Master's Sissy Slave - Chapter 3 - Broken free porn video

Chapter 3 - Broken For the following days and weeks I settled into a routine of Masters design. With my resolve to comply with the commands of my Master and see out this month I surprisingly found satisfaction in the simplicity of being a slave and following orders. I had worked so hard to follow all of Masters rules and apart from a couple of unconscious misdemeanours, that Master accepted were not malicious I had found myself enjoying the life. I mean I would have preferred my freedom, but I was down to only 10 corrective strokes per evening, and Master did not torture me if I did not put a foot (or in my case heel!) wrong. My morning routine consisted of waking up by being shocked by the machine as the restraints opened automatically. With myself being constantly dazed and confused unable to get any proper sleep and unable to get the message of the hypnosis out of my head. As expected these sessions and the chemicals in my gruel was having the effect that Master wanted, even after having multiple orgasms in the night I was waking up feeling incredibly horny. I had to admit that even though I could do without the constant humiliation the orgasms were beyond anything I had felt before. I also loved being on edge throughout the day knowing that I was going to have a mind blowing session throughout my evenings. After the first morning Master did not appear to guide me. I was expected to prepare myself on my own following the instructions that he had given me. As bonds on the machine freed me and I minced to my feeding dildo, I could no longer walk without swaying my ass in the most feminine manner thanks to Masters instructions and training treadmill. I always had some form of heel on and after a while I remembered Masters promise to only be able to walk in heels once the month is over. I however thought that was not right and I could go back to wearing male shoes. Reciting my message of thanks to master and then sucking away I gracious accepted the gruel it shot into my mouth. After the sixth day the act of sucking a penis caused my, "clitty" as Master made me call it to stir an act that before this ordeal would have been unthinkable. I then accepted the cold shower and enemas and thankful that the blowdry somewhat slightly warmed me up. After this I brushed my teeth and made my way to the make-up table where Master always leaves my chastity device after taking it off in the evening. I think it brings him real pleasure to watch me lock my Clitty up every morning. To take away my freedom and what it means to be a man, or at least a man in control. Even the first morning being woken up alone I instantly knew it was a test immediately and obeyed. With my Clitty still shivering from the shower it was easy to slide in position with some lubricant. Every time I closed the device and heard the click of my manhood again being taken away I lost a more of my spirit. After a few days of this click I began counting the hours to the end of the day where I would be freed and have my orgasms. It should have been obvious to me but my senses were still battered in these early days that it was just another ploy of Masters to make me more submissive to him. After I was locked I sat at my make-up table where the instructions daily always became a touch more complicated. Master had started to add an hour of make-up tutorials after my 2 hour daily walk on the treadmill as he said once I had accepted my status the permanent make-up would be removed and I would prepare myself fully every morning for him. For now it was some simple foundation, pink lipstick pink eyeshadow, mascara, some pink blush for my cheeks and clip on hoop earrings. After preparing myself I went the wardrobe and it was a pink latex secretary outfit this time. During the weekdays I would be dressed as his sissy secretary running around after his every command. The outfits varied in colours and restrictiveness but for now it was always made of latex. I hadn't know the feeling of this before Master but I was soon addicted to it. Applying whatever restraints were requested I would kneel on the pad in my submissive pose and wait for Master to call upon me to begin work. After a few days of serving Master as his secretary he started to give me more tasks and before I knew it I was in a full secretarial role that kept me busy all day. Master even had to reduce my time walking on the treadmill and make-up session at lunchtime because he found me so useful. When I heard this praise from him I lit up with pride and my Clitty twitched with lust. Afterwards I found myself questioning my reaction, was I being broken? Transformed? did I just want to lessen my punishment or was I starting to embrace my submissive side? Master became so happy with my performance that on rare occasions he would share some of his meals with me. Of course in his true sadist fashion I would be bound with my arms behind my back and he would drop the food into a doggy bowl for me to eat with face down to the floor. Even this though gave me a glimpse that I could satisfy him and see the rest of my month out. On Mondays Wednesdays and Fridays I finished work earlier that Master, changed into one of a number of my latex maid outfits and cleaned the house thoroughly. I would also be a maid over the weekends unless Master had special plans for me. I started to enjoy being his secretary during the day as I felt I could use my mind and skills to help Master, but becoming a maid always resulted in feelings of intense humiliation. Master clearly knew this and exploited it to make me feel like