coolioness

the act of trying to be cool, but endibg up looking like complete ghey douche bag

a word people try to used to make them sound but it jusy really annoys the fuck out of people

douche: hey guys wasnt that movie just coolioness?!!

guy: did you just fucking say "coolioness"?!

douche: yeah!!!!

guy: dude your a fucking douche!! get the hell away from me!!

by crAnk_[lynn marie] February 11, 2009

Coolio

Getting a rim job by someone from the Dominican Republic...

Pablo enjoyed The Coolio session

by Mylo Johnson January 14, 2022

Coolio

Possibly the cringiest way of saying cool

Your coat is coolio

by Rangolover5000 December 2, 2017

Coolio

The same as “cool” but when you say “coolio” it’s better.

Oh wow that’s coolio.
Coolio.
That’s pretty coolio my guy.

by Cocoloco12523456 December 23, 2020

coolio

when your so swag that your friends are even jealous.

Omg becky i’m so coolio of her!

by swaggertimes December 15, 2019

Coolio

A word made by a girl named Elana Prukop

That’s so coolio

by girl named kameron July 5, 2020

Coolio

Super duper snazzy

Faith is looking very coolio today

by Cooliolol December 20, 2020