Mondo Coolioso

Hawaiian for "major douchebag". Pronouced "cool-e-o-so".

Guy 1: John's a fucking tool.
Guy 2: Yeah he's a real Mondo Coolioso.

by Mondo Coolioso May 7, 2011

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

Caleb the coolio

caleb is an awesome guy you can always count on, hes funny, great awesome, someone you would wish to be friends with. He has an awesome friend group mostly known as the coolios, he likes writing, not that smart(im sorry), but is still awesomly cool. Hes an artsy guy, very great at drawing ( very cool )! Hes one of my greatest friends of the greatest greats! ( makes total sense but yk )..

Caleb the coolio is such a god damn nerd but is so cool?!?!

by a stupid ass loser June 6, 2022

Mr. Coolio

Boys who peaked in high school and thought they owned the school.

Oh, him? He peaked in high school. He was a Mr. Coolio.

by mrs hater January 16, 2022