damned if you do and damned if you don’t definition: criticized whatever you decide to do: . About the history and origins behind the famous saying you're damned if you do and damned if you don't. To be caught in a proverbial corner in which you can do or say two things, but either way the outcome is negative. (you're) damned if you do and damned if you don't definition is - —used to say that in a specific situation a person can be blamed or considered wrong no matter what he or she does. Stories behind Famous Sayings The Saying: DAMNED IF YOU DO AND DAMNED IF YOU DON'T Who Said It: Lorenzo Dow When: Before 1834 The Story behind It: American evangelist Lorenzo Dow decided at a very early age to devote his life to teaching the word of God and began preaching at the … Learn more.

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