Chasing Amy (1997)

Name: Chasing Amy
Released: 1997

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.

Genres: Comedy, Drama, Romance

What to watch after Chasing Amy

Dogma (1999) — Kevin Smith directed both
Beautiful Girls (1996) — Same feel: realistic, emotional
Gone Baby Gone (2007)
The Town (2010) — Same subject: best friend
Silver Linings Playbook (2012)
Dazed and Confused (1993)