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Being unshaven or otherwise unkept; shaggy.
"You're lookin a little nervous, better tighten that up"
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A form of being institutionalized, specifically relating to the prison system, and only the prison system. The penitentiarized are institutionalized in a different way than the mentally ill, etc.
"Slick is out of jail, but he's all penitentiarized, and keeps talking about shanks"