To be cooler than cool, ice cold, or the artist.
You're Coolio.
by Bobby Insert Name Here February 27, 2015
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A VERY Gay way of saying the popular term "Cool"
Hey man, i'll meet you back at my place
'Ight, coolio
by o0gokuo0 August 5, 2005
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Cool/interesting with a twist of funny
That movie was so coolio, dude!!
by Provemeright September 5, 2018
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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>
by pablohoney78 November 17, 2011
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You bassically jhus say it on msn when somefin is cool.coolioo
Tyra:Nuffin Much you.
Nicole:Im Iytee
Tyra:Coolio
by Yungahh Remmiie May 4, 2009
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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)
by Vaar October 23, 2009
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basically cool with an io on the end similar to gnarlio (originating from gnarly)
aaah coolio
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