the lowly sissy he wanted me to be. Whilst I was kept very busy I found during the day my mind starting to wandering to Masters cock and if and when he would take me. He had clearly stated that I needed to beg for it and although I was beginning to embrace my role in this relationship in the back of my mind I knew that the only way out of this was to see my month out and leave forever. It was obvious though that Master had other plans, On the 15th evening of my servitude and looking forward to my mind blowing orgasms that evening (I was up to 9 over the course of the evening, even being able to have multiple orgasms). Master took me to the dungeon and stripping me bare apart from my collar and cage told me that tonight I would sleep in a bed. I was surprised and confused wasn't master training me to associate being fucked and sucking cock with extreme pleasure. What I didn't understand was that the connection had already been formed. The lack of sleep, drugs in my food, corrective measures and hypnosis had all done their job. So master led me to a rubber bed and proceeded to cover me in rubber layer and with multiple straps secure me in position. I was patiently expecting my clitty to be freed and a new device of some sort to be attached to give me my pleasure but instead all I received was the VR helmet and a large ball gag. Securing both to me Master said, "Goodnight Jessica, keep your routine in the morning" It finally dawned on me why Master had been given me those orgasms each night. Of course it wasn't for my pleasure or a reward for being a, "good girl" or loyal secretary. It was to get me completely addicted to orgasms though sucking and fucking. It was to get me addicted to multiple orgasms every day. To my shame and horror I found that a single orgasm could no longer satisfy me. I needed to get drained multiple times a day otherwise I would go insane. As Master left me he could hear my sobs as I believed that now it would be very rare if ever that I would orgasm again before my time was up. He could force me to do the most humiliating acts all for a single orgasm that would provide fleeting relief. With these thoughts and wondering how I would go back to normal after this the VR helmet sprang to life and now watching the sissy's sucking fucking and having their Clitties played with was pure torture for me. My clitty strained against her confinement, the confinement that I had willingly put on myself because I had convinced myself the nights were full of pleasure. After all the torture and torment that I had been through I felt this was the worst. I had 15 days to go feeling like this and feeling completely subjected and once again played by my Master I feared right then that I would not be able to win my freedom. Sobbing as my clitty continued to struggle I had the most restless sleep of my life. The next day was pure torture. Master released me from my bonds and then left me to prepare for the day. I made myself up and got to the wardrobe where a full on 50's style latex secretary outfit was waiting for me. This morning the material felt electric to my already compromised body. It was like I could orgasm just by the feel of the latex, but of course I could only end up tormenting myself further. The picture in the mirror sent me into overdrive with lust and I braced myself for the day. I calmed myself thinking that with the vibrating plug I had been wearing daily I would be able to try and cum like a sissy, achieve a sissygasm. I had been getting close to doing this most days but with the draining of my ovaries (as master made me call them) every night I hadn't been able to build up enough lust and frustration to push me over the edge. Now I was convinced I could and stupidly, I was loosing my sharp mind, stupidly I didn't even consider this is what Master had planned all along. Master was of course aware of all of this as he had been monitoring my vitals from the start though my collar. He was in such command that he even knew my pulse and rate when approaching orgasm. How could I fight against that? But for now I was lost in my blissful ignorance and with one of my last acts of defiance against Master I thought I could outsmart him and orgasm as I was fulfilling my secretarial duties. So with a stupid (stupid to me now but not back then) inner smirk I presented myself on the pad ready for the day and for master to plug me and lead me to work. I was plugged as usual leased and led to the office where I started to attend masters every need. The plug vibrated away and when Master asked me to co-ordinate a number of files for his next patient I knew that I could eek out a good 15 minutes before Master would expect me back. This was my chance and as I arrived in the records room I refocused my attention and concentrated as hard as possible using my anal muscles to pull the vibe as tight to my prostate as possible. I could feel the impending orgasm grow slowly, slowly, (If you've never had a prostate orgasm it's a much more slow and gradual increase needing time to build, but oh my is it worth it), (sorry got distracted. I am in my cage right now vibrations humming away) slowly building until I think I can just about push over the edge. With the sensations about to push me to the most wonderful experience of my life, I couldn't even tell that the vibrations had been reducing the closer I got to my orgasm. Master had designed it this way so that the closer I got the lower the vibrations. Master was in command of my orgasms, he was in control not me, a fact that I had not even considered up until now. Right on edge and about to scream in ecstasy