Best known for: Olivia Pope, Scandal (ABC)
Weirdest role: Vanessa, LiTTLEMAN (2006)

Some heavyhitting films like The Last King of Scotland and Night Catches Us prepared Kerry Washington for her leading role on Shonda Rhimes' smash Scandal. Our guess is that her role in LiTTLEMAN did not. No, that is not a typo, the Wayans Brothers vehicle involving a midget mistaken for a baby is officially spelled with all caps, save the lowercase "i." The film grossed $58 million. We have no faith in humanity and existence is a farce.