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What Charlie Sheen does best. He wins.
Charlie Sheen just got a twitter account, and his first tweet was that he's winning.
Winning by TheMechanic11 March 17, 2011
What used to be used as an adjective "That girl has a winning smile." Or a verb. "I love winning at tennis!" Has because of Charlie Sheen now become a derogatory term used sarcastically. Winning now means the opposite of winning but really losing or the act of being a loser.
Open to a restaurant with a bathroom door that locks.

Guy stands outside of bathroom waiting to go in since clearly the bathroom is being used. At that moment three guys walk out and one of them has white powder all over his nose while the other two have the sniffles.

As the crew walks past the guy standing outside of the bathroom goes, "Winning!"

And Scene
winning by kkortman March 21, 2011
having won a tournament of any size the winner then gets to choice to know there opponents secret.
winning a jousting tournament or just a win online such as on Facebook
Winning by Albertopooface June 15, 2010
What Charlie Sheen does.
The only thing I’m addicted to right now is winning. - Charlie Sheen
Winning by antibomb March 20, 2011
A word that after Charlie Sheen's excessive use... it doesn't sound like you're exactly "Winning" anymore.
Person 1: Hey Phil! Today I got fired from my job, my wife left me, and the court is going to take my kids. I got all the time in the world! WINNING!!! Wanna hang out?

Phil: FAILING!!!
Winning by Cindor March 21, 2011
What Charlie Sheen is doing right now/accomplishing in his life
What does that mean? oh yeah, it means im bi-WINNING
Winning by ariolaboogieman March 21, 2011