Funny Movies:
Saved!
Clerks (Any Kevin Smith really... DOGMA!)

Action:
Boondock Saints
GATTACCA (or some such spelling, it's DNA sequence... Uma Thurman.)

80s and 90s:
Pretty in Pink
Breakfast Club
Dead Poet's Society
The Princess Bride
Shakespeare in Love
Emma (with Gwyneth Paltrow)
Four Weddings and a Funeral
Jerry McGuire
Notting Hill
Bounce
Good Will Hunting
The Crow

Classics:
Breakfast at Tiffany's, Sabrina, Roman Holiday and Funny Face