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I spent the night after being convicted in the same prison cell I had been the previous the night. When morning broke the same two young ladies who had picked me up the morning before came in. This time they were accompanied by a huge, naked man. One of the women ordered me to stand up.

“Meet Willie. He is someone you will get to know intimately. He is a slave just like you are and for the duration of your sentence his assignment is to make sure that you make no attempt to escape. He will follow you everywhere and I

am sure you will be pleased to know that not only is he bisexual but he will also be naked at all times. So, anytime you feel like giving him a blowjob or would like to be fucked by him he will be ready. And, not only will he be in your company all day but the two of you will also share a bed. I think I can hear wedding bells ringing!”

Where had I seen her sinister smile before? Oh yes, that’s right, on Judge Juliet’s face while she was reading out the verdict the day before. But the wedding bells really had to be in her fantasy world, there was no way I would let that mountain of a man touch me. Not if I could help it.

“Can I fuck her now, Mistress.” His voice was just as deep as you would expect from a man his size.

She laughed. “No, you will have to wait. First, we have to make her ready to meet the Queen whom I am sure would enjoy watching you fuck the whore.”

Her? Whore? What on earth were they talking about. I had a dick, I was a man. Perhaps, in some women’s opinion a miserable excuse for a man but a man nonetheless.

Once again, I was dragged into the bathroom, allowed to use the toilet and then forced to shower. This time it was Willie who helped me and miraculously no erection appeared this time.

After the shower one of the ladies pierced me three times; Once right behind the head of my penis and twice in the scrotum. She then inserted a tiny padlock into the three piercings and locked it making any prospect of an erection impossible. So, that was the chastity device Judge Juliet had mentioned in her verdict. I prayed it would come off occasionally as three years of wearing it would be worse than any kind of torture I could possibly imagine. But then again I was not exactly used to torture, not yet.

The next step was a complete body shave. Willie did the job and he seemed to take both pride and pleasure in it.

The cuffs were removed so that I could dress. I was given silicone breasts, a red bra, red suspenders and stockings followed by a red blouse and short black skirt. Finally, I was made to wear red shoes with extremely high stiletto heels. I could hardly stand in those shoes let alone walk.

“Now, sit in front of the mirror, slave, we have a job to finish. Today, I will apply your makeup but you will watch carefully. Starting tomorrow you will do it yourself and failure to do it properly will result in punishment.”

My nails and lips became the same red colour as my underwear, blouse and shoes. She applied eyeliner and mascara and then blue eye shadow all the way up to my brow. With a big smile she gave me a wig to wear, a wig with long, curly red hair. She then pierced my ears and inserted huge earrings. A necklace was added for good measure.

“The final touch will be your purse. You will carry it at all times so that you can refresh your makeup whenever needed.” Much to my surprise the purse she gave me was red.

“You will now be taken to meet the Queen. Make sure you show her the utmost respect. Never look her in the eyes unless she tells you to. She hates it when slaves show disrespect and she is more than prepared to administer harsh punishment on top of the punishment you have been sentenced to. So, look down unless she tells you otherwise.”

We started down the hall and I was really struggling with those heels. Not only that, but Willie had his hand on my ass all the way. I tried to push him away but he was at least twice as big as me so couldn’t.

We entered a room with several people in it. I made sure I was looking at my feet in order not to offend the Queen. Consequently, I couldn’t quite make out how many were present. I was ordered to kneel. At least that meant Willie had to let go of my ass.

“So, this is my new slave, the convicted criminal. Even though you disgust me in every way I am ever so pleased to have you here. You will be a nice addition to my stable of slaves. The best part is that you did not volunteer to be here, which means I will have to break you and I am really looking forward to that. And, don’t worry it will be less than a week before I have you at my feet, begging for mercy. I think you will find that the next three years will be the longest three years of your entire, miserable life.”

I thought I heard a slight giggle. In any case the voice was easy to recognize, it was that of Judge Juliet. Or, perhaps I should now start calling her Queen Juliet.

She rose and started walking towards me with slow, deliberate steps. When she finally stood in front of me all I could do was admire her beautiful shoes until she gently touched my face and motioned me to look up. She was stunningly beautiful in a black leather outfit. Somehow, and I had no idea how she managed her facial expression was a mixture of pleasure and disgust.

