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Define Jail Fail Meaning

Jail Fail
Any time you undertake an action where the probable outcome is a quick trip to jail. Jail fails are the second from the bottom in the heirarchy of fails.

See also: Epic fail, death fail

Steve: So I'm pretty sure I saw you pedipass last night.
Austin: Yeah, I hope it doesn't turn into jail fail.
By Ainslee
Jail Fail
When attempting to Jail Break your ipod, you get to a certain step and fail, giving up all hope of ever doing it.

Uh, I got stuck on the recovery phase.. Jail fail.. :(
By Diana
Fail Jail
noun. Fail Jail is the zone where one is spiritually sent over the interwebs when they reach an unprecedented level of fail. Also: Faol Gaol, the British version of the term.

Noob 1: Gosh darn golly, I landed on 'Go', that means I get $400 amirite?
Noob 2: This is e-monopoly scrub, there aren't any made up rules. Go directly to FAIL JAIL!!!!11 lul
By Traci