The Pleasure Boy 25
Settling into my new home with Mistress Natasha felt like a whole new start to our relationship and to my D/s career. It was the first time I'd ever served as a houseboy, seeing to my Domme's domestic pleasure and comfort on a regular basis. As I had a full schedule with other duties, it took my Mistress a few weeks to work out a regimen of chores and responsibilities that would significantly lighten her own workload while leaving me sufficient time for escort work and study. We started out having me do all the tidying, cleaning and laundry, as well as shopping and cooking, just to see how long these chores took me, but soon found that they were far too much. Working as efficiently as I could, it was soon clear to both of us that a full list of household duties did not leave me nearly enough time to attend lectures and study sufficiently, never mind serve the professor as a research assistant, or do my escort work. Eventually, we agreed that I would do the shopping and cooking (which Natasha hated), but that she would do the laundry and ironing for both of us. I would supervise her existing house cleaning service which came in once a week - which I could do while I was studying or writing, or editing Sorkin's work. We would tidy our own rooms, but I would make Natasha's bed while she was getting dressed and doing her makeup. We would shower together and I would wash her, but she would help me also. I would get up half an hour before her to shave and do my other morning business before making the coffee and laying out a simple breakfast, before waking my Mistress and joining her at the table when she was ready to eat.
Living together now, we found a new level of intimacy, with its own pleasures and problems. On one hand, we had much more opportunity to play sex games and explore each other's bodies. With a bed pet available almost every evening, Natasha's sexual desires became more varied and voracious, and she became increasingly proficient with the BDSM implements that I helped her choose and buy. But with so much time together, and so closely involved in each other's affairs, I sometimes got on her nerves. (She would have gotten on mine too, if subs were allowed to have any.) We soon took up my mother's suggestion that I keep myself scarce and stay out of Natasha's way, unless I was summoned or had a specific chore to do. In theory, I was not even allowed to speak to her unless she spoke first; but my Mistress never enforced this rule if I used good judgment in respecting her needs for solitude and privacy. I soon learned when she was safe to approach and when she preferred to be left alone.
As a novice Domme, she had a lot to learn about the uses of corporal punishment and she had the usual, healthy inhibitions about her own natural sadism. But when I displeased her in any way, she learned to punish appropriately and wisely - using her hairbrush, strap or cane, in ways that no sub would look forward to. With my training, I feared her displeasure more than the pain of corporal punishment. But as her instructor in this skill, I was surprised and pleased how quickly learned the uses of CP as a means of intimate communication. When she punished me, I usually deserved it in some way; but not always. Though she kept her streak of sadism well under control, she would indulge it sometimes - sometimes as foreplay for sex, sometimes just to remind us both of her prerogative in a D/s relationship. For my part, I encouraged her in doing so - not out of masochism, but to prepare her for other subs in the future. She had to learn that many subs would not be satisfied or would not learn to trust a Domme who lacked the confidence to impose regular discipline when they felt like it, just because they could do so.
As I grew accustomed to dealing with this same woman in two different ways: sometimes as Professor Sorkin who had sponsored me as a graduate student, and sometimes as my apprentice Mistress Natasha, so she grew accustomed to several ways of dealing with me. Sometimes I was Mr. Woodruff, her student at the university; sometimes I was her houseboy and sex pet Jim. And sometimes, to help her learn the skills and attitudes of a Dominant, I had to be her instructor. I had to teach her to be strict and demanding as a Mistress, but also generous and fair. And gradually, she took to this role, learning to get pleasure and useful work from a sub within the terms of a contract, and to keep that sub happy and eager to serve. She gained skill in giving precise orders, and in giving appropriate punishment when she did not get exactly what she wanted.
In sum, as I helped her learn the skills of a Dominant, I myself learned that just sharing a home with someone - never mind as a professional submissive or a domestic servant - was an education in itself. I found that living together took all the patience and skill that had been trained into me, and that domestic life had its surprises - that my training was not always enough.
