10 Romantic Movie Couples Who Were Actually Hopeless

Andie and Blaine, Pretty in Pink

A generation of wacky outcasts were permanently scarred by the ending of the John Hughes-written, Howard Deutch-directed 1986 rom-com Pretty in Pink, in which Molly Ringwald’s Andie is given the choice between handsome rich preppie Blaine (Andrew McCarthy) and charming, funny Otis Redding fan Duckie (Jon Cryer) — and she picks the Ken doll. We’ve got a feeling it’s a choice she’d come to regret as much as her creators did (Hughes and Deutch collaborated the next year on Some Kind of Wonderful, which is basically a sex-changed remake of Pink, but with the proper outcome).