Coolio 

A way of saying 'cool' often used by annoying women. Usually used by an individual to make them seem more intersting than they actually are (often to people they have recently met).

Anna: Hi Jen, my friends a i are going to a night club on saturday if you're interested?

Jen: Coolio!

Anna: <shudder>

Coolio by pablohoney78 November 23, 2011

Coolio 

You bassically jhus say it on msn when somefin is cool.coolioo

Tyra:Nuffin Much you.
Nicole:Im Iytee
Tyra:Coolio

Coolio by Yungahh Remmiie May 5, 2009

Coolio 

Agreeing with someone and at the same time coveying the coolness of the idea/plan or situation. A cool alternative to alrite or ok.

pronounciation: koo-leo

Q:"wanna go get a drink?"

A:Coolio (ok, alrite)

person 1:how did ya like that ride?
person 2 : coolio (yeah was awesomeness)

Coolio by Vaar October 23, 2009

coolio 

basically cool with an io on the end similar to gnarlio (originating from gnarly)

aaah coolio

coolio by kat proud goupie of the [maui monkeys] and maui-monkey daughter June 4, 2004

coolio 

a great mc, and mentor to uncle jesse.

Yo, man! You so coolio, dog, chump, yeah.

coolio by anonymous March 31, 2003

coolio 

very cool, great, awesome

Hey, isn't that top so coolio?

Yeah, sounds coolio. syt!

coolio by apollajade January 21, 2005

coolio 

1)to be cool or awesome. 2) the act of appreciation. 3) a term of endearment

Jill: i won the lottery!!
Anna: that's coolio

coolio by heartpineapple6 April 30, 2009