for me

office space
big lebowski
high fidelity
kill bill vol 1
evil dead trilogy
friday the 13th series
nightmare on elm street series
happy gilmore
bubba hotep
dead man on campus
dumb and dumber
fargo
pulp fiction
reservoir dogs
waynes world 1 and 2
texas chainsaw massacre(original)

1.The big lebowski
2.The Rock
3.Office Space
4.Major League
5.Casino
6.The Breakfast Club
7.Donnie Brasco
8.The Usual Suspects
9.Gladiator
10.Die Hard (any of them)

I've found that comedies have a higher replay value than other genres.

Office Space
South Park: Bigger Longer Uncut
Super Troopers
American Psycho

The Big Lebowski
The Good, The Bad and the Ugly
Too many Hitchcoks to name

Mr Blandings Builds His Dreamhouse (#1-Favorite Movie Ever)
Die Hard
Defending Your Life
Fellowship of the Ring
Office Space
Fargo
Pulp Fiction
Reservoir Dogs
The Hustler
Raiders of the Lost Ark
Glengary Glen Ross
Godfather
Empire Strikes Back (no other SW film though)
Open Range
Tootsie
Tin Men
Sky High
Some Like It Hot
Karate Kid 1&2
Amelie
Betty Blue
Excalibur
Shawshank Redemption
Amadeus

for some reason I never get tired of Baby boy.
King of queens too.

I always seem to pop in the same few movies:

Ocean's Eleven
The Itallian Job
Aladdin
Gone in 60 Seconds
Office Space
Hitchhicker's Guide to the Galaxy
The Big Labowski
Rounders

And with my girlfriend, those and the following:
Just Married
What Women Want
Tarzan

too many, basically all the ones I own...otherwise I wouldnt buy them.

Titanic

hell, even when it's on cable I get suckered in.

Alien V. Predator.
Every time I think what should I watch, that one gets put in the DVD player.

I watch Romy and Michelle at least once a month.

For some reason, people I went to college with seem to really love watching Tommy Boy and So I Married an Ax Murderer over and over again.

Wow, sounds like you went to the same community college I did.

Well ... I guess I want to play too!

Star Wars IV, V, III, and VI - And in that order!

Terminator/T2/Aliens/True Lies - (and, really, *any* James Cameron movie)

Star Trek II, VI, and "First Contact"

King Kong (1933) - Love the PJ "Re-make"; but for some reason I keep coming back to the original.

Raiders of the Lost Ark

My Fair Lady - "The rain in Spain stays mainly in the plain." See? You get a musical *and* a weather observation!

The Good, The Bad, and The Ugly - "When you have to shoot, shoot, don't talk!"

Superman - "You will believe a man can fly"!

The Naked Gun - Can't get enough of that baseball parody ... and you get to see a stuffed beaver to boot!

The Seventh Voyage of Sinbad - Love those Harryhausen stop-motion animation effects!

Jaws/Jurassic Park - What can I say? I'm a sucker for Spielberg "Predators Gone Wild" movies.

Butch Cassidy and the Sundance Kid - "Kid, the next time I say, 'Let's go someplace like Bolivia,' let's GO someplace like Bolivia."

The Little Mermaid - Hey ... We're all striving to stand on our own two feet, right?

Toy Story 2 - Every time Jessie sings that song I wonder whatever happened to my GI Joe ...

(Gotta' put one Godzilla movie in here ... but which one? I'd like to say "Destroy all Monsters", but the transfer on the current DVD is abysmal. Oh well ...)

Star Wars (Favorite Movie of all-time, not that SE Greedo Shoots First crap)
The Empire Strikes Back
Return of the Jedi
The Godfather
Field of Dreams
Jaws
Raiders of the Lost Ark
Hoosiers
Rocky
Resovoir Dogs
A Few Good Men
Back to the Future
Superman
Terminator
Caddyshack
Slap Shot
Ace Ventura
National Lampoons Vacation
Fletch
Stripes
Ghostbusters
There's Something About Mary
Tommy Boy
Dumb & Dumber
My Cousin Vinny
National Lampoons Animal House

The Matrix - Most of the time I start at the lobby shoot out

Bring It On - "Maybe we should...join the squad?"

Coming to America - "This is beautiful! What is that? Velvet?"

Toy Story 2 - The whole movie was just a great experience.

Caddyshack - Bill Murray vs. The Gopher

Major Payne - "Looks like you and your friend Cujo here got an attitude problem that needs readjusting."

Spiderman - Although I do enjoy this, this is my son's doing. I've seen this and The Hulk so many times it's sad.

the 'burbs

Superman (1978)
Batman (1989)
Bring it On

Romy and Michelle's High School Reunion. We watch it about once a months and laugh every time.

The Big Lebowski
Superman
Caddyshack
Groundhog Day

The Godfather I & II
Aliens
Casino
Conan the Barbarian
Dune
Gungrave
The Incredible Hulk (TV Series)
Star Trek II: The Wrath of Khan
Akira
The Poseidon Adventure
THX-1138
The Empire Strikes Back
V
Apollo 13

2 Fast 2 Furious
Cowboy Bebop
Kill Bill
Made

Planes Trains and Automobiles
True Romance
Scent of a Woman
The Abyss

#1 = Tombstone (Kilmer's performance alone)

I change my mind from time to time. Right now it's
LOTR saga
To Kill a Mockingbird
Batman Begins
Both Spiderman movies
Star Wars saga - the original trio
Signs