SUBMITTING TO DOCTOR NANCY:
A Novel of Erotic Fulfillment
By
Imelda Stark
Smashwords Edition
Copyright 2008 Imelda Stark
All Rights Reserved
ISBN-13: 978-0-9828353-3-3
ABOOUT THE AUTHOR
Imelda Stark is the nom de plume of a teacher and practitioner of psychotherapy at a major East Coast medical school (hence the need for a pseudonym). She has been exploring the psychologically complex realm of BD/SM for fifteen novels now. Imelda strives to combine the eroticism she feels around challenging things happening to willing bottoms with an exploration of how we aficionados of these painful pleasures got to be the way we are. She welcomes and will respond to email at otherself@sbcglobal.net.
A complete listing of her works may be found in the Afterword.
CHAPTER ONE
James Randolph considered himself to be a relatively content middle-aged man. He had made a rather successful career in the human resources sector of the high technology world, and had been one of the few riders of the technology bubble who actually sold his holdings before the crash. As a result, he found himself able to pay off his house and comfortably retire while still in his forties. He enjoyed his wife and nearly grown children, as well as their well-appointed and relaxed life-style in the suburbs of Silicon Valley. His days were filled with volunteer work, a decreasing number of child-related activities as his children became more independent, and an increasingly elaborate set of self-care activities. These last were intended to stave off the signs of aging he already noticed with some dismay. Once his hectic work-life had halted, James replaced business obligations with an intense exercise regime that had rounded him into unusually good physical condition in his five years of retirement. His wife voiced her appreciation for this mid-life physical renaissance in his looks. But her own declining libido as she approached menopause meant that her approval didn’t translate into increased marital passion. He took this good-naturedly, though with a vague sense of dissatisfaction that he seldom admitted even to himself.
Suddenly, everything changed. A year after their youngest child had flown the nest for college, James’ wife took a business trip that involved a final leg on a commuter jet. The plane crashed in a thunderstorm killing all aboard. The family was devastated. The next few months of James’ life were a whirlwind of supporting his children in their grief and dealing with the myriad complex details of settling a life suddenly snuffed out. His own mourning predictably took a backseat to helping everyone else. It wasn’t until the children were back in school and the condolence visits had begun to taper off that he confronted his own loss. Some psychotherapy definitely helped. His psychologist encouraged him to resume his exercise regime as a way to reconnect with life, but to tweak things a bit by adding a more spiritual component. James chose yoga for this purpose. Soon he found himself somewhat obsessively (as was his tendency) adding daily classes at a local studio to his strength and cardiovascular training regimen. His depression began to lift. In fact, after a few months, he even began to notice some of the attractive women who regularly attended classes with him. His therapist thought this was a good sign.
One fellow female yogi in particular caught his eye. She was a woman he suspected to be about ten years younger than himself who took many yoga classes, and sometimes even substituted as a teacher. She was in remarkable shape, a dark-blonde of medium height with striking brown eyes and breathtaking flexibility, strength, and grace in the poses. James asked the studio owner, with whom he had become friendly, about this attractive woman. He discovered that her name was Nancy. She was a physician who had transitioned into biotechnology and had a similar lucky financial break to his own. The studio owner gossiped somewhat enviously that the object of James' crush now had no need to work and taught yoga strictly for fun. His sympathetic friend also told him that Doctor Nancy (as her students jokingly called her) was single. But she was well-known to keep her social life strictly away from the studio. So he should not harbor any romantic hopes, since other men who had approached her had been shooed away quite summarily.
James soon discovered that as a nice, successful, and attractive widowed man in his fifties he had no shortage of enthusiastic interest from women his age. So he plunged into the local dating pool with something of a vengeance. Doctor Nancy soon fell off his radar screen as he began a series of affairs with women who were not at all shy about coming on to him, or about their sexual needs. He enjoyed the sex a great deal (though he had no interest in a committed relationship this soon after such a hard loss). James was flattered by the attention, but still found himself watching Doctor Nancy almost unconsciously whenever he saw her in class. Something about her subtly captivated him. Even though his period of sexual aridity was over, he was surprised to catch himself in various erotic fantasies about her. This was not normal for him during an activity he took as seriously as yoga. It made him curious as to what about this mysterious woman he found so compelling.
One day just more than a year after James had been widowed, everything changed yet again. As he was rolling up his yoga mat after practice, dripping with sweat, he felt a light touch on his shoulder. He looked up to find Doctor Nancy, who had also been taking the class, regarding him with a grave but slightly smiling expression. She spoke, “I don’t believe we’ve been introduced, though I’ve seen you in class for awhile, and have admired your practice and fitness. I’m Nancy.” They shook hands as James stumbled through introducing himself. Then as he stood to leave the studio (assuming their conversation was over), she surprised him again by continuing, “I wonder if you’d like to join me for an iced tea?” James enthusiastically accepted. Soon he found himself at a nearby tea shop in his sweat suit, happily enjoying the company of this subtly compelling woman he had thought totally out of his reach.
They had settled down with their tea and exchanged information about the basics of each others’ lives. Then Nancy came right to the point, as he was to discover was her wont. She leaned forward, placed a light but firm hand on James’ forearm, looked him straight in the eyes with her direct gaze, and said, “I gather that you find me attractive.” The flustered man stammered a bit, and muttered, “I guess I must not have been a subtle as I thought.” She laughed appreciatively and went on, “No, you have been discreet, but I am used to picking up nuances in this realm, since I get hit on a lot. Actually, I have appreciated your discretion and respect for my boundaries. In any case, let’s get it out of the way by my admission that I feel similarly about you.”
