Life in prison was not easy under the new regime. Toiling for hours a day in manual labor for the state. The guards were very touchy. They loved to walk up behind the males in the prison and pinch or poke them. Complaints were punished. You learned quickly never to complain or resist.
Luckily for Prisoner 317654, he was often dragged off the work detail and delivered to the insatiable Warden. She had developed a fondness for this particular slave and who was he to complain. Yes, Her attentions could often be painful, but more often than not they were quite pleasant even despite the chastity cage he was forced to wear as a male.
Today, She was sitting at Her desk smoking a long white cigarette. She motioned him to Her, and as he stepped around the desk, he noticed the large strap on that She had not used on their first encountered, testing out his mouth instead.
Gulping audibly, he whispered, "how may this one serve You, Mistress?"
"By planting your cute little tush on my big cock," simple and direct was Her way of commanding Her pets, and with a shaken look he simply nodded. To not agree to this violation would have been unthinkable. He knew that denying Her anything She wanted was not permitted, and so, there he was, positioning himself over Her "cock."
He sighed a sigh of relief as he felt the gel lube She had coated the dildo with before his arrival, but as he pressed his tight hole over the mushroom head of the faux cock, he winced, and trembled, his hands clutching the edge of the desk as he forced himself to push down.
She say leaning back in the chair, exhaling Her thick, creamy smoke over the back of his head and hissing, "Hurry it up, bitch, get yourself impaled on my dick, now."
She was not a patient Woman, and so he forced himself down, until he felt Her thighs touch his, then it happened, her hands clutched his waist. Her nails digging into his flesh as She whispered, "Fuck yourself, bitch. Show Mistress what a little whore you truly are."
Wincing at Her words, he began, rising up, then sliding back down, rhythmically. Slow at first, but gradually increasing speed as the pressure of the cock in his ass throbbed through him causing him to tremble as he clutched the desk.
After ten minutes of his pathetic attempts. She had enough, and forced him up and over the desk as She stood, shoving the dildo to the hilt inside him. He yelped deliciously, and as She once again dug Her nails into his flanks, She began thrusting.
Soon She was pounding the boy's tight bottom. Feeling his tight little hole clenching on the dildo at times almost as if it didn't want to let it go back out.
He was moaning in a mixture of pain and pleasure that delighted Her and caused tremors throughout Her body all centering on Her Clit, which was being wonderfully massaged with each hard thrust into Her little slut.