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In the 1950s, Jack (Chris Young) is dying for a prom date with pretty Lily (Josie Bissett), but she's already attached to bad boy Angelo (Beau Dremann). So, to assuage the pain, he passes the time hanging out with buddies Crutch (Keith Coogan) and Floyd (John Cameron Mitchell). They engage in a number of high jinks involving everything from jalopies to getting drunk for the first time. Although Lily remains an elusive target, Jack does find friendship with tough girl Gina (Tricia Leigh Fisher). Wikipedia