What is You Know You're Cool When?
1.
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:
1.
The act of inserting an umbrella up someones rectal passage, then opening it, usually ripping their ass apart.
Wife - "Hey honey, ..