James’ heart soared at this welcome news. In fact, a certain other part of him began to gain significant height in its own way as well. He grinned and spoke openly, “Well, that’s the best news I’ve heard in a long while!” Nancy smiled back at him and went on, “You may decide otherwise once I explain more thoroughly, but we shall see.” She responded to James’ quizzical look by continuing, “I am going to speak quite frankly. I am counting on my instinct to trust your discretion, because I would not wish for the information I’m about to share to go any further. Do I have your assurance in this regard?” James solemnly nodded, and Nancy went on, “Very well, then. I am interested in trying out a sexual relationship with you. But my requirements in that arena are quite unusual and specific. My deepest erotic nature is that of sexual domination. This means that in addition to the usual kinds of sex (which I do enjoy frequently), I primarily take delight in pushing willing partners past their limits of erotic pain and violation. What do you think about this?”
James flushed scarlet as a flood of arousal washed over him. His sexual fantasy life for decades had consisted of exactly the kind of activities Nancy was describing. Though because of his wife’s complete disinterest in other than ‘normal’ sex, he was a complete ‘virgin’ in such actual practices. He said exactly this. Then James followed by admitting that he had especially always fantasized that someone like her would detect this about him and take him into her world. She smiled warmly while firmly holding his forearm and responding, “Then I guess both of our wishes might be coming true!” Nancy then went on, “So, I gather that you have been allowing yourself to fantasize erotically about me?” James admitted this, and she shook her finger at him in arch reproval, saying, “Well, young man, that is a spanking offense! I’m afraid that well-toned bottom of yours that I’ve been admiring for months is in for an extremely difficult time quite soon.” James now sported a raging erection that he doubted his sweatpants could conceal. He continued to blush a bright crimson as he admitted that he could hardly wait for this to happen.
The dominant woman went on in her usual authoritative tone, “So, if this is to work out for us, here is how it will go. I will tell you exactly what to do, and you will do exactly as you are told, and I suspect we’ll both be quite happy with the outcome. Do you agree to these terms?” James nodded enthusiastically. Nancy went on, “I am booked the rest of today. So we’ll begin our little experiment tomorrow. I wouldn’t like our playtime to compromise your conditioning routine, since that well-toned body is a big part of why I want to have you at my not-so-tender mercies. So I expect you to finish your fitness activities by noon. Then you are to prepare for me by purchasing an enema apparatus (since most men don’t own them) and cleaning your bottom out thoroughly with hot soapy water so that it is prepared for me to use as I please. That will be a routine requirement when we are going to play together, since I always want the option of fucking your brains out without any nasty mess to contend with. Once your insides are squeaky clean (and believe me, I will check and you won’t like the consequences if I’m disappointed), you are to shower carefully and drive to my house. I will text you the directions and entry code for my gate. You are then to drive in and park by the front door. Next you will remove every stitch of clothing, leave it in your car, and ring the bell. Then you will wait until I give you further instructions. This will be a symbolic statement that you intend to enter my world completely naked to me in every way. Is this clear?” James assured her it was. She went on, “Let’s part now. Be sure not to touch that cock I can see standing up so enthusiastically before we meet again. I will want it all to myself now. You can walk me to my car with it like that, so everyone can see what a naughty boy you are!”
James covertly tried to readjust his erection before standing so it didn’t protrude too jauntily. This prompted his lovely tormentress to slap him lightly on the ass, saying, “Disobeying orders already! Your poor bottom will suffer for that, I can assure you!” James smiled ruefully. But he was inordinately pleased when Nancy snaked an arm around his waist as they were walking, and even allowed her hand to stray down over his muscular buns. She gave him a fierce hug and a suggestive kiss when they reached her car, and a final pat on the bottom with a significant glance as she got his cell phone number before driving off.
James spent the rest of his day and evening in an erotic daze. He followed Nancy's instructions and refrained from masturbating, though he was sorely tempted. The next day he awoke early and rushed through his workout and yoga class so he would have time to visit the drugstore and purchase the enema kit. As he suspected Nancy had intended, he felt strongly aroused the entire time since parting with her. The nonplussed man struggled to hide a persistent erection at the gym and in the yoga studio, though additionally layered sweatpants provided greater concealment at the drugstore. His fertile brain fantasized that the indifferent young woman who sold him the enema apparatus knew what he was purchasing it for. He was appalled to notice that this embarrassing thought actually deepened his arousal.
As he was preparing the equipment for the first enema of his adult life, James flashed back to his childhood. He began to realize for the first time some of the origins of his secret masochistic fantasy life. His mother had been an otherwise distant and unaffectionate woman who had raised him by herself after his father had abandoned her for less stony pastures. Once the ne’er-do-well sire had fled, she had taken considerable interest in the bottom of her only son. Enemas had been a common occurrence whenever he was ill or constipated, though he had not thought of this for decades. Their administration was somewhat ritualized, always taking place prior to his bath, right before his bedtime. James’ usually severe mother would have him wait outside the bathroom while she prepared the apparatus, and then call him in to lie over her knees as she sat on the commode. He would compliantly obey her order to lie across her lap (since any resistance to her always meant a vigorous encounter between his bottom and her terrifying wooden hairbrush). Then she would lower his pajamas and brusquely part his bottom cheeks. This was always followed by the insertion of a lubricated rectal thermometer, which she held in place with a cool hand pressed across his bottom. Once his temperature had been checked and commented upon, the enema tube would follow. This invading instrument also would be held in place by her firm right hand as the odd sensation of the hot liquid coursing into his bowels took over his awareness. James remembered covertly enjoying these sessions. They were the only times his mother touched him in a caring way. By the time he entered the third grade, he routinely recalled getting an erection during them. He was embarrassed by this, but his mother never commented or even seemed to notice. Once she had decided that he had held the enema sufficiently, she would hold the tube in place as she helped him up and sat him on the commode. After which she would leave him to withdraw it and evacuate his bowels and take his bath.
