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Cool as a school bus fire 

A facetious phrase used to explain how uncool a situation really is...
"Hey man, did you hear that Joe got arrested last night?"

"Yeah, that's about as cool as a school bus fire!"

Cool As A Moose 

Greg: Man, did you see Jim run over that douche?

Rob: I sure did! He's cool as a moose!
Cool As A Moose by Roblow26 October 2, 2008

Cool-As-Hell-You-Wish-You-Were-Us Weird 

Basically, we're weird, but we're definitely somewhat cool and you kinda (okay, REALLY) wish you were us.
Cool Kid: "You're weird. "

Us: "Yeah, but in a Cool-As-Hell-You-Wish-You-Were-Us Weird."

cool as a fan 

A phrase describing the ultimate in hipness.
Don't worry about bringing Tommy along. He's as cool as a fan.
cool as a fan by 8133 August 29, 2005

Cool as Shit 

The baddest mother fuckers around, currently reigning over the college hippy town of Bellingham, WA. Too legit to quit. Keep an ear out in your hometown for a chance to party with the crew that started it all.
Cool as Shit by gavamatazz December 13, 2010

Cool as a cucumber 

Being as a cool as a cucumber is a very hard thing to achieve. One must be intensely cool to be as cool as a cucumber. Cool as a cucumber means that you are one the coolest people of all time.
John was as cool as a cucumber. Everybody loved him because of it.
Cool as a cucumber by Uc0n March 15, 2019