To ask someone for their completely honest and unrestrained opinion. Comments made while squaring with someone are considered of utmost secrecy unless specified otherwise by the person talking.
Holding a copy of a new game in his hand, Jake said, "Square with me, Chris. What do you think of this game?"
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A challenge; issued by a geezer to look him/her straight in the eyes. A way of showing how 'ard you are to others.
Square me the FUCK up brov.
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When fake hoes be hating on a nigga
You're ex is mad at you.
"Square bitches can't stand me"
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