
Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/5638750.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      M/M
  Fandom:
      Supernatural
  Relationship:
      Castiel/Dean_Winchester
  Character:
      Dean_Winchester, Castiel, Gabriel_(Supernatural), Sam_Winchester, Kevin
      Tran, Crowley, Lucifer
  Additional Tags:
      Destiel_-_Freeform, Student!Cas, Professor!Dean, Fantasizing, Classroom
      Fantasizing, AU, Alternate_Universe, Highschool_AU, Crowley_and_Cas_are
      fuck_buddies, Kevin_Tran_is_an_anatomy_teacher, Sam_teaches_Social
      Studies, Dean_teaches_English
  Stats:
      Published: 2016-01-04 Updated: 2016-04-02 Chapters: 4/? Words: 2802
****** Professor Dean Winchester ******
by ShipperOfTheShips
Summary
     Cas knows he shouldn't be messing around with his grades, but he just
     knew Professor Winchester would keep him after class to scold him for
     not doing his best.
Notes
See the end of the work for notes
***** The Scolding *****

"Castiel, I know you can do better than this; I've seen it for myself,"
Professor Winchester scolds, slamming Cas Novak's C+ essay on the desktop
before him.

"You are a fantastic writer, and I don't understand why you would lower
yourself below your true potential."

Castiel tries to listen, he really does, but Professor Dean Winchester is
making it incredibly difficult. He has loosened his tie, removed his usual
black suit jacket, and paces in front of him. Castiel watches Dean's arms as he
chastises his student for handing in a subpar paper. All Cas can focus on is
the rumble of his teacher's gruff voice and the way the white dress shirt
stretches across his broad, muscular chest.

"Are you even paying attention?" Professor Winchester demands, coming to a
halt.

"Uh--yeah--er yessir," Castiel answers, hastily wiping the drop of drool from
the corner of her mouth. "And I do apologise for less than my best work on this
paper. I won't let it happen again."

The professor sighs, Castiel subtly adjusts his ever tightening jeans as Dean's
breath washes over him. Cas knows that, as soon as he gets home, he'll be
stripping down and rubbing a quick one out before supper. Just to tide him over
until he can get a decent amount of alone time.

"You just have so much potential and I don't want to see that go to waste,"
Dean says kindly.

"Now," he leans away, not noticing Cas's strangled sigh, "I won't keep you any
longer. Have a great weekend Castiel."

"Thank you, sir. Have a nice weekend."

Castiel gathers his backpack and begins his walk home with a raging hard on.
***** Fantasy *****
Chapter Summary
     Castiel has some alone time.
Chapter Notes
See the end of the chapter for notes
Castiel lets out a soft sigh as Dean presses a thick middle finger against his
quivering hole, gaining entrance easily. The older man gives a quiet chuckle,
sliding the digit in to the second knuckle.
"Like that, do ya?"
"Yes," Cas whispers.
"Yes what?" Dean demands.
"Yes, sir," he amends and is rewarded with a second finger slipping in
alongside the first. A low moan reverberates in his throat.
Dean hovers over his writhing student as he scissors his fingers, stretching
the warm, tight hole he will soon be fucking. He adds the third and and final
digit, groaning as the already tight muscles squeeze his thrusting fingers. Cas
whimpers as the fingers are removed but shivers with anticipation when they are
immediately replaced with the head of the dick he's been fantasising about for
the past two and a half years.
"Are you ready, Castiel?" Dean asks quietly, sucking softly just under Cas's
earlobe.
"Yes, sir. Please," Cas pants. "I'm ready."
With a sharp grunt, Dean jerks his hips forward, slamming his entire length
into the beautiful teen beneath him. Cas tilts his head to allow his professor
to lick, suck, and bite along the side of his neck. He relishes the feel of
Dean's stubble scratching against his soft skin.
If the teeth and stubble aren't enough to get Cas to the edge, then the
calloused fingertips brushing over his sensitive nipples coupled with the
throbbing cock currently thrusting into him would do the trick. Soon.
He lifts his hips to meet every thrust, loving the filthy sounds pouring from
the gorgeous mouth of the man above him.
"Please, sir," Cas gasps suddenly. "I'm so close. Can I come? Please?"
"If I weren't so close myself, I would say no." Dean's thrusts have become
harder, losing their rhythm.
"Please," Cas begs.
Dean leans down to whisper against his student's ear. "Come for me, Castiel."
Cas releases with a strangled groan, his hips stuttering and Dean's body
spasming against him.
There is a sudden, loud banging on his bedroom door and Castiel is suddenly,
once again, alone in his bed.
"Soup's on, little bro," Gabriel hollers.
"I'll be down in a bit," Cas yells back. He listens to Gabriel stomp back down
the stairs.
"Fuck," he sighs, slumping against the mattress behind him.
Chapter End Notes
     Once again, I apologize for a short as all get out chapter.
     Leave me some requests for future chapters and I'll do my best to
     make them happen!!
     ~C
***** The Real Deal *****
Chapter Summary
     Cas finally gets what he wants.
Chapter Notes
     I am so sorry that I didn't get to post this Tuesday evening. I'd
     been suckered into babysitting my (almost) 2 year old nephew and he
     makes getting any work done rather difficult.
     Anyways, I hope you enjoy this chapter!!
     ~C
See the end of the chapter for more notes
The next morning in class, Castiel can focus even less than normal on anything
Professor Winchester is talking about. The only thing at the forefront of his
mind is the thought of Winchester bending him over the big oak desk at the
front of the room, and making him forget his own name.

