When a large man in a prison molests someone and causes tearing in the anus
Bubba: Ima give you a jailhouse c-section

Other Guy: No, Please No *places hands over anus*
by LagTV November 3, 2012
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There's a Bubba in jail nailing ya and got nothing you can do about it, just huge black dick, you know what you can call that? You call it a jailhouse C-section
"I'm about to give you a jailhouse c-section"-NovaWar
by Warfrog November 4, 2012
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In lieu of pockets or a functional billfold or wallet, the use of one's anus as a recepticle for storing important items. Mainly implemented by members of penal colonies.
Q: "Hey brah, how did you get all of those Zebra cakes in past the guards?"
A: "Um, duh, I just stuck'em in my jailhouse wallet, next to the Swedish Fish and the Choco Tacos. The Choco Tacos are a bit melty, but damn are they exquisite!"

OR

Q: "Listen, broheim, how can I get a copy of the new season of Entourage up in this joint?"
A: "Yo, you should talk to Todd, that guy has the 'George Costanza' of jailhouse wallets."
by Comander Cool March 9, 2007
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The Jailhouse Burrito has nothing to do with food. It is a surprise you get when you accidentally drop the soap.
Bro did you hear Jimmy was was cornered in his cell and given the Ol Jailhouse Burrito

Damn that's why he hasn't walked right in a week?
by Rebbelins01 July 3, 2020
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the stitches given to an inmates but hole after being screwed by another inmate.
Jim was in so much pain when he came out of jail. He had to get a Jailhouse C-section
by Ironman_1 November 3, 2012
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