8. White Like Me
Original Airdate: December 15th, 1984
Eddie Murphy's whiteface sketch was the most provocative SNL moments since Richard Pryor dropped by in Season One. (In fact, it was an explicit homage to Pryor, who played the author of a book called White Like Me during his SNL appearance.) Murphy had recently become a movie star – "the first black actor to take charge in a white world onscreen," as he later told Rolling Stone – and was struggling to find his place among the Hollywood elite. "White Like Me" satirized his discomfort, showing the hidden opportunities afforded to white people when black guys leave the room. We wouldn't see such powerful, audacious comedy about American race relations until Chappelle's Show arrived, 20 years later.