Shallow, rich and socially successful Cher 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 a makeover. When Tai becomes more popular than she is, Cher realizes that her disapproving ex-stepbrother was right about how misguided she was -- and falls for him.

Alicia Silverstone

Cher

Stacey Dash

Dionne

Brittany Murphy

Tai

Paul Rudd

Josh

Donald Faison

Murray

Elisa Donovan

Amber

Breckin Meyer

Travis

Jeremy Sisto

Elton

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