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A coolero is a married man whose wife has tricked him into thinking that the child/ren she had birthed while married to him are actually his although they look so unlike him in any way that only a friggin idiot would believe that they are really his. Spawned from Me, Myself and Irene when Jim Carrey's character's wife has three black boys and he never questions the paternity.
"Damn Bob, your kids look like the FedEx man more and more these days, you are such a coolero!"
coolero by Jacob Miller September 14, 2005
Related Words
Meaning Cool

Said in a cool way.

Also a Rapper
random person: "I like that hat you've got on"

cool guy: "cooleo"
cooleo by Thomual December 28, 2005

cooleroni 

when something is extremely COOL! Usually used when someone gets overly excited and they can not control themsleves.
Ashley: Hey I just won $10 million!!
Brittany: That's oober cool!!
Ashley: No, it's more than that...It's COOLERONI!!!
cooleroni by Menec October 17, 2006

CoolLeoGamingGR 

cool guy with a big dick
Me: Yo mam, have you heard about CoolLeoGamingGR?

Mam: Yea he has a big dick
Strange people/persons that wonder around the earth being loved by many and loving one.
Cooleen's roam this place.
Cooleen by Joe March 30, 2005
Meaning Cool

Said in a cool way.

Also a Rapper
random person: "I like that hat you've got on"
random person: "I like that hat you've got on"

cool guy: "cooleo"
cooleo by Thomual December 28, 2005