the vibrations stopped and the plug deflated. Not enough to pop out of me but enough that I couldn't use my muscles in my anus to pull it towards my prostate. Massively distraught and in despair I couldn't figure out why it stopped. I was so close it had never slowed down or stopped before. Turning to look at the clock my heart froze. I had fucked up completely. It was 12.20, in my absolute idiocy chasing that orgasm I had overrun masters meeting by 20 minutes. I didn't have the files he needed! Rushing around as frantically as possible in my 6 inch heels and hobble skirt trying to find the files he needed, fear began to grow. After the first 2 days of unbelievable torture Master had started to grow on me. My lashes were down and honestly I was experiencing far more pleasure than pain out of the relationship. Panicking I knew that this was going to change. I had betrayed and failed master far worse than anything I had done in those first 2 days. My punishment was going to destroy me. It was at this time when fear overcame me so much that I thought about just running for it. I would run out the house as far away as possible. It was so desperate that I would risk the shocks just to get away. My mind running away with me I pulled myself together as much as I could. Could I deceive master and pretend it took me a long time to find the files. After all there was a lot of file in here to find? No of course he wouldn't believe that, I was halfway through my time here and with extreme reluctance I continued searching for the file of Mr Peter Ian Staker and once found like a scolded child returned to Masters office. Sitting there with a chilling glare I dared to look at my master. He had this ability to fill the room with his presence and anger but never raised his voice. The fact that he was always in such a command of himself drew my great admiration and fear of him. "Jessica I have had to dismiss my client due to the time it took you to receive my patients file, this has cost me time, money and reputation. This is far beyond any infringement you have previously committed and the consequences will be severe. Now what do you have to say in your defence." I was lost frozen, I had risked it all for an orgasm, which before this situation was unthinkable but now it seemed like my life depended on it. I had gambled and lost, lost badly, lost my orgasm and lost in my mind as I knew I faced a sever punishment. Falling to me knees and with no spine left I confessed everything and begged for forgiveness. I confessed of how I could not concentrate being so horny and lustful, how I needed to orgasm. I even confessed to how I thought I could outwit master when I was out of his sight and how I thought I could sissygasm like the images I had been brainwashed with throughout the night but that the plug knew the right moment to cut off. "I then searched for Mr P.I.Stakers file immediately and returned as quickly as....." I stopped speaking. "Continue Jessica." I couldn't believe it, a complete set up. As always Master had been toying with his Sissy completely, my mind and body nothing but a toy for him to use and abuse. I started to chuckle and before long laugh for the first time in a while. It was a laugh of insanity. a MR PISSTAKER!. I couldn't control myself. I wouldn't have fell for this trap, how did I fall for this. Master had won and he knew it. I couldn't fight with him at all not with my diminishing mind, not with my diminishing body. I had 15 days to go but that felt like an eternity. After I composed myself I kneeled in silence, I was now in too far and went for broke. "Master set me up, building my lust to uncontrollable levels and then denying my release. Master planned this and knew this and played me like a fiddle. I submit completely as I will never be free of Master for he is in complete control and I will have no thoughts of disobedience again and will follow Masters will completely from now on." "Master may I ask will you ever allow me to orgasm again?" Now it was Masters turn to laugh. "I knew this was effective but not to this degree. It shows that orgasm addiction and denial is such a motivator that I have never been seen before. Once you are mine completely Jessica I will do a paper on you to show the most effective way to control your Sissy, but for now you know your punishment will be severe. The punishment will be selected by yourself to judge your transgression and if I deem it is not suitable for the betrayal you may not survive what I will give to you. As for your orgasms that is my decision and you will never question it again." The day returned to relative normality with Master acting as though nothing was different. Giving me orders, having me workout on the treadmill and practice my make-up at lunchtime. I made an extra special effort during this make-up session to finish looking as feminine and slutty a possible to try and lessen my master anger. I could not however detect a change in Master's mood and as the day moved on I became more and more nervous and afraid. Master had wanted me to select my own punishment, I was to choose how to be tortured and tamed. Physiologically I understood how Master was conditioning me, although he had kidnapped me and forced the changes to my body he had made me complicit in my further feminization. It was me who locked my Clitty up every morning, it was me that was applying the make-up, me who was dressing as his slutty sissy and my compliance in sucking and fucking for my orgasms that had put me in this situation. I thought that I could last the month, I definitely could have fought my Master harder made