James was shocked by this uncharacteristic reverie about a woman he had been estranged from since leaving for college. In fact, his mother had not even arranged for him to be notified upon her death many years later. He had been informed nonetheless by a distant cousin. But he had declined to fly across country for the funeral, and felt little upon receiving the news. He continued his preparations according to Nancy’s instructions, and more memories flooded back. James recalled objecting to the enemas once he entered high school, and his mother’s response had been striking, to say the least. She had dragged him by the ear into the bathroom, even though he was already much larger and stronger than she. He rapidly found himself stripped and bent over her knees. There he received the worst spanking of his life as he howled out his repentance while she blistered his bottom with her hairbrush.
James remembered that the resulting solid bruise from his waist to the crease separating his buttocks and thighs took weeks to fade. Once he had been completely reduced to sobbing submission, she had proceeded to fill the enema bag with extra hot water. Soon he was back over her knees in a further demonstration of who was boss. Yet in spite of his traumatic spanking, his usual erection still blossomed, even more strongly than before. This was the last time he defied her, and indeed the last spanking of his childhood. Though the enemas continued unabated, as he complied with all of her wishes until he left for college. In the only subtle rebellion he dared, James saw to it that his education was entirely paid for by scholarships he had earned by being such a dedicated student. They both knew that once he was fiscally independent, her power over him had ended. After he said a cool goodbye to his mother when boarding the plane for school, he never once returned home or even spoke to her.
James sat on the commode and inserted the little enema nozzle. He ruefully noted that he was flagrantly erect. The mature man wondered whether this was in response to the childhood memories of his mother, the sensations of the enema, or his anticipation of Nancy’s coming assault on his bottom. He suspected that all three factors were at play as he allowed the long-forgotten familiar sensation of the warm soapy water flooding his bowels to transport him back to his suppressed memories of so many similar occasions. He recalled as well that his erections over his mother’s lap were not confined to enemas, but occurred during spankings as well. In this case she also ignored this rather flagrant signal, sending him off to his room in tears without further comment other than the flushed look of satisfaction she always had after punishing him. He took to comforting himself as he lay on his stomach with his bottom ablaze by jerking off into a Kleenex held beneath himself after each fiery episode when he had displeased her.
Once the enema and its accompanying reverie were complete, James emptied his bowels and repeated the process. He wanted to be extra careful to please Nancy (and to avoid the ominous consequences she threatened if he failed to do so). The wealthy retiree was gratified to see that the water he expelled the second time was virtually colorless and odorless. He ran a trimmer over his short brown salt-and-pepper beard, and carefully showered his hairy, muscular body. Then he put on deodorant and a simple sweat suit that he could easily remove in his car as instructed, eschewing underwear since they would be irrelevant. James checked his cell phone as he was leaving, and was gratified to see the security code for Nancy’s gate, as well as the directions she had promised. It turned out that she lived little more than a mile away from him in the hills above Silicon Valley. When he reached her address he realized he had ridden his bike past it countless times. He was relieved that the property was surrounded by a tall opaque fence and gate. Once he entered the code the gate slid aside to reveal a lovely Japanese-themed house fronted by a paved circle where he parked his car. He slipped out of his warm-up suit as the gate closed behind him, left his keys and sandals in the unlocked car, and walked naked to the front door with heart pounding and erection bobbing expectantly.
CHAPTER TWO
James pressed the button for the intercom beside the door, and promptly heard Nancy’s friendly voice as the lock clicked open, “Hello, my dear boy! Please come in after I’ve completed your instructions. The door will lock automatically behind you, since I certainly wouldn’t want anyone disturbing our privacy! Take the hallway to your right after the atrium and join me in the master suite at its end.” The door opened to reveal a masterpiece of Asian design, with striking views and artwork that would have captured James’ attention if he had not been on a mission. The hallway was similarly stunning, with carefully lit paintings and fabric pieces along its length. The door at its end was slightly ajar, and the excited man pushed it open. This revealed an enormous bedroom with the same combination of spectacular artwork and both distant and intimate views through its walls of glass. Standing in front of the king-sized four poster bed was the delectable Nancy. She was clothed in a dark blue kimono, with her honey-blonde hair hanging freely (unlike in yoga class). She had a delighted smile on her face as she fixed him with her intense brown-eyed gaze.
This new woman of his dreams padded over towards James, who stood transfixed near the door he had just entered. She closed it behind him, and took him firmly by the arm to lead him to stand next to the left side of the bed, with the panoramic view of the valley behind him. She spoke, “It is quite private here, so you don’t have to worry about anyone else observing our activities. Though if this works out as well as I suspect, I may want to show you off to select audiences in the future. Right now, I want you to stand still in front of me while I get to know this body I intend to have such fun with.” The authoritative woman than proceeded to run her cool, competent physician’s hands over every inch of the front of James’ body. She squeezed his muscles appreciatively, stroking his chest and belly hair, and working her way up each of his muscular legs toward his rampant erection.