“So, lowlife, are you pleased to be here?”

How could I possibly be expected to reply to that? If I said yes she would know I was lying. If I said no only God knew what would be the repercussions. I was weighing up my options but I also knew I should not let her wait for too long.

“Yes, Your Highness, I am really pleased to be here.”

“Good. In that case I think it is about time I make your stay an even more pleasurable one. As you know, you have been sentenced to punishment every day by the impartial judge you met yesterday and I think now is a good time to start. Willie, today we will use the pillory. Make sure she is locked up safely.”

Willie made no mistake. He practically lifted me off the floor and led me to a pillory I had not noticed before, placed my neck and arms in the openings, and then locked the pillory with two padlocks. I was standing bent over, with my ass invitingly open for punishment. And, invitingly open for other activities as well.

“Your Highness, may I ask you something?”

“Yes, off course Willie.”

“When you are done punishing your new slave can I fuck her? I would really be grateful if you would allow me to.”

“I don’t see why not, Willie. After all, that is one of the reasons she is here, to please men. To be used like a woman ought to teach her the respect for women she has so been lacking.”

“Thank you, Your Highness.”

“Now, miserable slave, I have decided that today I am going to use the cane. First, I am going to give you the twenty strokes you were sentenced to. Next, I will give you a slight bonus you have earned. I will explain as I go along.” She lifted up my skirt so my ass was on display for all to see. I gritted my teeth in anticipation of a pain I had never before experienced.

I lost my breath at the first impact. It was just so unbelievably painful. She continued until she reached twenty strokes then paused.

“That was your sentence. I will now add another ten because you lied to me before. You are not pleased to be here and I am going to teach you to be honest with me.”

She started again. For each stroke it just became more and more painful. I had set my mind not to beg for mercy but still I came close. After thirty she spoke again and her voice sounded more and more cheerful.

“And now for the final. Up until now punishing you has been a bit of a chore but I will allow myself a bit of fun. I will give you another twenty strokes just to enjoy myself.”

The beating continued. This time Willie stood right in front of me and it seemed that with every stroke his erection got harder and harder. For me, however, the pain became unbearable and after around forty strokes I couldn’t help it anymore. I blurted out, “Please, Your Highness, please stop.” She continued.

Finally, she reached fifty but that did not mean my poor ass had a break. “Willie, it is your turn. Do with the cunt whatever you like.”

Being caned had been new to me and the same goes for being fucked by a man. Willie penetrated me slowly and gently but then fucked me really hard. Meanwhile, Queen Juliet stood in front of me and leaned forward so she could look straight in the eyes.

“You are one lucky girl. Willie tells me he has an insatiable lust for sex and you will be the one benefiting. None of the ladies want sex with a slave like him so he will have to settle for you. But, by the look and sound of things he seems to be more than willing to accept that. He has also told m, that even though you are his new girlfriend he will allow you to have sex with some of the other male slaves. The only thing he does not accept is that you have sex with women. He would hate to have a bisexual or lesbian girlfriend. I hope you are grateful to me for having found such a big, masculine boyfriend for you. Are you grateful, slave?”

With Willie’s dick still up my ass speaking did not come easy to me but I did manage to say, “Yes, Your Highness, thank you.” All I could do now was to wait and see if that lie called for another punishment.

Willie thrust deeper and deeper and to my surprise I, all of a sudden, started to become aroused except, of course, I was unable to get an erection because of the chastity device.

Finally, he came. I could feel a huge load of his cum, it seemed like it had been quite a while since he had had sex. He then walked in front of me and kissed me, his tongue deep in my mouth. It was disgusting. The kiss almost seemed more of a violation than the fucking.

The Queen spoke to me again. “I will leave you in the pillory for now. You will stay there until lunchtime. After lunch we will start your training, the real purpose of your stay so that you can start respecting women. Willie, perhaps you would like to introduce your new girlfriend to some of the male slaves?”

Willie wasted no time. In a couple of minutes he found three men who would like to fuck me. After they had finished violating me my poor ass ached inside out.

