Chasing Amy (1997)

Holden and Banky are comic book artists. Everything's 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.
Kevin Smith
Ethan Suplee, Ben Affleck, Scott Mosier, Jason Lee, Casey Affleck
04 Apr 1997 (USA)
Nominated for Golden Globe. Another 8 wins
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12 nominationstt0118842 , Comic Book, Gay, Lesbian, Friendship, Womannew Jersey, Coming Out, Love Of One’s Life, Menage A Trois, Comic Book, Comic-strip Artist, Independent Film, Lesbian, Best Friend