1# Grossly insenstive, blantant lack of consideration or forethought; social ineptitude.

2# One who is on the verge of being deemed a stark, raving asshole.
DUDE: uh, I know invited you out for dinner, but I uh...left my wallet at home.
CHICK: Can you pay me later tonight?
DUDE: uh...not all of it, I just paid rent...but at least 10 or 15 bucks...does that mean you're staying over?
CHICK: Dude...Not Cool.
by 415man94102 June 4, 2014
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A term used when something either goes wrong or something is about to go wrong
You check your bank account and find you have not been paid.

You reply to yourself " Dude, this aint cool "
by Max "Chewie" Williams November 5, 2007
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