When lunchtime finally arrived a huge trough was carried in and something that did not look much like food to me was poured in from a bucket. Willie released me from the pillory and made me kneel in front of the trough and eat from it. The rest of the slaves, eight in total, six men and two women joined me. It was without a doubt the most disgusting meal of my life but I had no choice, every time I tried to pull away Willie laid a hand on my neck and forced my face down into whatever it was.

When the trough was finally empty the other eight slaves said, “Thank you, Your Highness that was delicious.” Willie rapped my ass gently. I may not be the sharpest knife around but I can take a subtle hint whenever I come across one. “Thank you, Your Highness that was delicious.”

“Well, I am glad that also the new slave is grateful. Now we will see if you are also useful to me. My collection of shoes needs tending to and you will be the one doing it. Mistress Rebecca will see to that. Follow he, and follow her instructions to the letter or you will suffer the consequences.”

Mistress Rebecca turned out to be the juror who had spat in my face during the trial. She was stunningly beautiful in her red leather outfit and I almost found myself wanting to follow her orders. As I walked behind her I could not help but admire her ass. Was that being disrespectful to women? I did not think so, I was convinced most women, if not all, liked to be admired.

We entered a huge bedroom. In the middle of the room was the largest bed I had ever seen. An entire wall was devoted to closets and there was an open door leading to a luxurious bathroom. It seemed like a bedroom fit for a Queen.

Mistress Rebecca walked over to the closets and opened two doors. Inside were several shelves all filled with shoes and boots. My goodness, there had to be hundreds of pairs of shoes. Was she really Queen Imelda Marcos in disguise?

“These are the shoes that need polishing. I will give you three hours and when I come back they had better shine or else. And don’t worry, you won’t be lonely, your boyfriend Willie will keep you company.”

Three hours! She had to be joking! If I worked around the clock it would probably take me three weeks! In a desperate attempt to avoid more punishment I fell to my knees and started working, tears beginning to fall from my eyes. My despair did not get any better when I felt Willis hand on my butt.

“Please Willie. Can you let me do the job? Stop touching me, I hate it!”

“No, I can’t stop touching you. I am so attracted to you that I simply can not help myself. And, please sweetheart, call me honey instead of Willie.” Yuk, no chance!

I polished and polished, but there never seemed to be an end to it. And, as I had expected, I was only done with a fraction of the shoes when Mistress Rebecca returned. Still with Willies hand on my butt I looked up at her, hoping for a touch of mercy. I found none.

“Her Highness will not be pleased with this. It is your first day as her slave and already you have failed to do as instructed. I think you will find that the punishment this morning was nothing compared to what you have waiting for you.

And, right she was. When Mistress Rebecca told the Queen that I had only been able to do a small part of the job I was sentenced to eighty strokes. Once again, I was placed in the pillory and the beating started. This time, I had tears running down my cheeks all the way through. I never knew such pain even existed.

After dinner, which was again enjoyed from a trough in the company of my fellow slaves I had to entertain all the ladies, eight in total. The centre of attention was obviously the Queen but the remaining seven Supreme Ladies also requested my attention. This seemed like a day to experience new activities. The first caning of my life, the first time I had ever been fucked by a man and now an endless series of humiliations. I was ordered to lick shoes and boots. I was told that I was a cheap slut but one humiliation in particular stood out from the rest: I was ordered to lick Mistress Rebecca’s ass, including all the way to the crack and then to stick my tongue in. And, while I was doing it I heard cameras clicking. Apparently, my humiliation was not just for people present to enjoy, others would benefit as well.

I was allowed to go to bed around ten. That did not mean I could retire for the day though as I still had my duties as Willie’s girlfriend to perform. He truly did prove that his sexual desires were insatiable. For well over an hour, he continued. I could not help but admire his ability to get erection after erection. He came in my mouth then up my ass and then he just went on. The worst part was to lick his dick, after it had been up my ass.

Finally, I had my reprieve. Willie cuffed my hands behind my back, and locked my ankles together with a very short chain. Any thought of escape was ridiculous.

I did finally manage to fall asleep that night, but only after spending hours thinking about, how long the next three years would seem.

To be continued….
 

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