Mr. Coolio

Boys who peaked in high school and thought they owned the school.

Oh, him? He peaked in high school. He was a Mr. Coolio.

by mrs hater January 16, 2022

coolio to the maximo

An extremely cool moment
even cooler than uber cool, its almost like the uberness of uber cool

"I'm so uber cool"
"well beat this I'm coolio to the maximo

by Hoare May 22, 2008

coolio fries

The term is used to compliment something or someone in an informal way
Similar to how people use the term "awesome sauce"

A: "I made this drawing"
B: "Wow! It's so coolio fries!"
A: "Yay!"

Another example:

A: "You're really coolio fries, B"
B: "Thank you!"

by 03.01 Silly Guy January 07, 2025

Coolio Docious

Something amazingly cool.

Nick Jonas is so Coolio Docious.
Rachel is such a coolio docious name.

by 500swag September 06, 2010

coolioness

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!!

by crAnk_[lynn marie] February 11, 2009

Coolioness

Coolness, but cooler.

“Bro you have so much coolioness today”
“Thanks bro!!!”

by snellie January 01, 2023

Coolio boy

Coolio boy is you but cool!

Person 1:hey I am such a Coolio boy

Person2:hey me too!!
person1shut the fuck up

by therealcoolioboy June 16, 2024