8
the time immediately after leaving a long term relationship when you rediscover your freedom and have sex with as many people as you can
he only just broke up with her and already he's shagged 4 other girls

oh he's just on a jailbreak
by little acorn August 28, 2011
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10
To unlock a cell phone from its service provider so that it can be used with other SIM cards from different companies.
To unlock an iphone from AT&T and make it a free bird. Just shove in any GSM tri-band SIM card and you are good to go! thats what you call jailbreak
by S.H.R July 12, 2008
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11
Usually followed by an Escapee, which is a fart that escapes while pooping or peeing this usually happens when on the toilet or at the urinal station. It is a series of farts escaping making a machine-gun like noise, when a jailbreak happens, it is wise to just act as though it never happened, this will ease embarrasment on your part and on the part of others within earshot.
"Dude it was so funny, I was washing my hands at the sink in the bathroom at Madam X's porn shop and a guy had a jailbreak, I was laughing so hard I dropped my ten porno vid's I had just bought!"

-True Story
by Rice Hater July 11, 2005
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12
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
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13
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 July 14, 2008
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14
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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