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1.
Engaging in a pointless activity; something futile.
Trying to prevent world hunger is just pissing into the wind.
by VAKI5 May 11, 2005
 
2.
Undertaking a task in such a way as to make undesirable consequence to yourself likely, when avoiding those consequences would have been easily achieved by a simple change in direction or approach. (i.e., pissing down wind instead.)
Dang, Jake, you're pissing into the wind telling the boss you're too hungover to work. Just call in sick.
by Coyotlboy October 31, 2007