To hell with becoming a trustee, you’re going to run your own prison hustle no matter how incontinent it makes you. You may even land the occasional conjugal visit with a closeted CO or two. Don’t forget to blackmail him for makeup once he tries to break it off. Unless you are scared of him, then it’s advisable just to do as he says.
Where your drawers around your ankles, so everyone know that you are available. Always be ready for some ass fucking from a big black cock. Your sissy mistress will get you nice and warmed up with some feminization lessons.
If you look pretty and flirt with the studs, you will get a big black cock shoved up your ass. Blow kisses and act slutty to get the best dick while you are in the pen. When you get out, you will probably be sent out into the world to be your master’s whore, as well. You have to make him money, somehow! Let your sissy mistress being your training!