The highest level of winning. Attainable only by those whose brain is not from this terrestrial realm.
by sheenite March 18, 2011

Winning in various parts of your life. In response to the question of whether or not he was bi-polar, Charlie Sheen spontaneously concocted the phrase in reference to his lifestyle that includes an extremely high income, a lot of attractive women (many porn stars and hookers) that will have sex with him and partying with lots of illicit drugs (cocaine, etc) and alcohol and surviving it. In addition he has beautiful children that he loves, so he believes he is winning at both ends of the spectrum in reference to his life.
Interviewer- "Some are saying that you're Bi-Polar?"
Charlie Sheen- "I'm Bi-Winning, I win here & I win there, now what?!"
Charlie Sheen- "I'm Bi-Winning, I win here & I win there, now what?!"
by TheTLShow March 18, 2011

Wife: "Can't we watch something else? This guy is a moron"
Husband: "I know I should look away from this Charlie Sheen interview, but I am bi-winning curious."
Husband: "I know I should look away from this Charlie Sheen interview, but I am bi-winning curious."
by Travis T of Justice April 6, 2011

by Punkkus March 17, 2011

by E-Men March 31, 2011

To win in multiple areas of your life at the same time. This was made famous as demonstrated by the master of this Charley Sheen.
by SwapMeetDude March 18, 2011

It is the inability to connect self-destructive behavior to self-destruction combined with an alternate reality where irresponsibility and lack of self-control are core values.
The word was coined by Charlie Sheen in an interview with ABC on February 28, 2011.
The word was coined by Charlie Sheen in an interview with ABC on February 28, 2011.
The judge took my kids, my house, and my freedom because he was jealous of my bi-winning, not because of the coke/hooker party.
by mbb98a March 19, 2011
