A Dominatrix Diary

by A Dominatrix

 

The Interview

 

Introduction.

These are the rules.

Rule #1: You are a sissy and when you read anything I have written you must be wearing at least one article of explicitly feminine attire, the more the better.

Rule #2: You may only have an orgasm three times in any calendar week and you must never have and orgasm on consecutive days. For those of you who think that this somehow allows you to cum more than once on a particular day, don’t play games with me.

Rule # 3: If you cum while reading a chapter, the next time you turn to that chapter you must start again from the beginning.

Rule #4: 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 re-read the chapter, the task must be performed again.

The Task

Well sissy, I know that you will not be satisfied unless the task you are to perform calls in some way upon your deep desire to be a feminized slut, so today you need tits and big ones at that. Before you read this chapter you are to put on your bra and fill it with something extra large to give yourself some nice sissy ‘breasts’. Each tit must be at least as large as your two fists put together. I want them to be sticking way out in front of you so they are constantly in view while you read this latest offering. No bra large enough? Improvise. Are you all you pumped up bitch? Then you may read.

 

Males who come into my program accompanied by a female sponsor are much preferred and in fact, the vast majority of my long term clients have been introduced to me by an interested woman who has an investment in the finished product. Naturally, during the course of the males’s education, his sponsor is invited to observe his progress and participate in aspects of the training.

All prospective clients must submit to an interview. If the applicant has come to me at the behest of a particular woman, then she is also invited to the interview. Interviews are only granted upon a reliable showing of an applicant’s ability to pay the fee and expenses. If the interview goes well, the male is required to participate in a thorough medical exam with a physician of my choosing. He may also be asked to perform a special ‘task’ which allows me to observe his reaction to certain circumstances.

One clear requirement for a male to be admitted to my program is that there has to be some aspect of his personality which betrays a sissy nature. A male’s particular ‘sissy factor’ may seem insignificant but it must be clearly discernable. Regardless of his wishes or the wishes of his sponsor, I will have nothing to do with a male who is not, at least to some extent, motivated by his own inner demons. The struggle (and legal liability) involved in making a male an actual prisoner (whether by blackmail or continual bondage) holds no appeal for me. I therefor leave it to other women to take on the task of truly forced feminization of unwilling males.

While the males who engage my services have definite sissy tendencies, they have no notion of the humiliation and irreversible change I will impose upon them. Frankly, I have a preference for sissies who are quite deeply closeted with little outward sign of deviation. These sissies are afraid of their urge to behave in a feminine manner. They are often pathetically attached to their male persona and like to pretend that they have none of the intense longings so characteristic in the heterosexual sissy. When applicants have come to me at the urging of a woman it is often a signal to me that the male has not come to terms with his basic sissy desires.

A while ago, I conducted an interview which is illustrative of my approach. In this case, the male in question came to me accompanied by his fiancee and his soon to be mother-in-law. Immediately upon asking the threesome into my office it became clear that the male, Thomas, was under the control of the two very attractive women, Mrs. Elizabeth Lockhart and her daughter, Samantha. In fact, Mrs. Lockhart’s self assurance, as she sat down, extended to instructing Thomas that he must continue standing unless otherwise required by me. I took her lead and pointed to a straight-backed chair in the corner of the room and motioned for him to sit. Gratifyingly, Thomas obeyed without a word, even cringing as he glanced at both women. I asked my guests what I could do for them.

‘It’s so good to meet you at last, Katherine.’ began Mrs. Lockhart. ‘I’ve made some private inquiries over the course of the past few months and I have been assured that you are most skilled at bringing out all the feminine qualities of a particular type of man. It is my hope that you can take Thomas in hand and give him the guidance he requires as well as providing my daughter with the information she will need to assist in his training and to ‘maintain’ him once his work with you is done.’

This was a good beginning and I responded warmly. ‘Thank you for the compliment. I admit that I was aware of your inquiries and our mutual acquaintance tells me that you are perfectly sincere. If I may ask, how is it that you have an interest in Thomas’s, let us say... direction in life?’

At this point, Samantha spoke. ‘My father was very submissive and completely under the control of my mother. As I grew up, I came to think that the natural way of the world was that women should give orders to men. I’ve learned nothing since that would cause me to alter that view. I liked much about my mother’s approach and I am trying to find some of the same satisfaction, with some differences, that she had with my father.’ She spoke this last while looking pointedly at Thomas sitting in the corner. Thomas shuddered again, obviously hating the situation, but apparently powerless to leave or to even say something for himself.

Samantha continued. ‘When I met Thomas in business school I had an intuitive sense that he might be the man for the special relationship that I have in mind. After just a few dates I noticed that he had an obsessive interest in women’s underwear. Panties, bras, stockings all had a powerful effect on him. Early on, just for fun, I suggested that he try on my panties. He refused, but his reaction was so out of proportion to the circumstance and his embarrassment so obvious that I knew for certain that he really did want to try them on, but could not bring himself to do it.’

