Holden McNeil (Ben Affleck) falls hard for Alyssa Jones (Joey Lauren Adams), only to find that she plays for the other team. But their connection persists, and he pursues, and all of a sudden unspoken passion gives way to a budding relationship. Threatened by Alyssa’s intrusion, Holden’s friend, roommate and comic book co-creator Banky Edwards (Jason Lee) digs up some dirt that may bring the whole thing to an end. Holden must learn to deal with Alyssa’s checkered past and come to terms with his own feelings on the relationship while simultaneously straightening out his wounded friendship—but confronting the ugly truths of life is easier said than done.