Once Nancy reached James’ groin, she matter-of-factly took his phallus in one hand while grasping his testicles with the other. The domme spoke, “Isn’t this a nice big cock you have here! I’m sure he thinks it’s all about him today, just like they always do! Well, he’s in some luck, since I’m the sort of dominant who likes getting her submissives off, as long as it is a demonstration of her complete control. If you ever come without my explicit permission while you are under my power, I promise you that you will not soon forget the consequences. But this enthusiastic little guy can expect to be made very happy several times during each scene we enact. Meanwhile, let’s have a conversation with these little fellas.” The dominant woman let go of James’ cock and took his balls in both of her hands. She went on, “So I love a man’s testicles, because they are a study in contrasts. They are the source of his masculinity and power (at least hormonally), and yet ultimately vulnerable. I use control of them as a symbol of my control of him. So when you are my submissive, you will always wear a little scrotal ring.”
Nancy reached into a large black leather satchel next to her. It had actually had been her doctor’s bag when she was practicing, but was now used for quite different purposes. She removed a smooth metal ring about an inch in diameter. She held it up in front of her rapt audience, and demonstrated its features. The shiny ring opened and closed with a clever little catch, and had a welded D-ring extension to which she clipped a long leather thong which she also removed from the bag. She clipped the ring around his scrotum above his balls, where it quite comfortably but firmly held them in place. The domme went on, “So you can see that while you are wearing this, your testicles cannot run and hide inside you, no matter how much they might wish to. If I hold the little leash, I’m sure you can imagine how motivated you would be to follow my commands, right?” James agreed wholeheartedly, wincing as she gave a slight but meaningful tug to emphasize her point.
The dominant woman went on, “So let’s turn you around so I can enjoy your backside, which is going to be the star of most of our little show today!” James complied, and once again almost swooned with erotic heat as the rear of his body was subjected to the same thorough going over by Nancy’s strong hands as had his front. She took pains to avoid his ass until she had covered everything else. Then she ordered him to widen his stance such that his legs were four feet apart. The domme then sat down on the edge of the bed and spoke, “Now I know from class how unusually flexible for a man you are. So I am confident you can comfortably place your palms on the carpet.” James obeyed this order, and indeed felt at ease in the posture. Though he was acutely aware of what a spectacle his bottom must make for the powerful woman so calmly seated behind him. She quickly confirmed this by saying, “Ah, now this is what I’ve been waiting for! Such a lovely set of buns, as firm and muscular as a wicked girl like me could possibly want to play with!” She did just that, running her hands at first lightly over each buttock, which flinched at the gentle touch. She then massaged more deeply, taking in the texture and heft of her soon-to-be target. A brief respite was followed by a mischievous finger lazily making its way from the top of James’ widely splayed ass crack as he shivered at the unfamiliar sensation.
As her wandering finger approached her victim’s tightly puckered little ring, Nancy spoke, “So, am I correct in assuming that this sensitive brown rosebud has never been fucked?” James assured her this was the case. She laughed delightedly, “I’m so glad! There is nothing more pleasurable than taking a submissive’s ass-virginity, and I intend to do so straightaway!” With that, she reached into the increasingly infamous leather bag to remove a jar of lubricant and an ominous device shaped like a stubby black plastic rocket. It had a blunt tip, and flared out to a greatest diameter of a little more than an inch, after which it tapered to about half that size, before flaring again at its base, which was flattened off. Its owner held it delightedly in front of James’ flushed inverted face, and went on to explain, “This little technological wonder is known as a vibrating butt-plug. It is turned on (so to speak) by this little switch on the base. After I’m done fucking you with it, it is going to reside in your little bottom hole during your spanking and some subsequent activities. This will be done not only to add to the sensory overload I have planned for you. It is also intended to stretch you out a bit so I won’t hurt you more than I intend when we get down to some serious butt-fucking with something substantially larger later on!” James felt a good deal less pleased with this prospect than was the apparently delighted dominant woman still holding him firmly by his balls.
Nancy then went on to twirl a finger in the lubricant. Then she cheerfully advised her victim to relax as much as he could while slowly inserting it into his protesting anus as he moaned softly at the new intrusion. Once he was fully penetrated, she probed downward and elicited a gasp as she reached toward the front of his torso. The domme exclaimed, “And there’s your prostate, and a nice healthy small one at that! Quite a sensation, don’t you think!” James moaned in agreement as his cock jumped against the flat musculature of his inverted stomach at this unfamiliar jolt of erotic feeling. His mistress went on, “But enough of these preliminaries, let’s get down to some real sodomy! Prepare to be a bit less comfortable, my dear young man!”
James waited fearfully while a part of him noted how his submissive arousal was accentuated by being called a young man, just as his mother had when angry with him and about to wield her hairbrush. The probing finger was withdrawn and the plug was thoroughly lubricated and turned on. Soon he felt a new sensation as the blunt, vibrating nose began to firmly press against his resisting anal ring. Nancy patiently but firmly pressed her assault home. James at first panted, and then began to grunt rhythmically as his reluctant bottom hole grudgingly gave way. By the time the plug had reached its full diameter, he was softly crying out with each gasping breath. Then he moaned with relief as the intruder slid home. This ruthless violation of his anus flooded him with a complicated mixture of feelings. Foremost was raw terror at the discomfort of such a sensitive place being subjected to such an extreme stretch. Soon, he felt an equally strong erotic electricity at the attention being paid his bottom by a powerful woman who had him completely under her control. His tormentress then gave him a brief respite as he accustomed himself to the plug now stimulating his prostate directly. Meanwhile she crooned reassurance about what a good boy he was. Then she resumed his sodomization, and his bottom was steadily subjected to a rhythmic fucking. This was daunting at first, but gradually became more pleasurable as he adjusted. Finally it became clear to his mistress that the sodomy had passed the threshold into enjoyable for her victim. She stopped with the plug firmly in place, vibrating busily away at his prostate.
