Leonard Washington (played by Chappelle) – Washington first appeared in the first-season sketch "Trading Spouses", wherein he acted as the patriarch of a white family for a month. Notably, when entering rooms unfamiliar to him, Washington looks out the windows to see if he is being followed. He also expressed his displeasure that many white families do not use washcloths when taking a shower or bath. One of the only things that can make Leonard Washington back down is being shot. When asked for his hometown in the "World Series of Dice" sketch, Washington replied, "Where I'm from? A little town called none ya goddamn bidness." He has a wife and a son, T-Mart. He is seemingly unaware of white culture, unknowing of Renée Zellweger