapped around the small of his back pulling him closer the
sudden too hot press of skin against skin made him shiver. Lips dragged across
his cheek in a mimicry of a kiss. “I won't hurt you I promise.” The talented
mouth made its way lower brushing over the flat plains of his stomach. He
leaned back against the car closing his eyes and getting lost in the sensation
of a skilled mouth. There was a soft laugh, when his hands tangled in the hair
pulling the mouth more firmly down onto him. “Don't worry baby, I’ve got you.”
The voice growled against his skin He tried not to tense when a firm hand moved
up his inner thigh. “We can stop if you want to.”
“Don't stop.” The kid whispered, “just nervous. I'll get over it.”
The fingertip circled not entering just rubbing gently. He spread his legs a
little wider giving the seeking finger better access. Instead of pressing in it
moved away. A moment later it was back pushing at him slowly. He tried to
relax, his head fell back against the familiar cool metal. It was going to
happen, he wanted it to, was even looking forward to it, but at the same time,
even the thought made him nervous as hell.
“I've got you.” His lover whispered again dropping kisses across his stomach,
“I'm not going to hurt you.” The mouth latched back onto his cock again sucking
hard but not moving much. He thrust into that warmth. The fingertip stayed with
his movements, not pulling away not pushing in.
“Come on.” He whispered, spreading his legs a little wider in invitation,
“you're not going to break me.”
Finally just the tip breached his body and he gasped in surprise at the
invasion. Smiled feeling the muscle held open around the finger. “god.” He
growled he wanted more. He thrust forward into the warm, wet mouth and back
taking the finger all the way into him. He tensed instantly, god he was going
to cum, just like from that sick slide of a single digit opening him up. He was
two seconds away from embarrassing the hell out of himself. “Wait” he whispered
trying to catch his breath.
“Are you okay?” His lover asked looking up at him in concern.
“Yeah, yeah just trying not to cum.”
There was the briefest kiss against the head of his cock then soft hair rested
against his thigh, “you'll get use to it and it won't be so overwhelming.”
He nodded impatiently. “Feels so good.”
“You ever have anything inside you before?”
He shook his head, “it always seemed to...” he shrugged not able to think of
the word.
“Dirty?”
“Dangerous.” He said at last, “with my dad and my little brother both there,
even if I thought about it, I wouldn't ever want to risk getting caught.”
“You're missing out baby.” There was a low chuckle, “besides, little brother
might learn a few tricks.”
“Ew, no.” He said, “I don't even want to think about that, that he might,...”
“Be like you?”
“Yeah,” he admitted quietly, “that he might be a freak like me.”
“well as reigning freak president, I promise, you are perfectly normal. It's
okay to enjoy it.”
“Not with my dad. If he knew what I'm doing, He'd kill me. He'd never let me
near them again. I just, I couldn't live with that.”
“Well, they're not here now, so why don't you just relax and let me take care
of you baby.?”
“Yeah.” He whispered and he didn't realize how much control he'd regained until
the pleasure wrenched up another lever. He let himself get caught up in the
feel of it for a few minutes. “More” he whispered.
“You sure you're ready? I don't mind doing this a little longer.” There was a
twist that made Dean see sparks, and he added, “let you get use to it before
stretching you open more.”
“I'm sure.” he said, rocking down on the finger, “I've got to be getting back
soon.”
A second joined the first, he felt the muscles protest being stretched open,
but the slick slide inside him was delicious friction. He moaned and gave
himself over to the pleasure riding it to the edge of orgasm before the hand
stopped moving.
“so good baby,” The whisper came again, joined with kisses over his thighs,
balls and legs. “You know, when I saw you walk in tonight I wondered if you
were lost. I thought you couldn't have been more than 16. I still didn't
believe you were 18 when you flashed the id.”
“Yeah? What made you believe it?” Dean wasn't about to tell the guy how close
to the truth he really was, the id said he was 21 that was all that mattered.
“I think maybe it had something to do with the come fuck me looks you were
sending my way.”
“God that sounds dirty,” He growled thrusting back again. “I'm ready.”
“We'll go slow. If you want me to stop, all you have to do is say so.”
He nodded and whimpered a little when the fingers left him. He stepped away
from the car long enough to turn around and braced his hands on the hood of the
car.
“So pretty. ” the voice behind him whispered. Fingers spread open his cheeks
and he felt something wet trail down the crack. The rub of stubble against his
cheek told him it was probably a tongue.
“God.” he moaned and wrapped a hand around his cock stroking it in time to the
wet thrusts of the tongue. Seconds later hands wrapped around his hips. A kiss
was pressed into his shoulder blades. “Thank you.” was whispered against his
skin, “I'm going to fuck you so good baby boy, my cum is going to be dripping
out of you for days.”
He moaned, already imagining what it would feel like to have hot, wet cum
dripping out of his ass. “Please.” he whispered. A hand between his shoulder
blades pushed him down onto the impala's hood. Something rounded and hard
pressed against him.
“Just breath out nice and slow.” His lover whispered.
Dean nodded doing what he was told he felt the head breach the tight ring of
muscle and it was the most he'd ever been stretched. “That's it baby boy,
taking my cock so good.” he felt a little more slide into him, the stream of
praise kept going. “I'm going to fuck you so good baby, you won't be able to
walk for a week.”
“Please.” he whimpered, it was too much, and he should back out, tell the guy
he changed his mnd, but at the same time he wanted it, wanted to know what it
was like, his voice came out steadier than he felt, “please, make me sore.”
Then he was fucking back rocking his hips back hard enough to rock them both
onto their heels. It hurt more, but he didn't care. He'd felt very few things
better then the spark of need that burned through him when the spot he'd only
heard about up to that point was pressed hard into. A hand wrapped around his
cock and he fought not to cum. “Stop.” He whimpered pulling the hand away to
stop himself. He felt the weight drape over his back as the other man moved his
hands next to dean's on the black metal, draping his body over him. His hips
snapping harshly against dean's ass on each thrust. Somewhere down the alley a
door slammed shut but they were oblivious to it. Each caught up in their own
pleasure.
Dean was so close to cumming. He felt the edges of it threatening. His cock
bumped against the impala and he came, fast and hard white coated the paint job
in erratic bursts.
BANG!
In the midst of his orgasm he barely heard the explosion from the other end of
the alley. The first sign that something was wrong was the sudden weight
pressing him down onto the car. Something hot and wet slicking his skin,
Dripping down his sides. He felt the weight pull off of him and it didn't make
sense. Hands grabbed his shoulder and jerked him around to face the frantic
eyes of John Winchester.
“Dean! Are you okay?” He barked looking at his face..
“Dad?” Dean whispered feeling his own cum smearing across his back mingling
with the blood there. “You shot him?” He asked already knowing the answer. The
edges of his vision was blurring. His stomach rolled threatening to spill it's
contents on the ground. The blackness threatening to engulf him won.

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