jailbird

Someone who consistently gets sentenced to jail time and doesn't care. If they have to do a 4 year bid they would just eat it up like its nothing. They eat, sleep, and think jail and are institutionalized. When released, they have a hard time reintegrating back into society and are likely to somehow end up right back behind bars.

Person 1: Did you hear Ramón got locked up again?

Person 2: I'm not surprised. He's a jailbird. That's all he knows.

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