Clueless

Amy Heckerling’s shrewd, effervescent updating of Jane Austen’s Emma to 1990s Beverly Hills is one of the great teen comedies. Gorgeous, popular Cher (Alicia Silverstone) plays matchmaker to her teachers and her new friend Tai (Brittany Murphy) – but she can’t see that her acerbic ex-stepbrother, Josh (Paul Rudd), is a total Baldwin.