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How 'classic' is classic? Anything back more than about 20 years is mostly a mystery to me. But just a couple of my all time favourites movies since then are (and trying to avoid anything reasonably recent or hugely blockbuster-y that you've probably already seen):

- Chasing Amy, and Clerks, although for the full Kevin Smith effect see all five Kevin Smith movies in order. Be warned they're each very quite different movies. Mall Rats requires you to be in a very silly mood first, and Jay and Silent Bob Strike back even sillier.
- Rosencrantz and Guildenstern are Dead
- The Princess Bride
- Amelie
- The Big Lebowski
- Das Boot
- Brazil
(warning: last two films not to be viewed when in even the slightest state of depression. Not even if all you've done is stubbed your toe)

Um, there are more, but I need to go to bed...

I suppose classic in the traditional sense (old which has stood the test of time) and recent decents too. :) Generally top fillums which need to be seen.

As for ones which I may have seen, worry not - I've been seriously crap about getting to the cinema to see much other then Potter and LOTR in recent years.

Ta for the suggestions. :)

Ah in that case, can I add:

- Moulin Rouge
- Spirited Away
- American Psycho
- Leon
- Mulholland Drive
- Memento
- American Beauty
- Donnie Darko
- Fight Club
- Requiem for a Dream

Ok really am going to bed now...

Sleep well. :)

Seven Samurai
Yoshimbo
High Noon
Casablanca

would be four movies that I really enjoyed that you might not have seen.

I have no idea what your tastes are or what you've already seen, so I'll just list a few of my favourite movies.

Near Dark (Best vampire film ever. Shame about the ending.)
Donnie Darko
The Usual Suspects
Wings of Desire (aka Der Himmel Uber Berlin. German with subtitles.) (Avoid the remake - City of Angels)
The Princess Bride - Hilarious. Fantastic film.
Nightmare Before Xmas
Hana-Bi (Very moving, really quite funny in places but also violent. Japanese with subtitles.)
Leon

Bearing in mind I'm away from the inspiration of my DVD collection and my memory's crap here's some of my thoughts (in approx time-order with recomends of other ppl removed):

Kind Hearts and coronets
Inherit the wind (for when in an intellectual mood)
Monty Pythons
Blues Brothers
Dirty Dancing
Cyrano de Bergerac
Les Visiteurs (the original, not the heinous remake)
Pride and Prejudice (BBC)
Le Bossu
Life is beautiful
Ever After
Zoolander
X-men and X-men 2 are classics no matter what anyone says!

Eternal Sunshine of the Spotless Mind and Lost in Translation are two of the best films I've seen recently.

Oh, and Breakfast at Tiffany's!

I'll second all of those!

Some others:
Oceans 11 - so many pretty people!
Master and Commander - a really cool action documentary
American Beauty - Kevin Spacey at his best
Singin' in the rain - a proper classic
Blues Brothers - a not so proper classic
Dogma - I've always loved this film, but many people apparently don't like it.
Gosford Park - a classic murder mystery with a who's who of british acting
Ice Age - Tae-Quan-Dodos!
Shawshank Redemption - a beautiful film

Oh, do you like really really scary films? I hate them, but Dark Water (whilst being utterly terrifying and giving me nightmares) was one I could appreciate as a well crafted *thing*.

It's the one that the bloke-who-did-Ring did after he'd practiced with Ring.

People may have posted these already, but I care not:

- Casablanca
- O Brother Where Art Thou
- American Beauty
- Moulin Rouge
- The Big Lebowski
- A Streetcar Named Desire
- This is Spinal Tap
- Almost Famous

I know I'm forgetting things, but those will do for now.
- The Princess Bride

Well over a third of my DVD collection consists of martial art movies (surprise), but I shall contain my enthusiasm for them to 50%:

Grosse Pointe Blank
Romeo and Juliet (1996 Baz Luhrmann)
Gladiator (well I still watch it lots)
Dune (David Lynch, infamous if not classic)
The sixth sense (cleverer than "the others")
Good Will Hunting (Matt Damon at his best)
The Tailor of Panama (Pierce Brosnan defines "smooth criminal")
... and now the action films
Matrix Reloaded (I don't care, see it again, and again...)
Young Master (Jackie Chan)
Crouching Tiger, Hidden Dragon
Drunken Master (Jackie Chan)
Magnificent Butcher (Samo Hung)
My Father is a Hero (Jet Li)

ps make sure you watch the martial arts in the original language (usually cantonese, sometimes mandarin) with english subtitles, the english dubbing is heinous and the sound effects are almost always off.

I realize I'm a little late, but I've been busy. Sorry.

-Maltese Falcon
-Identitiy
-Labyrinth
-Auntie Mame
-Girl with a Pearl Earring
-Dial M for Murder
-Blow
-I Capture the Castle
-Butterfield 8

Can't be arsed listing all the good films. Here's some random films which I shall not attempt to justify:

• The Sure Thing - Rob Reiner RomCom/Road Trip movie with John Cusak
  
• Empire Records - not crap teen flick (a rarity) about redemption, with a funky soundtrack. Make sure you get the Extended Edition. Really. And watch all the additional scenes too.
  
• 12 Angry Men - so good. Watch the original black and white, not the remake
  
• Pitch Black - jumpy not to scary scary film. Good concept not overly spoiled by Vin Diesel being Vin.
  
• Josie And The Pussycats - The silliest film I could possibly think of. And much fun too.