My Own Private Idaho (1991)

Shakespeare meets street hustlers in a plot loosely inspired by Shakespeare's Henry IV part 1, Henry IV part 2 & Henry V. The film is both humorous and profound with River Phoenix's (Mike) shining & Keanu Reeves (Scott) also starring alongside some very memorable characters (Hans, Bob).

I think it's probably of the best LGBT Films/ depictions of LGBT characters in film, & deservedly considered a cult classic. The offbeat film's authentic style coupled with its compelling, drifting story, make My own Private Idaho a must watch nearly 30 years after release.