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11.
Insane and irreparable damage to one's asshole. Mostly likely to occur in jail, from a huge black man named Bubba with his massive black dick.
Bubba: I'm about to give you a Jailhouse C-Section, prepare your asshole.

Max: What are you going to do to me?!

Bubba: Ask Jeff and Adam, they know all about it.
by SSuresh November 03, 2012
5 0
 
15.
when your ass gets torn from anal rape.
Bubba : I'm about to give you a jailhouse C-Section
by LAGviewers November 03, 2012
9 22
 
16.
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 03, 2012
4 24