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The call was a bit of an unusual one. Sure, I did sell washing machines, but it was the industrial type. My customers were usually hospitals, hotels, that sort of thing, but the address she had given me was in a residential area. And, she had said she wanted 5 machines, making it a medium size order for me. After checking my calendar, and finding it empty for the rest of the morning, I promised to visit her right away. Being the fool I am, I left the office without telling any of my colleagues, where I was going.

I arrived at her address roughly half an hour later. I rang the doorbell, and soon after, a young man in his twenties, opened the door and invited me in. He guided me into a living room with old fashioned furniture. It had a distinct feminine character, with a lot of red, and some pink here and there. I was seated in an armchair, and told to wait. Or, more accurately, he said “Mistress will be with you in a moment.” And then he left.

Mistress? What kind of a place was this? When she called, I had been intrigued by her sexy voice, and I guess that voice was one of the reasons I came here so quickly in the first place, but now I was starting to wonder, if coming here was such a good idea. Being born an optimist, I did not really start to worry, though.

Sometimes things change very abruptly, and I really did start to worry only moments later, when instead of the woman I was expecting, four men entered the room, and rushed at me. Before I knew what was happening, I had my hands cuffed behind my back, my ankles shackled, and a ballgag in my mouth. I was completely bewildered, and had no clue what was happening. In just a moment, I had gone from having no concerns, to being worried, and now downright scared. Three of the four men left the room, only the one that opened the door earlier stayed. 

It’s funny how your own body plays tricks with you at times. Just before leaving the office, I had been to the bathroom and emptied my bladder, and yet, less than an hour later, I desperately needed to go again, almost as if I had had a couple of pints in the meantime. Unable to speak, I could not ask the man present to let me go, and I had to just settle back, and wait for events to unfold.

It felt like an eternity, before she finally entered the room, but I had to admit, it was a sight worth waiting for. She had a beautiful innocent looking face with glasses, that just somehow seemed to emphasize her beauty, and she was wearing an adorable red business suit, with a white silk shirt to complement it. Her shoes were red as well, and with high stilettos. All in all, she met the dreams of a very good proportion of the male part of the human species of this planet. She was a stunner!

Unable to move much, I just sat there and admired her, as she posed in front of me. She looked down at me without speaking for a couple of minutes, her expression being one of disgust. Perhaps, in my desperate situation, I was hoping for a bit of compassion, but I found none in her face or her eyes.

Finally she spoke. The voice was icy, cold. “You have now become my slave. You will do anything I want you to do, or suffer the consequences. Even when I remove your gag at some point, you will not complain, and you will not ask me to set you free. Not unless you want a real spanking.”

“You are in need of extensive training. And I will provide it. You will be taught a lot of things, but first of all, you will be taught respect. When in my presence, you will fall to your knees, as a sign of your respect for me. You can start now. On your knees!”

Not knowing what this was all about, I decided to go along with it. I slid out of the chair, onto the floor, and sat in front of her on my knees, waiting for what horrors would come next. I guess part of the reason I complied was her commanding voice. It was simply hard not to follow her orders.

“I want you to know, before we start, what lessons I want to teach you. That way, you have something to look forward to.”

“I intend to turn you into a sissy - a maid, a slut and a whore. To that end, I will dress you in miniskirts and extremely high heels, and you will be applying very heavy makeup. You will have to wear a wig, and all bodily hairs will have to be removed. As the slut you are soon to be, you will also very soon be satisfying men with your mouth and your asshole. And you will be serving my every need, whenever I ask for it.”

“I guess by now, you are thinking, that you will never agree to this (She should have been a mind reader!), but believe me, you will. You will submit to me, in any way I choose, or you will feel excruciating pain. Unless you are a real hard core masochist, there is no way you can endure the pain disobedience will earn you. 

Needless to say, I was getting really scared now. The thought of me dressing up as a woman, was bad enough, but to give blowjobs and be fucked by men, she had to be joking! There was no way in the world she could make me do that. She could torture me all she wanted but I would never go for it. At least, that was what I thought.

