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"Been spendin most our lives livin in a gangstas' paradice!"

-Coolio, 1995
Coolio: Been spendin most our lives livin in a gangstas' paradice!"

Henry: How the fuck did you get into my house?

Coolio: Power and the money, money and the power, minute after minute, hour after hour!
Coolio by YOURFUCKINGSEXYASSMOM April 26, 2022
Coolio is a word that originates from the word 'cool'. Many people use it as a substitute.
The people who use the word are trying to be unique and try to be different.
40 year old man : 'Woah, my action man is so coolio!'
Coolio by piano_226 February 28, 2007
synonym to cool, rad, narly, sweet, awesome, ect.. Something to say when you're excited about something, but to cool to squeal and show emotions.
Girl 1: Check it out! Selena Gomez is preforming in Portland!
Girl 2: Coolio!
coolio by yayayayacrazygirl January 24, 2013
To be cooler than cool, ice cold, or the artist.
You're Coolio.
Coolio by Bobby Insert Name Here February 26, 2015
A VERY Gay way of saying the popular term "Cool"
Hey man, i'll meet you back at my place
'Ight, coolio
coolio by o0gokuo0 August 30, 2005
Cool/interesting with a twist of funny
That movie was so coolio, dude!!
Coolio by Provemeright September 4, 2018