Top Definition
Used as an expression when someone does something so randomly stupid its funny. its sort of like, the action is the word after the "u know ur cool when" so "u know when ur cool when (you've peed in a can)"

guy:i just peed in a can
girl:You know you're cool when
#u kno ur cool when #u know ur cool when #you know you're cool when #u no ur cool when #u knoe ur cool when
by the coolest guy November 08, 2006
4 Words related to You Know You're Cool When
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