Mine’s Anne of Green Gables. It’s like hanging out with an old friend.
Oh! Oh! I miss Anne so much! My videotape got all squeaky and warbly, I watched it so much. Now we don’t even have a VCR. I have to go get the DVD today.
Rosencrantz and Gildenstern are Dead - And you thought existentialism wasn’t funny.
The Madness of King George - “What what?”
The Right Stuff - Probably the most hypnotic movie I’ve ever seen. Again and again and again.
The Matrix, and certain scenes must be turned up to eleven;
If I need a humor pick-me-up, Caddyshack. Watching Rodney turning on the golfbag radio and boogying makes me laugh every time.
The Shawshank Redemption
Chicago
The Princess Bride
Forrest Gump
Glory
The Green Mile
When hubby is out of town, I like to play a double-feature of The Princess Bride and Terry Gilliam’s Brazil.
I like the slapstick better – I’ve come to realize that I prefer almost all my action with a seasoning of comedy, hence my affinity for Nicolas Cage and Bruce Willis movies – and I like RayK better, so it’s a win/win! 
There are some standout episodes in the RayV seasons, like “Pizza and Promises” and “Victoria’s Secret,” but on the whole, the RayK episodes are the ones I come back to.
Depends on what I’m in the mood for.
A crying mood? Empire of the Sun
Amusing and feeling nostalgic? Might be Bill and Ted’s Excellent Adventure, *Ghostbusters * or Joe vs the Volcano
TV show? Could be Buffy, *Angel * or Dead Like Me - all three I can pop into at any point and not be confused about what’s already happened.
Cheesy 80’s miniseries/bad costumes & plot? V or V: The Final Battle
Musical? Then it’s all about The Sound of Music
My favorite “alone time” movie is “Big Trouble in Little China”. No matter how many times I’ve seen it, whatever I SHOULD be doing at that time, I can sit down and watch that movie again. It holds up well.
Medstar, can you stop rubbing your body against mine? Because I can’t concentrate when you do that.
**Tombstone **- “You tell ‘em I’m comin’… and Hell’s comin’ with me! HELL’s comin’ with me!”
Well, the best RayV episode that I’ve seen so far, I think, is “The Deal”. You gotta love an episode where the show’s hero is taken out of the action at the end of the second act, leaving the sidekick to set things right, street justice style.
The end of that episode has what I think is one of the more brutal beatdowns I’ve seen in a comedy show, just in terms of sheer emotional investment RayV put into it and how the other guy just about tried to crawl under the wall to get away from him.
Also, “The Deal” featured one of the steamiest first-aid sequences I’ve ever seen before. 
“I guess that’s what happens in a country with gun control.” “No, I believe he shot the otter first.”
Almost Famous
Rushmore
Casablanca
I can relate. I don’t know what it is about that move that forces me to watch it over and over.
In the last year I find myself secretly watching De-Lovely quite a bit though. I am very possessive of my Kevin Kline singing Cole Porter and going to heaven time and for some reason I don’t want to share it.
Hands down, mine is Coal Miner’s Daughter.
That’s only because I’m not one of your friends.
Seriously, ditto to what ArrMatey! said, and add
The Princess Bride
Forrest Gump
Big Daddy
Legally Blonde
I just finally saw this movie recently and for the first time after having been told it was an underappreciated masterpiece.
Holy crap. Beautiful and depressing and painful.
Most of mine have already been mentioned, but the ultimate, for me, is The Slipper and the Rose. It has Richard Chamberlain swinging from rafters while singing cheerfully about how he’s going to die someday. It has a roomful of old men doing a kick line while singing about protocol. It has the best, practical, sarcastic fairy godmother ever. (“I suppose I shall simply have to rise to the occasion and do something spectacular yet again. And spectaculars always take so much out of me.”) It takes the story of Cinderella and not only does it not turn Cinderella into a simpering idiot (she’s rather practical, and while she enjoys the ball, doesn’t imagine that it’s going to change her life in any way), but it actually pays a little bit of attention to the political mess that a prince deciding that he was going to marry some random peasant would cause.
Another is A Knight’s Tale, which is truly the best of movies (anything involving Paul Bettany, Rufus Sewell, Alan Tudyk, Heath Ledger, and really, everyone who did not name their child “Audio Science”) and the worst of movies (anything involving Shannyn Sossamon). It is silly fluff, but I love it so.
I haven’t seen Empire of the Sun in ages. I love that movie!
As far as something I will watch if it’s on, no matter what else I’m supposed to be doing is The Red Violin. So sad, so sweet, such lovely music.
Fargo
Dazed and Confused
My Cousin Vinny
Goodfellas