n. a situation in which there is no hope of success. : I find myself in a no-win situation again.
Dictionary of American Slang and Colloquial Expressions by Richard A. Spears.Fourth Edition. Copyright 2007. Published by McGraw Hill.
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A situation certain to end in failure or disappointment, as in If the in-laws visit them or they visit the in-laws, either way they see it as a no-win situation. [c. 1960]
