pound-me-in-the-ass prison 

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!"

pound-me-in-the-ass prison by Dan April 5, 2005

pound me in the ass prison 

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.

pound me in the ass prison by Doggtown31LCC December 28, 2011

federal pound me in the ass prison

correction to first example: the correct quote is "white collar resort prison", not "white color resort prison"

see above with "federal pound me in the ass prison"

federal pound me in the ass prison by dNguyen September 8, 2006

Federal pound-me-in-the-ass prison 

Word used in the movie Office Space by Michael to describe the world of horror they will soon be in when the company finds out about their money stealing scheme gone-wrong.

"I herby sentence you to five years in Federal pound-me-in-the-ass prison."

Federal pound-me-in-the-ass prison by Joshie G. April 26, 2010

federal pound me in the ass prison

A quote from the movie Office Space.
See also white color resort prison.

"We get caught laundering money, we're not going to white color resort prison. No, no, no. We're going to Federal pound me in the ass prison" -- Office Space

federal pound me in the ass prison by Stavr0 November 19, 2003

federal pound me in the ass prison

A prison where the daily routine involves much cornholing.

Kenneth Lay should be sent to federal pound me in the ass prison

federal pound me in the ass prison by cutefuzzysquirrel May 5, 2003