During Charlie Sheen's "reinvention" of himself as a tiger-blood-dripping warlock, one of his favorite mantras is "WINNING!" This particular usage is most common on Twitter, where the pound symbol (#) indicates a trending topic to follow.
Face it folks, you just feel better when you say it. #WINNING
#WINNING! #teamsheen
RT @ParisHilton @CharlieSheen Hey Neighbor, I think I might have #Tigerblood ;) and I'm definitely #Winning! Can't wait for #Sheen's-Korner
#WINNING! #teamsheen
RT @ParisHilton @CharlieSheen Hey Neighbor, I think I might have #Tigerblood ;) and I'm definitely #Winning! Can't wait for #Sheen's-Korner
by jimmyjohnbrown March 26, 2011

A solution to a conflict which not only benefits both parties involved, but also benefits the mediator for having successfully mediated a conflict. Deemed the most optimal result of a conflict and coined by Michael Scott in the Conflict Resolution episode (twenty-one of season two) of The Office.
by Free6000Bush July 1, 2011

A term a smarmy salesman or manager uses to tell you that both parties have positive outcomes from a situation. This is rarely true. see Enterprise bargaining
So you see here we have a win win deal.
Oh yes of course, you take my old car for nothing, and i pay off this new one for the next 38 years, i am a winner then arent i?
Oh yes of course, you take my old car for nothing, and i pay off this new one for the next 38 years, i am a winner then arent i?
by jamesbrown May 1, 2003

by racerfatty July 14, 2009

A win-win situation is where all outcomes are desirable.
If you kill him, you'll get respect and the cops won't touch you.
If you don't kill him, someone else will whack that asshole..
If you don't kill him, someone else will whack that asshole..
by Gumba Gumba February 25, 2004

by emilie_thesv February 2, 2021

by Andy Winsamosdebla January 5, 2009
