Ridiculous omissions:
Reservoir Dogs
True Romance
Clerks
Tombstone
Others that would have made my list off the top of my head:
Lost Highway
Wild at Heart
Sleepers
Primal Fear
Crash
Trees Lounge
Army of Darkness
A couple more that would have definitely made it.
Buffalo 66. If you like Yes's Heart of the Sunrise, a must-see.
American History X.
Jacob's Ladder. I thought maybe it was 80's but checked, 1990. This, along with Reservoir Dogs, True Romance, Clerks, and Lost Highway would probably be in my personal top 10.
Shallow Grave. I don't think a lot of people know this. A great psychological thriller starring Ewan McGregor.
Bad Lieutenant. Great stuff from Keitel.
Natural Born Killers. Surprised, I don't think I've seen this mentioned yet.
Judgement Night. Nothing groundbreaking here, but I love an evil Denis Leary.
Twin Peaks: Fire Walk With Me. Duh.
Pi. Another great film not talked about much.
Barton Fink. Another great Coen Bros flick.
What's Eating Gilbert Grape. Great performances from DiCaprio and Depp.
Cape Fear. Deniro in one of the scariest roles I've ever seen.
Happiness. Maybe not a fun watch, but powerful nevertheless.