A Dominatrix Diary

by A Dominatrix

 

The Rules. Remember, obedience equals satisfaction.

Rule #1: You are my sissy slut. When you read anything I have written you will be wearing at least one article of explicitly feminine attire, the more the better. In addition, anytime you read an entry from my diary(this goes for past entries as well), you will have a lipstick on hand and you will have coated your sissy nipples with a rich, seductive red. Stop reading now, get your lipstick and go paint your nipples.

Rule #2: You may only have an orgasm three times in any calendar week and at least 48 hours must pass between ejaculations. From now on, you may only have an orgasm while you are in physical contact with something unambiguously feminine (clothing, jewelry, make-up, nail polish, perfume, etc.) Even if you are only holding a tube of mascara in one hand while you work yourself over with the other, some expression of your girlish desires must be with you when you cum.

Rule #3 You will stroke that sissy ‘clit’ to maximum excitement at every available moment. You must be constantly planning your next opportunity to masturbate while you remind yourself what a sissy you are. Your success will be judged by the steady flow of precum into your panties. I want you to be perpetually wet. I want to be hard now and I want you masturbate now. BUT . . . no ejaculation, except on schedule!

Rule #4: If you cum while reading a chapter, the next time you turn to that chapter you must start again, from the beginning.

Rule #5: Each chapter will be introduced with a specific task for you to perform before you are allowed to start reading the chapter. Any time you reread the chapter, the task must be performed again. Adding tasks from other chapters to the assigned task is very good. It will serve as an extra expression of your submission.

The Task

Do you have your high heeled shoes ready, slut? Put them on now and practice your best sissy walk back and forth across the room. Then, after a few turns, go to the mirror and put on a little make-up (or refresh it). Now, more walking and that sissy ass of yours should be swaying extra seductively. Are you feeling feminine? Now read about the steps I take when a sissy comes before me.

 

You’ll Think of Something

In Part 2 of these writings I described my first meeting with Samantha Lockhart, her mother Elizabeth, and Samantha’s fiancee, Thomas. If you review that entry, it should be no surprise that I ultimately found Thomas to be an ideal candidate for a long term training program. Over the course of my work with this particular sissy, which occurred several years ago, many classic issues of domination and feminization arose and I think that it would be useful to look in on his training as he progressed to his inevitable end.

Soon after Thomas was accepted (the medical exam performed, the fee paid) I had several meetings with Samantha and Elizabeth Lockhart. During the first interview with these two attractive women I had formed a mild impression that Elizabeth was the driving force behind the decision to enroll Thomas in my program. I soon revised this view as I came to appreciate Samantha’s deep desire to feminize and control her boyfriend beyond anything contemplated by her mother.

Our final meeting occurred without Thomas’ presence although, to be sure, our sissy-in-waiting was strapped to a chair, with a penis gag in his mouth, in the foyer of my home. Meanwhile, the women discussed his fate in my office. As the meeting concluded, it was evident that Samantha was eager to start his training.

‘Katherine,’ she said, ‘I’ve been looking at some of the materials you lent me and I really want to see what Thomas looks like as ‘girl’. I was hoping that we could dress him up today just to see what we’ve got.’

‘I admire your desire to get down to it, Samantha,’ I replied, ‘but let me suggest that we proceed a little more deliberately. After all, Thomas’ program will take several months to complete and I’d like to think that the process will be more excruciating for him and more satisfying for you if we take it slowly, enjoying each humiliating step. Think of it as a vice that’s being tightened by quarter turns.’ I went on to discuss some of my plans for that day’s work with Thomas, including Samantha’s role in the proceedings.

This satisfied the young woman and I continued. ‘Now, I’d just like a few more details. As I understand it, Thomas has a job, what are your hopes for his future employment?’

‘Well,’ answered Samantha, ‘He’s working at an entry level position in a large firm downtown. It’s a good job for starters and I think that he should work, why do you ask?’

‘I just wonder how his situation might be affected if some changes were observed by his employer.’

‘Oh, it’s a very conservative establishment. I’m sure that any irregularity in his, uh, . . . presentation would cause him difficulty, but,’ Samantha said, obviously catching my drift, ‘if he has to change jobs then he has to change jobs.’

‘And his family,’ I asked, ‘have you considered how they might view his new situation?’

At this, Elizabeth spoke, ‘That may present some interesting issues. Thomas is the youngest brother in a family of boys and his father is a high school football coach. I think that it’s safe to say that his extreme embarrassment over his fascination with women’s things has much to do with an upbringing that emphasized an intolerance for males who show a softer side. ’

‘Well’ I said, ‘They may be in for something of a shock, but feminizing a male isn’t always pretty. At any rate, it’s time for the first lesson. Shall we bring him in?’

‘Actually,’ said Elizabeth, ‘under the heading of ‘three’s a crowd’, I thought that I would leave and let you two work with the young man. Not that I’m not very interested, but this is Samantha’s project and I think that it’s up to her to see it through. May I look in from time to time to check on his progress?’

