Pretty in Pink (1986) (I Love the 80's Edition; Widescreen)

Pretty but poor, Andie (Molly Ringwald) is a good student who develops a crush on Blane (Andrew McCarthy), the sensitive, well-born preppie. But Blane runs with a fast crowd of haughty rich kids, the kind of clique Andie and her new wavy best friend Duckie (Jon Cryer) can't stand. Going against her fretting father (Harry Dean Stanton), peer pressure and social expectations, she decides to date him. But their big plans for the senior prom ultimately fall apart when Blane heeds his friend Steff's (James Spader) warning to "quit slumming." Will Blane find the courage to claim what he really wants and give up the so-called friends he doesn't need?

This classic 1980s teen film from the master of the genre, writer-producer John Hughes features plenty of great '80s pop tunes from the Psychedelic Furs, The Smiths, Echo and The Bunnymen, New Order, and more. The continued success of Hughes' films and actors ushered in the era of the "brat pack" and teen films as pop culture.