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A screwboy is a prison inmate who tends to take the side of the "screws" (i.e. prison officers). A screwboy is a prisoner who has been known to:

a) "grass up" another inmate;
b) "suck up" to the prison officers;
c) spend a disproportionate amount of time talking to, socialising with, and generally being in the company of prison officers.
Prisoner #1: "I'm gonna tell the screws about {blah blah blah}..."
Prisoner #2: "Don't be a screwboy."

Prisoner #1: "Why are you always laughing and joking with the screws?"
Prisoner #2: "What, are you accusing me of being some kind of screwboy?"
by clarky November 03, 2010
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