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Runners Up:
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5. Dr. Strangelove
Dude, have you been to the movies in the last 20 or 30 years? Seriously, I wouldn't have said anything but, Dr. Strangelove??? I like Kuprick as much as the next guy, but I wouldn't describe that movie as FUNNY.
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"Dr. Strangelove" is the ultimate in "dark humor". More "character" humor than slapstick, by far. But the lines are hilarious. The image of Slim Pickens riding the bomb or describing the contents of the "survival" boxes; George C. Scott's shock at letting the Russian ambassador see "The Big Board" - it's a humorous look at how the paranoia spawned by the Cold War could lead to such dire consequences. A similar movie - at least in terms of the dark humor - is "War of the Roses". A movie in which two people end up killing each other over a divorce. Dark, but the humor derives from seeing "normal" emotions carried to the extreme. And so it is with "Dr. Strangelove" - how "normal" emotions taken to the extreme produces the end results. It's seeing what those emotions produce - and the characters evincing the emotions - that creates the humor.
Yes, I've seen moves in the last 20 or thirty years - Mouse Hunt is just one example. But while I enjoy the so-called "juvenile" humor of a lot of today's movies, I find that what appeals to me more - and always has - are either slapstick, physical humor (Mad World, Mouse Hunt, The Money Pit) or "character" humor such as Arsenic and Old Lace.