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"When Daniel beat Jonathan in the "yo momma" contest, he was considered winning!"
winning by Tom Nashed May 15, 2008
When someone is going through a self-destructing, downward spiral leading to a certain epic failure they may refer to it as "Winning." See also "Bi-winning"
Winning by krazzzz2000 March 18, 2011
Charlie Sheen's word for general success in everything in life. Made popular in a Feb 2011 rant and subsequent interviews.
The only thing I'm addicted to now is winning, I had a disease and I cured it with my mind. Winning anyone?
Winning by Shinra07 March 19, 2011
What Charlie Sheen exemplifies.
I'm Not Bipolar, I'm Bi-winning!
Duh, winning.
Winning by Mark Moyo March 20, 2011
A term made popular by Charlie Sheen representing extensive personal gain and accomplishment over others.

In some cases, it can also represent delusional egocentricity.
Good luck, you're gonna need it. I'll be over here like, WINNING!
WINNING by Erck March 18, 2011
Charlie Sheen, the totally bitching rock star from Mars.
Charlie Sheen, the totally bitching rock star from Mars is winning!
Winning by Explosianity March 24, 2011