Nancy ordered James to stand and turn toward her. He did this with great relief, noting with surprise that the plug was actually quite comfortable, though very captivating of his attention. His mistress ordered him to move closer and took his cock and balls in her hands. She spoke, “Every time I take a man’s ass-virginity, I immediately suck him off and swallow every drop of his come. I do this because I believe that there must be some magical elixir in that first post-ass-fucking spending. Perhaps this accounts for my remarkable youthfulness, don’t you think? Also, I have an ulterior motive for this in our current scenario. Pretty soon, you’re going to be bent over my lap with your cock between my thighs getting what I hope will be the spanking of your life. The length of that encounter between my hairbrush and your bottom will be determined by how long it takes you to come between my legs. If we didn’t get you off first, my bet is that would be less than a minute, which wouldn’t even allow me the time to begin a good warm-up of those perfect buttocks I am so looking forward to playing with. With my current plan, I hope to have at least an hour to toast your delectable buns until they are done to a turn!”
With that, Nancy leaned forward and took the head of James’ rampant cock in her lovely mouth. As she had predicted, especially after a day of erotic postponement and close to an hour of very sexy stimulation, within a few minutes her shouting submissive spewed a large quantity of semen into her experienced mouth. She struggled to swallow the deluge, barely managing to take it all in. James noted that even her slight gag reflex was executed with total grace. Then he allowed her to guide him to collapse on the bed in a warm embrace.
As he lay in her arms recovering his breath, James marveled to himself at the intensity of sensations, both pleasurable and challenging, that this powerful mistress was able to induce in him. Nancy briskly took charge once again: “So, it’s time for you to do a little giving before you get to go back to receiving.” She sat up on the bed and moved gracefully back to recline on the piled pillows at its head. Then the domme unbelted her robe and coquettishly opened it up to reveal her perfectly toned naked body, quite remarkable for a woman in her forties. She was lightly tanned except for her bra and bikini regions, which were a starkly contrasting white. Her breasts were lovely and firm medium sized orbs resembling half-oranges in shape, crowned by prominent and stiffly erect dark brown nipples. Her pubic bush was trimmed to a neat triangle of honey colored hair that exactly matched that on her head, but she was otherwise carefully depilated.
James spoke in awe, “My God, you couldn’t be more beautiful!” She smiled and replied, “Why, thank you, kind sir. Lord knows I try! Now we are going to move on to your first chance to demonstrate your appreciation of my charms. Whenever I spank a submissive, I always insist on a first installment of payment in advance for my coming labors on behalf of their well-deserved correction. This consists of a thorough bout of cunnilingus, which will go on until I tell you to stop. Any questions?” James asked, “May I use my fingers inside you?” Nancy responded, “So you know about the G-spot! That augurs well for your skillfulness. Yes, you may use one or two fingers in my vagina. But my bottom hole is off limits to fingers or cocks, though it does appreciate other activities which we will discuss in good time. In any case, it is now Doctor Nancy’s time to lay back and receive!” With that, she threw her arms and legs wide, opening her lovely nakedness for his perusal and enjoyment. He thought for a moment, and decided on a course of action.
James moved up on the bed and began stroking his mistress’ relaxed face as she looked on with friendly curiosity. When his fingertips had memorized her facial contours, he kissed her lightly and tenderly on the eyelids, then the lips, taking care to follow her lead as to how passionately to engage his tongue. After they had enjoyed a minute or two of probing kisses, he proceeded to work his way along her jawline and down her neck, stroking with his hands while lightly kissing with lips alone. She moaned as James combined nuzzling the hollows surrounding her collarbone with lightly stroking her breasts. He continued to stroke and massage each of the lovely firm orbs with his hands while carefully exploring them with his lips, gradually working his way inward while carefully avoiding the nipples until she was aching for him to go there. He hesitated for one last moment while looking mischievously into her eyes, then took each nipple carefully and deeply into his mouth as she moaned with relief. After suckling them thoroughly, he worked his way down her flat, muscular stomach to just above her pubic triangle. Then his hands and lips diverted off onto the sensitive hollows at the top of her well-defined thighs.
Nancy was delighted with this process. It identified James as an experienced lover who knew his way around a woman’s body, and boded well for her future enjoyment. He seemed completely unhurried, and perfectly willing to tantalize her a bit, showing a playful, humorously rebellious spirit virtually absent in the other submissive men she had encountered. She sighed and settled back as he wended his way with caressing hands and tender lips down the tops of her thighs and shins. His careful exploration lingered on her feet, and then gradually worked its way back up the sensitive inner aspects of her ankles, calves, and knees, slowing down as he made his way onto her inner thighs. He tantalized her awhile in this sensitive place, moving hands and lips just out of reach of her pubes as he explored the tender crevices between thigh, torso, and buttocks. Finally, when she could no longer stand the erotic tension, James paused for a moment with his mouth just above her dripping pussy. He caught her eyes in one last mischievous grin with a wink, and then drew a loud moan of relief from his impatient mistress. The submissive man finally licked his way up her vaginal lips to encircle her engorged clitoris, which he then sucked gently into his mouth. He repeated this sequence a few times as her moans increased, then focused back on her clit as he inserted two fingers into her moist vagina, eliciting an even louder moan of gratification. Within a minute, he had begun a careful finger-fucking with his hand inverted so that his curled fingers would massage her G-spot. These movements were timed to a combination of deep suction on her clitoris with languid circles of his tongue around that sensitive little organ. This technique produced a bucking, screaming orgasm within a couple of minutes, which he happily rode out while continuing his ministrations until she thrust his face away with a surrendering cry of, “Enough!”
