A expression created bye cooper often used in a conversation to reply with politeness but also non-chalantly expressing you don't care
Random: I just beat Halo: 3
Me: coolio
by Ok6226 July 7, 2010
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The cheapest Halloween costume ever.

All you have to do is cut off a bunch of tree branches and glue them to your scalp, and you've got the hair down.
Person 1: Why do you have branches on your head?
Person 2: That's supposed to be Coolio's hair.
Person 1: OHHHH. Now I see it. -high five-
by XileLord December 11, 2010
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to bounce when a place (or block) is too hot (cops watching or coming)
""gotta go, coolio" means its gettin too hot" - B.I.G. , Brooklyn's Finest
by thecityismine December 1, 2005
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chris: coolio
gail: watch ya
chris: it means cool
by Checken April 16, 2008
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Coolios is the most awesome way of saying cool. it usual implies a bouncier happier personality and can be used to brighten an otherwise bland statement.
Rose: ...and then he kissed me!
Sarah: coolios, thats awesome!

Mark: you wanna hang out after school tomorrow?
Josh: sure!
Mark: coolios.
by wolferman August 28, 2010
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Used as a way to express when something is cool, but BETTER!?! It makes it also seem sorta more chill and relaxed with out seeming like you don't give any shits. In other words it make you sound cooler than you actually are... (Can be used like lemonz. Also, it does NOT have to be used in a single word sentence but normally is.
person1:I live on a rainbow
person 2: That's soooo coolio

or...

person 1: okay?
person2: coolio
by iziey September 19, 2017
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used to describe a person who is popular, nonchalant, and stylish

it can be used as a compliment or insult
if used as an insult, it means someone who thinks they are better than other people because of the clothes/shoes they wear or the money they have
compliment: Jason, the coolio senior, asked me out? OMGGGG
insult: you think you're mad coolio because you got one Gucci bag and your dad is sleeping with Jerry Russo from Wizards of Waverly place
by ur dad's prostate August 26, 2019
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