You’re all going to hate me for this but:
I’m watching Pretty in Pink at the video store and
WHAT IF Derek’s this weird nerdy kid from the poor side of town, and he’s got these two loser friends who follow him around, Scott and Stiles, and he pretends to be fed up with them all the time but really he wouldn’t know what to do without them. Even though they’re annoying.
(ESPECIALLY STILES, who frequently does obnoxious shit like bust into his sister Laura’s record shop and lip-sync indecently to Otis Redding. Yes, Stiles is basically Ducky in this, okay. Just go with it.)
And one day, this nice, pretty, quiet, rich girl Jennifer comes into the record shop and pays attention to Derek which freaking never happens (except for when he’s being sexually harassed by that scary girl Kate at school, of course). And Derek agrees to go out with her even though Scott is like UGH DEREK NO, SHE’S A PREPPY SNOB AND SHE’LL JUST HURT YOU, and Stiles is basically in too much pain to contribute any argument at all because FUCK NOOOOOOO HE’S BEEN IN LOVE WITH DEREK FOREVER AND HE WILL LOVE HIM UNTIL THE END OF TIME, PROBABLY.
(Obviously in this version Derek realizes he’s also in love with Stiles at some point. Like, Jennifer’s nice and everything but she can’t fill Stiles’ tacky white leather shoes.)