A superficial piece of jewelry worn on the left ring finger indicating an added degree of difficulty in hooking up with her. Similar to a fat friend (challenge cow)
Matt: Dude I really want to fuck this chick.
Kyle: Bring your A game. She's got a challenge ring on.
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The fat friend that always tries to cock block because she's bitter no dudes want to fuck her.
I met the hottest chick at the bar last night but I couldn't close because her challenge cow kept fucking it up.