20. Blazing Saddles
Directed by comedy genius, Mel Brooks, Blazing Saddles is one of the most hilariously offensive movies that have ever been made. With its random humor and blatant racism, you hate to love it. The film is set in the old west when a black man is appointed to sheriff of Rock ridge in an attempt to get the townsfolk to move. Hilarity ensues when the sheriff must work his way out of countless predicaments and eventually help save the town and its people.