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I woke up with my hands cuffed behind my back and my ankles shackled. It was a day I had looked forward to for what seemed like forever, the last day as a prisoner, the last day as a slave for the Queen and the other seven ladies and, best of all, the last day as Willie’s girlfriend.

Every vacant moment during the past few months had been spent thinking about what to do when I was released. A haircut, definitely as I hadn’t had one for three years. Contacting  my girlfriend was something else high on my  list even though that was something I feared. She was by now in her late twenties and being very attractive, whilst I was hopeful, I found it hard to imagine she would still be single after three long years.

Willie woke up as well and as usual my first chore of the day was to give him a blowjob. I had given thousands of blowjobs over the past three years but it was still not something I enjoyed. At least I had learnt how to make Willie come quickly so it took only a couple of minutes.

Willie took me to the bathroom where I showered and then applied makeup. I had become quite good at applying makeup and I could not help smile a little at the thought of how useful that was going to be after my release. Willie chose my outfit for the day, which consisted of white underwear, pink blouse, skirt and shoes.

As usual, first thing on the agenda was the punishment I had been sentenced to. Willie placed me in the now familiar pillory and the Queen administered the usual punishment of 20 strokes with a cane. I had become so used to it that it didn’t bother me anymore as long as that was all. Whenever she felt like it the Queen added extra strokes, which I hated but today she seemed in a cheerful mood and only gave me the 20 strokes.

The second thing on the agenda, and again this was something I was used to, was that Willie and three other men fucked me. Even after three years of experiencing this I was still embarrassed by the fact that I liked having a dick up my ass. I had never been attracted to men, still wasn’t, but it really felt great. Had circumstances been normal I would never have found this out about myself. But circumstances had been very far from normal for three years now.

The last of the four squirted his load into me and the Queen spoke to me. “This could be a big day for you, slave. At three this afternoon the Supreme Ladies and I will convene and decide whether or not you are fit to re-enter society. We like to be democratic so even though I am the Queen important decisions like that will be made by a simple vote. If the vote is a tie my vote counts double so I would do my best to keep me pleased today if I were you - which, thank heavens, I am not.”

“Yes, Your Highness, I will try and serve you to the best of my ability. Thank you.”

Willie released me from the pillory, and made me kneel in front of the Queen’s throne. She seemed to be in the mood for talking today.

“Your outfit really becomes you, slave. Pink is the perfect colour for a whore like you and on top of that your hair is now a decent length although another couple of years without a haircut probably would become you even better. I hope that if you are released you will continue to dress like a woman and let your hair grow even further. Are you going to do that, whore?”

Think fast! What does she want to hear? Disagreeing with her was probably not such a great idea but on the other hand, agreeing would be an outright lie and she would know that. The last thing I wanted was to offend her, I needed her vote later.

“I haven’t decided yet, Your Highness. As much as I like dressing in skirts and high heels I also like to be a man, trying to charm ladies. I have enjoyed my stay here very much, and have learned to appreciate women a lot more than before so I have to choose between the company of lovely ladies, which I love very much or being a woman, which I also love very much. I hope you understand my dilemma, Your Highness.”

She seemed to think about that. I have to say that I was fairly proud of my reply. It was only partly a lie and it left my options open.

“I see. Well, you will have to make up your mind at some point. But no matter what you do if you are released we will continue to keep an eye on you and if you go back to your old habits a sentence of three years is not going to cut it, your next sentence would probably be 15-20 years.”

Going back to my old habits? We both knew that the trial had been a farce and that all four witnesses had delivered made up testimony. They could nail me any time they liked and there was nothing I could do. But I could not say that out loud, I had to play the game if I wanted to be released.

“Your Highness, I am pleased and also a bit proud that you are willing to monitor my progress. I promise that if I am released today I will not let you down.”

“Very well. If you are a good girl there is even a chance I will help you find a decent husband. But for now I will give you a chance to give me and a few of the Ladies a bit of pleasure. Follow me.”

