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Better than winner. Superior to all. No competition whatsoever.
"I am the winnest!" OR "The winnest of this game is him"
winnest by Ali G January 20, 2005

Winningest 

An unusual adjective that refers to both the subject and the author simultaneously.

Of the subject: Having the most wins.

Of the author: Being an idiot who can't be bothered to look up a real word.
"Michael Phelps is the winningest athlete in Olympic history"
Winningest by Tom2003 October 14, 2008

windigestion

Windigestion is when you have indigestion coupled with a bit of trapped wind, hence windigestion. It can be quite painful!
I should never have had those beans on toast tonight after that huge meal I had for lunch, now I've got a case of really bad windigestion.
windigestion by Lizzie the Frog October 9, 2008

Winningest 

This is not a word, though used by some people. As well as explained to be a word Winningest is not a word.
Announcer: That coach is the winningest coach in hockey currently.
Me: Dude, that's not a word.

winningest 

To have the most wins.
Our coach is the winningest coach is school history.
winningest by Anonymous May 9, 2003

Winningest 

Winningest is an adjective invented by loudmouth sports fans used to brag about their team’s past record. It is used to reflect their team’s past victories to deflect from their team’s current failures.

Nobody says a team is the ‘winningest’ unless their recent statistics are laden with failure.
The University Of Michigan is the winningest team in college football! (They haven’t won squat in 2 decades)

We have the winningest team in history! (Going back to when there were only a handful of teams & blacks weren’t allowed to play yet)
Winningest by Cellblockearth October 17, 2021