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jailbreak

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The rare and exciting occurrence when one or both of a woman's breasts pop out of the bra accidentally and are exposed for all to see.
Woah! Jailbreak! Nice titty.

or

Dude, did you catch that near jailbreak?
Yeah, I definitely saw a bit of a nipple.
by The Grazer August 6, 2008
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When you are having sex with a girl, you shit on her face so she looks like a black person, and make her run around a dark room. Meanwhile, jizz on the floor so she slips and falls on her nose, giving a black n1ggar nose...
"Damn Niggs u sho gave dat gurl a mississippi jailbreaklast night!"
by MATZ789 July 14, 2009
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Jailbreak

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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 August 5, 2008
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Jailbreak

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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
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jailbreak

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to place an object in the anal cavity, often large and round.
by Mr. Swankie Pants January 30, 2009
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Jailbreak

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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 March 1, 2009
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jailbreak

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A term morons and teenagers (I'd say fag, but that's homophobic) use in place of "unlock," which refers, in this instance, to hacking a phone so that it may be used with service providers other than those intended by the manufacturer.
Person A: Damn nigga I'm about to jailbreak this phone! No mo' that AT&T shit for me.

Person B: Shut the fuck up.
by You are an Idiot February 10, 2010
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