Holy cow - where to start? I confess I've "cheated" a bit here by using other people's lists to jog my memory - as well as rifling through my boxes of DVDs.
Major criteria for me is if it's a movie I've watched multiple times - or more, and would definitely watch again
Hopscotch
Charlie Varrick
The Good, The Bad, and The Ugly
For a Few Dollars More
The Outlaw Josey Wales
Jeremiah Johnson
Dr. Strangelove
Dune (Kyle McLachlan)
The Sting
Absence of Malice
The Bourne Identity (Original and M. Damon)
Caddyshack
Stripes
Young Frankenstein ("Frau Blucher!" < whinny >)
Blazing Saddles (beans anyone?)
Animal House
Silver Streak
The Pink Panther
The Pink Panther Returns
The Thomas Crown Affair (Brosnan)
V for Vendetta
The Truman Show
Where Eagles Dare
The Guns of Navarone
Rollerball (Caan only)
The Lord of the Rings Trilogy
Groundhog Day
Pulp Fiction
Total Recall (Schwarzie)
Batman Begins
A Shot in the Dark
Undercover Blues ("Morty!")
The Godfather Part 2
Dumb and Dumber
Stargate
Raiders of the Lost Ark
Dirty Harry
Red (not to be confused with Reds)
Office Space
Casablanca
North by Northwest
To Catch a Thief
Singing in the Rain
The Maltese Falcon
The Big Sleep
No Country for Old Men
The Quiet Man (John Wayne)
Slap Shot (for the Hanson brothers)
Das Boot
Finding Forrester
Good Will Hunting ("...how do you like THEM apples?")
The Princess Bride ("Mahwage...")
Galaxy Quest
Big Trouble (hilarious Dave Barry)
Monty Python and the Holy Grail
Kill Bill (all vols.)
Amadeus
Mary Poppins (as a kid I stood in line, 3 blocks long)
The Sound of Music
Wizard of OZ, of course
There are a few I've seen a number of times, but would find it difficult to watch again
Aliens
The Shawshank Redemption (except for the last 30 minutes)
The Deer Hunter
Apocalypse Now
Etc.