Clueless (1995)

Plot: 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 but 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.

Alternative Plot: Shallow, rich and socially successful Cher (Alicia Silverstone) is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her success, she decides to give hopelessly klutzy new student Tai (Brittany Murphy) a makeover. When Tai becomes more popular than she is, Cher realizes that her disapproving ex-stepbrother (Paul Rudd) was right about how misguided she was -- and falls for him.

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