Holden McNeil (Ben Affleck) and Banky Edwards (Jason Lee) are comic book artists and lifelong friends. Holden is the friendly, more mild-mannered half of the duo; Banky, meanwhile, is the loud and fiery half. Everything is going well for them until they meet fellow comic book artist Alyssa Jones (Joey Lauren Adams) at a comic book convention in New York City where they are promoting their comic Bluntman and Chronic. Holden is attracted to Alyssa, but soon learns that she is attracted to women. The two begin hanging out, and a deep friendship develops. Eventually, Holden is no longer able to contain his feelings, and confesses his love to Alyssa. She is initially angry with him, but that night, the two begin a romantic relationship.