more plans to escape but my mind had been changed. Over the past 15 days to my surprise I had found a love for my submission for making myself sexy and desirable. Master had not taken my virginity yet but I could sense his lust for me behind his controlled demeanour. I has not given in yet I guess it was my last act, the last control I had against him. Once I begged for him everything would change forever. Bur now Master had once again turned the tables. The thrill of being locked up all day knowing that I would have my incredible release in the evening made it exciting. The feel of the latex on my skin was so good, further increasing my lust for the evenings. Master was right, I did have a deeply repressed submissive side that he had bought to the front. I was willing and co-operative during all these days with minimal slips. I was down to only 10 strokes per day but I had now ruined that. Now however my mind was in turmoil. My orgasms controlled and constrained whilst my lust ever increasing, I needed to come up with a suitable torture, and not only that I would have to beg for it and explain why I needed it and why it would guide me. Throughout the afternoon I knew what was required of me. The irony of this was once I had decided what my torture was going to be I was calmed down, knowing and accepting it would happen and be inevitable allowed me to focus on serving Master for the rest of the day. I am not sure if this was planned but Master had conditioned me to acceptance, things were out of my control, punishment, pleasure, I had no say in it I could only experience as it was happening. As Master finished work I was led to the basement and kneeled in my submissive position head up eyes down waiting for Master to start. "What have you decided Jessica?" "Master, I must first apologies to you. I am just the lowest Sissy on the planet, to think that I could compete against or outmanoeuvre my Master was pure stupidity worthy of Sissy like me. I placed my pleasure above your needs which is unacceptable and will not happen again. I will remain a chaste and ever increasingly lustful Sissy focusing on my masters needs and pleasures and not ot my own. Master I beg of you to go back to the beginning of my training, I need the lashes to go back to 100 per evening and an additional 10 for my transgressions today. This will allow me to continue to feel the results of my stupid actions today. For today's session master I beg of you to use the torture clips on my nipples and electric shocks as you see fit. I beg of you to whip my useless sissy Ovaries with the flogger as you are so fond of. I cannot give you a count Master but I know it needs to be until I am screaming in penance of my actions and then for you to go further until you are satisfied. I need the punishment ballet heels on throughout this master and my head to be pulled to the ceiling by the hook you have used on me before. Master every part of my body needs to be covered in pain for you and once you are satisfied you need to implement the breath mask for an hour and a half. The additional 30 minutes for my mistaken transgression. After this master I should be denied my release for as long as you see fit. Master I am now ready to be your complete Sissy slave, I beg of you to use me in any way that you see fit, I beg of you to claim my Virgin sissy ass with your beautiful cock, Master I beg of you to allow this lowly sissy to service you with her mouth whenever and wherever you desire. Master I beg of you to become your pain toy and slave as I know this will bring you joy and my only purpose is to serve you. Master please make me forever yours." With a smile Master commanded me to undress. Standing there with only my chastity belt and collar on, I was tied with my wrists above me as master fitted the ballet heels onto my feet and locked them in position. My legs were then spread wide and my arms winched into the air so that I was pulled just off the ground. Master then attached the harness to my head and slid a large lubricated anus hook into my ass. With a piece of rope he proceeded to connect the hook and the harness and pull my head backwards in a painful fashion. Satisfied with the position he tied the ends and I could only look towards the ceiling unaware of what my Master was doing next. To my complete surprise Master removed my chastity device and I grew instantly hard. With a latex gloved hand and lubricant he stroked my shaft until I was at the point of cumming. Releasing his hand with me already panting from the almost orgasm and the strain of the position he went to receive the clips. Ever so slowly as he was releasing the first clamp he stroked my Clitty. I was delirious with lust and then the pain shot through my body. However my lust and Clitty did not disappear, if anything it strained to it's limits, as the second clamp was attached I thought I would explode, but I heard master whisper into my ear. "you will only cum when I permit it." I knew all too well now to not disobey master so with all my might I held back the orgasm. With the clamps attached and the balls swinging below my nipples pulling them around master received the flogger and gently started to whip my ovaries. I say gently but I was still in great pain as my need and the backlog of cum made my ovaries ever so tender. Master continued to increase in speed and ferocity until I was screaming. Next came my 110 lashes - all over my body my ovaries, thighs, ass, back, tits, stomach and Clitty all received the full hard strokes. What amazed me, but not Master was that I remained rock hard throughout all of this torture and