Last night I was watching “Die Hard” and I thought to myself, “I’ve prolly seen this movie 15 times.” But I still enjoy watching it. So what movies have you seen many times that you can still watch over again and enjoy?
Orgazmo
Cannibal: The Musical
Die Hard 3
Keeping the Faith
Back to the Future 2
The Sixth Negro
Up The Creek!
“Down Liver! That’s Japanese for Down River!”
Let’s see…
The Abyss (director’s cut)
Godfather I, II, and yes, even III
Hackers (don’t ask me why)
What dreams may come
Red October
Die Hard (all of 'em)
Lethal Weapon (all of 'em)
Johnny Mnemonic
Always
Breakfast at Tiffany’s (pretty much any movie with Audrey Hepburn)
Most Hitchcock films - especially Vertigo, Psycho, North by Northwest, To Catch a Thief, Rear Window, Dial “M” for Murder, Rebecca, Suspicion, Notorious, and Shadow of a Doubt
Steel Magnolias
The Princess Bride
Dirty Harry
The Ref
Bell, Book, and Candle
Merlin
First Knight
Pretty Woman
My Best Friend’s Wedding.
I’m sure there’s more - but those are the films I can think of off the top of my head.
The Princess Bride
A Clockwork Orange
Cruel Intentions
Anything by Mel Brooks
Any Monty Python film.
Raising Arizona
Mr. Mom
Meet Joe Black (awful movie, but I still get hypnotized by it)
The various Die Hards
The Wallace and Grommit series
The Commitments
The Exorcist
Airplane!
Re-Animator
Damn, I forgot to add Sneakers!
Casablanca
Grosse Point Blank
Beetlejuice
“Serial Mom” is a pretty cool movie. I’ve seen it at least a billion times.
Any Marx Brothers Film
Any Star Wars film
Terminator 1 & 2
Heavy Metal
Any Python
Splash
16 Candles
Better Off Dead
The Power of One
Ronin
Princess Bride
SW trilogy
MP Holy Grail
A Christmas Story
Shawshank Redemption
Stargate
The Professional
Star Wars trilogy
The Big Lebowski
Raising Arizona
Time Bandits
The Princess Bride
Amadeus
A Fish Called Wanda
Die Hard (just the first one; was bored by the sequels)
Fearless (the one with Jeff Bridges)
Planes, Trains, and Automobiles
Yep, add :
Die Hard III
Good Fella’s
Once Upon a Time in America
Let it Ride
The Last Seduction
Pulp Fiction
Close Encounters of the 3rd Kind
Yojimbo 
I decided I would not list ones that others had already mentioned, so here is an incomplete, though lengthy, list:
Aliens
*batteries not included
Coming to America
Demolition Man
The Fifth Element
Groundhog Day
Highlander
Maverick
Medicine Man
The Mummy
Murphy’s Romance
My Neighbor Totoro
Quigley Down Under (I have actually come to prefer the TV version to the feature version)
Real Genius
Strictly Ballroom
Willow
The only one that hasn’t already been listed is Tremors.
It’s A Wonderful Life
Try as I may to resist, that damn movie gets me choked up every year.
Anything by the following artists -
Monty Python
Marx Brothers
Kevin Smith
Also …
Airplane
Rounders
Shakes the Clown
The Warriors
and believe it or not … Smokey and the Bandit, only the first one.
The Jerk
Head
Yellow Submarine
Trainspotting
Woodstock
Brazil
12 Monkeys