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win the losing lottery

To win at something no one should be proud at winning.
I won, I was the dumbest that was there. Congratulations, you (won)/ win the losing lottery.
by foodboy96 March 30, 2024
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November 9th: lose virginity day

This day is the day where all virgins can have sex with whoever they want. Either have sex (if you’re a virgin) or take the virginity of a virgin
Hey bro, have you heard it’s November 9th: lose virginity day, i’m going to take your sisters virginity
by BigDaddyPablo November 9, 2019
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Lose a shit

The act of shitting yourself in a fit of extreme excitement or shock. Popularized by infamous cryptocurrency scammer Malone Lam, a 20 year old Miami resident who stole over $230M in Bitcoin on August 18, 2024.
Guy 1: *looking at Lam's crypto wallet* "That's probably 10 pretty pennies-"
Lam: "I'M GONNA LOSE A SHIT!"
by Degoa the Ham September 24, 2024
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Losing Bigly

The forgotten sport of ancient kings.

Once widely played by ancient Royalty, Emperors, and Dictators, the game was briefly revived in the 40's before once more falling into relative obscurity. With great fan-fare Donald J Trump re-introduced the game to the American public in November, 2020. In addition to solidifying his historic place in the game, Trump is an adept player, well-advanced in his skill, and is currently the top-ranked player. He continues to demonstrate a long-standing commitment to the game. The top-ranked challenger in the inaugural 2024 Losing Bigly Championship is Ron DeSantis, affectionately known as "Meatball" by rivals. While widely panned for his fashionable footwear choices, Ron is proving to be a worthy competitor in his own right. In the 2024 Championship, Trump is heavily favored to win with Ron expected to come in a close second.
Trump appears to be giving up golf and once more committing himself to losing bigly.
by Kickin' it Kiki August 14, 2023
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Losing your minds

What!? The AI is LITERALLY... MY STOLEN MIND! And YOU are freaking out about it!?
Hym "YOU are losing YOUR minds!? HA! From the AI? The AI is making you do that? 1. You were nutters in the first Goddamn place 2. It's MY stolen mind. AND... I'm in a fucking weaponized schizophrenia surveillance apparatus you fucking clowns how is that not the fucking thing that tripping you out here like what the actual fuck? You see how tone-deaf that shit sounds, doesn't it? Jesus. Look. I also have an infection eating away at my brain. FuuuAuuuuck me! YOU!?
by Hym Iam July 31, 2025
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Losing On Yourself

To lose one's mind/marbles. Refers to when an individual forgets obvious things or makes easy mistakes, similarly to the symptoms of going senile.

As defined by Peter Smith.
'You're losing on yourself because you put your shoes in the fridge!'

Amy is losing on herself because she confused a person with a cat.
by Giant Mushrooms July 4, 2011
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