She took me downstairs to the basement, something that was not particularly easy for me with my ankles shackled. Once there, a room that can only be described as a dungeon appeared. I looked in amazement. On the walls were all kinds of instruments designed to inflict pain, such as canes, whips and paddles. Also, on one of the walls was a big cross, which begged to have someone like me strapped to it. In the middle of the room, was an old fashioned pillory, and in one corner, a small cage, a cage which would soon become my home.

“Familiarize yourself with this room, slave, you will be spending a lot of time here. But first of all, on your knees, you are in the presence of a superior human being.”

I again fell to my knees. I felt humiliated by being ordered around by a woman I had only just met, but at the same time, I also felt strangely aroused by it. But even though I was being slightly aroused, I was at the same time horrified by her talk of keeping me as her slave. It suddenly dawned on me, that I had not told anyone where I was going when I left the office, and that realization sent an icy feeling down my spine.

She left for a moment, and when she came back she was carrying a pair of scissors. She started to cut my shirt, which came off pretty easily, and then continued with my trousers. The fabric of my trousers was a thicker than the shirt so that took her a while, but she was determined to succeed, and in the end she did. After that, there was only the small matter of my boxer shorts, and they went quickly. Finally, she removed my shoes and socks. I was naked.

“There, that is more like it. I prefer you to be either naked, or dressed as a woman.” She stood in front of me, and took a good look. I felt totally humiliated as she looked me up and down like she was inspecting an item of property which it seemed I now was – her property!

“There is, however, one more thing I need to do, before the fun can begin. The purpose of your life going forward is to please me and any others I should select.  You are not supposed to experience pleasure yourself. To that end you will be placed in chastity. She proceeded to produce a thing I had never seen before, but I quickly realized it was to make piercings. She gave me one right behind the penis head, and two in my scrotum, and then connected the three with a small padlock. Any inkling of an erection had become impossible. She stood back and surveyed her work with a huge smile on her face.

“Have you ever been fucked by a man, slave?”

What a stupid question. Of course I hadn’t. On top of that, I was still gagged, so answering was not particularly easy. I shook my head.

“Good, that is how I like it. That means I will in a moment be fucking a virgin.” She went to a cupboard situated next to the cage, and took out a strap-on, which she tied around her, and then came back to me.

“I want you to listen very carefully now, slave. I am now going to remove your gag, but that is not because I am interested in anything you may have to say, it is only because I want to hear how much you enjoy it, when I fuck you. I only want to hear two things from you - “Da Gaspazha, which means “Yes Mistress”, and “Spasiba Gaspazha”, which means “Thank you Mistress”. I like to know that you are grateful, so the last expression, you will use frequently. You can start when I have removed the gag.

Even with my very limited knowledge of Russian, I knew already what Da and Spasiba meant, and that made it a bit easier to remember. But I had preciously little idea of why I had anything at all to be grateful for. I decided to comply with her instructions, however, mostly because this young lady was even more frightening than beautiful.

She removed my gag. “Spasiba Gaspazha”, I said in a voice I could hardly recognize. She went behind me, pushed me forward, and I felt something liquid against my asshole. And then she entered me.

It was a shocking experience, to have a strap-on penetrating my asshole, and the first couple of thrusts were painful. But slowly, and I hated to admit this to myself, I started to enjoy what she was doing. After a while, my new chastity contraption was thoroughly tested, as my dick tried to rise, and I heard myself giving sounds of pleasure. She continued for what was probably five minutes and with each thrust she went deeper and deeper.

Finally, she stopped. Slowly, she stood up, and came around in front of me, the strap-on gone. She gazed at me for a while before she finally spoke.

“You have earned your first punishment, slave. I hate ungrateful slaves, and you have not thanked me for going through the trouble of fucking you. If you thank me now, your punishment will only be light, but else……”

“Spasiba Gaspazha”, I said.

She chose a cane and struck me five times. It appeared to me that she could have struck me much harder if she had wanted to but even so it was unbelievably painful. When she put the cane back where it came from, I said “Spasiba Gaspazha.”

