The 50 Best Raunchy Teen Comedies

26. Loverboy (1989)

Not to be confused with the way-not-sexy Kevin Bacon-directed Kyra Sedgwick drama about single mothers, this superbly '80s-racist comedy stars a pre-Grey's Anatomy Patrick Dempsey as a college dropout pizza delivery boy who happily delivers breadsticks on the side. And by "breadsticks" we mean "gigolo cock."

Among the unhappy married women Dempsey services: Kirstie Alley, Charlie's Angel Kate Jackson, and Carrie Fisher. The moral of the story is that life as a prostitute is 100 percent fulfilling and educational. Just like in real life.

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