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Can’t win for losing

When you voluntarily lose (to make someone feel better, to end an argument), and then the situation gets even worse. So, what you thought you would gain by losing on purpose is lost anyway.

It’s a colloquial equivalent to paving the road to hell with good intentions.

(A lot of people writing their definitions for this are trying to make logic out of the phrasing but weren’t around when this phrase was more popular, leading to incorrect definitions.)
I let my spouse win the argument to calm down the situation, and now I’m getting criticized for not sticking up for myself. I can’t win for losing!
by Jemie Weino October 8, 2022
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Can’t let go

Fred:what’s the 5th level in gd?
Me:can’t let go... DUH
by Emblitz July 14, 2018
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I can’t even

Example one: Kari

Example two: Katrina
Kari in a bubble bath with a glass of wine talking about her (perfect) life to her sister: “I can’t even”.

Katrina lounging in front of her electric fire complaining about her coffee roasting business (also perfect life) to her sisters: “i can’t even!”.
by itsfinecuziloveyou June 6, 2025
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