‘Of course,’ I said, giving her a small bow. We said our good-byes at the front door and Mrs. Lockhart reached down and patted the prisoner lightly on the cheek, almost caressing him. Thomas rewarded her with a helpless, wide-eyed look that was emphasized by the gag.

‘Great changes are coming, my dear. I know that you will do wonderfully, good luck.’ With that, she was gone and Samantha and I turned our attention to our new sissy.

I unbuckled him from the chair and led the couple into my main work parlor. ‘As you can see,’ I remarked, looking at Samantha, ‘I have set this room up to have some elements of a bedroom with various implements available to give selected ‘treatments’ to our sissy here. I keep most of my large bondage paraphernalia in an adjoining storage room. Everything is on wheels so it is all quickly available and removable. I tend to prefer a lighter style than some doms, at least in terms of appearance, so I want this area to be more the spacious boudoir as opposed to the dark dungeon. I like to think however that I can produce a level of discomfort for my slaves that is the equal of any gothic scene.

‘The array of mirrors is a key element to the experience. If you walk around, you’ll notice that there is really no location in the room that does not offer at least several views of yourself and the object of your attentions. You will find Samantha, that the typical sissy is obsessed with his own image. They are constantly striving to view themselves in their sissified state. To be sure, they are always drawn to a dominant woman, but we have to remember that, on some level, the true sissy has a perverted desire to fuck himself.

‘But enough talk,’ I said, approaching Thomas, ‘Our little lamb is looking quite neglected. Take your clothes off now and we’ll see what we have.’

At this, the slave cringed and hesitated for a moment but, realizing very well that he had no choice, began to disrobe. His compliance was not fast enough for Samantha. She stepped forward briskly, delivered a light slap across his face and whispered something in his ear. The message was clear to the sissy and he finished undressing in double time. Any reluctance on his part regarding the circumstances was contradicted by the erection waving stupidly in front of him as we contemplated his helplessness. I gathered up his clothes with some show and, to Thomas’ consternation, locked them away.

How pleasant, a naked sissy was now standing before me, with his hard sissy ‘clit’ proclaiming his submission. I circled him slowly and finally looked directly into his eyes. Of course he could not meet my gaze and he lowered his head quickly. ‘Samantha and I are here to teach you a new way of life, sissy, and in return you will provide us with service and entertainment. You will learn that our wishes and our amusement will be your only consideration whether you are in our presence or not. The first step today is the removal of all that vulgar body hair.’

At this, the slave looked up and moaned a muffled ‘Nooo...’ through his gag. It was my turn now. With one motion, I reached between his legs, grasped a testicle and pinched in just the right location. Instantly, he gasped and doubled over. Still holding him firmly I leaned down and spoke matter-of-factly into his ear. ‘After today you will never have body hair again. Samantha will take you to the bath and assist you with its removal. When you are quite smooth, you will return and we will explain how your appearance is to be maintained. I’m going to turn you into a pretty girl Thomas, and a pretty girl does not have hair on his back or his legs and certainly not on his chest.’ So saying I signaled to Samantha and she marched him off to be shaved.

While the sissy was being ‘groomed’ I took the opportunity to get into my ‘work’ clothes. My outfits are always simple. On this particular day I wore an over-the-bust black leather corset which just covered my nipples but otherwise presented a fine view of my luscious tits. A nylon thong covered my front while allowing my ass full exposure. My shoes were black, knee length boots with my usual 5 inch heels. Since I was not anticipating any heavy action, my hair hung loose about my shoulders.

An hour and a half later, Samantha (who had similarly ‘adjusted’ her wardrobe to marvelous effect) and Thomas returned to the parlor and what a difference. He had been particularly hairy and now his pink skin positively glowed from the shave and the lotions which Samantha had required him to apply. Samantha had been kind enough to allow the sissy a small tuft, which had been trimmed quite short, directly above his genitalia but otherwise, he no longer had body hair.

This made his appearance much more feminine and he was now experiencing the psychological effect of the physical change amplified by the feel of a hard cock in his mouth. He was still very erect and, in a subtle way, his movements and mannerisms had taken on that distinctly sissy quality which I find so endearing in the confirmed transvestite. Remember, this was a male who had never given himself permission to explore his desire to be feminized and now the floodgates had opened.

As he walked in, his smooth chest was thrust out, his ass wiggled a bit seductively and his fingers dangled limply from slightly arched wrists. ‘See how he admires us and himself, Samantha.’ I said. Indeed, Thomas was transfixed by the image in the mirror of two dominas with their naked slave. ‘Let’s give him an opportunity to really have a look. Here prissy-boy, hold out your hands and let me slip these bondage mittens on you.’

Mittens on and clipped together, our slave was hoisted up and stretched out so that he was just barely able to balance on his toes. His penis continued to bounce and drip as I took up my crop and stroked his freshly shaved underarms. ‘Isn’t this sweet.’ I teased. ‘We’re going to have lots of fun over the next few months while Samantha and I slowly transform you.

