Unequivocally winning, regardless of circumstance, conditions, or whatever anyone else thinks or does. You have beaten life. Drive on!
Me: Wow Chase, you're really boned with that felony drug conviction, divorce, and rape allegation.

Chase: I don't care I'm Charlie Sheening this bitch still!
by CcoXo March 29, 2011
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Throwing a 36-hour house party with a pornstar, in which you watch 3-hours worth of porn, only to critique it and do a suit-case of cocaine, collapsing and being rushed to a hospital. You then spend the next couple of days of your life in rehab trying to put the pieces back together.
Anthony: Yo what happened bro? I haven't seen you in a month! Last time I saw you, you locked yourself in a room with a porn star carrying a suit case.

Henry: Yeah man, I still don't remember what happened! That's what I get for pulling off a Charlie Sheen...
by HeaDak3 February 2, 2011
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A true winner. A mystifying odyssey that refuses to stop calling itself Charlie Sheen. Also, a drug that will melt your face off and explode your body, unless you are Charlie Sheen when you take it. Again, so fucking winning it's ridiculous. He is self defined as a" High Priest Vatican Assassin Warlock", and clearly doesn't give a fuck if you don't understand it. Most of the time, and this includes naps, he's an F-18 bro, and he WILL destroy you in the air, if he doesn't deploy his ordinance to the ground of course. So clear the fuckin' way for Charlie Sheen because he is just that bi-winning.
I am on a drug. It's called CHARLIE SHEEN. It's not available. If you try it once, you will die. Your face will melt off and your children will weep over your exploded body.
by pureglaucoma March 5, 2011
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1) not bi-polar but bi-winning

2) a total fucking rock-star from mars

3) bangs seven gram rock because that's how he rolls
"You borrow my brain for five seconds and just be like 'dude can't handle it! unplug this bastard' yeah because it fires in a way that's um i dunno maybe not from this particular terrestrial realm" -Charlie Sheen
by soulless-archangel March 18, 2011
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A drug so powerful, if you try it you will die. Your face will melt off and your children will weep over your exploded body.
I am on a drug called Charlie Sheen. I made Sinatra, Flynn, Jagger, and Richards just look like droopy-eyed armless children.
by A Guy Named Rhino February 28, 2011
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Bagging a girl while intoxicated and paying for it and trying to bag her girlfriend or group of girlfriends at the same time and rate.
Sheila was really hot. After a round of sex, I tried to Charlie Sheen her girlfriends but they wouldn't take the "spare change" I had.
by Dennis Dragon August 17, 2006
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