In terms of the ones I watch over and over, The Fugitive leads the list, followed closely by Terminator 2.

In terms of the one that has always touched my heart most, Harold and Maude.

Waking Life.

Flipside: What is your favorite movie that is LESS/FEWER THAN 10 years old?

Clue, Princess Bride & Fifth Element. I always stop to watch them.

Less than 10 yrs is likely Guardians of the Galaxy.

Almost certainty 2001: A Space Odyssey. There are at least fifty movies that might be my #2 but 2001 is always the film I come back to. I can't count how many times I've seen it.

I can't really say what's a favorite movies from the last ten years, it's way too soon to know. Maybe Her or Boyhood or Upstream Color or Children of Men.

I suck at favorites. I never have just one.

All That Jazz

Bob Fosse looks back. Asshole? Sure. But like Picasso you have to watch. Roy Scheider is amazing. Speaks to my love of live theatre and obsession with artistic genius as madman. Sexy. George Benson, da da dunt, dunt…

The Fourth Man

The genius and madness that is Paul Verhoeven.

Cool Hand Luke

“"What we've got here is failure to communicate."

The Ingenious Hidalgo Don Quixote of La Mancha meets Southern Gothic meets Rebel Without A Cause. Paul Newman. Just try not to look at him. Best Actor in a Supporting Role: George Kennedy. Damn right!

“Small town, not much to do in the evening.”

Wings of Desire

Audacious. Bruno Ganz is so sad. Solveig Dommartin. Who would not be obsessed? She died far too young. I don’t believe in angels but if I did they would be Peter Falk.

The Great Gatsby

I had read most of Scott Fitzgerald’s output before I was in high school (just shut up.) Saw it at the age of 12. Jack McCoy was always Nick Carraway to me. The longing and the loss that permeates it… damn. I know all these folks. I am one of them.

The Killer

If Gene Kelly and Fred Astaire had made movies about killers they would have looked like this. This Catholic story full of Catholic imagery always puts me in mind of the works of Leonard Cohen and Norman Mailer. Yes, I know they aren’t Catholics but both of them, in their younger years, wanted to be Irish Catholic poet/writers. Trust me on this.

Like Newman in Cool Hand just try to take your eyes off of Chow Yun Fat.

Best bromance ever.

Gloria

Gena Rowlands, smart, sexy, tough dame in the movie and in real life. I was ready to duel with John Cassavetes. Sharon Stone can only wish.

Tempest

Show me the magic! John Cassavetes, Gena Rowlands, Susan Sarandon, and goats dancing to New York, New York AND Molly Ringworm was tolerable for once.

Rosemary's Baby

Great horror and one of the best Manhattan movies ever as could only be done by the loving eye of a foreigner enamored.

My Favorite Year

Peter O'Toole is grand and beautifully dissolute. Joseph Bologna is the role model for Krusty the Clown. Mark Linn-Baker is nebbishly great and Jessica Harper is brainy and sexy (as always). A love song to live TV and old time movie stars.

The Stunt Man

A harrowing comedic love song to the magic that is (was) movie making and what is (or was) the American Dream. Peter O'Toole is again casually great.

Powwow Highway

Native American pride. Do you join the political system, take up arms, or follow a spiritual calling (‘”A rock in my boot! It’s a sign!”)? You can probably do without Gary Farmer’s ass but it’s a good tale. No pun intended.

Ok, maybe.

Sabrina

Billy Wilder directs Humphrey, Audrey, and Bill, in one of those bitter (sweet) stories he mastered like no other.

Stepping Razor: Red X

Nicholas Campbell, a Toronto white boy, via Upper Canada College, makes the definitive film about the most charismatic man I ever met, reggae man Peter Tosh.

Ya mon.

The Prime of Miss Jean Brodie

Pamela Franklin is scary/knowing/angry teen sexy. Robert Stephens is an aging badly/needy man child. Maggie Smith is a freaking force of nature.

A Christmas Story

Darren McGavin and Melinda Dillon as everyparents.

Your parents sucked. Their parents sucked. You sucked as a parent. Your kids will probably suck as parents.

It’s OK. We all muddle through little worse for ware.

Oh, and fuck you Little Orphan Annie!

Aguirre: The Wrath of God and Fitzcarraldo

These two count as one. I saw Aguirre in my mid teens and liked it. I searched out more info and become hooked on this oddly obsessive German director and an actor who may have been one of the greatest of all time or insane, or maybe a bit from column A and a bit from column B. Then I started reading the stories coming out of the jungle about Fitzcarraldo. WTF?

My relationship to this/these film(s) is so metatextual I can’t really be sure how much I like or dislike them/it as standalone works.

Magnolia

Audacious. The sins of the fathers. Fortean. The Wise Up scene just blew me away. The best thing Tom Cruise ever did.

Princess Bride

Not on the list? INCONCEIVABLE!

Donnie Darko

The last film my son Andrew and I watched before he died. We laughed a lot.

So yeah.

Fuck.

From the last ten years?

Pan's Labyrinth

Andrew Lang's Fairy Books come to life. Sad. Gorgeous. Children cope with life no matter what.

Children of Men

Dystopian art. Call the two long shots gimmicks if you want but they shook me like few things on film ever have. Is love enough? Where does she end up?

I'll have to think more on the last ten years.
(most parts borrowed from previous post)

Crossing Delancey. A silly romantic comedy but I absolutely adore it. I love the movie so much that I even went to the Pickle Shop on Essex Street on the LES, and on my way back uptown I crossed Delancey St. The scene where the woman in Papaya Dog sings 'Some Enchanted Evening' always makes me cry.

Like arse_hat, I have many many favorites, but I'll just list a few that haven't shown up here yet:

More than 10 years old:
Body Heat
Godfather I & II
Victor/Victoria
Passion Fish
Sunshine State
The Castle

Less than 10 years old:
Burn After Reading
(I don't get to a lot of movies)

Dark Star.
Any Zatoichi movie.
Brother. (another Takeshi film)
Let's Dance. (Japanese version)
John Ford's cavalry trilogy, for the grandeur, and because the epitome of fantasy is John Wayne in a cavalry uniform.
Quigly Down Under, because Sellack's mustache is so cool.

You've Got Mail. I am a sap.

A League of Their Own. I need to pull it out and watch again soon.

I'm with bluesapphires: I love Clue. I get such a kick out of that movie.

10 years plus: Dirty Dancing; Airplane (I like silly stuff); Spaceballs; Don't Be Afraid of The Dark - the original; Murphy's Romance. I could go on, but you get the idea.

Less than 10 years: I hope animated movies count! Rise of the Guardians is my current favorite. And drawing a blank on anything else!

Here Comes Mr. Jordan