With a trained submissive at her beck and call, Mistress Natasha's sexual appetites burgeoned and diversified. She came to want sexual satisfaction more often, and in more different ways. At first, she sent for me once a week - on the Friday nights which I kept free for her. Well before I moved in with her, she was summoning me several times a week, and trying to keep me around on weekends, when I had escort assignments. Busy with those or with my school work, I would turn her down - which irritated her, and which I never liked to do. We had to put my visits on a schedule - one that I could not always keep.
Once I'd moved in with her, sex was easier, When I was home, she could get quickies almost any time she wanted them. Unless she saw that I was busy studying, she did not hesitate to ask, and she might do so several times a day. Except for weekends, when I was often booked for escort assignments, she could get as much sex as she liked. Usually, she had me serve her every night, often with whole evenings devoted to her pleasure.
What with classes, tutorials and library work, I did a lot of running around on week days. So as not to waste time dressing and undressing, she allowed me to wear clothing during the day. Evenings, however, except if I was going out later, I was required to 'undress for dinner.' Then, because she liked to see me that way, I would serve dinner and come to table wearing only collar - and would remain so until I dressed next morning. Sometimes, when her evening's sport was tease-and-denial, she'd instruct me to cage my penis when I stripped for dinner. Neither of us had any interest in my chastity for its own sake, but I taught her to frustrate me often, just to remind her sub that he was to get his pleasure from serving hers, and be grateful for anything she allowed him for himself.
As I lived with Mistress Natasha, I gradually became familiar with her tastes. There were things that she taught me, and a few that I discovered by myself. One thing she bluntly told me was that she had little interest in the missionary position, or in ordinary, cock-in-vagina fucking. When she wanted to feel the male thrusting into her, she preferred to be mounted from behind so that she could meet each plunge by pushing back against it. Sometimes, she liked to kneel astride my hips and ride my cock. Occasionally, she'd allow me a missionary, face-to-face fuck as a special reward. But for her, bread-and-buttter sex meant cunnilingus: stimulation of her pussy lips, clitoris and love tunnel by my lips and tongue. She also loved to have me kiss and lick her anus, and penetrate it lightly with finger or tongue. Often, she liked to cuff my hands behind my back and have me serve her with my mouth alone. She loved what she called 'lip service' - oral sex in all its forms, even when used as a reward or tease for me.
After serving her in this way, I would sometimes be refused any release of my own. She did not need a cock cage for this purpose. She knew I would not masturbate or cum without permission. But she loved to watch me masturbate and learned to guide my masturbation - having me perform for her viewing pleasure, and edging me to delay by climax or leave me in frustration.
One game I taught her, called 'the doggy fuck,' (first used on me at Mistress Lotte's by a more senior apprentice), Natasha came to love as a deliciously humiliating reward to use when she was specially pleased with me. I would sometimes be required to present myself - nude, of course - on my hands and knees, with my head up, my spine arched downward and my bum pleasingly presented as if for pegging or caning. With me in this position, she would sit or kneel beside me, having lubed her hands in preparation. First she would have me wag my butt and formally ask for the privilege of using her hand to masturbate myself. She might make me beg for awhile, but eventually she would grip my cock loosely with her right hand and order me to come to full erection by thrusting my hips so that I stroked its head on the slippy palm of her stationary hand. Basically, it was a hand job in which I did all the work. In the posture of a mounting dog, I would be allowed to stimulate myself till I eventually came. Then she would gently wipe her hand on my face, have me lick it clean and thank her for the privilege that she had granted me. Then she might ask if I were not ashamed for needing to relieve myself in this fashion, and thankful that she had graciously allowed me to do it!
The doggy fuck could easily be turned into an edging game by having me beg to cum when I was close to it and then be required to halt for awhile and wag my bum slowly till I cooled down. Mistress usually augmented the stimulation by fingering my ass hole with her left index finger as I worked myself on her other hand, but sometimes she would use her hairbrush or a leather paddle to spank me instead. She might require me to bark or whine - "make doggy sounds" - while I used her hand in this way, and think of myself as horny farm dog, put to a bitch for breeding.
