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1. what CHARLIE SHEEN is
2. Winning is a constant state of enjoying life. It does not end, otherwise one was not truly winning to begin with. Hence, the suffix "ing"
3. It can be seen as an antonym of "hating" as the two often collide but "winning" is often exclusive. "Hating" relies on someone to "hate", one that is "winning" will do as he pleases regardless of what others have to say. When one is "winning" there is no bringing him down therefore haters are rendered powerless.
"Well, I mean, first of all come Wednesday morning they’re gonna rename it Charlie Bros. and not Warner Bros. Duh, winning! It’s, like, guys, IMDB right there, 62 movies and a ton of success. I mean, c’mon bro, I won best picture at 20. I wasn’t even trying. I wasn’t even warm."

Hater:Winning in what sense? Because some would say you're defeated now.
Charlie Sheen: They can say that but what kind of cars are they driving? What kind of girls are in their homes? ... Yeah, I said girls.
Winning by Skad8erateher April 12, 2011
This is an alternate spelling of the common term "Winning" It means to be awesome at whatever you do.
Simone Wien is Bi-Wienning
Wienning by fggyepiggwdx September 9, 2011

Are you winning? 

An old-fashioned phrase meaning 'how are you?' or How's it going?'
Alf: Hello Jim, are you winning?

Jim: Yes, I'm good thank you.
Are you winning? by Mantony July 5, 2010

Duh, Winning! 

Charlie Sheen can do whatever he wants, "Duh, Winning!"
A philosophy of life where defeat is not an option. A way to emphasize an event you consider positive. Popularized by the actor/philosopher Charlie Sheen.
The sun is shining on me, winning!

That's some great crack cocaine, winning!
Winning by DetoxTV March 18, 2011

i'm going to do so much winning 

The cocky, optimistic view of one's future success. The Donald, Trump, Trumpism, Trumpster, Trumper, Trumpet, The Apprentice, winning, Republican, winner, leader, CEO
I'm going to do so much winning when I start my new job, I may be CEO by the end of the year. You know who you sound like, I know I know, The Donald!