Dean Winchester x Reader

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You wake up in a high school gym. Dean's beside you.
You glance around.
Why are you in a gym, again?
You shake Dean until he sits up. "What? I promise I didn't do whatever it is you think I--Where are we? Where's Sam?" He says.
"That's what I was going to ask."
A basketball team rushes in. They start playing/dancing.
"What the hell." Dean says.
"'Coach said to fake right, and break left. Watch out for the pick, and keep an eye on the defense.'" The team starts singing.
"Oh my God!" You say.
"What?" Dean demands.
"That's Troy Bolton!"
"What?"
"That's Troy Bolton!" You repeat.
"Who?"
Only your elementary school heart throb. "From a movie. High School Musical--"
"Don't say movie. Don't say musical. This has got to be some weird-ass dream."
"Surprise!" A voice says from behind you.
You both whip around to see the Trickster--Gabriel, whatever he was going by these days.
"Get me out of here, or I swear to God I'll rip your head off--" Dean hisses, starting forward.
You grab him and pull him back. "That won't solve our problems." You hiss in a sing-song. "Can we listen to this song first? Then have the conversation?"
"No." Dean says gruffly. "What the hell do you think you're doing? We aren't your chew toys--"
"Oh, no. I would never dream of that. Never. You're my puppets!" Gabriel says brightly.
"What do we have to do to get out of here?" Dean demands.
"Do we really have to get out of here?" You ask.
"Oh, yes. You'll want to get out of here. It'll get worse." Gabriel says.
Dean shoots you a look, as if nobody should want to stay in High School Musical.
"Never mind." You sigh.
"Anyways! 64-dollar question! Boy, am I glad you asked!" Gabriel claps his hands. "In order for me to release you, you have to admit your true feelings."
"True feelings? What the hell does that mean?" Dean snaps.
He shrugs.
Dean turns to you. "I feel like complete shit. I'm tired of--"
"Before you go too far to come back." Gabriel interrupts. "It's not those feelings I'm aiming for."
"Then what feelings?" Dean demands.
"Oh, you both know. You'll get around to it eventually, I presume."
"Why are you doing this?" You ask.
"Why? Why do I do anything! I'm bored!"
"Why don't you just go to a strip club or something like a normal person?" Dean says impatiently.
You look at Dean, wrinkling your nose ever so slightly in disgust at his antics.
"Or... you know... Walmart. Or something." Dean says.
"Better hop to it. I've got something even better cooked up for next!" Gabriel waggles his fingers and leaves. "Toodledoo!"
"I wanna talk to Troy Bolton." You say.
"Isn't that Zak Efron?" Dean asks.
You give him a look of open disgust this time. Who is he to think he can trod upon your childhood dreams? "No. That's Troy Bolton."
"We've gotta get out of here, Y/N." Dean says.
"But it can wait." You give a hopeful look.
"Ohh, Troy!" A high voice comes from the doorway. Sharpay.
You turn back to Dean. "We've gotta get out of here." You agree.
"Well, once you dig into those emotions, let me know." He crosses his arms. "Go talk to your basketball star."
You grab his hand and pull him along.
"Hello." You say to Troy Bolton.
"Um, hey. Do I know you?" Troy asks.
"Well, no. I'm Y/N. This is Dean." You hold out your hand to shake.
"Hey, I'm Troy." He starts to shake your hand.
Dean holds out his hand. "Watch the hands, kid."
You shoot Dean a glare as Troy awkwardly retracts his hand.
"Ohh." Dean says, eyes wide as realization hits. "Nice meeting you, Trey. Let's go." He pulls you away.
"Dean!" You snap as Sharpay flounces over to Troy. "It's Troy, by the way."
"What's Troy?"
"His name. Not Trey."
"Whatever. Look, I know what it is we have to say. Look, I--"
But then the setting changes.
"'I was walking down the street just a-having a think, when a snake of a guy gave me an evil wink. Well it shook me up, it took me by surprise. He had a pick-up truck and the devils eyes! He stared at me and I felt a change; time meant nothin' never would again.'" A red-head was singing and tap dancing across the floor.
Dean was staring at her, craning his neck.
You slap his arm. "Stop looking at her boobs!" You hiss.
"What?" He looks to you, and you roll your eyes.
"'Let's do the time warp again!'" A whole bunch of people start singing and dancing.
They drag you into the dancing so that you can't continue to chastise Dean.
On the bright side, Dean now looks uncomfortable. You are too, of course, but Dean's discomfort makes up for yours.
The scene shifts again.
There's a man on a stage, wearing makeup and stripper-clothes--fishnets and everything.
"'I'm just a sweet transvestite, from Transexual, Transylvania.'" The man sings.
You search frantically for Dean and find him being stripped of his clothes by the tap-dancing concubine.
"Dean!" You shout, running over and knocking the redhead out of the way. She gives an indignant gasp."Get me out of here!" You demand of Dean as the man from the stage is walking towards you.
"Well, holy Hell." Dean says, eyes wide.
"Dean! What were you going to say?" You demand. You put your face in his jacket, overwhelmed by the voices and colors and people around you.
How were you supposed to dig deep into your soul for feelings when you're in this sort of situation?
"I love you." Dean tells you, wrapping his arms around you.
"I love you too." You say, without really thinking about it.
The voices disappear, so you take a guess that the people are gone too. You slump into Dean's arms, utterly exhausted.
There's clapping from somewhere, and you stand up to join Dean in glaring at the Trickster.
"Well done! Bravo!" Gabriel says, still clapping as he walks down the set of stairs that Eddie would have rode down. "That didn't take as long as I expected. I was expecting you to be trapped in here for a while. I knew I should've put Wicked in there." He shakes his head. "Oh, well. You've completed your task. I suppose I've got to let you go now."
"Our task was to say 'I love you'?" You snap.
"Yes. Correct you are!"
"I say that all the time."
"Well of course you do. I wanted to watch Dean here squirm."
Dean still has an arm around you. "Yeah, okay. I squirmed. Take us back."
"Back to Rocky Horror? I thought you'd never ask--"
"Gabriel!" You snap.
"Okay, okay. Back to the bunker you go. Sammy there was watching this whole thing on the tv. He got a kick out of it."
At that, the two of you jump apart.
Gabriel laughs. "See you! Have fun." He grins.
You blink, and you're back in the bunker. When Sam sees you, he stands.
"Shut up." Dean tells him.
A smile plays at his lips, but he expertly suppresses it. "Are you guys... Are you okay?" He asks.
"Shut up." Dean warns again.
But Sam starts laughing. "That was priceless!"
Dean looks unamused, but then you smile and laugh a bit into your hand, though not near as hard as Sam is, because well, you're traumatized. Dean finally smiles too.
"Hey, shut up. Who actually wins here? I think it's me." Dean says.
"How?" Sam says, controlling his laughter. "You guys were just... violated by an angel."
"Yeah, but now I get to kiss Y/N whenever I want, huh?" Dean shoots you a grin.

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@God_is_my_only

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