Clueless

Clueless (1995)

Cher is rich, pretty, blonde, popular and knows how to talk anyone into doing just about anything. When she can't get a teacher to give her a better grade, she and her friend Dion match him up with another teacher to make him happier... and maybe a bit laxer on his expectations. When a girl named Tai transfers to Cher's school, she and Dion give her a makeover and attempt to find her a boyfriend. Cher soon realizes that she wants a boyfriend herself, but no one seems right. She goes through a spiritual makeover and realizes that there's more to life than clothes and popularity before she finds the boy of her dreams. [source IMDB]

Jane Austen might never have imagined that her 1816 novel Emma could be turned into a fresh and satirical look at ultra-rich teenagers in a Beverly Hills high school. Cher (Alicia Silverstone) and Dionne (Stacey Dash), both named after "great singers of the past that now do infomercials," are pampered upper-class girls who care less about getting good grades than wearing the right clothes and being as popular as possible. But Cher, who lives with her tough yet warm-hearted lawyer dad (Dan Hedaya) and hunky, sensitive stepbrother (Paul Rudd), also has an innate urge to help those less fortunate -- like the two introverted teachers she brings together ("negotiating" herself improved grades in the process) and new friend Tai (Brittany Murphy), who starts out a geek and ends up a Cher prodigy. Cher also possesses her own sensitive side, and she is looking for the perfect boyfriend, whom she ends up finding where she least expected.