Tomorrow Night (film)

Tomorrow Night is a 1998 American absurdist comedy film written and directed by Louis C.K. The film stars Chuck Sklar, Martha Greenhouse, J. B. Smoove, and Rick Shapiro. Many other comedians and comedy actors appear in the film, such as Steve Carell, Wanda Sykes, Amy Poehler, and Conan OBrien.

Charles decides to seek companionship he attempts to date an aggressively sexual prostitute named Lola Vagina but finds her too extroverted. When he realizes that the final two packages of photographs in his store belong to Florence and another mysterious customer who will not pick up their phone, he visits Florence himself to deliver her photographs. After meeting her, Charles is attracted to her extreme cleanliness, and visits her the next day to ask to marry her. Florence, however, explains that her husband will never allow a divorce, but Charles asks to speak with him. That night, Lester finally wins at the dog races, but is attacked and killed by a pack of wild dogs while walking home with his winnings.Charles and Florence wed. After returning from their honeymoon in Florida, Florence discovers him sitting in ice cream. She is disgusted, but allows him to continue if he agrees to adopt a son with her. They successfully adopt Clean, a teenage AfricanAmerican delinquent. Shortly after, Willie returns home and joins their family as well. That night, Florence says that she is happier than she has ever been the next morning, Charles asks for a divorce, but finds that Florence has died. He leaves, and Willie becomes Cleans new father. ........

Source: Wikipedia