Al (Freddy Prinze, Jr.) and Imogen (Julia Stiles) are college students at a New York university who meet at a bar and are immediately attracted to each other. Gradually, their relationship evolves over a three-month period. As their relationship intensifies, troubles arise, forcing them to separate. Years later, looking back, Al understands that Imogen may, in fact, have been the one. He can only pray that it is not too late. A fresh young supporting cast, featuring Selma Blair, Ashton Kutcher, Shawn Hatosy, and Rosario Dawson, round out this charming romantic comedy.