award winning 

This term is used to connote positivity, or negativity with a particular situation, or object.

On its own, the term is good. But, mix up your words a bit, and you can flip it around to make it seem bad.

"Dude I crashed into a manure truck the other day."
"I'm not surprised, your driving isn't exactly award winning."

"That Klipspringer is an award winning son of a bitch."

"Dude, Terry is so rico suave with the ladies, it's award winning."

award winning by Raney November 19, 2004

Bi Winning

The art of always winning weather your filiming two and a half men or slamming 7 gram rocks.

Liz and Dustin are bi winning

Bi Winning by oriental express 4 March 23, 2011

A winning streak 

Winning three consecutive games

Lou Brown: We won a game yesterday, if we win one today that's two in a row. If we win one tomorrow that's called a winning streak. It has happened before. SO LET'S JACK IT UP A LITTLE!

A winning streak by just a bit outside June 1, 2013

Near-winning addiction 

Excessive gambling habit indulged by grannies who keep buying lotto tickets and scratch cards thinking that near misses indicate a close big win.

Grandma is always broke. Any money you give her feeds her
near-winning addiction.

Near-winning addiction by rperazag May 15, 2010

Bi Winning

1.Winning over here, AND over there.

2. Opposite of bipolar

Interviewer: Are you Bipolar?

Charlie: Bipolar? Whats that? Im not bipolar, im bi winning.

Bi Winning by FranciscoTheRobot March 20, 2011

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

Winning Smile Day 

January 21st, the day where everyone if not all will wear the ROBLOX accessory Winning Smile.

Oh hell, tomorrows Winning Smile Day!

Winning Smile Day by Fascist Face December 13, 2020