Addicted to Pain, Humiliation and Degredation

Chapter Eight

Eric was do a reward for doing some big favors for Mistress Evil, and she gave him the assignment of training me in my expectations of the “gay” aspects of the life I would lead. Mistress had told me that the day after tomorrow I would be packed up in a very confining shipping box and transported to a very special doctor friend of hers that specialized in the total transformation of sissy boys like me into the whores she would be able to use to make money and enhance her lifestyle. A few of the things I could look forward to: Having my feet operated on so they would fit in very tiny seven inch stiletto heels. Your adams apple will be removed and your larynx surgically altered to give you a pleasant female voice. You will receive many doses of hormones to soften up and feminize your body. All body hair will be permanently removed. Permanent make-up will be put on your face. The hormones will help you develop tits and they will be surgically enhanced giving you 54DDD breasts- sure to make you a big hit. Your ass will be well enhanced also. You also will be fitted with the chastity device mentioned before which will make it painful when you are aroused, and totally prevent a hard-on or ejaculation. It will be permanently welded in place. The doctor is a dom himself and will abuse you constantly, performing many procedures with no anesthetic. Also, your teeth will all be removed and you will be fitted with a set of soft rubber false teeth. Your lips will also be greatly enlarged, to the point where, if you were in a room with a bunch of big-lipped black women, your lips will stand out. The only pleasure in your two or three month visit to the doctor is you will be allowed to cum one last time before the chastity device goes on. We don’t want you forgetting what you will never know again. Some future. There is no way I would have signed up for this if I knew. No doubt, I’m truly a slave.
“Stop daydreaming, sissy. We’re going to have some fun showing you the gay lifestyle, Mistress Evil version”, Eric snapped. “It’s about four hours till your bedtime, and you probably wont like those four hours.” Eric placed me on a bench, strapped me down fairly loosely facing up, attached cuffs to my ankles and these to chains hanging from a pulley system. These chains raised my legs and spread them. Pulling a pencil torch from his pocket he said, “Any lack of co-operation or lack of enthusiasm on your part will result in my using this on your cock and balls. Though I know you detest homosexual acts, you’re going to learn to put on a convincing show for future clients. You are going to be fucked constantly and then you will clean my cock with your mouth. Then you will be fucked by larger and larger strap-ons and clean those also. Finally I will give you a healthy first time fist fucking.”
By the time Eric went at me with the last strap-on, one he said was fifteen inches long and had a three and a half inch diameter, I was screaming and crying as he finally removed it for me to clean. This last one he removed from the harness and left it in my mouth, telling me if it came out he would use the torch.
First, I felt what could only be a finger in my hole, then another and a third. Having been violated as badly as I had, it didn’t produce much pain. But shortly, the fourth, and then the thumb went in, and I clenched those muscles back there. Eric took the torch and held it close enough to feel the heat, and I relaxed. Smart move, I was told. And with one solid push, his hand went in as I gasped. It almost popped as it did and shrunk around his wrist. Then he went at my hole with vigor. I half heard him tell me it was in up to his elbow as I screamed in pain. I could actually see his knuckles on my abdomen once or twice. It was the first time he had gotten what had to be twenty inches inside an ass he told me. He might have gone further but didn’t dare permanently hurt Mistress’ slave. After cleaning his hand with my mouth, I was led to bed without a word.
I could barely even feel the machine tonight after being so violently stretched out back there. Tonight’s video? “Whips and Canes, feel the pain”. Sure should be a fun day tomorrow, I thought and tried to get some sleep.
Mistress Evil woke me without the usual kick as I hadn’t felt stimulated enough to get off last night. No surprise there. Mistress handed me my morning glass of urine and asked, “ did I enjoy my training session with Eric?”
“Yes, Mistress Evil. Of course. I look forward to all of your training sessions”, I lied.
“Very good slave, you are learning that the road to happiness is best achieved through proper attitude and respect,” Mistress Evil said leading me to the dungeon and getting me set up for today’s lesson. My ankles were shackled to the floor and cuffs attached to her pulleys went on my hands. I was raised to the point where my toes barely touched the floor. You today will be whipped and caned. So that you will be able to differentiate between the pains caused by each, the whip will be used above the waist, the cane below. The one exception of course will be your cock and balls as they will receive constant attention.”
She first picked up the cane, massaged my ass cheeks and gave twenty-five strokes to each cheek I was hoarse before she even finished it off with five strokes to my balls from behind. “You’ll have trouble sitting for days with the welts popping up on your ass, sissy cunt,” she said. And for good measure she hit the bottom of each foot five times to make even walking a painful experience. I limply hung from the chains, not moving a muscle and thinking, “the whip is yet to come”. First she picked up what she lovingly referred to as her penis whip. It was short handled and the braids were only a few inches long. By the time she put it down my cock was a bleeding mess. My mouth was open in an endless silent scream. Next she took what looked like a bullwhip Eight feet of leather with little metal tips at the end of each strand. And Mistress Evil handled it like a pro. Depending on how close she stood the whip sometimes more than wrapped around my entire torso Streams of blood were all over my stomach back and even a few on my arms. Fortunately, it was quite tiring and lasted only about fifteen minutes. But my agony was not over. Mistress Evil approached with a bowl she said contained “red hot sauce” combined with flour to make a paste This was spread over any places on my body that the skin was raw and open, The look on my face of utter astonishment at this latest torment created a huge smile on Mistress.
“ The pain won’t subside until you can shower it off, sissy cunt. This is one of my more painful and favorite procedures. Now open your mouth wide, she said, and she rubbed some around inside for the finishing touch. I’ll come back and let you shower in about an hour,” she added.
“Eric will be in shortly to set you up for the night, Mistress Evil said upon returning. Your video tonight will deal with body modification to give you an idea of what’s in store for you. When you return, your behavior and attitude will be severely tested to help me determine if you are of better use to me as a personal slave, a permanent inhabitant of one of my BDSM clubs as a pain loving whore, or if I should just sell you off to the highest bidder.
My future will have to wait for another day and another story.

THE END