I'd have to say there are there are a few that I could rewatch like the GF movies..

Enemy At The Gates...purely because of the intensity of the movie and the scenes are amazing.

For Love Of The Game...Kevin Costner's clearing of the mechanism makes me want to go pitch.

Black Hawk Down...A story that had to be told.

I know it's not the same, but Office Space is just hilarious, I mean c'mon who doesn't have that kind of boss?