square john
What does square john mean?
A prisoner who keeps his head down, follows the rules, and steers clear of gangs, hustles, and trouble. Often a first-timer doing white-collar or one-off time who isn't part of the convict subculture. Not necessarily an insult, but it marks you as an outsider to the lifers.
Origin
Mid-20th century American prison argot. 'Square' = conventional/straight; 'John' = generic everyman name. Documented in Inez Cardozo-Freeman's prison vocabulary work and earlier in carnival/hobo slang.