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

<.7.9.7.6.>When You Scratch And SNiff YOu Lose Reflexes<.7.9.7.6.>

<.7.9.7.6.>When You Scratch And SNiff YOu Lose Reflexes<.7.9.7.6.>

<.7.9.7.6.>When You Scratch And SNiff YOu Lose Reflexes<.7.9.7.6.>

by TheSpartanicaOfAnyHellstromu3e April 28, 2025

Lose some truck

Means to kill yourself or for someone to try to do creepy shit to your your heart

Lose some truck, that C-10 never had a chance against some tree

by YournameisTwat June 18, 2025

lose my nut

To have a great day and enjoy yourself.

Hi, how are you?
Oh you know, imma lose my nut

by BiggerDickDaddy July 2, 2018

Music make you lose control

A phrase used when referring to a meme of a dancing triangle with the song 'Lose control' by american rapper Missy Elliott.

"Music make you lose control"
"Music make you lose control"

by Unkown_Zomb April 18, 2024

losing money costs you nothing!

When MAGA chuds can't think for themselves, they have others think for them. In this case, Trump crashed the stock market 3 days straight in 2025 and trillions were lost.

MAGA chud Benny Johnson proudly stated "losing money costs you nothing"

Normal American - Hey guys! I lost my 401K, stocks were worthless, and I can't afford groceries because of Trump's stock market crash!
Benny Johnson - losing money costs you nothing! brooo!!

by Trump-Epstein_list_missing April 10, 2025

losing slowly

Where you think you did good, but in the grand scheme of things didn't really do anything.

Vince Vincente is dead. He meant something a lot of people. And Lucifer just took all that and just twisted all that up and snuffed it out. Lucifer was bad enough when he had a plan, a motive. Now he's just having fun. I mean, how many people died tonight? Them, this, it's all on us. We let him out. We're not winning. We're just losing slowly.

by JellyfishINC December 17, 2016