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

Super duper snazzy

Faith is looking very coolio today

by Cooliolol December 20, 2020

Coolio boy

Coolio boy is you but cool!

Person 1:hey I am such a Coolio boy

Person2:hey me too!!
person1shut the fuck up

by therealcoolioboy June 15, 2024

Steve Coolio

The greatest R&B singer since Chris Brown in 2005. Often proclaimed by some to be better than Chris Brown.

Hey man, have you heard the new Steve Coolio song? That shit hits harder than Chris Brown

by JayDaWalker2005 September 27, 2022

coolio joe bob

cool; good;

Person 1: I called an uber.
Person 2: coolio joe bob.

by lisabella June 29, 2016

Coolio Toolio

Cool :D

Ur so coolio toolio

by 3p1k March 12, 2025

coolio

cool but with a twist to make it more enjoyable to say cool

boy: mitchell is coming over to hang out
girl: coolio

by lil scar April 10, 2021