The chuck hole being the hole in the door that you are served food through in jail or prison so you can be served while the door is still locked. A chuck hole gangster is an inmate that yells through the chuck hole about how bad ass he is but then can't back it up once the door is open.
Man I thought that black kid was probably very good at fighting the way he talked.....but when the doors opened we saw he was just a chuck hole gangster.
by Vera Chainsaw August 12, 2021