What is You Know You're Cool When?
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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
Random Words:
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see: overachiever
The over-achiever clicked on overachiever even though both spellings are used...
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Something that goes along with fail,
to make it something close to an epic fail
A: Whats 2 + 2?
B: 44
A: ... Would you like a buck..