Engaging in a highly risky act (usually illegal) that has the high possibility of landing one in jail or prison.
Bitch please. I'm not smoking weed in public. I don't believe in taking Penitentiary Chances.
by menoenglish April 20, 2017
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When you've got good odds of ending up in jail or prison. When someone has a dad or a brother in prison, they've got penitentiary chances.
"Don't mess with him, he won't hesitate to mess you up. He's got penitentiary chances."
by heartofsouthcentral April 17, 2019
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