“Good, you are learning after all. I am pleased to note, that just a little bit of pain can modify your behaviour. That will be very helpful in the coming days and weeks of your training, when I am going to turn you into a whore more feminine than any woman you have ever met.”

“But listen carefully now. I am going to leave you for a moment, and when I come back, I will bring the four men you have already met. All four are going to fuck you but the interesting thing is that you are going to beg them to do so. You will crawl on your knees to every one of them and say “Sir, please fuck me.” If they refuse, you will keep begging them until they do what you want them to do. And if you do not comply, the punishment you received before will be nothing compared to what you will get. Understood?”

“Da Gaspazha.”

She left, and I had the difficult task of deciding what to do. On the one hand, I definitely did not want another caning, especially not one a lot worse than the previous one. But on the other hand I was even less keen to beg men to fuck me. But what choice did I have? I could hardly resist, being shackled as I was. I concluded that the men were probably going to fuck me, whatever I did or did not do so it would be better to just get it over with, and escape the pain of another punishment. Oh, how I cursed myself, for not telling anyone where I was going!

She came back, and she did indeed bring the four men, she had said she would bring. I was still on my knees, not knowing what else to do.

“Get started, whore.”

I chose one of the men, crawled in front of him and said “Sir, please fuck me.”

“You must be joking, I wouldn’t fuck you if you paid me to do it. Get lost.”

Panic! How much would I have to humiliate myself, in order to comply with the order from Gaspazha? My brain went in search of more things to offer this man.

“I will give you a blowjob, if you like.”

“Are you deaf? I told you to get lost.”

My mind was working overtime to try to think of new ways to persuade him. I was concerned that Gaspazha may be preparing to exact a more severe caning on me if I did not succeed soon. In reality, though, she was just watching us with a huge smile on her face, enjoying my total humiliation. 

“Sir, I really love you and you are the best looking man I have ever laid eyes on. I would be truly grateful, if you would make love to me.”

“Hmmmm, if that is how you feel, I guess we could give it a try. But I promise you no more than a blowjob.” He pulled down his pants and shorts and stood there with a semi-erect cock.

It felt disgusting, but I took his cock in my mouth, and started sucking. Gradually, it became harder and harder, until eventually it filled my mouth completely. I could hear him becoming more and more excited. After a while he exploded and filled my mouth with cum. Somehow I guessed that Gaspazha would want me to swallow, so I did.

“If you suck it a little bit more, it will get hard again, and then I will fuck you, as you wanted”, he said. I continued to suck.

It wasn’t long before he was rock hard again. He made me turn around, and then he penetrated me. Unlike before it did not hurt this time. Perhaps my anus had expanded and I enjoyed it from the moment he started. I hated to admit it to myself but it was a fantastic feeling and if my penis were not held in chastity I would probably have been fully erect and would perhaps even have come.

The whole process was repeated three times, once for each of the men. I humiliated and degraded myself more than I ever thought could be possible and I was fucked three more times. And, to my bemusement I enjoyed it.

After they had finished with me I was locked into the cage and finally my cuffs and shackles were removed. Gaspazha stood in front of me with the smile on her face I had now grown accustomed to.

“Well, this was your first day as my slave. I enjoyed it, and I don’t really care whether you did or not. But a few lessons can be drawn from your first day here.”

“First of all, and I am very pleased that you seem so afraid of punishment that you are willing to do anything to avoid it. That will be very helpful, when I continue your slave training.”

“On the downside, however, you still have a long way to go before you show me the appropriate respect. Four times, I allowed you to be fucked and not once did you thank me for it. That is very disappointing and much to my regret. I will have to punish you for it tomorrow. I hate to do it but it is for your own good. You need to know your place as a slave.”

“Tomorrow, I will start your transformation. By this time tomorrow, you will be wearing lingerie, silicone breasts, a blouse and a miniskirt, high heels, a wig, and plenty of makeup. And, of course, a lot more men will have fucked you. I hope you are looking forward to it.

With those words, she left. On her way out, she turned off the lights, and I was left there with my own thoughts. They were not particularly pleasant ones and I did not sleep much that night. 

To be continued...
 

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