Hot Rod. I have watched it 25+ times and I laugh my ass off every time.
Synecdoche.
Cinema Paradiso.
The Third Man (1949) if I had to pick just one. It is cinematic poetry from start to end.
My favourite is Withnail and I. I haven't seen Snatch in quite some time though. I will watch it now, I think
John Carpenter's: The Thing. I have seen this movie well over 50 times in my life, and I will probably watch it 50 more before I die.
Garden State. Not because it does anything particularly great but simply because it's themes and insights to the world were spot fucking on where I was in my life when I first saw it.
Gladiator
It's really hard to say to be honest, so I'm going to go based on the movie I watch the most frequently (and I can back that up with 4ish years of media server stats!), so with a total of 49 views during that time:
Scary Movie. Absolutely hilarious, just about every scene makes me cackle. Scary Movie 2 is also a frequent watch (along with 3 on occasion, 4 and 5 if I'm baked out of my gourd), but that first movie is a pure classic.
Also honourable mention to my 19-views-in-the-same-time-period entry: A Haunted House, also by Marlon Wayans. Fucking hilarious, and has a decent enough sequel too.
My all time favorite movie is Castle in the Sky
Have to list several:
For beauty: Barry Lyndon (1975)
For humor: Bedazzled (1967)
For plot: The Eternal Sunshine of the Spotless Mind (2004)
For characters: The Third Man (1949)
For watching when I'm sick: A Bridge Too Far (1977)
My favorite always changes. Right now, it's Hideaki Anno's The End of Evangelion.
I also really like Chris Marker's Sans Soleil and Ishmael Bernal's Himala.
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