So badly does he want to feel that polished wood digging into his skin, Cas
only just notices the oddly quiet of the room. He glances around and sees that
professor has stopped speaking and is now staring intently at him, causing the
same of the rest of the room.

"Now that Mr. Novak has decided to rejoin us," he says, never taking his eyes
off the boy in question, "I was showing the class the well placed symbols in
the chapter thus far."

He has no idea if Dean had noticed what Cas was thinking about. He is having a
hard time believing he was making any type of face, because honestly, he's a
seasoned pro at fantasizing the filthiest fantasies, with a completely neutral
expression, in public. He has had at least four years of practice throughout
his schoolin career.

For instance, there had been the time in seventh grade when he'd imagined
Crowley, the boy who had been (and is currently) his science lab partner, let
Cas suck him off under the table. Later on a year later, he came in his pants
just thinking about what would happen if he went into the football team's
locker room completely naked. The possibilities for that were endless, and he
hadn't been able to control himself any longer. Most of those boys are now
playing football for their high school and Cas still thinks of that from time
to time. He thinks that Lucifer, their quarterback, would take him first and
then pass him down the line.

Jesus Christ, he thinks, I'm way off subject.

How the hell could Winchester notice this? Unless he's been paying closer
attention to Castiel than he thinks. Somehow, he doesn't think that's a
possibility, being that he is merely a student and Dean is an amazingly
attractive teacher who only wants to see his pupils to pass with flying colors.

He mindlessly goes through the assignment, completing it within minutes.
Afterwards, he sits, hands in his hair fighting the beginnings of a panic
attack. Does Dean know that Castiel has been fantasizing about him during
class? Will he be confronted? If he is, will he boldly offer himself, or will
he shamefully apologize and never look him in the eye again?

He would have to drop this class and gawk at the gorgeous professor from afar -
- secretly.

Crap.

"Everything all right, Mr. Novak?"

Cas startles and looks up to the professor, trying not to allow his eyes to
linger at any one place for too long. He succeeds. Mostly.

"Uhm, yes sir. Just didn't get much sleep."

"And, because of this you can't concentrate?" Dean asks. He glances around, as
if making sure no one is listening. Cas peers at his classmates as well,
wondering if he was the only one noticing how odd Winchester is acting.
"Because, you can sit in my office if you need to. It's quieter." Cas shivers
slightly when Dean rests a heavy hand on his shoulder, squeezing slightly. He
nearly misses the smug half-grin as the educator begins to turn away, motioning
for Cas to follow him toward the small office.

"Thank you, sir," Cas mutters. "I'll try to finish quickly."

"I'm sure,” Winchester mutters.

"What?"

