I think it's much more interesting to debate what his wife has to do
but that would jeopardise the rules of this board. 
I hear that cucumbers are pretty popular in female prisons
male prison guards abusing female prisoner is so common that they had to revise the rules to protect the inmates.
c'mon let get serious here, you can't tell me some guard wouldn't take a blow job from a hot inmate. And I am sure a pack of cigarettes he could ass fuck them