coolio 

Synonym of cool. Implies knowledge of notable rapper by same name.

Shockwave is coolio

coolio by Bungalow Bill October 19, 2001

coolio 

taking the 'mick' out of gansters,its now 'cool' to sound sad, adding an edge, lets face it 'cool' is sooo boring now

gee wiz..how cooooolio

coolio by kelly November 10, 2003

Coolio 

Very cool; the way a black person usually says cool; a rapper

"Man, that party was coolio!"
"Hey want to go to the Coolio concert?"

Coolio by S.Y.S. January 1, 2009

coolio 

Washed-up rapper. Regularly appears on TV shows where B, C, and D-list celebs are the norm

coolio by Alex January 26, 2003

Coolio 

This word originally was made by Rosalyn . It is a definition of something that is so cool it can’t even be described as the word cool.

Wow that guy Matthew is so coolio!!
She thinks she’s coolio but she’s just jay z

Coolio by Chickeeeeeennnnnnnnnnn August 2, 2018

coolio 

another way of saying cool but cooler

"you bought an IPOD coolio"

"you got a WII coolio"

coolio by guitarchick January 12, 2009

coolio 

A way of saying "extreme coolness"

Person: So wuts up?

Other person: skydiving
Person: o coolio

coolio by MR. BIGBY March 24, 2010