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When a guy sees a girl who he thinks is attractive, he may show signs of this by staring or saying something. If someone else thinks the girl is underage, they may exclaim "Jailmate." It refers to the fact that if the guy who originally spotted the girl actually made a move for her, he would go to jail; as she is underage.
John: "Christ, she's fit!"
Chris: "Jailmate, I'm not sure she's done her GCSE's."

Alex: "Look at that Steve!"
Steve: "Jailmate, she's fuckin' 15"
jailmate by Snow Nicholas January 10, 2019
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jailbate 

jailbate is really spelled jailbait
jailbate by WolfDemonRika March 14, 2008
Related Words
a sexually arousing underaged female with the name Kate, Katie, or Kathrine
Kate: hey boys
Guy 1: that Kate girl is hot!!
Guy 2: Man we call her Jailkate..
jailkate by thexsneeky April 8, 2011