After Nancy recovered her composure, she gave James an affectionate pat on the head. She spoke, “My goodness, aren’t you a find! If you are as good at taking a spanking and a good ass-fucking as you are at eating pussy, I may never let you leave!” She sat up and moved to sit up in the center of the bed with her legs extended before her and her spine in that almost unnaturally erect posture achievable only by gifted yoginis. She then placed a pile of pillows behind her back for support and pulled the ominous leather satchel to her side. She addressed James cheerfully, “So the moment of truth for your cute little bottom has arrived! Here is how it will go: I am going to lubricate that lovely cock of yours so it doesn’t become abraded, since I am going to have some plans for it later. Go to the bathroom and fetch a towel, since I don’t want you staining my bedspread when you finally end your bottom’s torment by being spanked into an orgasm.” James did as ordered, and Nancy raised herself up to allow him to place the towel beneath her trim muscular thighs before settling back down and patting them invitingly. She went on, “So lie down across my lap like a good penitent boy, and nestle that hungry cock of yours right between my legs.” Her excited but frightened victim did as she bade him, finding the touch of the silken skin of the dominant woman’s inner thighs on his resurgent erection to be delightfully erotic through the thick lubricant.
The authoritative woman proceeded with her instructions: “I want you to open your legs as wide as possible, and reach out your arms also spread wide enough for you to comfortably grab the edge of the bed.” James complied, feeling quite vulnerable as this position provided unimpeded access to every bit of his tender bottom flesh. He would now have to disobey her in order to protect his exposed bottom cheeks in any way. He was also aware of the butt plug still humming happily away in his anus. This contributed to his sense of being fully under Nancy’s control, perhaps even more (and certainly more willingly) than had been the case with his mother. He found this enormously erotic.
Nancy reached into her bag and removed a heavy wooden hairbrush. Its cool smooth back was used to stroke her intended victim’s quivering white bottom cheeks, which flinched at the ominous touch. She went on, “Now, turn that face toward me and leave it that way so I can enjoy the effect your spanking is having. You are to think of the coming hour or so as a meditation on heaven and hell. Heaven will be your avid penis between my thighs, and hell will of course be the exciting relationship between my hairbrush and your buttocks. You are to try your best to focus on your breathing and relax your arms and legs. You will remember from yoga class that these are called the ‘organs of action’, and your experience now is going to be completely about passivity even in the face of extremely intense stimulation. You are not to say anything, though I expect you will make involuntary sounds because of the pain, and eventually, the pleasure you will be receiving. You are not to move your hips intentionally either, though I am sure they will establish an unintentional rhythm of their own as their part of the little dance they will be performing with my hairbrush. Remember that good things eventually happen to good boys. I promise that if you are good and cooperative, you will be rewarded. Conversely, disobedience will be punished severely. The consequence I reserve for that is ball punishment, which I am sure you will be anxious to avoid. Any questions before you are required to refrain from speaking?” Her frightened but strangely exhilarated victim nodded no, and lay passively awaiting his fate.
The dominant woman delighted in this moment, when she was poised ready to deliver her first spanking to a new submissive. She rested her left hand on the small of James’ muscular back, lightly stroking the hairs there as the back of the hairbrush in her right hand gently moved over the ivory globes it was soon to kiss so violently. She crooned a soft patter of appreciations for what a good boy he was, and what a lovely firm bottom he had, and how sad it was that such tender innocent flesh was going to have to suffer so badly for his naughtiness, and how much she was going to enjoy turning his pale moons a nice dark red. James was awash in sensations and emotions. His position was reminiscent of the dozens of spankings he had received from his mother. Yet it was so different in that the stern originator of his spanking fetish had never shown him anything like the kind of affection and careful concern for his feelings that was at the core of Nancy’s approach.
Suddenly, the cool back of the brush left James’ bottom, and a sharp blow was struck to the middle of his right cheek, evoking a gasp of surprise at the searing pain. His tormentress paused to outline with her left hand the sharply defined red mark on the quaking white mound, remarking what a lovely contrast it made. Then that weal was matched by a similar one on the opposite cheek, and soon the spanking was underway. Memories of earlier experiences at his mothers’ unkind hands came flooding back. James found himself almost immediately weeping and sobbing out his contrition just as he always had as a boy. Then he had learned that stoic resistance only inflamed his mother’s punitive passion and lengthened his rear end’s ordeal. His frantic mind found itself trying to anticipate when the next searing blow would fall, as his bottom quivered and clenched in a vain effort to avoid or mitigate its fate. Meanwhile, Nancy continued her soothing monologue about the necessity of his punishment, and how good he was being to endure it so bravely.
