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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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When a female performs fellatio on a male while he consumes a nice juicy steak.
On March 14th I better get a win win.
Win Win by Council of Men March 7, 2012
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..
win-win by Gumba Gumba February 25, 2004
Something everyone loves and wants to have/achieve.
Person: He is such a Win-win
Win-win by emilie_thesv February 2, 2021
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!"
Win-win by Wolf man May 22, 2012
Woman lays belly down so her head is near the edge of the bed. The male places his penis in the woman's mouth, so that the deeper he gos, the harder he can press on the ladies back. The purpose being that they both get what they want. She gets a back rub, he gets head. The deeper he gos, the better\harder he presses on the back.
Her: baby, can I get a backrub?

Him: I've got a Win-Win for ya, dear.
Win-Win by Piratevalandi May 10, 2018
Describes the mutual benefit and result when a brave human shares their life story.

The human feels more connected with themself.

The other humans feel more connected to each other.

The web of humanity continues to grow through individual life stories.
Brave human shared their life stories to benefit future generations while also discovering personal reflective gems - it was a WIN-WIN.
WIN-WIN by the WIN/WIN September 6, 2020
More from Urban Dictionary

square grouper

Nickname given to bales of marijuana thrown overboard or out of airplanes. Origin is reportedly from members of the US Coast Guard in the area of Southern Florida.
"Base we've got some square groupers floating outside of Miami harbor."
square grouper by slipsheet November 6, 2004
Word of the Day on October 7, 2026
A girl who does ballet and only talks about ballet. Her schedule is filled with dance classes which does not allow her to do any other activity.
"Hey, do you know that girl Sally?"

"Yeah, she's kind of annoying. All she ever talks about it ballet."

"Wow, what a Bunhead."

"Hey Sally, you want to hang out this weekend?"
"I can't, I have dance."
"You're such a Bunhead."

"Yeah... I know."
Bunhead by Jen00 October 24, 2014
Word of the Day on October 6, 2026

trucker's tan 

A sunburn or suntan focused on the left arm. It is caused by the left side of the body being the only half that gets exposed to sunlight while driving. Presumably, it would be located on the right side of the body in countries where they drive on the left side of the road.
I had a trucker's tan after driving for 10 straight hours on a sunny day.
Word of the Day on October 5, 2026
The phenomenon where adults salivate at children's toys
Every time I walk into the toy aisle, I catch myself kidulting over the latest action figures and LEGO sets!
kidulting by Emotional Cruiser October 12, 2025
Word of the Day on October 4, 2026
British slang for a scientist or technical expert, esp . when the speaker is not certain of the expert’s specific field of study. Not necessarily derogatory, but typically used by persons without a technical background. In the US, the equivalent would be “egghead”, “squint”, or “geek.”

Origin of the word is unknown. Started sometime in World War 2. Given the typical evolution of British slang, could easily have started because what these experts did was confusing or “baffling” to the common person.
According to the boffins downstairs, the murderer used a serrated blade.
Boffin by Agnon February 11, 2023
Word of the Day on October 3, 2026
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