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

Steve Coolio

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

by JayDaWalker2005 September 27, 2022

Coolio

When something is so cool, it is unexpressable by the word cool alone so the term "Coolio" is used instead.

Luke: I just finished this masterpiece
Penny: Coolio!

by Luketastic July 31, 2018

coolio

Coolio: Saying something is cool in a funny sarcastic way.

"Look idiot! I got a new phone"

"Coolio"

by Totallynotfara December 14, 2021

Coolio

When something is Coolio it’s not nye

Wowzers you’re so Coolio

by Katie amazinger than holly June 17, 2023

Coolio

A saying said by faggots that enjoy being pegged by their girlfriends.

“What do you wanna do tonight… wanna get pegged?”
“Cooliooooo” says Matthew.

by izzycorcoran October 9, 2023

Coolio

A response that your grandma, mom, or aunt says.

You: Hey auntie I got a new phone!
Aunt: coolio

by BarBar jinks July 17, 2018