After about thirty blows to each cheek had produced an even pink glow from their very tops to the sensitive undercurve at their very bottom, the dominant woman paused to let herself and her subject catch their breaths. She put down the hairbrush and used her gentle fingers to stroke the inflamed surfaces she had created so methodically. They still flinched involuntarily at the gentle touch after such brutal treatment for the past five minutes. As their owner calmed, on Nancy’s bidding he forced his consciousness back to his breathing, and could feel his body relax further in gratitude at the respite. He became aware again of the butt plug impaling him, and of his rock-hard penis still savoring the firm muscular compression of the smooth thighs that imprisoned it. That awareness also informed him ruefully that he was nowhere near another climax. Since that was the promised end to his bottom’s travails, he suspected his buttocks were in for quite a long bout of punishment.
James also mused on the difference between the treatment he was receiving at Nancy’s hands and the spankings he had known from his mother. That unhappy woman had always seemed in a spitting rage when she turned her son over her knee. It seemed to the frantic boy as though she were taking out a grudge against all of the male species on his quivering behind. Her beatings were delivered at a frenzied pace, never granting her squirming victim a moment’s reprise. He also never knew what would determine the length of each blistering assault, though he soon realized that complete sobbing capitulation was a definite requirement. While Nancy seemed to relish his tears and involuntary movements, she also seemed exquisitely tuned in to his experience of the spanking. She frequently paused between her much more leisurely spaced blows to ‘take his temperature’, both emotionally and with her stroking left hand on his reddening nether cheeks. It was clear his mother’s spankings, in retrospect, had been about her (her need for control, her resentment toward his wayward father, her ongoing dissatisfaction with her life). James already had a strong sense that Nancy’s spanking was about him, about her highly attuned sensitivity toward and enjoyment of his responses and reactions.
Soon James’ thoughts were dragged away from such lofty speculations back down to the reality of the painful collision between his tormentress’ hairbrush and his increasingly tender buttocks. He rode a tide of increasing heat as the methodical blows continued to fall, carefully distributed around their clenching targets to produce a gradually deepening hue of crimson. His unconscious spasms kept his entrapped penis constantly under stimulation from its silken prison, but its owner had no attention to spare for his own rising sexual arousal. As the spanking proceeded and James’ nether cheeks approached a purplish hue, Nancy began to direct her attentions to the most sensitive lower curves of his buttocks. The implacable domme even extended her blows down onto the proximate regions of the back and inner aspects of his thighs. She knew from medical training and long private experience that these areas were supplied by the same nerves that served her victims’ genitals. Focusing her efforts there would enhance the erotic nature of the torment she was inflicting. After close to half an hour of this careful assault, James was surprised to find his hips moving spasmodically to a different rhythm than that dictated by the hairbrush. He shuddered into a second intense orgasm, gasping and shouting as Nancy rewarded the relaxation of each thrust with a particularly fierce spank. Once his convulsions subsided, she ceased her blows and they both rested.
Nancy stroked James’ burning cheeks tenderly. She crooned lavish praise of him for being such a brave, good boy in tolerating such a severe spanking so courageously. As his heartbeat slowed, he marveled at the intensity of what he’d been through—how wonderfully yet terrifyingly captivating the experience had been, and how thoroughly understood he felt by this unusual woman. It was as though something had been cleansed from him by the fires she had lit in his throbbing buttocks. Then it was thoroughly expelled with his orgasmic discharge between her thighs. She continued to murmur her appreciation for him as she reached into the satchel and produced a bottle of cooling lotion. This she spread deliciously on his inflamed bottom cheeks, evoking sighs of grateful relief.
James was at last thoroughly calm and feeling awash in a post-orgasmic and post-punitive haze of endorphin intoxication. His Mistress spoke, “You continue to exceed my highest expectations, young man, and I could not be more pleased with you. As a sign of my approval, I am now going to allow you to do some giving to me once again. I am fond, in case you haven’t noticed, of ironic contrasts. We are about to embark on one I will particularly savor. You are going to use your mouth to lavish gentle attention on the very same tender bottom tissues on me that I have just been tending to so untenderly on you. This is called ass-worship, and my bottom will be your altar. I want you to pop up, and I will rearrange these pillows and present my bottom to you, and you will take your own sweet time in licking and kissing every bit of it. This should end with a thorough tongue fucking of my asshole. You will be using your nimble hands on my clit and G spot throughout, and will continue your oral attentions until I get off. After which yet another irony will be played out as I strap on a large dildo and return the favor to your own tight little rosebud. So up you go, and let’s get to taking care of Doctor Nancy’s hungry bottom!”
James asked permission to empty his bladder. Nancy granted this, also instructing him to remove the butt plug and rinse it in the bathroom sink. This he did after drinking thirstily from the faucet. The device came out much more easily. He realized that it had done its job of stretching his virgin anus during his spanking just as his mistress had predicted. James emerged into the bedroom to find the now completely nude dominant woman lying face down across the center of the bed on a stack of pillows with her trim legs spread wide and her delightful ass presented for his delectation as though on a pedestal. Her head was resting on her crossed arms perched on another pillow, and she looked completely relaxed and at peace. She instructed him to begin, and gave a happy moan as his gently stroking fingers began to explore the firm ivory mounds before him. The luscious moons looked particularly white in contrast to the evenly tanned flesh surrounding them outside the bikini line. The enthralled man could see and scent his mistress’ arousal as her secretions oozed freely from her glistening nether lips.
