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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?
Win win by jamesbrown May 1, 2003
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Win Sum Soon 

The name of an Asian coach, leader, or revolutionary that any failing group wants to call and bring into the picture.
I believe the cure for the Saints' recent miserable seasons is to hire Win Sum Soon.

This project is three months behind schedule. Where's Win Sum Soon when you need him?
Win Sum Soon by Adel7 January 16, 2008
Related Words

Win some medals

New code word for smoking weed, thanks to Michael Phelps, who won a record number of gold medals while blazed.
"Hey Johnny, wanna go win some medals?"
"Fo sho, let me go get my bong"
Win some medals by Dont Smoke Dope February 26, 2009

win-win situation

"Since i'm off Saturday, I can go to the party and the club too, so thats a win-win situation!!"
win-win situation by ATL 098 February 12, 2010

win button 

Any attack in a video game which is heinously overpowered. A good example of this is the AHVB.
"Who needs to learn strategy when all you have to do is mash on the win button?"
win button by Batrastard July 2, 2003

Win and Win

(n) A phrase used to describe the coolness of something; (adj) good, cool, the best
"Your shoes are win."
"You got the tickets? Win and win!"
Win and Win by racerfatty July 14, 2009

Win Butler 

Lead singer of The Arcade Fire. His wife, Régine Chassagne, is the co-founder of the band. A 6'5'' Texan who can be an asshole. Thinks about life a lot. He's also the ultimate babe.
Did you see Win Butler warming-up with his band? Wow what a well-built, talented babe!
Win Butler by mrs. shankly August 28, 2011