Once I was trained not to cum while being stroked, Mistress moved on to the next stage of my training, where Mistress used my cock as a dildo, riding it as she pleased, fast or slow, gentle or hard. I was under strict orders, under the threat of most painful and permanent punishment, to restrain from cuming, and this was one threat I took very seriously. When Mistress started this part of my training, she gave me a code word, so she would lift herself from my cock if I felt that I was in danger of cuming. After a while that fail safe was eliminated, but I was given a time limit. Mistress would ride me for two minutes, then three, then five then ten full minutes. Now, there is no longer any limits or fail safes. The exquisite torment of Mistress riding my cock goes on for as long as it pleases my Mistress, for, as Mistress constantly reminds me, my sole purpose is to please her. I am not entitled to any pleasure besides the pleasure I might find in pleasing her. When Mistress is satiated, she squeezes my balls hard, until my erection goes down. Then she replaces the cock restraint, so that even attempting to have an erection brings me great pain.
Although Mistress did not use me as her dildo while she was having her period, her monthly cycle did not affect her orders to drink her piss or to lick her to climax. I was made to beg her for the privilege of proudly wearing the "Red Mustache", the color that would stay on my lips all day. Naturally this was not something that I looked forward to, but Mistress whipped me so harshly that I had no choice but to obey her. It was clear that Mistress would have me obey her, would cause me such pain as to leave me no choice at all. After a while I realized that my objecting was getting me nowhere and I might as well give up. I was totally broken. I would obey Mistress without question and spare myself as much pain as I could.
Mistress realized that I was now broken to her will. She was more insistent on my verbal submission as well as my actions. I would have to beg humbly for whatever Mistress wanted to inflict on me, whether to eat her pussy during her menstrual cycle, or to be used as a human dildo and not cum. Now Mistress decided that she would be amused to fuck my ass with a strap on dildo. I am not gay, have never had my ass penetrated, but by this stage I was trained. The only thing that I wanted was to make my Mistress Varian happy and if Mistress Varian wanted me to beg her to fuck my ass, I would beg her to fuck my ass. I knelt with my ass up, my knees wide apart and thanked Mistress as she penetrated my ass. She showed little mercy as she fucked me as hard as she could. After she finished, she explained that she used her smallest strap on, and I would be stretched to accommodate the largest ones.
The ultimate humiliation came after I was stretched enough to take the large size dildo. Before she fucked me she removed the cock restraint and ordered me to stroke myself until I came. Mistress was shouting at me that I was a faggot, getting hard and cuming while being fucked in the ass. Afterwards I had to thank her for fucking my ass and for allowing me to cum like the faggot that I am. I was crying. Mistress whipped me harshly for crying.
Meanwhile, Mistress filled my day with constant humiliation. I no longer ate my food from HER pussy. Now I ate from HER mouth. SHE chewed on her food and then kissed me, moving her chewed food from her mouth to mine. I was required to beg her permission to piss and shit. And since Mistress would not be home for most of the day, relying on the sonic gates to keep me locked up, I would wear diapers so I would dirty her house if I had an "accident". Of course I was forbidden to have an "accident" so if I should dirty my diapers not only would I walk around with a wet or dirty diaper, I would be whipped for disobeying her orders when Mistress came home. And of course, Mistress found it amusing to load me up with laxatives before she left for the day.
I learned quickly that whenever I thought that my life could not be worse, that I had hit rock bottom, Mistress could be relied on to prove that it was not so. She found constant ways to make my life even more miserable. One day, after a heavy dose of laxatives had forced me to shit in my diapers, Mistress came home with a young girl friend. This was the first time that anyone but Mistress had seen me as a slave, and here this beautiful young woman, who could not have been a day older than 20, was seeing me naked, except for diaper filled with shit. I must have turned all sorts of colors as the young woman giggled girlishly and said laughingly to my Mistress: "You said you had a well trained slave, but all I see is a bad boy with dirty diapers."
Mistress turned to me and said "you have humiliated me. I will punish you later. But I have promised Elizabeth that you will serve her for this evening. I expect you to be most humble and obedient. I expect you to treat Elizabeth with the same respect that you treat me."
With that Mistress took a seat and I knelt before Mistress Elizabeth and recited humbly; "Mistress Elizabeth, I beg to be allowed to serve you. I will strive to bring you pleasure."
Elizabeth turned to my Mistress and giggled softly. "He is not well trained, he does not even know how to address me." Then she turned to me and said kindly, for, I was to learn, Elizabeth would always speak softly and kindly, no matter what outrageous punishment she would be devising; "No one said I was a Mistress, I am not any kind of Mistress. I am your Mistress' hair dresser. I mentioned to your Mistress how happy she was looking lately, and she mentioned that having a slave made her happy. Now between you and me, I could understand how having a well trained slave would make any woman happy, but you?" she giggled again, "I cannot believe that you could bring happiness to any woman." This was said in the kindest, gentlest voice, which of course made her opinion all the more hurtful.
I must have looked as if I were about to cry, so Elizabeth ran her hand gently over my head and said; "you must call me Elizabeth, not Liz, not Beth, just Elizabeth. Now you must ask me to remove your stinky diaper and clean your filthy ass."
Before I could say a word Elizabeth turned to my Mistress and giggled "I cannot see how this makes you happy, but you say it does...."
I knew Mistress was furious at me already, and was determined to give her no further cause for punishing me. At the same time I realized that if Mistress talked about me at her hair salon, who knows how many people know about my slavery and humiliation? I would think about that later, but for now I had better instantly and humbly beg Elizabeth to change my stinky diaper and clean my filthy ass. Elizabeth giggled, patted me on the head and said "Of course dear boy, but not in your Mistress' living room. Follow me to the basement, I am sure there will be a suitable place there.
