Starring: Alicia Silverstone, Stacey Dash, Brittany Murphy, Paul Rudd

Cher is a well-meaning but utterly clueless rich young lady in this instant 1990s comedy classic that is, surprisingly, based on a 19th century novel. Like match-making Emma, our heroine Cher tries to help everyone else around her (father, teachers, even the new girl) in the spoils of Beverly Hills all-the-while neglecting the things that she needs to do for herself. The drama of high school plays out as friends lose virginity, drivers license tests are failed, and she falls for a gay man. Plus, there’s a young Paul Rudd you wouldn’t want to miss. As if.