#37: Clueless
Amy Heckerling’s Clueless transplants Jane Austen’s Emma to 1990s Beverly Hills with Alicia Silverstone as fashion-obsessed Cher Horowitz. Makeovers, slang like “as if,” and high-school hierarchies get a witty, pastel-colored update.
Its sharp satire on privilege, sharp one-liners, and iconic yellow-plaid outfit made it the definitive ’90s teen comedy that still feels fresh and hilariously on point.