Addicted to Pain, Humiliation and Degredation

Chapter Three

Approaching the bar my guide sat down on a stool and ordered me to get down on my knees. Immediately dropping, I obviously became one of the many subs in the room. There was absolutely no question which was which. “At least we have established you can take an order and react to it quickly”. I am Mistress Evil and you will address me as such whenever I give you permission to speak. As this is our first meeting I’ll go fairly easy on you at first. Please speak freely and tell me why I should waste my valuable time with a pathetic little sissy boy like you,” She shouted at me.
“Thank you, Mistress Evil, for allowing this lowly potential servant to beg to serve you. For most of my adult life I have been a closet cross dresser, have had constant fantasies of serving as a slave to a beautiful and dominant woman such as yourself and am out in public for the first time. My strongest fantasies involve enduring endless punishment with no chance of escape, no safe words, no games. Humiliation and degradation are desired also but not as strongly as having my limits of endurance constantly tested. I do have limited experience as an ex wife indulged my dressing up and did inflict pain on my body that she could not understand my tolerance of. I have come here looking for a dominatrix such as you, though I do not have the means to pay for any of this. I have never been with a man in any way and the thought detests me. Obviously I realize that will no longer be my choice if this comes true. There is only one thing I’d have to be killed for before doing. That of course would be anything involving children. To sum up why I’m here and my strongest desire: find a woman to serve that will make me wish, in little or no time, that I had never met her. Thank you, Mistress Evil.”
“Very interesting, slave, but you must realize that there are a lot of wannabees out there that can talk the talk, but few can walk the walk,” barked Mistress Evil. Without warning she reached under my skirt, grabbed my balls and squeezed. A little moan escaped my lips but I retained my composure. Mistress took her cigarette and stubbed it out on my cock. That was totally unexpected and got my attention. I let out a slight scream but quickly recovered. Wrongly, I said “thank you Mistress Evil”, and was slapped across the face.
“You low life sissy shit. Who gave you permission to speak?” Asked Mistress Evil. Afraid to say anything I just lowered my head. And got slapped again, for not answering a direct question. “Well it’s obvious you are in need of some serious training. Against what may be my better judgment I’m going to take you home and see how you react to 2 hours of my brand of discipline. If you pass this initiation and show the proper respect and the ability to follow orders quickly and correctly you will be brought home to think about the evenings’ happenings to decide if this is the future you want. At 9PM tomorrow evening my driver will come by to pick you up. He will have a contract for you to sign with him. If you sign it your life as a free man, or sissy will be over. He will deliver you me at that time. If this is your wish be ready when he arrives. But first let’s go and put you through a few paces.”

