Win-cest: Referring to the apparently lightly “inbred” nature of the residents of the town of Winchester, CT in particular and to residents of Northeast Litchfield county in general. Cuts across all social and economic boundaries. Might be a Raggy thing, might not. Not surprising really since many of the first families to settle the area are still here after 10 or so generations and have not moved more than a couple miles in the last 250 years. Often used unfairly to target people from Winsted since the populations of the surrounding towns of Colebrook, Riverton, The Hartlands, both East and West, Barkhamsted, New Hartford, Burrville, Winchester Center, Goshen and Norfolk are all at the very least equally lacking in genetic diversity. Let’s not get started on what happens when you cross the state line into the Berkshires of Massachusetts!
She's my 3rd cousin once removed on my mother’s side and my second cousin twice removed on my father’s side. i.e.: a Win-cest uous marriage.

From pretty much any front porch in Litchfield County, if you listen really closely, you can hear dueling banjo music drifting on the wind.
by DrDNA December 15, 2010

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Combining the words win and incest
It's pretty much incest (love between siblings) but wincest is when it's a win sometimes relating to sex but not all the time usually it's when your ship or otp are sibling and the end up together and your just over her like "YESS MY OTP, MY SHIP THE SHIP HAS DOCKED SOOOO MUCH INCEST BUF ITS SUCH A WIN IYS WINCEST!!!!!!"
Yaayyyy my ship is together it's a win! Wait but the siblings... So it's incest? Wait! ITS WINCEST!!!!
by Shion-chan February 01, 2015

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Incest (A.K.A. Wincest) is a perfectly normal, acceptable and natural act in which two people who are thoroughly related have sexual intercourse. This usually results in children who are very ugly and/or stupid, and in turn, fail at life. Such traits only appear on the first generation and if you have a whole bunch of incest babies then the ones with the defects will die off and it will weed out bad recessive genes and it results in genetically healthier offspring. But this only works if you have a lot, so if you do incest, have as many inborn babies as you can. Incest is one of the key tenets of /b/sexuality (i.e. one of the few things that can make a jaded /b/tard horny after being exposed to so much abstract pr0n), along with rape, pedophilia and gore.
Incest + WIN = WINcest
by desu² May 23, 2011

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Winning at the game of "Incest"
Dude i totally you totally just wincest with your sister.
by SeeJayy1 December 12, 2010

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Wincest is when you screw around with your PC. Combination of Windows, the OS, and incest, since with the amount of time you spend on your computer it's like a family member. You usually get some sort of STD from it, since the virus disabled the firewall.
It includes but is not limited to: adding RAM, updating drivers, installing new software/hardware, and actually humping the damn thing because you're so lonely.

It is also used to describe awesome incest, but that's a swiftly aging meme.
Wincest? This dude is seriously still calling anything that? Get a life dude.
OR
Oh my god see that guy with his laptop all opened up? Total wincest, get a room dude.
by Scrambled gEsg November 10, 2010

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When a person name Win makes sweet, sweet love to anyone in his immediate or extended family.
Win: Dude I had some epic, hardcore wincest last night.
Jack: Was it with Hope or your Mother?
Win: Neither, my father.
Win's Dad: 1,000 Gold!
by ShmurpleJammer January 21, 2011

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The city of winsted connecticut
"where are you from?" "well golly, i dun be from dat dang wincest"
by Ty54 March 15, 2008

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