From Society Girl To Slave
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CHAPTER ONE
It hadn't occured to me that such software existed. I had a desk in a quiet corner of the office and no one else could see my screen. It was a Friday afternoon, everything was quiet and I had decided to entertain myself by looking at online porn. This wasn't the first time, though. I had surfed all kinds of stuff while at work. Maybe I'd got too cocky. I'd been with the company a couple of years and I was good at my job. I knew that I could achieve my targets with half the effort that everyone else needed to put in. So occasionally when I was sure I could get away with it I looked at porn. Not just normal porn though, oh no. I had my own kind of kink and I'd been looking at a site where mistresses offering sado-masochism, bondage and the like advertised their services.
I didn't even realise I had a problem when the phone rang and the boss asked me to come to her office. I assumed she just wanted to talk about sales figures or something. I went into her outer office and told Anna, her secretary, that Mrs Castle wanted to see me. Anna is a plumpish woman, about 45 years old, with shoulder length dark hair and glasses. She seemed to be smirking as she gestured towards the door, but I didn't think anything of it; after all, what could possibly be wrong?
I sensed that something might be when I got into Mrs Castle's office. She was sat behind her desk and there was no mistaking the look on her face; she was obviously not pleased with me. Mrs Castle is in her early 50s, tall and blonde, with a hard face borne of years building and running a company in a very competitive market. She doesn't suffer fools gladly and has no problem bawling out staff when they displease her.
"Mistress Chloe of Birmingham," she said slowly.
That wasn't what I'd been expecting her to say. It was the name of one of the mistresses I'd just been looking at online. I felt my face burning red and tried to work out how she knew. "I'm s-s-sorry?" I stuttered, making what even I knew was a futile and pathetic attempt to look like I had no idea what she was talking about.
"Mistress Chloe of Birmingham," she said again, but this time with more menace. "Do not even try to pretend that you don't know who she is. You see, I can see everything that's happening on your computer from mine, as I can with all my staff. But whereas everybody else seems to be working hard, you appear to be planning on giving what I pay you to someone so that she'll tie you up and whip you. Is that about right?"
There was no answer I could make so I didn't try. But she wasn't going to let me get away with that. "Is that right?" she shouted at me and the sudden burst of unrestrained anger made me lose the last vestiges of courage that remained.
"Yes, Mrs Castle," I said and felt tears of humiliation come to my eyes. "I'm sorry."
"You will be. So what should I do wth you? Obviously I should just sack you."
This was not good. I had a lifestyle I was used to and I needed money for my rent. No job, no rent, nowhere to live. Panic set in.
"No, please, Mrs Castle," I blurted out, "I'm really sorry, I'll never do it again, please give me another chance." I was almost on my knees begging with her.
She carried on as though I hadn't said a word. "But that might be cutting off my nose to spite my face, because despite everything, when you can be bothered to work you're actually quite good. So I'm going to give you a choice."
I couldn't believe it; was I going to maybe get out of this? Ah, if only I knew then what I knew now, but at the time what she offered me seemed a no-brainer.
"Either I sack you now or you become my slave." She paused and the whole world seemed to fall silent as I tried to take in what she was saying. "I see that Mistress Chloe of Birmingham charges ?120 an hour for her services, but I'm sure you'll agree that I'm worth more than her. So, you'll continue to do your job, I'll deduct ?200 a month from your wages and in return you will become my slave. Not 24 hours a day, seven days a week, I don't want you around all the time. Just when I want a toy to play with. Now I think it's only fair to point out that unlike Mistress Chloe of Birmingham, I'm not going to let you pick and choose what takes place and I'm going to care even less about whether I'm hurting you too much or not. There will be no safe words and no limits. Do you understand?"
I couldn't think straight. I couldn't afford to be ?200 a month down, but it had to be better that no job at all, didn't it? And Mrs Castle actually was just the kind of woman I liked to dominate me. I had fantasised more than once about her dressed in leather with a cane in her hand giving my naked bum a thrashing. But what did she mean by no limits? How far would she go? What would I be letting myself in for if I were to say yes? On the one hand I felt scared of what might happen, but at the same time I could feel my cock getting hard as I thought about the possibilities, something she noticed immediately.
