Martin has just undergone a very humbling and humiliating experience. Each Officer had taken it in turn to have him bend over their knee while they spank him, naked, in front of the other officers and Warden. Now, Martin has been strapped, very securely, hands, feet, body and head into a large chair for more punishment.
Martin felt his level of nervous increase tenfold.
"Ladies," she began. "You know what to do!"
Martin watched as each of the women, with exception of Warden, left the room. The last of them closed the door on the way out.
"Alone at last," Warden teased Martin, with a sly smile. Martin feared what was coming next.
"Warden," he began, "I am terribly sorry for what I did. I just wasn't thinking straight."
"Oh, that much is obvious, Martin. You certainly were not thinking straight. But, don't worry, after this session I am sure we will have your mind correctly on track."
Martin became more nervous at this reply from Warden. What was going to happen to him?
He saw Warden bend down and begin to fiddle with something below the chair. She then walked around to the back of the chair out of sight, but Martin could tell that she was still down there setting something up. He suddenly felt something press up against his anus. Oh, no, he thought to himself. He realised what she was doing.
Warden then reappeared holding a controller.
"Let's give this a little test, shall we?" Warden said.
Pressing the button to activate the device, Martin then felt something enter him. Warden had been placing a dildo up against his anus and with the flick of her switch it moved and slowly entered his body. Martin let out a groan as it pushed up inside him for the first time.
"Excellent," Warden commented, with a smile.
The dildo started to move back and forth, in and out, at a slow speed. Warden put down the controller and walked closer to Martin and looked him directly in the eye. Her legs straddled one of Martin's own legs that were stuck wide open due to being strapped to the chair. He felt her brush up slightly against his penis.
"I'm sure in your heart you knew this was coming," Warden said.
She was right. Martin had left Warden being machine fucked as he tried to escape. There was no way she was not going to have this for revenge. He also knew that she was likely to ensure he suffered longer that she had done so.
"I will break you, Martin. I will break you so much that you won't want to leave this place."
Martin felt a shiver go through his spine. Her comment scared him. Was she capable of it? He believed so. Although he had not seen any other men, he knew he was not the only victim here. From the descriptions of what the other officers liked to do to their prisoners, he knew already that his prior disobedience was not going to be the correct approach.
The machine continued to fuck him - in and out - in and out. Martin closed his eyes while wincing in pain as the continual back and forth of the dildo stretched his anus more than it had ever been before.
"Open your eyes, Martin," Warden commanded as she watched on.
Martin did so, and saw Warden staring at him with a wry smile on her face. She was clearly enjoying this. The speed of the dildo was still slow. Martin knew that it was going to go faster at some point. This was just the beginning. He absolutely regretted what he did to Warden. What was he thinking? He just got so mad at what she had put him through. Of course, that now seemed like nothing compared to the humiliating over the knee spanking session that he had just endured and now this!
The dildo continued to fuck him. And Warden continued to watch on. She pressed something on the controller and the dildo fucking machine pumped a little faster. Martin winced at this, much to Warden's enjoyment.
"I'll just see what is taking them so long," Warden said.
"Agh!" was all that Martin could say in reply, as he felt the dildo continue to pound him. He watched as Warden turned and headed for the door. She opened in and then looked back at Martin.
"Don't go anywhere now," she said with a smile on her face, teasing Martin, knowing that it was impossible for him to move out of that chair without help.
Warden closed the door. Martin was left alone with only the sound of the machine moving back and forth, fucking him. Each time it pushed upward Martin winced. He was not relishing Warden returning with the other ladies and them all seeing him like this. But equally he wished Warden would return quickly as he wasn't sure how much more of this he could take. Only the humiliation was greater than the pain he was suffering.
Outside, Warden walked down the corridor and as she turned the corner, she encountered the other ladies who were heading back to the room.
"We have just finished up and are ready, Warden," Becca said, surprised to see Warden come around the corner.
"No rush. Let's give him a few minutes. I will meet you all back the room in 5 mins. Please wait outside for me when you get there."
"Have you activated the fucking machine?" Becca enquired. The other ladies were eagerly listening for Warden's answer.
"Yes," Warden replied. "I want him to feel that inside him for a while and not know when I will return. His own mind will help punish him.
"Oooh you are..." Becca began, with a smile.
"I know, Becca. I know!" Warden replied, touching Becca's arm and smiling. She then walked off down the corridor to get herself a quick cup of coffee.
"Becca..." Anna began. "Did Martin do more than just escape?"
Turning and looking back at Anna, Becca replied,
"What do you mean, Anna?"
"Well, it is just that the spanking alone is usually so humiliating to break the boys but Warden has just said she is letting the machine get at him. And, of course, we have all just been asked to - "
Becca cut Anna off.
"Yes, we all know what is coming for him. But he belongs to Warden and this is what she has commanded as his punishment. Warden would not interfere in your decisions for the boys you own without good reason. We need to just carry out her instructions."
Anna still looked confused.
"Maybe he just needs breaking a little quicker, Anna. That's all. It's Warden's call."
Becca was desperately attempting to keep the secret about how she had found Warden, tied down and being machine fucked herself. The other officers were not present when Becca had found her. Becca didn't wish to betray the trust of Warden and understood how awful this must have been for her - the embarrassment in what Martin had done to her before trying to escape. It was a massive infraction. Probably the worse infraction that had ever been done by a man at this place. Becca knew that Martin was going to suffer for it. And he was just going to have to accept that his actions had consequences. She felt no pity for him and for what was coming.
Back in the room Martin was still being fucked by the dildo. He had felt his arse loosen up with the multiple thrusts that he was enduring. His mind raced. What if Warden left him here for hours? No, no, he couldn't take that. But he had left her without mercy. Why should he expect any different? Martin tried to struggle but the straps and cuffs held him firmly in place in the chair. There was no escape.
Warden enjoyed a nice cup of coffee and headed back to the room a few minutes later. As she turned the final corner, she saw the officers lined up outside the room. They were listening to a struggling and grunting Martin inside. They were all true sadists and so were enjoying what they were hearing. Anna had earlier questioned what was coming next. But the others were looking forward to it. They didn't care what Warden did with her captives. They knew that all the men who were brought here deserved the punishments that they were being given and they enjoyed carrying them out.
Inside the room Martin heard the door handle being turned. He looked up to see Warden and the other officers entering the room.
"Enjoying yourself, Martin?" Warden said, sarcastically. This was followed by giggles from the other women.
Warden moved over to the controller.
"Would you like me to make this stop, Martin?" she asked.
"Yes. Please God yes!" Martin begged in reply.
"Oh, just Warden will do, Martin," Warden replied, smiling, purposely taking up more time for the machine to continue to fuck him.
"Yes. Please, Warden. Please stop the machine. I am sorry. I am so sorry." Martin begged.
"Good boy, Martin," Warden replied. "I will stop the machine now."
And with that, Warden turned off the Machine, which at that point was moving into an upward thrust. The result was that it stopped with the dildo planted fully inside Martin.