winning

The recent bout of self-destructive behavior perpetrated by Charlie Sheen, as defined by the actor himself in the myriad of interviews he's given to the national press.
NBC's Jeff Rossen: "Charlie, you recently lost custody of your kids and got fired from your job as the lead actor on 'Two And A Half Men.' What's going on?"

Sheen: "C'mon, Jeff, isn't it obvious? WINNING!!!"
by dookeyboy March 14, 2011
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Winning

An ironic display of triumph over a situation that is, in fact, partly or totally self-destructive or harmful.
Example #1: "My kid got into Harvard and it'll cost me my entire retirement savings to send them there. WINNING!"

Example #2: "I'm a reasonably decent actor with a fat bank account, but I've chased two wives and five children away with out-of-control partying, drug use and violence that's laughable for someone my age. WINNING!"
by PFabian187 March 07, 2011
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winning

A lifestyle pioneered by Charlie Sheen and practiced by those in Sheen's Korner. This exclusive society demands Adonis DNA and tiger-worthy behavior of its members. You are either winning, or you're with the trolls.
Roger Ebert: I could get a million followers like Charlie Sheen did, but my wife would leave me and I'd be a poor lonely sap like he is.

Charlie Sheen: Yeah, you really don't know lonely till you've gone to town on 5 chicks at once. Still winning, plan better.
by fingerboom March 10, 2011
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that's a win

Addressing an accomplishment of some sort. E.g when your average friend scores with a hot chick that's a win
I picked up hundred bucks today that's a
Win

I just scored a piece of paper in that dustbin a 5 metres away that's a win
by MOTM November 02, 2015
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A Win

The one thing that Darwin, Dawkins, and Hawking have in common.
Man 1: I'm full of religious fail. How do I become a winner?

Man 2: By reading Origin of Species, God Delusion, and A Brief History of Time.
by 2hamsters1couple April 13, 2009
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Winning

Being on the drug known as Charlie Sheen
by DragonSpawn March 12, 2011
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Winning

Just being to cool for ANY ONE; being better than everyone else. Also is now a famous quote by "Charlie Sheen."
Well lets just say you will never know what winning feel likes.
by Rlvers March 11, 2011
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