4. Soul Man (1986)
Director: Steve Miner
Stars: C. Thomas Howell, Rae Dawn Chong, Arye Gross, James Earl Jones, Leslie Nielsen
When '80s funnyman C. Thomas Howell (we're assuming the "C." stands for "Cracker") can't afford to pay for college, he puts on blackface and steals a scholarship designated for minorities. Spoiled white boys need Affirmative Action too! The most racist part about this movie isn't that he's in blackface (although that's pretty fuckin' racist too), it's the fact that we're supposed to believe that everyone else buys it without even questioning why he looks like an Aryan douche covered in shoe polish. Even his black girlfriend, played by miscegenation master Rae Dawn Chong, doesn't catch on after she sees him naked!