"I can see which way you're going with this, but don't go thinking this is a sexual thing. You will be there entirely for my benefit. It may be that if you're really good I might let you feel the odd bit of pleasure amidst the pain and humiliation, but don't count on it. So what are you going to do? Oh, and if you choose the sack, don't ever ask me for a reference, because anything I tell a potential employer is unlikely to help you get work."
As I saw it I had no choice. I wish now there had been one, but at the time not only did it mean that I'd still have a job, but that I might have fun in the bargain. I steeled myself and looked her in the eye.
"Okay. I'll do it."
"Are you sure?"
"Yes."
"Good. Now, go back to your desk and do some work. Come back to this office at the end of the day and we'll get started."
"Oh," I said, suddenly remembering that I'd promised to go and see my mum after work. "I can't tonight, I have?"
"Did you just say no to me? Because you can leave right now if that's the case."
Whoops, bad start. I could tell mum something. "Sorry, Mrs Castle. I'll be here at half five."
"Good. Now go."
***
The rest of the afternoon passed very slowly. I rang my mum and told her I'd have to come over and clear her blocked drain over the weekend. At 5.20 Paul Rogers looked at me with amazement as he got his coat on and prepared to leave for the night.
"I can't remember the last time you were the last to leave," he grinned. "After a pay rise?"
"Just a few things I need to tie up tonight. Some promising leads. See you tomorrow." The lie felt believable. Rogers disappeared out the door and I was alone in the office. Leave it five minutes. My heart was thumping in my chest as I prepared to face what was coming. I told myself over and over what was about to happen as if it would make it more real. "Mrs Castle is about to?to do things to you." I realised I hadn't a clue what was coming, but I thought it was going to be good.
When the clock struck 5.30 I stood up and headed down the corridor to Mrs Castle's office. Anna, as usual, was at her post. Did she know what was going on?
"I'm here to see Mrs Castle," I told her.
She grinned. "I know. Go in." She knew.
I opened the door. Just like earlier, Mrs Castle was sat behind her desk and there was an air of menace in the room. I waited for something to happen. Anna came up behind me and encouraged me into the room.
"Go right up to Mrs Castle's desk and lean forward across it," she ordered. This was a surprise. It appeared that Mrs Castle's secretary was going to be involved in whatever was to transpire. Fair enough, I thought. As instructed, I approached the desk and bent across it. Anna got on her knees behind me and attached cuffs around each ankle. She pulled my legs about three feet apart and secured them to small hooks fixed into the floor. (Had they always been there? I didn't remember them.) Once that had been achieved, she grabbed my arms and, using pairs of handcuffs that had been left on top of the desk, tied them to the top of the desk legs. I was now totally helpless. There was still one item left on the desk, a leather strap with a bright red ball attached. Anna placed the ball in my mouth and pulled the strap tight around my head. Now not only could I not move, I couldn't speak either.
All this time Mrs Castle sat at her desk, unsmiling, unmoving. When I was in position, she slowly stood up. She was wearing her usual kind of work outfit, in this case a smart suit comprising a grey jacket and skirt, a white blouse and a pair of knee high leather boots.
"You are now my slave. I am not interested in your opinions, your welfare, your life outside here, in fact anything about you at all. You are here because a situation has arisen which I am able to exploit. If you ever try to get out of my control, you will not only have no job and no money, but, after tonight, a film will exist which you would not want to reach your family and friends. Basically, I can and will ruin your life."
Film? I twisted my head and saw a video recorder trained on me. I was being filmed. What were they going to do?
"This situation has come about because you stole from me. You took the wages I was paying you while you looked at dirty websites and fantasised about being dominated by women. For that you are going to be punished." She looked across at her secretary and nodded slightly.
Anna came up behind me, reached around my front and undid my trousers, which she then pulled, along with my boxer shorts, down around my ankles. Again, humiliation and shame overtook me and I could feel a deep blush over my face. Anna retreated to a corner of the room and sat in a leather armchair.
