My top favorite films would have to be JFK and American History X, and Thank You For Smoking.
Other than that, here is the divito approved list of movies (putting images for all these movies would be dumb). By no means does that mean movies not listed here weren't entertaining, it just means that these are 'more special.'
25th Hour
A Walk to Remember
Akira
American History X
Antitrust
Batman - Series
Bourne Supremacy
Clerks
Clerks II
Closer
Crash
Die Hard - series
Enemy at the Gates
Equilibrium
Eternal Sunshine of the Spotless Mind
Fight Club
Garden State
Gone in 60 Seconds
Hannibal
I Heart Huckabees
JFK
Juice
Kill Bill 1/2
Ocean's Eleven
Office Space
Pirates of the Carribean
Princess Mononoke
Pulp Fiction
Red Dragon
Requiem for a Dream
Reservoir Dogs
Rounders
Save The Last Dance
Saw 1/2
Schindler's List
Se7en
Sin City
Spaceballs
Snatch
SuperTroopers
Swordfish
Thank You For Smoking
The Boondock Saints
The Girl Next Door
The Lake House
The Matrix Trilogy
The Nightmare Before Christmas
The Notebook
The Replacements
The Silence of the Lambs
The Usual Suspects
Tupac: Resurrection
V for Vendetta
Wedding Crashers
What the BLEEP do we Know? and the Rabbit Hole Edition
Zoolander