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

Coolios amigos

That's cool/alright, my friend.
Amigos is a Spanish term for friends.
Can be stylized as "Coolio amigo" for singular form. But, for some reason, the plural form sounds way coolio.

Amigo: Bro! I've a pending submission, will talk later.
Bro: Coolios amigos

by supr-dupr May 14, 2021

Coolio bagoolio

Something so cool that no one can stop themselves from admitting how cool it is.

It was so coolio bagoolio how that girl didn't break her foot after jumping off the Empire State building.

by zxcraous February 12, 2014

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 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

Ska Coolio

The Art Of Someone Or Something Being So Cool Its Worth Its Own Word. Ska- Coolio

That Is Soo Ska Coolio

by Ska-coolioness August 17, 2008