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3.
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"
by Thomual October 20, 2005
 
1.
Meaning Cool

Said in a cool way.

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

cool guy: "cooleo"
by Thomual October 09, 2005
 
2.
a word that means cool, but it's not cool. Like awesome it means cool but it's not.
Kid: Look at my new bike
Loser: Cooleo
Cool guy: Dude your not cool
by |) A |\/| |\| April 11, 2007
 
4.
A word to describe cool people called leo.
"Man, your one wickity wakity funkiliciouse guy. Infact your pretty damn cooleo, leo."
by Tok Snave August 28, 2009
 
5.
a description of life
year books are cool-e-o
by Courtney May 13, 2003