when my clitty was stricken I almost shot all of my pent up lust out at that moment. All of which I admitted to Master when he asked me later. Master then proceeded to shock my nipples whilst he went back to flogging my Ovaries until I was on the verge of passing out. My final torture for the evening of repentance was the breathing mask. Fitted to my face and as broken as I ever had been the cycle begun. This time was different though, instead of depriving me of air and then bringing it back the air was sucked out to a thin level. This meant that I only just had enough air with careful controlled breathing to survive. It was the different but one of the worst tortures I had ever felt. Always on the verge of being denied air, loosing the ability to think and praying for it to finish. I cried in relief when after my punishment was over and I took huge gulping breath of air. I don't know how to describe it fully, the act that we all take for granted breathing in as much as we want without thought, but how quickly that privileged can disappear? Afterwards with great shame l to realise that I had maintained my erection throughout the whole ordeal. How did this turn me on and keep me horny. I had only two devastating answers. The first was that I was a submissive pain slut that wanted to be used and abused by her master. The second being that master had such control over his Sissy that he could manipulate me at will. With these humbling thoughts I assumed that finally I could get some rest but as always Master had other plans for me. My whole body was aching in complete destruction my arms and legs had long since given away and I was hanging there limply, so I dreaded the worst when I felt masters latex hand stroke my Clitty, within moments I was again shamefully panting and ready to cum. Master then proceeded to attach the suction cup to my clitty fastening it around my ovaries. Master mercifully approached me and whispered into my ear,, "You have exceeded my expectations Jessica. To beg for such a punishment to correct your actions has impressed me. Now I want you to cum as much as you need to my Jessica, you've earned it tonight and I won't be this generous again." With that my Master who I was lusting over laid a fresh assault on all my senses. A current ripped through my nipples and Master was lightly flogging my back and ass. By now however the suction had started and I could only scream in joy despite the pain as the single most needed orgasm of my life ripped through my body. It was shattering, I had never felt this joy and pleasure before. Master had made me his. The joy in the submission of fully letting go, letting master own me completely. Whatever he wanted or needed I was his, even if I was locked for the rest of my life, my whole purpose was to serve him, my Master." "MASTERRRRR," I screamed, "THANK YOU MASTER, THANK YOU THANK YOU." As the aftershocks of the orgasm wore down it was confirmed. I was no longer satisfied with a single orgasm, remaining rock hard and as lustful as I had been throughout the day, rocking in my bonds, I was delirious with joy as master continued to work on my body. I felt as though I might not ever recover from the whipping but for now I could not focus on that. All that was on my mind was the second orgasm ripping through my body just as pleasurable if not more than the first. In the end over the course of 5 minutes I had 6 orgasms chained together before finally passing out in a mixture of pleasure and pain. It had all been so perfect, as I looked down at my passed out Jessica. I had planned each step of the journey but have to admit even I was surprised at the speed of the transformation, the speed I destroyed the resistance and most shockingly the way in which she came at the end. Thinking back on it later in my life as I broke yet another sissy it wasn't that shocking - the planning on my end and the brutality of the treatment both psychologically and physically my sissies never stood a chance. But for now with my first stage complete I removed my unconscious sissy from her bonds and gently washed her clean. I realised then that I had grown a deep fondness for my Jessica and I knew that I would never willingly get rid of her. My sadistic side loved to inflict pain and humiliation but it only just dawned on me that to get my Jessica to react like that to my assault made me appreciate her more. Any brute can just torture and beat up, but it takes skill and dedication to bring a slave to the heights that my Jessica had just received. With this thought I knew that in my own way I loved her and would push both of us to our limits. For now I was content that phase 1 had passed - Gradually now I would train her to be the best anal cock sucking sissy in the world. I was going to train her to orgasm from the torture alone with no stimulation to orgasm from being fucked in the ass and to grow lustful from sucking cocks. I would train her to think of nothing but complete obedience and cocks from now on. After I washed and dried my Jessica I knew that this evening was an extreme event - she needed time to recover and I needed to put my desires on hold for now. She would recover and in a similar manner to tonight I would claim her virginity. Rubbing lotion all over her body and her tortured Nipples and ovaries - I knew this would sting if she had the ability to be conscious right now, I wrapped her in a latex sheet on her bed and proceeded to tie her to the bed legs apart so the ovaries could heal. I left nothing but her face and clitty free from the latex kissed her on the lips and left her to recover for the next few days.