Clueless (1995)

It's not easy being the most popular and glamorous girl at Beverly Hills High. Especially when you're the envy of scheming Betties (female babes), persistent Barneys (unattractive guys), and teachers who go postal (freak out) when you turn your homework in late! Yet somehow 15-year-old Cher (Alicia Silverstone) keeps it all together, even finding time for extracurricular projects like finding a love match for her debate class teacher (Wallace Shawn), and giving a dowdy friend (Brittany Murphy) a fashion makeover. But Cher's tidy world starts to unravel with the sudden appearance of two total Baldwins (hunks): a sexy and stylish new classmate (Justin Walker), and Cher's square but cute "ex-stepbrother" (Paul Rudd). Now Cher is about to learn that when it comes to love, she's ...well, Clueless.