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Charlie Sheen Winning (also known as CSW for short) Is a disorder in which one feels that no matter what they do, they are always "winning" at life. CSW is quite similar to insanity except with CSW, you KNOW you're being crazy. You just don't give a fuck.
Micheal: "I have two porn star girlfriends who watch my kids and cook food while I do some nasty things to them in the bedroom! And I have NO idea what to buy next!"
Zack: "Damn man, you must be Charlie Sheen Winning!"
by Subzero88 April 26, 2011
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