Practically Lives Here
How Do You Identify?: Butch
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Join Date: Nov 2009
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"You can't win for losing"
The elaboration "You can't win for losing," with its added play on logic, was around in the 1960s. It means that losing keeps you from winning; you can't win because things keep going wrong. People would say it when something unexpected or a bit of bad luck spoiled their plans.
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