When your penis dangles down one of your legs and partly exists outside of your underwear. Never happens when wearing tight pants.
"Yo dude, look away. I've got to put my hand in and stop a jailbreak.
by Deli God February 23, 2013
Get the Jailbreak mug.
Phrase used to describe a large collection of Niggers moving in any direction.

Although often used for comical effect by white people to Express the general feeling that black people cause trouble and should be locked up(1), It was originally used as a heads up for white people that the offending nigs would not understand to avoid being terrorised by large crowds of nigs(2).
1.White Kid(Marvelling at the Coons eating habits) : "Lol Check it out, Jailbreak outside Sam's Chicken."

2.

White Kid 1: "Heads up, Jail Break at 5 o'clock"

Kid 2: "Shit!, i'll throw a Banana in an opposite direction, that should distract them for a few hours"
by Theodore T Bag July 12, 2008
Get the Jailbreak mug.
The act of breaking the tether that AT&T has on your iPhone.
Once I jailbreak my iPhone I can use my T-Mobile card to make calls anytime I want.
by ZG June 10, 2008
Get the Jailbreak mug.
Describes the realisation that strikes at the exact moment one bends down to pick up the soap for the first time when incarcerated in a Correctional Institution.
"Tonight there's going to be a jailbreak, somewhere in Barlinnie."
by greatcollapso October 25, 2008
Get the Jailbreak mug.
When you have to fart really bad and when you do fart poop also comes out creating a jailbreaker.l
Kylee: Girl I just had a jailbreaker!
Makayla: Ew, so shit is coming out of your ass while you fart?
Kylee: Yupp!
by Jean Lynn McCass December 27, 2011
Get the JailBreaker mug.
A Roblox Game that you rob as a criminal and to arrest criminals as a police. This game is like Mad City.
by Ninjaguythelegend August 6, 2021
Get the Jailbreak mug.
The course of having you're sexual partner act like they're pushed up against prison bars and coming up behind them, saying "I'm gonna be yo wife tonight". A very rough move.
"Hey baby, Want to do the jailbreak later??"
by nutmyjuicygoose December 13, 2016
Get the Jailbreak mug.