Mrs Castle went to a cupboard, opened the door and took out a thin wooden cane, which she flexed a couple of times so I could see how springy it was. She moved slowly to a position just behind and to one side of where I was bound. Up to this point, everything had been stretched out as if it were a game, but then things got serious. Without another word she raised her right arm and brough the cane swishing down until it connected with my buttocks. The pain was intense and I tried to cry out but, thanks to the gag, all I could manage was a strangled whimper. I had barely got used to what was happening when the act was repeated, a further five times in all, and each blow seemed to hurt more than the last until I felt I couldn't take any more. Despite this my cock continued to stay hard.
She leaned down so that our faces were centimetres apart. "Is this what you wanted Mistress Chloe of Birmingham to do to you?" she asked. "Or is this what you've always wanted me to do to you?" I couldn't answer, but really I don't think she expected one as she continued talking.
"Now, as I've said, you are to be my slave. This will entail several things. Partly that will mean carrying out certain duties which will need to be performed to a certain standard; if you fail to reach that standard you will be punished. It will also mean humiliating and hurting you for my own entertainment. I like to see cocky young boys reduced to pathetic wimps. I will save the worst pain for any occasion when you refuse to do as you are told; and believe me there will be things you will have to do which you really won't want to.
"Some of these things it may take time for you to get used to doing properly, so there will be elements of training. We're going to start with one of these now."
She moved round to the front of the desk and opened a drawer. From it she removed a butt plug and a tube of lube. My eyes widened with fear at was what about to happen; she saw this and laughed at me.
"You think this looks too big to fit in? You won't believe what will be going up you by the time I'm finished with you."
She squeezed some lube onto the plug, moved back behind me and without any warning pushed it straight up my hole. As the widest part made its way in there was a brief burst of intense pain, but once it was all the way in all it felt was a bit uncomfortable.
"It'll settle down so you'll barely notice it's there," Mrs Castle told me, "but what it will do is start stretching you so that you'll be able to take bigger objects." She placed her hand on the end of the butt plug and wiggled it gently, causing me a not unpleasant combination of pain and pleasure. All the time she was watching my face, reading my expression and divining what I was getting out of it. Obviously she decided I was getting too much of the pleasure part because she then gave the plug a strong and violet push and this time it was the pain that won. Once more I tried to cry out, but the gag was still stopping me from uttering a sound.
Mrs Castle went back behind her desk and sat in the leather swivel chair. She poured herself a glass of water from the iced jug that was on the table just a few inches from my head, took a long swig and sat back. Unable to move or speak, all I could do was wait and see what she had next in store for me. I didn't have long to wait.
She maid a sign to Anna, who all this time had been quietly sat in the corner enjoying the spectacle. Anna got up and came over to me. Something about her appearance as she approached wasn't quite right, but for the moment I couldn't put my finger on it. I didn't have time to think about it, however, as the next round of the drama was about to be enacted. Anna released the handcuffs from the desk legs and gently pulled me back so that eventually I was flat on my back on the floor. She pulled my shirt off so that I was now naked apart from the trousers and boxer shorts around my ankles. She then fastened the cuffs to the legs of a sideboard so that I was once again totally immobile. When she was satisfied with her work she returned to her station in the corner of the room. I felt even more vulnerable than when I had been straddled over the desk, for now my cock, hard and erect, was fully exposed.
Mrs Castle opened her desk drawer again, but this time I couldn't immediately see what she got out. She placed something on the desk and came and stood over me. She placed her right boot on my middle and pushed so that the plug was forced further up my anus. I gasped with the fresh pain. She watched my discomfort with analloyed satisfaction.
"As I'm sure you are aware, there are many parts of the body that can cause us pleasure. These parts are also very good for causing pain." She showed me what was in her hand - a pair of wooden clothes pegs. She bent over and started to play with my left nipple. When she was satisfied that it was erect, she placed one of the pegs on it. Again, I couldn't be sure which was the overriding sensation, pain or pleasure, although the former was certainly fairly intense. She repeated the procedure with the other nipple. She watched me for a moment then leant back forwards and flicked at the pegs, causing further waves of pain to flow through my sensitive areas.
