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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?
by jamesbrown May 01, 2003
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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..
by Gumba Gumba February 25, 2004
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a fantastic top acrobatic dancer idol who was in a kpop group named NCT and was born in October 28,1997. also is a visual and cutest baby chick. gotta stan him never regret. protect him at all cost
person 1: hey! do you know WINWIN from NCT?
person 2: yeah dat whoop whoop boy with a rainbow hair, innocent and handsome face and once wore shirt that wrote M.I.L.F hunter, right?
person 1:.... yep. thats him
via giphy
by imotaku January 19, 2018
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As discussed in "The 40 Year-Old Virgin," a win-win is the act of popping any kind of drowsiness inducing drug (Nyquill for example) and proceeding to jerk off. Whether or not one finishes before falling asleep is besides the point because "either way you win..."
Rob: "You going out tonight man?"
Gene: "Nah I'm staying in tonight. I'm pretty tired."

Rob: "You going for a win-win?"

Gene: "Great idea!"
by Wolf man February 27, 2012
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