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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
mugGet the Can’t win for losingmug.

nay myo win

Girl: omg he's such a chad and such a nay myo win !! <333
by asruby September 26, 2022
mugGet the nay myo winmug.

For The Win+Win+Win

Rare situation where a seemingly no-win scenario is reframed, redefined and represented, usually through the adjustment of multiple rules sets, until a greater than believed solution appears whereby all parties experience a more than satisfactory outcome provided they can recognize it.
Person 1: I love two people lol my friend who’s always there for me and supports my dreams and the friend I’ve been with, lived with and paid the rent for. What do I do?
Person 2: Whoa - Two options the best and the scrub. Gnarly.
Person 1: yeah either way I’m toast.
Person 2:No way! Right now you’re toast. you carry the scrub. Scrub for the Win, and you Lose-Lose. No bueno. Trust me. Marry the best person you ever met and fuck the scrub For The Win+Win+Win. You know we wouldn’t be here if he didn’t want it, and he wouldn’t do it if it wasn’t right.
mugGet the For The Win+Win+Winmug.
A buffer interjection of comic relief to be used at a proper time when one sees a friendly group conversation starting to turn awry. A seemingly innocent question that the group then engages in and forgets their ill-intended and possibly meaningless aggression and attempt to answer a simple non-meaningful question.
Bill (heated): I'm telling you, Johnny. You can't be pro-abortion, anti-Isreal, pro-union and a feminist at the same time.

Johnny: Bill, so you're saying that I have no rights to the 2nd amendment, be against child labor laws, while being a card-carrying member of the IRA?

Nick (interjecting): So, Who's Gonna Win the Superbowl This Year?

Bill: It's gotta be the Chiefs this year.

Johnny: No way! It's the Bills, man!
by Studs Lonigan III January 4, 2025
mugGet the So, Who's Gonna Win the Superbowl This Year?mug.

naw i'd win

A famous quote from the show jujitsu kaisen. It's a response to hen someone asks if you can beat your opponent.
Jim: hay do you think you can win against Greg?
Jake: naw i'd win
by Episodes 11 December 3, 2023
mugGet the naw i'd winmug.

Bi-winning

Reporter: there are rumors that you are bipolar...is this true?

Charlie sheen: bipolar? Bi-WINNING. I win here I win there. Got tigers blood, man
by Savvy6o7 April 5, 2011
mugGet the Bi-winningmug.

Win-Gasm

Win-Gasm : pronounced like orgasm except with win on the front.

When something is so Win (great/amazing/fantastic) that you have a win-gasm over it.

can also be used as a plural : Win-Gasmic
Have you seen the new invisible iPod, its Win-Gasmic

I saw the new invisible iPod in the window and had an immediate Win-Gasm
by S33dy August 16, 2009
mugGet the Win-Gasmmug.

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