She stood up again and went back to the desk. My nipples were throbbing but again the sensation was not unpleasant. My cock remained as hard as it had ever been and what I really wanted to do was take it in hand and release the pressure that had been growing and growing over the hour I had spent in Mrs Castle's office. I was fairly sure that that would not be a joy allowed me, at least not for a while.
She resumed her position standing over me and now I could see that in her hand she held a wooden ruler. She leant down and used the ruler to make a few more flicks at the clamps squeezing my nipples. Then in one sudden movement she raised her arm and struck my cock forcefully with the ruler. This time it was all pain. I arched and twisted my body hoping to escape her now more vicious attentions on my body, but of course it was no use. From the corner of the room came an excited moan as Anna was evidently enjoying the spectacle being played out in front of her.
With no trace of pity or feeling for my pain, Mrs Castle brought the ruler hard down on my cock a second time before standing up straight once more to enjoy the sight of my agonised face as my eyes pleaded with her for mercy. When the immediate pain had subsided and I had stopped writhing she took up a new position further down my body. Now I felt an even more sensitive part of my body vulnerable to possible attack and this was something I was even less happy about. Unfortunately this was exactly what she had in mind.
She knelt down and started by gently stroking my cock, but I knew that this was to be a tease and I was quickly proved right. She took the ruler in her right hand and started to tap it gently against my balls. The gentle taps became firmer and firmer, until exactly at the point where it was crossing the border from pleasure and pain to outright pain, she abandoned all restraint and once again brought the ruler down with force. This time even the gag couldn't stop me crying out as a shaft of intense pain filled my sack and brought tears to my eyes. Again, she stood up and watched my reaction. When I had calmed down a bit, she leant back down and removed the pegs from my nipples and the gag from my mouth. She placed a finger over my lips to indicate that I shouldn't speak. Still helpless and totally vulnerable, I wasn't going to argue.
"Now you have an idea of the sort of things I will do to you if you displease me in any way. And it could be worse, a lot worse. As long as you behave, that is all the pain you will suffer tonight, although I will have to remind you regularly in the future what awaits should you offend. Plus of course, as I said, I do enjoy seeing young men in pain anyway."
I thought briefly that the evening was over, but she made no move to untie my restraints. Instead she went back to her leather swivel chair, raised her skirt and removed her knickers.
"As I said earlier, there are many duties my slaves need to carry out. Sometimes they need to be a repository for my waste if I can't get to or can't be bothered to get to a toilet."
I made to complain, but the throbbing pain in my balls reminded me what might happen if I were to argue with her, so I maintained my silence and awaited my fate. Once again she came to stand over me, this time with her legs either side of my head. I could see right up her skirt and caught a glimpse of her totally shaved cunt which was glistening slightly.
"Tonight," she continued, "I only need to pee. Open your mouth and do not spill a drop on my carpet."
So saying she crouched over my face and emptied the contents of her bladder into my open mouth which quickly filled with her warm piss. I swallowed the bitter liquid but had no time to relax as almost immediately I felt my mouth close to overflowing again. I downed a second mouthful, then a third and fourth. I felt a small trickle run down my cheek but didn't think any was on the carpet. Eventually, the flow reduced to a trickle and finally stopped.
"Very good. Now lick me clean," Mrs Castle ordered and I obeyed, grateful that she was happy with me and she that she was not about to hurt me again. When she was dry she stood up and looked down at me in a way that almost looked like fondness to me.
"We're nearly finished for tonight," she said, "but there's one more thing I need you to do." She bent down and one by one removed the restraints from my hands and feet. But I was not free yet. Instead, she made me get on my knees, then bound my feet and cuffed my hands together in front of me.
"You remember earlier I said that there would be film of tonight that you wouldn't want your friends and family to see? Well, this is going to be it. I'm sure the pain in your testicles is fresh enough that you will heed the warning I am about to give you. If you do not do exactly as Anna tells you over the next few minutes I will kick you in the balls as hard as I can. Do you understand?"
"Yes, Mrs Castle," I answered. She was right; my balls were still throbbing painfully and I was not about to risk further injuries there.