(I later found out that Elizabeth was Mistress Varian's niece, and was training to be a Mistress. This was all plotted by Mistress Varian to further my humiliation. Needless to say the plot succeeded as I was made to feel like a shamefaced little boy.)
So I crawled on my hands and knees, down the stairs to the basement, where Elizabeth had me lie on the cold hard floor with my legs back around my ears while she removed the diaper filled with shit and cleaned my ass with warm soapy water. I thought that I was through with this humiliation but Elizabeth had something more in mind. "I can understand how a little boy might have an accident, but we must insure that this does not happen again, don't we little boy?"
"Yes, Elizabeth," I was forced to agree.
"So if you ask me nicely, I might be prevailed upon to give you an enema, so that you are nice and clean and will not have another accident." Put like that, I really had no choice but to agree, so I begged Elizabeth to please give this little boy an enema, to clean his ass, so he does not have another accident. So Elizabeth gave an enema, with warm soapy water, a lot of it. When she finished with one bag, she used a second. My bowels were full, my stomach distended. When she finished I begged her, in tears, for permission to release.
"I will allow you to insert a butt plug to assist you in keeping the water in, but I will not allow you to release, because everyone knows that the longer you retain the water inside you, the better it cleans your ass. You may thank me for my kindness."
So I did. Elizabeth gave me a very large glass butt plug to insert in my ass. She allowed me to lubricate it with my mouth before inserting it, painfully and humiliatingly in my ass.
Then Elizabeth said that it was time for me to clean my own dirty diaper. "It is bad enough that I was forced to change your filthy diaper, surely you do not expect me to wash it?" so with two bags in my ass, being kept in by a big tight butt plug, I washed the shit out of my diaper. When I deemed it clean enough I signaled to Elizabeth by licking it all over. I thought that surely now I would be allowed to release the enema, but Elizabeth again refused.
"All this dealing with your shit has gotten me to want to shit myself. Follow me upstairs to the guest bathroom." So this time I went up the stairs on all fours. Elizabeth sat on the toilet and I knelt at her feet my lips kissing her feet. I was straining to hold my enema inside me, while Elizabeth strained to move her bowels. Finally she finished, and instructed me that if I asked nicely, I would be allowed to wipe her ass. So of course, I begged permission to wipe Elizabeth's ass. I was given that permission with the warning that I should do a careful job, as I would be "allowed" to worship at her crack when I was finished with the cleaning. I finished the cleaning and licked her ass and again begged permission to release.
"Not quite yet, I want you to breathe in my aroma for two minutes." So I knelt, my ass in the air and my head inside the shit filled bowl. "I am going to punish you for dirtying your diaper. I am going to paddle your ass for two minutes. You must remain completely still, because if I miss your ass cheeks and hit the glass dildo it will shatter in your ass, and it will be extremely painful." Then she turned to Mistress Varian and asked if she might want to join in. With that Mistress Varian took out two wooden paddles, each with holes to cut down on wind resistance. The two of them stood on each side of my ass and paddled away for a full two minutes. It was two minutes of constant pain. My head fell into the shit filled bowl and I had to struggle to keep my head up so I would not drown. I struggled to keep my ass still, as the thought of the glass dildo shattering inside me terrified me. Finally the time was up, and I thanked Elizabeth and Mistress Varian for punishing me. Finally, through my tears, I was allowed to crawl down the stairs again.
Finally the big butt plug was painfully removed and I was allowed to shit. I cannot tell you what a relief that was. I must have been on the toilet for 20 minutes, maybe a half hour. Finally, I was through and Elizabeth said that it was now time for me to please her. Well, that was something that I was well trained in, and I looked forward to this aspect of my service. Even though the cock restraint made it impossible for me to have an erection, it was still fun for me to use my mouth on a woman's pussy, to feel her climax due to my efforts. And Elizabeth had gotten the key for my cock restraint from Mistress Varian. She was releasing my cock! The evening was looking up. I immediately got an erection. Elizabeth took notice and brought my joy to an end.
"I did not give you permission to get an erection. I thought that you were well trained, I am sorry, but you must not get an erection unless given permission. What you are to do, since you cannot control yourself with your mind alone, as a well trained slave can, is to cup your balls in your right hand, and any time you feel yourself getting erect, you have my permission, and my order, to squeeze your balls hard. Hard enough that getting an erection is the last thing on your mind. This is how we shall train your cock to obey your betters" All this was said in the kindest, most gentle voice, as if Elizabeth had no idea of the torment to which she was condemning me. To be the instrument of my own torture, to be forced to squeeze my own balls, to prevent me from showing the natural reactions to pleasuring a woman. So I lay on my back, Elizabeth sitting on my face, her ass toward my face, her pussy on my mouth and her eyes on my cock.
My cock immediately became erect. I was forced to squeeze my balls as hard as I could to shrink the erection. As I gasped through the self-inflicted pain, Elizabeth gently "reminded" me that I must continue to concentrate on pleasuring her pussy. As I once again turned my attention to her pleasure, my cock once again grew hard. This time I was a bit slow in squeezing my balls, and Elizabeth reminded me that the sight of my erection was a sight that she, and other well-bred women, found disgusting, and seriously interfered with her pleasure. So I was compelled to keep a constant painful pressure on my balls, to prevent my cock from showing any sign of life, while concentrating all my attention on bringing Elizabeth to her orgasm. But Elizabeth was not content with a smooth ride to the summit and over the top. Elizabeth stopped my efforts four separate times as she was nearing her climax, keeping my tongue away from her clit, letting herself climb down from the edge before she would allow me to take her higher and higher again. Finally, on the fifth try, she climaxed. She shot her juices in my face and made loud grunts of satisfaction of pleasure.