Square of Despair
While in prison, you are unwillingly taking it up the ass, having one shoved in your mouth and giving hand jobs to guys on either side of you.
Hey man, you hear about Lil' Pete getting the Square of Despair in the showers?
square of despair
Similar to the "circle of trust," this is to describe the state of feeling despair-usually when you break-up with someone.
Mary, I am in the square of despair after I broke-up with John.