Pretty in Pink

Andie is an outcast, hanging out either with her older boss, who owns the record store where she works, or her quirky high school classmate Duckie, who has a crush on her. When one of the rich and popular kids at school, Blane, asks Andie out, it seems too good to be true. As Andie starts falling for Blane, she begins to realize that dating someone from a different social sphere is not easy.

Directed by Howard Deutch, Pretty in Pink leans on a strong ensemble — Molly Ringwald, Andrew McCarthy, Jon Cryer — to carry a story that balances spectacle with character.

The film landed with audiences for its craft and performances, and remains one of the most talked-about romance titles of 1986.