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Not cool 

An expression on how something is... well, not cool. Very similar to the following expression: gay, retarded, lame, etc.
"Dude, you got drunk and danced naked in the middle of the freeway while singing "Jingle Bells" in Spanish?!"

"Dude, I know. Totally not cool."
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Not cool situation: When you get an "F" on your math test because you studied the wrong chapter... three minutes prior to the test ^_^
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*Bitch slap* <---- Not cool.
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Boyfriend: "I have something to tell you..."
Girlfriend: "You love me? =)"
Boyfriend: "Uh, I'm gay."
Girlfriend: "What? NOT AGAIN! This is SO not cool"
Not cool by Psych! December 28, 2005
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Not cool 

When someone has done something which causes you anger and displeasure. You respond by throwing down any item which you are currently holding and yell: "NOT COOL!". Of great importance: the item which has been throw down is now considered community property and may be taken by anyone witnessing said event.
Cool Guy: (walking into a room of friends/coworkers eating burritos) Dude, where's my burrito?
Not Cool Guy: I think they forgot to make it. Or maybe I forgot to order it. (smirks)
Cool Guy: (throwing down container of guacamole -- which he intends those in the room to now eat) NOT COOL!

Not cool 

That shit just is not cool, man. Why'd you desert your homies at a time of need?
Not cool by Anon255 February 13, 2013

not cool 

Failing to be cool. Trying to be cool and being just pathetic.
-John: Hey, girls! Look at my new trainers! I think they're great!
-Kate (to her friends): This guy is just not cool.
not cool by sicko2 July 25, 2008

Not Cool 

The opposite of cool, ne ‘uncool’.

Generally, someone who says they are ‘cool’ is ‘not cool’.
Blake says he is cool, but by doing so, Blake has proven he is not cool.
Not Cool by Dr. John Brown July 17, 2019

NOT COOL 

A term to describe yourself.
You: hey -teachers name-
Your teacher: don’t talk to me. You’re. NOT COOL.
NOT COOL by Alextherand0m July 14, 2019

Not Cool 

The ultimate phrase to describe those who are at times 'lame' as the terminology an American would maybe use.
"James is NOT COOL!"
Not Cool by DarkestMaiden December 14, 2008