"Good. I think Anna has been enjoying tonight's entertainment somewhat so I don't think this will take long." Mrs Castle went and fetched her swivel chair and wheeled it next to where the video camera had been set up. She looked through the viewfinder, made a slight adjustment and went back to her desk. She opened a drawer and this time extracted a large black dildo. She went back to her chair and made herself comfortable.
"Carry on Anna," she said.
I wondered, given all that had already occured, what Anna would be able to do to me to top everything else in terms of humiliation. She smiled at me. "Hello, David," she said. They were the first words she had spoken all night. "You know, I used to be like you."
I had no idea what she meant by this, but I had no time to consider the matter. As she stood up from her chair, I remembered how earlier I had sensed something not quite right about her. And as she went to release her skirt I noticed the bulge at the front and then I knew. Her skirt dropped to the floor and I saw exactly what I had in store. In front of me stood what I had thought to be a middle-aged woman, wearing a light blue blouse, a sensible pair of shoes and a pair of sheer nylon stockings. And she had a thick, large and very erect penis.
Out of the corner of my eye, I could see Mrs Castle clasping the black dildo between both hands and rubbing it in the space between her legs. But out of the corner only, for my gaze was fixed on Anna who was walking towards me with intent. She - she? - stopped in front of me, took her cock in her left hand and stroked my face with it. When it reached my lips, she whispered, "Open wide, my dear". Without even questioning the order my mind, I did her bidding and then my mouth was full of cock.
At first I just knelt there without moving, but Mrs Castle obviously expected more. "Suck it!" she gasped, her order driven by passion as she drove the plastic cock deep into her hairless cunt.
Again I obeyed. I had never done this before, but I had certainly had it done to me and I knew roughly what worked. I closed my lips over the shaft in a light but firm grip and started to move my head slowly backwards and forwards. At the same time I used my tongue to lick and caress Anna's cock. She sighed in contentment and placed her hands on the back of my head. As her passion increased she clutched my hair and started to force herself deeper into my mouth. As the tip of the cock reached the back of my mouth, I started to gag but she showed no mercy and continued to thrust as far into me as she could.
After a few moments of panic when I thought I might be sick, I began to relax back into the moment, breathing through my nose and letting the cock fill where it wanted. I also found that without thinking I had lightly gripped my pwn cock and was starting to bring myself to orgasm.
Anna's movements became even faster and she gasped, "Mrs Castle, I'm going to come any minute."
Mrs Castle briefly released her hold on the dildo and pressed a button on the camera before once more concentrating on fucking herself. I didn't know if I was supposed to do anything at this point but the decision was taken from my hands as Anna pulled herself out of my mouth and a few seconds later a long stream of cum landed on my face. Two more spurts hit me, one on the cheek and one directly in my open mouth. As her spunk started to run down my cheek, Anna cried "Not on the carpet!", grabbed me by the arms and pulled me to my feet.
It was just in time. My own orgasm took hold and I emptied my aching sack first across Anna's still erect cock then over her nylon stockings. At the same time I could hear Mrs Castle also reach a climax and amidst the unreality and the weirdness, I felt pride that I had pleased her.
Anna pushed me back to my knees. "Clean your mess up, my dear," she said and again I did her bidding with no thought of questioning the instruction. Once more I took her cock in my mouth but this time only to lick my own cum off it. When it was clean I released it and licked at her thigh until I was sure that no traces remained there either. She stepped back from me and we both looked at Mrs Castle.
She was sat back in the chair and the dildo was still implanted deep in her cunt, but it had done its job and she was working it no longer. For a few minutes she just stayed there saying nothing. I dared say nothing and was not going to go anywhere until she gave me permission. Eventually she deigned to speak to us again.
"David, take the cock out of your bottom and get dressed."
Still with the plastic cock inside her she watched as I slowly and painfully removed the butt plug (which I had entirely forgotten about), pulled up my boxers and my trousers and put my shirt on. I stood in front of her and awaited her next instruction.
"Go home," she said. "Come into work as normal on Monday morning. But be ready for when I call for you again. Remember, you're mine now."
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