Willie made sure I followed her. She was accompanied by Mistress Rebecca, Mistress Sue and Mistress Sarah. Together they entered the Queen’s gorgeous bedroom and I was ordered to lie on my back on the bed. The Queen sat on my face and ordered me to lick. Soon she started to moan and move about as pleasure was taking control of her. I resisted the temptation of grabbing her tits as I was afraid it might be a bad move. She became more and more wet and finally she had an orgasm with a little scream.

The scenario repeated itself three times, once with each of the Mistresses. I enjoyed pleasing them that way, I just wished I had a chance of pleasing myself as well but the chastity belt made sure that was impossible. My dick did try to rise a few times but to no avail.

“It’s nice to know that you have learned to be of some use. But today I am in a festive mood and I would like to repay you. Willie, get onto the bed and please the cunt.”

Willie immediately jumped onto the bed, made me sit on my knees and with a hand firmly holding my long hair made me suck his dick. He never ceased to amaze me, already twice this morning he had come, once in my mouth and once in my ass and yet he had a hard-on in absolutely no time at all. It was not long before he came in my mouth again and then he made me turn around and fucked me. The Queen and the three ladies enjoyed watching it.

Lunch was enjoyed from the same trough I had been eating from every day for the past three years. We were a total of ten slaves now. During the three years I had been there two men had left and two men and one woman had joined so that there were now three female slaves and six male slaves plus myself. I was still the only convicted criminal, though.

After lunch, I was given what might be the last opportunity to please the Mistresses. Mistress Lisa and Mistress Sue wanted me to worship their asses. In both cases I started by kissing their buttocks, then licking them and finally my tongue found its way to the crack and all the way in. This was something I had rehearsed every day for three years and something I was very good at. And, in all honesty, something I loved doing.

At a quarter to three Willie was told to lock me in the pillory again. The Queen stood in front of me with a vicious looking whip in her hand.

“I have always loved having slaves and I have always hated losing one. And, soon I might lose you depending on the outcome of the meeting. I would like to take this, perhaps, last opportunity to punish you. I am going to give you forty lashes. I am sure you do not mind, slave.”

I did, I most certainly did mind but I couldn’t let her know, I still needed her support at the meeting.

“No, Your Highness, of course I do not mind. I hope you enjoy yourself, I know I will.”

The beating started. She really wanted me to enjoy this last beating. She was tougher than ever before. After less than ten lashes tears started running down my cheeks but I did not complain, I was far too preoccupied with keeping her pleased.

With only five minutes left before the meeting I was released from the pillory. As best as I could, I tried to fix my makeup before the meeting. I wanted my appearance to be perfect so that would not make any of the Mistresses vote against my release.

The Queen and the seven Mistresses sat around a round table with me sitting at a bench watching and listening. As usual, Willie was at my side with one hand on my thigh and the other one touching my ass.

“Ladies, we are gathered here today to decide whether our convicted criminal has improved enough to re-enter society. As I am sure you all remember, his disrespect for women earned him a sentence to live three years as a slave, three years where he would dress and behave like a woman and to serve men sexually. These three years have now come to an end and it is our duty to decide whether he should be able to leave here as a free person. I would like you to voice your opinions but first I think the slave should be allowed to give his version. Slave, standup, tell us why you should be given your freedom.”

I was completely unprepared for this. I had not expected to have to say anything. What was I going to say? I could not tell the truth, that I had been framed and sentenced based on lies and should never have spent three years as a slave. I had to play by their rules.

“I…… I think I deserve to be released, Your Highness. First of all I think the punishments you have administered have helped set me straight. But secondly, and this might be the most important, serving men sexually has helped me understand and appreciate women a lot more. It has helped me understand that women are not only my equals but superior to me. And, finally, I would like to express my gratitude to you Ladies for helping me learn to do makeup and walk in high heels. I am sure that will be very useful for me in the future.”

I sat down. The three years had not just taught me how to do makeup and walk in high heels, it had also taught me to talk bullshit whenever I needed to.

“Right, I will now open the floor for comments. Who would like to speak?”

