The pictures below are from a guy I have been chatting with via email who goes by the nickname “Chain.” He has locked himself in chastity, and under my instructions he is sleeping every night while leg cuffed, and he is wearing his leg cuffs pretty much all the time when he is home alone.

That’s good attire for looking at the Metalbond site, if you ask me. Chain says his favorite stories in the Prison Library are The C.O. and The Prisoner Fantasy. “Man, I would love to have a cop do that to me. So fucking hot,” he says.

Anyway, after a few days in chastity, Chain thought it would be a good idea to remove his pubic hair, which he proceeded to do by applying Nair for Men. Guys, this is not a good idea to do on your balls. Chain learned this the hard way and spent several days in excruciating pain. I told him that after he recovered I would have to punish him. So I ordered him to stay locked up and to write “I will not beat off in prison” 100 times for me. He obeyed:

Chain has been locked up for 10 days now. His previous record is 21 days. I am thinking that if he stays cock caged for 20 more days, for a total of 30 days — that would be fucking hot as hell.