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"Cry-Baby" (1990): Cult-hit director John Waters was the first to cast Depp in a lead role, as the dreamboat delinquent "drape" who rocks the Wonder bread suburbs of 1954 Baltimore. Here, Depp teaches white-sweater sweetheart (Amy Locane) the joys of heavy petting. It's a ... morerockabilly rebellion, and these cats rumble in song: the hushed, romantic harmonies of the "squares" vs. the swaggering sex of rough and ready R&B from the "drapes." Depp sends up his own TV image with unhinged eagerness, whether seducing his good-girl deb, sneering and shaking through a jailhouse rock musical number, or confronting the watchdogs of middle-class propriety: "I may be a drape, but I love your granddaughter. And if that's a crime, I'll stand convicted, ma'am." (Universal Studios)