Starring: Molly Ringwald, Jon Cryer, Andrew McCarthy, Annie Potts, Harry Dean Stanton, James Spader

Our favorite love triangle: misfit Duckie loves Andie but she’s got it bad for rich boy Blane. Will the social divides so prominent in high school ruin everyone’s chances for love? It’s hard to mention all the things that make this film so fantastic: everything about Duckie but particularly when he sings Otis Redding, Annie Potts’ fetish-loving record store owner, Andrew McCarthy’s beady eyes, all things Molly Ringwald, Harry Dean Stanton as the lovable father, and the creepy lurkings of James Spader. Plus, that glorious soundtrack! Pretty in Pink is the 1980s at its very best.