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A term, made popular by Charlie Sheen, used to describe succeeding in one's own world.
Person A: Hey man, what did you do today?

Person B: Well, I woke up, forgot to feed my dog, found out I'm back on my credit card bills, failed two tests at school and then I got pulled over for having weed. But I got laid by two chicks!

Person A: Wow, how you feeling?

Person B: Duh! Winning!
Winning by Winning2.5 March 26, 2011
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To accomplish magical things that most people will never see in their boring normal lives, generally by: banging seven gram rocks (and finishing them), thus making Sinatra, Flynn, Jagger, Richards, all of them look like droopy-eyed armless children; having Tiger Blood; not dying; having one speed: go; and being proud of your drug usage, because it was RADICAL!
Interviewer: "Are you bipolar?"
Charlie Sheen: "I’m bi-winning."
Winning by Mr Reklov March 30, 2011
An intrinsically motivated lifestyle in which there is no competition to "win" in the traditional sense since there is no "losing" to compare to. Winning is a way of life based on a determined dedication to doing only things that make you Win.
I'm quitting my job and partying all day.
-How will you pay for your house and car?
By Winning, that's how.
High on cocaine or other some other stimulant; popularized by celebrity Charlie Sheen.
1) I just drank three 5 hour energies - I am winning as hell!

2) Yo, let's get winning tonight!
Winning by hum27 March 17, 2011
What Charlie Sheen does.
Look at me, winning.
Winning by WWCSD March 18, 2011
The state of constantly destroying every obstacle in front of you. To be a step ahead of and above everyone else.
The only thing I'm addicted to right now is winning.
When you have tiger blood and do a drug called Charlie Sheen. You also have to be a warlock rock star from mars.
Winning by McGrimace March 25, 2011