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A situation that appears to be very awesome (very WIN), but then turns to a very shitty situation (very FAIL).
Dude! Sara is breaking up with her boyfriend...but she says she doesn't want to date for a while...so WINFAIL...
WINFAIL by John Smith74 March 5, 2008
Related Words
When you get a kill in a game, and are subsequently killed immediately after, by whatever means.
"In MW2 I no scoped some douche camper, but then I ran into his claymore, WINFAIL"
WINFAIL by Grand Body March 29, 2010
One of the greatest destroyers in history, and was loved by all.
That MEB Railgun tank is going to burn for destroying the USS Winfall.
winfall by Empress Saki December 28, 2016
A term used to describe how much of a miserable failure as marketed by companies pushing to make money off people thinking it was a decent alternative to the almighty cat-5.
"I have no network access! My WiFail is fucked again!
"Dude, ditch your WiFail and go back to the traditional stuff."
wifail by mooodi May 20, 2007
a term used to express the failure or inefficiency of your wifi connection; pronounced wy-fail
Copyright Derrick from SA, TX
Chris: Hello...
Chris: are you still there?
Chris: Hello...
Derrick: I was disconected again, stupid wifi
Chris: dude, you've got wifail
Wifail by ChrisSATX September 6, 2009
a win directly followed by a fail and vice-versa
"I broke and fixed my iphone all in the span of 5 minutes. WIFAIL"
wifail by bantika February 18, 2010
More from Urban Dictionary

pajama casual 

Pajama casual is a term used when working from home and preparing for a video conference. All business above the waist and your pajama pants down below.
We have a Zoom meeting in a few minutes and I’ll probably go pajama casual.
pajama casual by jrod-knows March 31, 2020
Word of the Day on October 14, 2026

funflation 

The recent boom in consumer spending on entertainment and experiences with a high demand running up the cost of enjoying of those experiences.
I’m trying to go to this Taylor Swift concert but the funflation has made it so impossible for me to afford tickets.
funflation by Dfree523 November 17, 2023
Word of the Day on October 13, 2026
A US deep south term for an alligator. Usually used in the Cajun dialect.
Take the big pirogue, I saw a huge swamp dog out there earlier.
swamp dog by Crystal Ambrose May 22, 2006
Word of the Day on October 12, 2026

Throat Sweats 

The feeling and build up in your mouth/throat of saliva that sometimes accompanies nausea.
Oh man those burritos gave me the throat sweats, I hope I don’t have food poisoning.
Throat Sweats by TacoFings420 April 23, 2024
Word of the Day on October 11, 2026
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