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1.
When a girl (or woman that thinks she is still a girl) wears booty shorts where both cheeks are hanging out. This is is not to be confused with well known phrase "two sheets to the wind" signifiying that a person is drunk.
Wow, did you see Lindsey Lohan's shorts?

Yep, she has two cheeks to the wind!
by Deepthoughts July 01, 2013