Here's a "Top Twenty" list (films)

[dph1965]

Royal Tennenbaums
Rushmore
Best in Show
Full Metal Jacket
One Flew over the Cuckoo's Nest
The Good, The Bad & The Ugly
Unforgiven
Planet of the Apes (original)
The Big Lebowski
LOTR (trilogy)
Apocalypse Now
Deer Hunter
To Live & Die in LA
King of New York
Casino
Animal House
Pulp Fiction
Taxi Driver
Shrek - YES SHREK
The Jerk

I'm sure I could add a few more w/ multiple viewings, but these stood out as most enjoyable I guess. And what good comedy could not be watched over and over - if it makes you truly laugh....

[woodman]

... I know, I know, the "rules" of this thread was Top Twenty - and I already ran over with my list (22) - but I must add these to my list:

StarMan (Jeff Bridges greatest role, IMO)
I Am Sam (Sean Penn's greatest role, IMO)
Medicine Man
African Queen
Roxanne
Tootsie
Start The Revolution Without Me