"Here ya go." Dean opens the door, ushering Cas into the room. "You can stay as
long as you need." Dean winks as he shuts the door behind himself.
“What in the actual hell is going on?” Cas mutters quietly as he looks around
the office. He chooses to take a seat in the big comfy-looking chair to take a
closer look at the small picture framed at the corner of the desk. He can't
help but grin back at the photo of Professor Winchester and his brother, also a
teacher at the school, each holding up a large catfish proudly for the camera.
Cas shakes his head as he paces around the desk, looking at anything personal
adorning the shelves and tabletops. The pictures of Dean and his brother,
little trinkets, and well-read books. As he is making his second lap around the
office, the last bell sounds causing him to jump and knock a cup of pencils
onto the floor.
Castiel is on his hands and knees, ass high in the air, when he hears the door
being opened behind him. Startled, Cas bangs his head as he tries to stand,
ending up facing the professor while still sitting on his knees. At the almost
hungry look on Dean’s face, Cas’s breath catches in his throat, his eyes
landing on the teacher's crotch.
“Damn,” Dean breathes, taking in the sight before him, “I know you’ve been eye
fucking me for a while now, but I was still thinking I'd have to talk you into
it.”
Cas’s eyebrows seem to jump into his hairline. He feels the urge to pinch
himself, just to make sure he isn't dreaming. But as Dean reaches for his belt,
Cas feels his own pants begin to tighten. Specifically in the crotch area. The
teacher steps forward, brandishing his hardening cock.
“Whaddya say, Castiel?” he asks, coming a step closer. Cas wets his lips,
accidentally brushing the tip of his tongue against head of Dean’s dick, making
him groan.
Without answering, Cas leans forward, wrapping his lips around the tip of
Dean’s cock, sucking gently before taking him in completely. He relaxes his
throat and pulls Dean closer by the hips, not stopping until his nose is flush
against the professor’s pubic bone. Dean lets out a groan and fists a hand in
the boy's dark hair.
“Fuck,” he sighs. “You're so good, baby.”
Castiel looks up at Dean as he bobs up and down, slurping and sucking on the
stiff cock until his teacher takes the hint and holds a hand on either side of
his head and begins to thrust into the waiting mouth. The teen moans around the
dick that has starred in so many of his “alone time” thoughts. He's wanted this
so badly, he knows he will come untouched, soiling his pants, but it's worth
it. He doesn't even care anymore if he's imagining it, just as long as he can
think back on it later this evening when he'll be hard again. He never knew how
much he would enjoy to have Dean Winchester call him baby, but that is
definitely going to happen more often in his fantasies from here on out.
Gently, Cas massages Dean’s balls with his fingertips, earning an appreciative
sigh and a tug on his hair. Castiel’s dick jumps at the sharp pull of his hair.
Damn, he thinks, You learn something new every day. He had no idea he would
like to have his hair pulled, or being called baby in that deep, rough voice.
He sucks harder, moaning like a two bit whore the entire time, knowing what he
was doing to his teacher. Dean pulls Cas’s hair as he pulls the boy on and off
of his throbbing cock.
“Oh fuck, Cas,” Dean pants, thrusting harder into Castiel’s throat. “I'm gonna
come.”
Cas groans around Dean as he feels himself reaching the point of no return. He
grips the teacher’s hips as an orgasm rips through his body, forcing his eyes
closed and a low moan to vibrate in his throat. Dean fists his hands into
Castiel’s hair as he gives one last thrust, spilling his seed into his
student's mouth with a shout. Cas continues to suck gently until Dean pulls
back, allowing his softening cock to slip from the boy's lips.
“If I'd have known,” says Cas, his voice hoarse, “I would've been naked and
waiting on your desk.”
Dean laughs and pulls Castiel to his feet before tilting his chin up with his
fingertips. He presses his lips to those that were just wrapped around his
cock, thoroughly enjoying the taste of himself mixed with the taste of Castiel.
Cas accepts the probing tongue into his mouth as he feels Dean’s hands begin
their journey to Castiel’s spent prick. He stops them at his belt.
“Do you not want--?”
“I, uh--when you--”
“On my god,” Dean groans, pulling Cas back to him, kissing him harder this
time, more desperate. “You have no idea how hot that is.”
Chapter End Notes
     Also, I'm sorry for the weird paragraph spacing idk what happened
     there and I don't know how to fix it and it is 3:45am right now, so
     I'm going to bed.
     Goodnight people!!
     ~C
***** The Sports Shed *****
Chapter Summary
     Castiel is frustrated and needs a friend.
Chapter Notes
     I'm sorry it's been so long. I was having a bit (a lot) of writer's
     block and I couldn't think of anything.
     ~C
See the end of the chapter for more notes
It's Tuesday morning and Castiel isn’t 100% on whether the previous day was a
dream or not. Without knowing for sure, he decides to avoid Dean Winchester for
as long as he can. But just because he can avoid him physically, doesn't mean
he can avoid him mentally.
By third period, he's rock hard and in desperate need of release.
“Hello, Castiel,” Crowley says as his lab partner approaches. “You seem
agitated.”
Cas glowers and turns to face the front of the room. Crowley snorts when Cas
tries, and fails, to cover himself discreetly.
“Anything I can lend a hand to?” he asks, shifting his eyes to Cas’s crotch and
back up again. Castiel tilts his head, eyeing the other boy. He would love a
helping hand. Better yet, he would rather enjoy another helping body part.
“Come with me to the shed after class?”
Crowley agrees with a grin as the bell sounds and the boys turn their focus to
Professor Tran (the boy genius) as he begins to explain the finer workings of
the heart.
 

