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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

piddlefart

verb. To waste time doing nothing.
Instead of doing my homework, I decided to piddlefart around for two hours.
piddlefart by Rene April 25, 2005
Word of the Day on October 9, 2026
anyone who succeeds in disgracing/over indulging themselves in the throws of clubland
28 hours and 4 clubs later, gurning for england but still refusing to go home - a total wrongun!!
wrongun by bevvers March 21, 2007
Word of the Day on October 8, 2026

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
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