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Jailbait 

Any situation which tempts a person to do something really stupid, and will likely land them in jail, hence the term. Examples include attractive underage women, an unlocked car with the keys left in the ignition, that rack of discount books that sits OUTSIDE of Hastings instead of INSIDE, etc.
See that Chevy over there? The red one? It's unlocked. I think I see the keys in the ignition, too. You should go check it out, man.

...

Yes, he took the jailbait! *dials 911*
Jailbait by Gulstab June 10, 2009
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JailBait 

Ben Mai; girl who is too young to hit because you'll get in trouble
JailBait by blahness October 2, 2003

Jailbait 

Something that is considered a risky or dangerous operation, most commonly applicable to a situation or circumstance that would be likely to result in you ending up in prison.
"Mate robbing a banks jailbait, house breakings is where it's at"
Jailbait by Ragga 418 December 9, 2015

jailbait 

"I'm 21 and I am IN LOVE with Nick Jonas!"
"Dude, that's illegal."
"I know! He's jailbait."

jailbait 

Jail bait is some 14 yr old faggot, who tries fucking around with someone 18 or older.
Rey better not fuck around with ryan because he's only 14, helluh jailbait!
jailbait by apo January 11, 2008

Jailbait 

A sub-genre of Japanese Pop/R&B music featuring stuttering 90's-influenced Timbaland-style beats and whiney, high-pitched underage girls singing about things they are too young to know about, possibly dressing Lolita-esque, and/or having provocative English song titles that may or may not have anything to do with the song content.
The entire first SweetS mini-album is totally jailbait.

Damn, Minimoni went totally jailbait on their 2nd CD.
Jailbait by Kid Whatever June 6, 2005

jailbait 

An UGLY nasty skanky slut who is underage and fucks anything with a cock. A girl who is jail bait will not only get you put in jail, get you a felony but she will also give you an std(:
jailbait ERIN MARIE LORTIE, skank slut whore
jailbait by m.sharpi3 October 17, 2011