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1.
A place that is best to avoid. But if you are sent to one, the secret is: kick someone's ass your first day, or become someone's bitch.
"We're not going to minimum-security white-collar resort. No, we're going to a federal pound-me-in-the-ass prison!"
by Dan April 05, 2005

Words related to pound-me-in-the-ass prison

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2.
in reference to "Office Space" meaning hard jail time, which means there is a good chance of getting raped by someone named bubba.
Ned: How much trouble could I get into for lifting this douche bags wallet?

Frankie : Yea i'm pretty sure that comes with a pound me in the ass prison sentence.
by Doggtown31LCC December 26, 2011