Pretty in Pink (1986)

Plot: For years, Duckie has been trying to summon up the courage to confess his secret love to his best friend and equally unpopular high-school senior, Andie; however, in vain. But, before long, things will take a turn for the unexpected, when the rich boy and Andie's long-time crush, Blane, takes an interest in her: the awkward girl from the wrong side of the tracks. Now, Andie's already complicated world is turned upside down--and as if that weren't enough--the day of the long-awaited prom rapidly approaches, and Blane's snob friends look down on Andie. Blane seems to genuinely like Andie. What is the colour of teenage love's very first kiss?

Alternative Plot: 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. As Andie starts falling for Blane, she begins to realizes that dating someone from a different social sphere is not easy.

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