Fifty excruciatingly long minutes later, Castiel leads the way through the back
doors of the school and across the football field to the small storage building
that houses all the sports equipment. Crowley pulls the door closed as Cas
clears the table of boxes of rackets and tennis balls with an annoyed huff.
“We've got thirty minutes,” Crowley informs him as he pushes Cas against the
table, palming him through his jeans. “You want me to suck or fuck?”
“Fuck.”
“Right then. Drop ‘em and turn around.”
Cas quickly rids himself of his blue jeans and boxershorts before turning to
bend over the white plastic table. Crowley steps up behind him, pulling his
cheeks apart and slipping a spit-slick finger inside of the other teen. A
desperate sigh spills from Castiel as he pushes back against his friend’s hand.
“We don't have time for slow,” Cas complains. “Hurry up.”
Crowley grumbles about not fully appreciating the sensations, but complies. He
shoves in another finger for a few thrusts before yanking them both out and
lining himself up to the waiting hole before him. Crowley pulls a silver packet
of lube from his pocket, tearing it open spreading the clear liquid over
himself before pressing the head of his dick to Castiel’s quivering entrance.
Gripping Cas’s hips, Crowley thrusts into him; just the tip at first, but with
several quick pumps, he’s buried to the hilt.
Cas pushes back against Crowley, silently begging him to move. If they weren't
pressed for time, Cas knows that his jackass friend would make him beg out
loud. He’d never minded it before, it was more of a turn on than anything, but
he hated when Crowley tried to tell him what to do.
“Fuck,” Castiel sighs, enjoying the feel of the cock thrusting into him as
Crowley leans over him, nipping at his ear. He tilts his head back, encouraging
the other boy to continue down his neck.
A hands wraps around Castiel’s aching cock, forcing a strangled moan from his
throat. After a few strokes, Cas knows he won't last much longer. He's been
hard for far too long already, and he feels if he doesn't come soon, he’ll
explode.
“Oh, fuck. Don't stop,” he pleads.
“That's it, angel,” Crowley mutters as Cas pushes back onto Crowley’s prick
while simultaneously thrusting into his hand.
“Fuck.” Cas grunts, his knuckles white as he grips the table edges, spilling
his load onto the ground. Crowley gives two final pumps before letting go
inside of the other boy. Outside, the bell rings, signaling the end of lunch
time.
The boys clean themselves (with a roll of paper towels they'd stashed on a
shelf for such purposes) before redressing and heading back to the main
building.
“Thank you,” Cas says, offering Crowley a brown paper bag. “I needed that.”
“Anytime,” Crowley answers lightly. “What's this?”
“Since you missed lunch ‘cause of me, I figured I'd share mine.”
“It's not like fucking you is a chore,” he chuckles. “But hey, free food.
Thanks.”
Castiel rolls his eyes as he leads the way into their next class: Social
Studies, taught by none other than Professor Sam Winchester.
Chapter End Notes
     If you have any suggestions or ideas, as always, leave a comment!
     ~C
End Notes
     I know this is super short, but I'll be adding on to it possibly
     later on today or tomorrow with Castiel's bedtime fantasy ;)
     ~C
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