There is only a small window of time for a man to meet the right woman. If she's too young, she's too naive. If she's too old, she's too jaded. This is the theory of twenty-five-year-old Ethan Humphries who is suffering from a classic case of Peter Pan syndrome and living it up in L.A. Ethan flies home after discovering that his best friend is about to marry Ethan's high school sweetheart. Through a series of events, Ethan begins to understand that he has a lot to learn about friendship, love and growing up.