Mistress Rebecca came first. “I don’t think the slave is being completely honest. It is true that she has served us for three years and for the most part has done well. But I am convinced it is only because she is afraid of punishment. I don’t think the slave has improved at all in reality, it is all an act. I can see it in her eyes. In my opinion we should keep her here for another three to four years, get her really used to the idea of serving women, then she might understand.”

Mistress Lola agreed. “The slave is not a cunt because she wants to be but because she is forced to be. I say let her stay for a lot longer then she might learn the lesson we are trying to teach her.”

Willie kissed me. He was evidently pleased that there might be a sentiment towards keeping me here. I let him, even though I was far from pleased with events unfolding.

But finally, someone spoke out in my favour. Mistress Hannah disagreed. “I think the slave has had a fair punishment and needs a chance to redeem herself. If she fails we have the option to take her in for more training but give her a chance for now.”

Mistress  Sue agreed. “The slave has always done whatever I asked of her and I think, in all fairness, she should be given a chance.”

I felt a lot better. Somehow I felt certain the Queen would be on my side and that meant that only one more had to be on my side and I would be free. Willie tightened his grip on me, this was just as important to him as it was to me, albeit for different reasons.

The room fell silent, no more comments were made. The Queen waited a moment then spoke.

“Right, it seems to be voting time. I will ask each of you in turn. If you say yes you vote in favour of letting the slave go, if you vote no you vote in favour of keeping the slave. If the result of the vote is no I will decide for how much longer the slave should stay. Are we all in agreement?” All Ladies around the table nodded.

“Mistress Rebecca, how do you vote?”

“No.”

“Mistress Sue, how do you vote?”

“Yes.”

“Mistress Hannah, how do you vote?”

“Yes.”

Being up 2-1 was not a bad feeling but so far we had only heard from the ones who had already expressed their opinions. The interesting part was how the rest of the Ladies would vote. The suspense was killing me.

“Mistress Sarah, how do you vote?”

“No.”

Damn! I had rather counted on her support.

“Mistress Lola, how do you vote?”

“No.”

2-3 against. This was far too nerve-wracking, my heart was pounding and Willie was all excited, his hands were all over me.

“Mistress Natalie, how do you vote?”

“No.”

A devastating blow. The vote was now 2-4, and I needed both Mistress Ann and the Queen to vote in favour of me. I was beginning to imagine another 3-4 years as Willie’s girlfriend, not exactly the brightest of prospects.

“Mistress Ann, how do you vote?”

“Yes.”

3-4. Oh God, Your Highness, vote in my favour!

“Well, my vote is a yes. That means we have four no votes and four yes votes but as the Queen my vote counts double in case of a tie, so the vote is 5-4 in favour of releasing the slave. Congratulations slave!”

I just couldn’t believe it! I stood up and started jumping with joy. So great was my joy that I did not even mind that Willie tried to join me and tried to kiss me as he was fondling with my ass. Who cared? This nightmare was about to be over and soon he could kiss my ass goodbye!

The Queen let me have my moment of joy before she ordered me to sit down.

“We still have a formality or two to go through. The first one is the removal of your chastity device. Pull your skirt back so that I can do the honours.”

I did as instructed and she inserted the key into the padlock. She unlocked it and pulled it out of the piercings and, after three years of cruel entrapment, my dick immediately rose. And then disaster struck. She accidentally stroked my dick and after three long years that was all it took. The first squirt struck her right in the face, the second one painted her red blouse white. It was quite a load, something that would only be possible after three years of chastity.

At first, she didn’t react, she just sat there in front of me. Then, slowly she started to move. The first thing she did was to reinstate the padlock. Then, she looked up at me with slow, deliberate movements. Her face was covered with cum and her voice filled with disgust.

“You are one ugly, double-crossing slave. I give you my vote and this is how you reward me. I will do anything I can to make sure you never become a free person again. From now on you are a slave and that will continue for the rest of your miserable life. I will never again allow you any pleasure, only pain and misery and you have only yourself to thank for it.”

That night, I did not just share a bed with Willie. I had had the good fortune of having two more boyfriends, two more men to serve sexually.

And, I had been told, this would continue for the rest of my life.

The End
 

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