Jail Time 

Coined phrase by "JOJO," which is a sex position where the partner is is on his/her back, with legs 90 degrees in the air and the penetrating partner's face in between those legs as if to look through jail bars.

jail time is example of a prisoner holding jail bars and looking through :-)

Jail Time by team esto November 21, 2013

Jail bait 

Little skanks that walk around thinking they look good trying to tease older men that can't get anyone their own age. Usually LIE about their age.

baby-momma-to-be, slut

Jail bait by Haywood Jablomi December 3, 2003

Jail Party 

When a line of men fuck each other in the ass usually happens in Jail

Hey bud wanna have a jail party?
YeAH Sure ain't gettin to pussy

Jail Party by Peaches and Princess Me June 20, 2005

jail break roblox 

Jailbreak is a fucking game that you get arrested by fucking noobs that suck

FUCK JAIL BREAK ROBLOX SUCKS

jail break roblox by Shiedjidjsnsisjdjeowkenjd January 27, 2019

Jail-lag 

Similar to jet-lag, jail-lag is the time/routine shift which a person experiences after being in jail for more than just a few days.

After serving 18 days in jail being forced into an unusual routine, a person experiences jail-lag after returning to the "free" world.

Jail-lag by NoMoreFederalGovernment! September 5, 2013

jail hot 

An ugly person who has became hot, over a period of time of incarceration, and lack of diversity.

Laura is ugly but as days go by and the more and more I look at her I wouldn't mind titty-fucking her while blindfolded wearing a horse mask. She is becoming closer to my standards as I have to look at her every single day, she is becoming 'JAIL HOT'.

jail hot by nipplepuncher22 February 13, 2014

Jail break shit

When you have a shit that wants out in the worst way. It doesn't care if your pants are down, it wants out yesterday!

Can't talk, I have a jail break shit brewing.

Jail break shit by Stingray Phil September 3, 2015