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A group of friends or individuals that cannot stop winning.
You already know were part of the winners circle...
A commonly played college frat boy game in which multiple guys masturbate in a race to slap their jizz on the door with a bullseye painted on it. Anyone to miss the bullseye, and the last person to jizz, mus then slam their penis in the door.
Frat boy 1: Hey guys, lets play The Winners Circle
Frat Boy 2: No man, I still heart from last time. I think I broke it.
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Winner Circle relates to a popular trend on TikTok where females will show off their ass when the lyrics "thick" occur.
E Girl- I'm doing the winner circle trend
Other person- oh cool, you should do it because you are hella thicc