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Boys who peaked in high school and thought they owned the school.
Oh, him? He peaked in high school. He was a Mr. Coolio.
caleb is an awesome guy you can always count on, hes funny, great awesome, someone you would wish to be friends with. He has an awesome friend group mostly known as the coolios, he likes writing, not that smart(im sorry), but is still awesomly cool. Hes an artsy guy, very great at drawing ( very cool )! Hes one of my greatest friends of the greatest greats! ( makes total sense but yk )..
Caleb the coolio is such a god damn nerd but is so cool?!?!
Just a simpler way of saying "aight, I agree/disagree shut up now"
A: "I want KFC"
B: "Coolio beans"
the act of trying to be cool, but endibg up looking like complete ghey douche bag
a word people try to used to make them sound but it jusy really annoys the fuck out of people
douche: hey guys wasnt that movie just coolioness?!!
guy: did you just fucking say "coolioness"?!
douche: yeah!!!!
guy: dude your a fucking douche!! get the hell away from me!!
The greatest R&B singer since Chris Brown in 2005. Often proclaimed by some to be better than Chris Brown.
Hey man, have you heard the new Steve Coolio song? That shit hits harder than Chris Brown