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Awesome/cool/swag. the swaggier way of saying 'cool'.
person1: my parents are finally letting me get a puppy!
person2: coolio!
An urban adaption of the popular term "cool".
Yea, thats coolio
I like ..... he's coolio
coolio by Shoe Gal February 22, 2005
When something is cool and awesome but in a dorky or cheesy manner. Such as pee wee herman, the fraggles, or watching the clouds pass overhead as you listen to owl city and sip on tea.
Sweet! I'll definately play hungry hungry hippos. That game is mad coolio.

Star wars is so coolio.

Obeying the law, getting good grades, and saying no to drugs. Darn, if those those things aren't coolio then I don't know what is.
Coolio by Kent Owens November 7, 2011
Coolio is cooler way of saying cool.
That concert was totally coolio.
Coolio by Sherman13 June 23, 2016
Coolio (pronounced Cool-ee-oh)
the peak of all that is cool. used as one word usually, and has that same basic meaning as the word 'cool' but said with an ittalian accent. doesnt have anything to do with cheerios.
LA - its coolios kid.

AJ - that hat your wearing is seriously coolio.

BOTH - coolio amigo!
coolio by AJ & LA December 9, 2008
a funky and fun way to say cool
you can use 'coolio' to brighten up a phrase
#1: hey, i'm gonna go check out that new movie later, wanna come?
#2: coolio! sure!
coolio by libragirl April 20, 2008