A black hood was placed over my head and Mistress Evil led me out of the club and into her car. Arriving at what I assume was her home, she parked in the garage and led me inside. “Undress, NOW,” yelled Mistress Evil and I did quickly. The hood was removed, a blindfold put on and the hood again put on to insure I could see nothing. “You will be kept this way throughout the trial period as I don’t want you to have any idea at all as to what is about to be done to you. She grabbed hold of my cock and used it to lead me down a set of stairs that must have gone to the cellar or maybe a dungeon. Cuffs of some kind were attached to my ankles and secured to the floor with my legs spread about three feet apart. Next, my arms were also cuffed and attached to what must have been a pulley system or some such thing as both arms were extended up and at an angle. I couldn’t tell exactly my position but it did not feel as if there was a wall in front of or behind me.
“Time to test your claim of endurance, sissy. Do you have a feminine name you go by?” Mistress Evil asked.
“Yes, Mistress Evil”, it’s Melanie.
“ Well, sissy Melanie. That will work for tonight, but I will re-name you if you return, she said.
“Thank you Mistress Evil,” I responded and new I had again spoken out of turn.
And the first blow of the night landed. “You pathetic excuse for a slave. Again speaking without permission. This is a trial here. You need to show me you can follow simple instruction to enter my domain on a permanent basis. And already you have spoken out three times without permission or to answer a direct question. Instead of ten strokes from my bamboo cane as planned, you will receive ten on each side of your butt as punishment for failure to obey. You will count them off as I administer them. Any mistakes and the count begins anew”. Mistress Evil used her free hand to rub and knead my ass causing the nerve endings to come alive to help accentuate the felling of the cane against my flesh.
“Two, Mistress Evil” I said as the cane struck again.
“Wrong answer, Sissy Melanie.” Mistress Evil hissed as she walked around in front of me. “ At no time did I tell you to count the practice stroke I gave you before explaining the rules. And you must thank me for each stroke. Shall we begin again?”
All I did was nod in approval, afraid to speak.
“Nice to see it might just be possible to teach you proper respect and behavior,” said Mistress Evil.
“One, Mistress Evil, thank you,”
“Two, Mistress Evil, thank you,”
“Three, Mistress Evil, thank you.” And on it went for a total of ten strokes on each cheek without losing count. I was screaming at the end, but it subsided shortly after the last stroke. Of course, Mistress Evil had me kiss and thank the cane before she put it aside.
“Not too bad for a sissy, Sissy Melanie. You held up better than most have to my cane. But that was the easiest of three tests I have in store for you. You’ve got some pretty nasty welts rising on your butt and you won’t sit comfortably for a day or two. You must know that your cock and balls will be the center of much of the pain you will receive from any dominatrix. Let’s see how much tolerance you have in your more sensitive areas”
I could feel Mistress attaching something around my balls but had no idea as to what, blind as I was. It was constraining and uncomfortable but as yet not painful.
“Maybe I should give you a clue as to what is happening, Sissy Melanie. I have wrapped a very strong strap around your balls at their base. It has a large snap hook at the bottom. We are going to find out how much weight your balls can hold up before you pass out from the pain. You will eventually, but this is a good endurance test. I hope this sounds like fun to you because I’m having a ball, pun intended,” Mistress Evil said sarcastically.
When I didn’t respond with a nod, Mistress Evil slapped my balls and informed me that a response was necessary anytime I was told of an upcoming torment as confirmation of my desire for the honor of receiving said abuse. She couldn’t see my tear filled eyes as I nodded under the hood.
Having been resoundedly slapped, I started out my ordeal with my balls already sore. I was told Mistress would start out with 5 pound weights and would switch to one pounders when she felt I was beginning to enjoy the effect. After the first I gasped but not much more. The second five pounds caused a considerable moan, and the third, now fifteen pounds, brought out the first scream, though a short outburst. When the fourth weight was attached the screaming became almost constant. Twenty pounds of dead weight supported only by my balls and the stretched skin around them had me screaming my lungs out. Mistress began swinging the weights which just added to the discomfort and screaming.
“ Before I add any more weights I’m going to have to gag you. I wasn’t expecting a guest tonight and the windows upstairs are open. We can’t have the neighbors interrupting our fun.” She went to the corner and retrieved a rag, ordering me to open my mouth. She told me she was putting it between her legs and getting it wet for my first taste of my Mistress’ urine- something I’d receive a daily dose of if accepted.
God, what a horrible taste, I thought when it was shoved in, Warm, salty and slightly acidic. At least I wasn’t drinking it, just getting the awful taste on my tongue.
“Your in luck slave. It’s late and I’ve decided to speed things along and go with another five ponder instead of switching now. We’ll have you passing out in no time.” My good lord did I scream through the gag as the weight reached twenty-five pounds. And the screams just got louder and louder as she added pound after pound to my aching balls. It seemed as though my balls must be four or five inches lower than they usually hung. At some point I passed out, not sure how much longer it took. Surely I’d never be the same. Mistress had brought me back to reality with smelling salts and complimented me on finally passing out at thirty-one pounds. A new record by four pounds for her slaves. The pain should subside in a few hours as your balls are free again. It seemed I could never be pain free again with the ache in my balls.
“Now let’s get on with your last test before we sit down and discuss what your future will be like if you decide to return. You’ve had all the pain you will have to endure for this evening. You weren’t lying about having a good level of endurance. But pain is something you want. Your last test will be enduring something you despise, and of course that is gay sex. I have men over frequently and I have to know I can count on you to fill in for me to relieve the needs of these friends from time to time. The guests won’t be too frequent as most of your training and abuse will be one on one with me. Your primary role will be as my plaything, to torture, humiliate and degrade. With that in mind I’m going to change your position to a more useful pose for this test.”
With that Mistress released my hands and re-attached them to the floor about three feet in front of me sticking my ass up in the air. She went to a cabinet and returned with a dildo that went in my mouth. The only lube you’ll get is what your mouth puts on this, I was told. It’s going on to my strap-on and up your ass. It wasn’t too big, more like a good-sized cock, flexible and realistic. Expecting it to take a couple of minutes to put on, I was shocked when she stepped behind me and rammed it home with one strong thrust. Even though it wasn’t large I screamed at the intrusion and fast in and out movement. This continued for a good fifteen minutes with Mistress occasionally reaching down and squeezing my already aching nuts. Finally she withdrew and came around and had me clean the dildo in my mouth. It wasn’t bad, but I did get my first taste of shit, my own.
“Excellent job, Sissy Melanie. You have passed your tests and now the only thing between you and a life as my slave is your own decision. Say nothing now, even if you feel you know the answer. I’m going to explain what you can expect if you come under my rule. I want you to take 24 hours to think about everything that happened tonight and what I’m about to tell you.
Mistress Evil continued: If you decide to sign your life over to me, the contract you will sign is legally binding with no recourse on your part. You may or may not be aware that courts have deemed I have the rights of a property owner and can do anything short of killing you. Like owning a house, I retain the right to sell you, rent you out, rehabilitate you and modify your basic structure if it helps meet my needs. Your life will be filled with pain, abuse, humiliation and degradation in ways that will make tonight seem like a walk in the park. Seldom will you have an hour, never mind a day that is pain free. If you have any questions or comments feel free to speak now.”
“Mistress Evil- first I would like to thank you for allowing this lowly sissy boy slave to be of service to you tonight. It was eye opening to be taken to levels I had only read about but never dreamed I’d experience. You have given me till tomorrow to decide. My first question is whether or not I’ll be able to indulge my feminine side at all?”
“Good question Sissy. You will. You will be assigned many household chores after your training and a maid’s uniform, complete with make-up and heels will be appropriate for those chores. Also, when I entertain you will serve my guests dressed up. At least to start the night you’ll be dressed anyways. And exceptional behavior could result in your indulging in rare time off. I will supply you with the necessary garments to my taste and you will get lessons in creating a more “convincing look”. Any other questions” she asked.
“My chauffeur will take you home, I was told after having no more questions, and would be by at 9PM tomorrow, as I told you for your decision. Remember, once you sign the contract, if you do, the decision is irrevocable. Never approach me again if you decide no and have second thoughts. Come in only a trench coat. No shoes or anything else under the coat. The moment you enter my home you will remove your trench coat. You will be and will act as my slave instantly. You may get dressed and leave now.”

To be continued