‘Every time you raise your arms you’ll be reminded of what a fem-boy you are. How will you explain it to someone who happens to notice? We’re going to get you into better shape and the folks at the athletic club are bound to comment on your new girlishness. Well, you’ll think of something. Maybe you can join another club, what do you think Samantha?’

‘Oh, he should keep his membership at the club.’ Samantha replied, moving in to manipulate his erection with her own crop. ‘After all, half the fun will be to observe his growing embarrassment as his changes become more obvious.’

At this comment the slave shuddered and blushed deeply but made no protest. He was obviously lost in the excitement of his immediate predicament and it was clear that, like most sissies, his present focus on his throbbing member had obscured the long term consequences of his submission to the two women who now controlled his life.

‘Very well then.’ I said. ‘Tomorrow you’re off to a workout, but no more of that weightlifting. We’re going to slim you down. I have a list of aerobic activities that you’ll be doing along with some special stretching exercises which incorporate aspects of yoga. You’ll be attending a class several days a week to develop proper technique. The yoga class, which is conducted by a friend of mine, is otherwise attended exclusively by women so it’ll be your job to fit in without causing disruption.

‘To that end, we have a leotard and tights which you will wear while attending the class. Your goal will be to make your appearance as feminine as possible and the class will provide you with an opportunity not only to stretch your body but to meditate on the changes which we require. My friend, the instructor, is well aware of our purpose in having you attend her class and she’ll assist you in establishing the right frame of mind.

‘We are also going to be paying strict attention to your diet. The fat and the excess muscle are going to come off. Samantha, what are your plans for Miss Fluff’s ongoing skin care?’

‘The total shaving experience was way too much work for me to do again.’ said Samantha. ‘ Thomas could reach most areas but he needed help shaving his back. I want him to have laser hair removal on his upper body so that he stays smooth without the need for regular help but I’d like him to continue to be required to shave his underarms, legs and pubic area. I think that shaving those parts is a basic feminine activity and it should serve to reinforce the change which is taking place.’

The sissy’s response to these directives was a marvelous combination of shame mixed with eager desire. With each new instruction a shiver went through his body and the wonderful blush response of this particular sissy would reassert itself. He hated the circumstances yet he was truly unable to resist. His most improbable, most secret, fantasy had materialized. He was the victim of two strong, beautiful women who were planning his public humiliation.

‘We have a few more things to do today, my fiancee.’ cooed Samantha. ‘I have a little something here that you will be wearing during your early training sessions.’ As she spoke, she produced a broad pink ribbon which she proceeded to wrap around his engorged penis, finishing with a large bow. ‘You should know that Katherine has something special for you to wear when you’re are not in our presence,’ she said, ignoring the sissy’s agonized moans brought on by the attentions to his erection, ‘but from now on, when you’re not wearing Katherine’s device, you’ll wear your sissy ribbon on your little ‘clitty’. Do you understand?’

Thomas nodded, wide-eyed as ever.

Samantha turned to me. ‘What’s next Katherine?’

‘Well,’ I said patting the exposed bottoms of his feet with the crop. ‘He’s having some difficulty standing in this position yet he’s pointing his feet very nicely. I think the right shoes might be helpful, do you think he’s ready?’

Samantha was ready and she produced a gleaming pair of red patent leather pumps, with 5 inch heels, which she smoothly slipped onto his bare feet. The effect was stunning and it immediately gave the sissy the look of being a woman from his thighs down. It’s always satisfying for me to see a male in high heels for the first time and this was no exception. The three of us contemplated this exquisite vision for a few moments as the sissy rotated himself ever so slightly so as to better gaze at his feminine legs and the elegant shoes.

Samantha moved in and started to lightly slap the slut’s nipples with her crop. It was soon apparent that this extra attention was more that our poor slave could endure. His body convulsed and, just in time, I gently pulled Samantha aside as the sissy shot a jet of hot cum five feet across the room.

‘So much for your pink ribbon, slut.’ I said. Then, quickly, before his deprived ‘clit’ had a chance to reawaken, I snapped a soft plastic chastity on his penis and balls. ‘Now you’ll be wearing this for a while. The only way your little cage can be removed is to cut it off and that will only be done by myself or Samantha, otherwise the punishment will be severe.’

The devastated sissy looked with horror at the device, while his cock, excited once again, began to strain against it’s unnatural confinement.

‘It might make for some interesting conversation at the athletic club tomorrow, don’t you think Samantha?

‘I’m sure of it. I wonder what he’ll say?

‘Yes, I’d love to be there.’ I said, putting a finger under his chin and directing his gaze to me. ‘Oh well sissy, you’ll think of something.’ And I laughed.

 

 

 

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© 2002 by A Dominatrix. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, compilation design) may printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without express written consent of the copyright holder.