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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Pull out while having sex in a tall building. Head to the window, and the cumshot will blow off the condom and land on some ones head o..
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an attic that is impossible to get into and full of filth if you actually can get into it
dad: try again, son
son: do you know what th..
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When someone is about to perform oral services to a male, the male tucks his penis between his legs when the performer isnt paying atten..