‘That’s very interesting.’ I said. ‘Thomas...look at me. Do you like Samantha’s panties?’

‘Yes.’ his reply was barely audible and his face became scarlet with the humiliation of his admission.

‘That’s nice Thomas,’ I said quietly, ‘but really, when you address me, you must use my name.’

‘Yes, Katherine,’ he whispered.

I turned my attention back to Samantha and Mrs. Lockhart. ‘Ladies, I can see that you have found yourselves a treasure in Thomas, but tell me, how can I help? He is compliant and if I may say, quite resigned. Honestly, you both seem to know very well what you’re doing. I can tell, without hearing any more details, that you have already worked with him extensively and it’s clear that between the two of you there is enough, shall we say firepower, for you to do anything you want with him.’

Samantha seemed to be expecting this question, ‘Katherine, I think that you can help us a great deal for a couple of reasons. First, while my mom had my dad very much under her control, my dad’s feminine side was never really developed. I would like Thomas to be subjected to a program of extensive feminization and I would appreciate some guidance. My mother tells me that you have skills and resources that would give Thomas a special experience and while I am concerned about my own satisfaction, you should know that I truly care for Thomas and I would not be pursuing this course unless I believed that this is what he wants, whatever reluctance he may express. If we do this, I want it done right.

‘The second reason we need your help is that I am going to be returning to school in a few weeks and I’m afraid that I would have some difficulty giving Thomas the all the attention he needs. I considered putting off his more serious work but both my mother and I agree that he is now ripe for the process he must endure and any delay could be counter-productive. Additionally, Thomas is in funds now due to a recent inheritance and my mother and I have decided that he should invest that money in a semester in your program.’

As Samantha made this statement, I studied Thomas. It was very nice to see him literally shake with shame as the full import of Samantha’s wishes became evident. It seemed likely to me that Thomas was hearing the full extent of Samantha’s plans for the first time and he was terrified. Frightened though he was, I also saw a large damp spot in the crotch of his pants which of course indicated the excitement he was experiencing.

‘Tell me,’ I asked, ‘have you required him to engage his feminine side?’

‘It’s been my advice to Elizabeth that we hold off on any feminization until we had at least consulted with you.’ responded Mrs. Lockhart. ‘I believe,’ she continued, ‘that you would find that Thomas is virgin territory in that regard.’

‘Really, ‘ This was getting better and better. ‘Thomas,’ I said, ‘when you were a boy, did you ever steal a pair of your mother’s panties and try them on?’

‘Yes, Katherine.’ he answered, with eyes lowered.

‘And since you’ve grown up, have you dressed in women’s things?’

‘No, Katherine.’

‘You’ve always had these urges though, haven’t you?’

‘Yes, Katherine.’

‘But, you hoped that you would grow out of them, didn’t you?’

‘Yes, Katherine.’ He was almost at the breaking point and I could see a sweet little tear creeping down his cheek.

I was silent for a moment, savoring his humiliation, then I said, ‘But you know now that you can never escape those feelings and that these women have decided to take advantage of the situation?’

At this the poor sissy let out a long, low sob, crying softly, ‘Please...no, please...no,’ between gasps for air. It was a colorful display and the two women and I watched in amused silence as the scene played out. I gave him a tissue and after a while he was able to pull himself together, somewhat.

‘Thomas, do you want to wear bra?’ I asked at last.

I thought he was going to break into tears again but finally he mumbled, ‘Yes, Katherine.’

‘You must tell me that is what you want, and be polite.’

Another hesitation and then, ‘Please Katherine, I want to wear a bra.’

‘Very good, Thomas,’ I said gently, opening a drawer in my desk and producing a flimsy black bra, ‘now, take off your shirt and you may put this on.’

The sissy absolutely twitched as he unbuttoned his shirt, yet it was impossible not to see the sensuous satisfaction that rippled through his body as he pulled the straps of the bra over his shoulders. He fumbled with the hooks behind his back for so long however that Samantha finally came to his aid and secured them, snapping the elastic playfully once the job was complete. That and Thomas’ utter humiliation was good for a nice laugh as I ordered him to walk around the office and pose for our entertainment.

‘You’re doing very well, sissy, now just for fun, I want you to lie face up on the couch over there, and what do you say?’

‘Yes, Katherine,’ he responded, doing as he was told.

‘Now, Elizabeth, would you mind straddling Thomas’ head for a minute or so? I think it will help him understand that he must be appropriately responsive to all the women in his life.’

‘Certainly,’ said Mrs. Lockhart, without hesitation and it was very satisfying to see Samantha’s mother walk confidently over to the couch and lower her ass forcefully onto the sissy’s face.

‘You know, ‘she said, as the poor thing struggled for air, ‘I used to do this often with Samantha’s father but I would always tie him down very tightly first.’

‘Oh,’ I said laughing as I pinched one of his nipples, ‘I think we can arrange for him to be tied down, can’t we Samantha?’

 

 

 

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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.