1) Derives from the horrible, horrible PC game, Big Rigs: Over the Road Racing, quite possibly the worst game ever created. When you won (which was every race), a 3 handled golden trophy would come up along with huge lettering "YOU'RE WINNER!". When you raced again, the term wouyld come up, even though you didn't win yet.
2) Used as sarcasm
1) Big Rigs: Off the Road Racing sucks
2) Guy 1: "So I knocked up this underaged girl the other day."
Guy 2: "Wow. YOU'RE WINNER!"
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