When well-meaning 23-year-old Jimmy Chance has a one-night stand with a wanted felon (guest star Bijou Phillips), he ends up being a dad to a bouncing baby girl. Inspired to do the right thing by his daughter, he has to convince his less-than-enthusiastic parents and great-grandmother (guest star Cloris Leachman) to help him raise her.
When their mom, Bobbi, decides to sell the family home, Kenan and Gary must clear the basement of their childhood memorabilia, leading Gary to evaluate his goals in life.