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Pretty in Pink
1986
Andie (Molly Ringwald) is an outcast at her Chicago high school, hanging out either with her older boss (Annie Potts), who owns the record store where she works, or her quirky classmate Duckie (Jon Cryer), who has a crush on her. When one of the rich and popular kids at school, Blane (Andrew McCarthy), asks Andie out, it seems too good to be true....