Title: You Think You’re Tough
Author: preciousmish and deanneedsyou
Artist: koisocks
Rating: Teen
Pairings: Dean/Cas
Warnings/Tags: no archive warnings apply, high school au, 10 things i hate about you au, fake dating, romantic comedy, profanity, underage drinking, homophobic language
Posting Date: 11/20/2017
Summary:  Mere months from graduating, Castiel Novak is desperate to escape Seattle. Life in the Emerald City can be unbearable for someone subjected to the torment of Robert Thompson High School and its vapid students, among them Castiel’s social sell-out younger sister Jessica Moore and the conceited Tyson Brady. Cas and his only friend, Gilda, have navigated Thompson’s tedium as Out and Proud™ social outcasts ever since the end of their Freshman year. Too busy reading queer manifestos, protesting evil corporations’ push for economic globalization, saving the bees, and battling the Patriarchy one English paper at a time, his foster mom Sheriff Jody Mills’ strict no-dating policy - an endless source of agony for Jess - has never bothered Cas.
Everything changes when Sam Winchester returns to Seattle for a fresh start, promising himself to keep his nose down and salvage his relationship with his older brother Dean. That is, until he catches sight of the lovely Jessica. Sam enlists the help of his new friend Charlie Bradbury and the two of them concoct a dubious plan. First: find someone who can convince the hostile Castiel Novak to go on a date with him (provided with sufficient financial incentive), someone like Dean, who isn’t even on speaking terms with Sam. Then, trick someone flush with cash but low on brains into sponsoring their little scheme - someone like Tyson Brady, who also happens to want Jess for himself. Simple, right? The course of love never did run smooth.
(A Dean/Cas reimagining of Ten Things I Hate About You)
“Two waters, please,” Cas said, breathing hard.
Out of the corner of his eye, Dean glimpsed Cas’ sideways glance. Surprised recognition morphed into displeasure and Dean brought his glass back to his lips to hide his smirk, keeping his gaze fixed on Benny while he made up drinks.
“What is this, another ambush?”
Dean pretended to not hear him, lightly bobbing his head to the music.
Louder, Cas asked,“Well? Why are you stalking me, Winchester?”
Momentarily thrown off-balance by the use of his last name, Dean recovered quickly and frowned, cracking an eye open towards the other guy. “Do you mind? You’re kinda ruining this for me.” He waved indistinctly in the air.
Cas narrowed his eyes, radiating hostility. “You’re not surrounded by the usual cloud of fumes.”
“I quit.” Dean shrugged. “Apparently smoking kills.”
“Really?” His scrutiny gave way to genuine surprise.
Dean smiled to himself, silently thanking Sammy for the tip. “Well, I better head out before I miss Smells Like Queer Spirit. Pretty exciting to see Freeman back in his hometown.” Flicking down a few bills from his wallet and winking at Benny, he abruptly stood up and headed into the crowd, leaving Cas gaping behind him. Internally he counted, one, two,
“No way do you listen to Pansy Division,” Cas called out, decisively.
“Surprised?” He cleared his throat, turning around. Cas had snatched his waters from the counter and was trailing behind Dean. “You know, I was watching you out there before and you’ve got some pretty sexy moves.” Cas looked more confounded than ever, so Dean pressed in earnest, “Come to Roman’s Party with me.”
Cas tilted his head, calculating. “You don’t take rejection too well, do you?”
Dean sucked in a breath. “Is that what this is? You’re rejecting me?” Not for the first time, he wished he’d gotten the genetics for the puppy dog pout instead of Sam.
Cas didn’t answer immediately, so Dean clasped his hands around Cas’ shoulders and pleaded, “Just one date. If I’m as bad as you seem to think, just kick me to the curb. I won’t even ask for my jacket back.” He fought the urge to wink, wagering that it would do more harm than good with this guy.
Cas’ mouth quirked, an almost-smile.
“Is that a yes?” Dean tried.
“No.” Cas stared over Dean’s shoulder towards the stage, stubborn.
Dean’s brow furrowed. “So, was that a no?”
Cas looked at him sidelong now, smirking. “No.” He shrugged off Dean’s hands, which were still clutching at his shoulders, and pushed past him to rejoin Gilda.
“I’ll see you at nine!” Dean hollered after him.
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