Chasing Amy (1997)
Overview
Holden and Banky are comic book artists. Everything is going good for them until they meet Alyssa, also a comic book artist. Holden falls for her, but his hopes are crushed when he finds out she's a lesbian.
Cast
Ben Affleck, Joey Lauren Adams, Jason Lee, King Mustafa Obafemi, Jason Mewes, Kevin Smith, Ethan Suplee, Scott Mosier