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Used when something is extremely cool
"Woah man! That is maximo coolio!"
A wanna be who acts like that retard Coolio, gay.
Man, Jimmy is sure acting like that Gangsta Coolio,gay.
When you want to say cool with more syllables and meaning.
Guy1: I have herpes!
Guy2: Sucks to be you!
Guy3: I have tickets to the Weezer concert!
Guy2: Mondo-Coolio!
Superlative form of coolio. Extra-cool, with an overtone of surprise and awe.
Captain Ahab: I've seen the great white whale!
Queequeg: Coolio, Ahab-dude
Captain Ahab: I've eaten the great white whale!
Queequeg: Coolio Iglesio!
A kid who tries to be cool by acting like that wanna-be Coolio.
Man, Johnny is such a Gangsta Coolio. Look at him grabbing his balls like a retard. I blame Coolio.
A more stylish way of saying maximo coolio
"Dude! This is coolio to the maximo!"
coolio hoolio is a term coined by spanish backpackers which roughly translates to "cool"
dude 1 : hey would it be coolio hoolio if i fondled with your sisters jugs?
dude 2: keep dreaming fuck boi