Jailhouse C-section

While in jail, a maximus black D is inserted into the anus of the jail mate and tears the bottom of the anus to the testicular region and will require stitching.

Joe:"Yo Bubba raped my ass so bad that it tore and I had to get stitches."

Jeff:"Damn sounds like he gave you a Jailhouse C-section."

by TheLegendofAustin November 3, 2012

Jailhouse Kiss

When a pair of prolapsed puckering anuses make contact with each other. Typically this is seen as a lesbian act. Multiple smooches in succession are referred to in plural as jailhouse kisses.

The two lesbian inmates performed gave eachother seven jailhouse kisses before the prison guard arrived with her string bean clit to set them right.

by anonymous April 29, 2024

Jailhouse Hair Dye

Hair dye made with kool aid or other candy/drink mixes in prison because inmates aren’t allowed actual hair dye

She had red jailhouse hair dye when she got out of prison.

by Amber’s Jail House Interview June 18, 2021

jailhouse hat trick

Getting anally fucked by three guys in one sitting

Sheila took a jailhouse hat trick today

by TheHolyMess May 2, 2016

jailhouse pizza

A concoction of the worst foods possible that are offered to prisoners in jail. It consists of ramen noodles, crushed up Doritos, and a singular slice of processed cheese.

Trig: I think I’m going to make some jailhouse pizza tonight!

Avery: GOD NO

by chef_trigramsey February 10, 2021

Jailhouse Wine

a wine made in prison using old grapes

Prisoner 1: i wanna get drunk

Prisoner 2: we have grapes let's make jailhouse wine

by fluffybunny20 November 29, 2011

Jailhouse Gym

A place inside of your extremely tiny apartment where you have purchased very low end or used pieces of gym equiptment/fitness apparatus's. This is due to the country shutting everything down, especially places in which you could actually boost your immune system via exercise (i.e., a gym, a healthclub or a yoga studio) but alas, you are trapped at home"for the health & safety of all". Bit by bit you acquire workout tools and video's, and as time goes on, you learn how to exercise in a 10 foot by 10 foot area-dodging couches, the dog, having your husband leave the room so that you can do some "Just Dance." A jailhouse gym is the poor man's only way to somewhat maintain any kind of workout or exercise routine, & is set up in an extremely small area where movement is barely possible.

Friend: "Hey, what have you been up to during the lockdown?" Me: "Just been trying to not go completely insane by working out in my jailhouse gym."

by ShakinBaby July 31, 2020