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1.
When you pour a beer, down your back, through your crack, off your sack, into your shoe, and then you drink it.
Jimmy B is one sick fuck...he did three cracky sacks last night!
by Tristram March 29, 2003
16 6
 
2.
Slang: Masterbation (Male/Female)

To engage in the act of feverish masterbation.
Hey Jimmy, Why don't you give up being a musician and harness your true calling as a professional crackysack player.
by The Seeker January 08, 2009
1 1