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 15, 2024

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 joe bob

cool; good;

Person 1: I called an uber.
Person 2: coolio joe bob.

by lisabella June 29, 2016

coolio

This word is a new cute way to say cool. It is mostly used by females. This word is also usually used in text messages.

Micha: Um.. do you wanna go on a date with me?
Erica: Yeah! That would be nice!
Micha: oh! I'll pick you up, tomorrow at The Git at 5:05?
Erica: Coolio! I guess it's a plan!

by Yuh Yuh YUH YUHH March 9, 2019

Coolio

A way to say something is awesome or amazing that's more interesting than just saying "Cool"

James: "dude my dad just bought me a car"
Jason: "oh coolio"

by RobertJamesT3 May 8, 2017

Coolio

Youngin's lingo for "cool". --e.e.c

U got your kicks from melrose? Coolio!

by Manang August 16, 2011

Caleb the 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?!?!

by a stupid ass loser June 6, 2022