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

how to win the game

The only way to win the game is if a person named Ethan, tells you that you have won the game.

Me: *thinking how to win the game*
Ethan: You've just won the game.
Me: AYOO, thanks bro!

by Christb123 December 17, 2021

Win

Get fucked in the ass

Hey guys, did you win against the Yugoslav Royal Army?
Yeah. We didn't score a single kill, but we won. We got raped from both sides

by joke0707080910 December 30, 2021

GR Stay Winning

"GR Stay Winning" Originates from a message sent down by MafiaBorn prior to a server restart after numerous attacks on the server. Circa 2022

"Yo bro have you heard we're getting DDOS'd?"
"Lol yeah bro GR Stay Winning."

by Kirwinning March 11, 2022

Double win

To describe a win-win situation.

I pissed in her mouth, and she spit it back in mine; double win!

by AidrankAileen January 29, 2022

Winning the pooh

Butt fucking

He was winning the pooh when he got his dick in the booty

by Prrsuasian April 16, 2022

Winning

There is no winning, there is only not losing what you lost the last time.

There is no winning.

by Solid Mantis January 2, 2021