Nancy continued to sigh and moan as James made a slow circuit with lips and tongue of her ass cheeks. They remained perfectly relaxed in contrast to the constant involuntary responses she had produced from his own bottom. He covered the centers first, and then worked his way outward in a spiral pattern on each buttock until he reached the delightful junction with her thighs. There he particularly lingered as his proximity to her drenched pussy enabled him to immerse himself in the scent of her arousal. Then he moved to the top of her ass crack, and timed his insertion of first one and then two fingers into her vagina to his probing of that mysterious cleft with a tentative tongue. Her moans increased as his other hand found her clitoris, and her own hips finally began to make some unconscious movements of their own. James worked his way down to her hairless brown rosette. He suspected from the absence of pubes except in the carefully groomed triangle surrounding her pussy that she was a practitioner of the infamous Brazilian bikini wax. Her besotted submissive languidly circled it with his tongue for several minutes, teasing her a bit. She laughed at this, saying, “You are a bit devilish, aren’t you! I’m sure I deserve it, but don’t wait too long. You will not like the consequences if you bring me off before your tongue has thoroughly explored my asshole.”
James heeded this warning and pressed his tongue against her anus. It resisted only slightly before relaxing to admit the tender intrusion as she emitted a louder, coarser moan. Her bottom hole tasted quite pleasant, only slightly musky compared to her pussy, and he loved the erotic thrill of burying his face in her responsive ass. He energetically fucked her with his tongue to its greatest length, doing his best to twirl it around as much as her tight musculature would permit. Meanwhile his hands continued to do their work stimulating her clit and vagina. Within about five minutes, she began to buck uncontrollably as he struggled to stay with her as her climax broke. He was fascinated by the intense rhythmic contractions of her entire pelvic floor including her anus. Her muscular ring clamped down hard enough that he had to powerfully extend his tongue in order not to be forced out. After over a minute of paroxysms, her orgasm gradually subsided, and he tapered off his exertions to match. At last they were both happily quiescent with his face still buried in her luscious behind.
After a few minutes of this blissful respite, Nancy spoke, “You continue to delight and amaze me, my perfect big hunk of a sexual slave! Hop on up, and we’ll move on to the next attraction after Doctor Nancy empties her bladder.” She padded gracefully into the lavish bathroom, and soon returned and spoke, “So our next scenario is going to be a bit different. I am going to place you in bondage, so you won’t have to worry about holding your position for the challenging activities I have planned for your tender bottom and its sensitive neighbors. I doubt you have ever been tied up, correct?” James nodded his agreement. She went on, “Oh goody, then I get to take yet another layer of your virginity!”
The lovely dominatrix reached into her now infamous leather satchel and produced four black faux-fur-lined cuffs which she firmly Velcroed around James’ wrists and ankles. The cuffs had long sturdy silken ties sewn on to facilitate restraining their wearer. After a towel was placed to protect her bedspread against sweat or other secretions, James was bent over the large smooth cylindrical wooden footpiece of the bed. Then Nancy ordered him to reach up and spread his arms as wide as possible. His wrist ties were next threaded through sturdy D rings concealed in the upper bedposts and secured. After which the blissfully submissive man was ordered to spread his legs as wide as possible as well. Then his ankle cuffs were tied off to similar D rings set into the lower bedposts near their feet. Nancy ordered her bound and splayed submissive to test his bonds thoroughly, which he did. This unintentionally (at least for him) showed off his substantial musculature for her enjoyment as he strained fruitlessly against the effective bondage. Nancy highlighted his helplessness by running her hand suggestively over his still-tender bottom cheeks. Then she alarmed him a bit as she drew his balls firmly toward her via the leash attached to the ball ring until he gasped.
Once James entrapped testicles had been sharply exposed by Nancy’s tug on their leash, she spoke. “You have been such a good cooperative boy so far in so many ways that if I were at all forgiving, I would not subject you to your next little ordeal. Unfortunately for you, and especially for your sweet little balls, I lack that merciful capacity in the slightest. Special punishment for naughty and disobedient or presumptuous boys is administered not to the usual place on their bottoms. That is because it is totally routine for my submissives to have their hind quarters thoroughly tanned on a regular basis no matter how good they’ve been. Things get a bit more intense when particular misbehavior must be corrected. I mean situations such as when boys openly disobey me (like when you tried to hide your erection in the restaurant) or when they are presumptuous (like when you indulged yourself in erotic fantasies about me before I had permitted this liberty). Then I rely more extreme measures, namely ball punishment. So now I’m afraid these oh-so-sensitive little orbs are in for their very own special spanking!”
James groaned in alarm and strained fruitlessly at his bonds before relaxing and reconciling himself to his fate. He desperately hoped that Nancy’s complete mastery of this situation extended to not inflicting anything really harmful to him. Meanwhile, his merciless mistress began stroking and massaging his fragile eggs with her right hand. She did this while firmly holding his scrotum at full stretch with the other, thereby exposing the delicate skin as much as possible. After a minute of this soothing preparation, she removed her right hand and doubled the leather thong that served as the leash attached to the scrotal ring. The domme thereby created a short thin two-tasseled loop of a whip. Drawing this weapon back a carefully calculated amount, she snapped her wrist and brought the leather loops down sharply across James’ balls at a diagonal. He let out a full-throated yell at the shocking pain, which started out as a scrotal sting and soon deepened to a profound dull penetrating ache that filled his whole pelvis. His tormentress paused for a moment, and tapped her victim’s still flagrantly erect penis with a finger. She remarked archly, “Now isn’t this interesting! Clearly every fiber of your being seems to object to what I just did. Yet your telltale cock informs me that you are so truly submissive that even ball punishment is a turn on for you!”
This realization earned James no respite. His cruel mistress proceeded with a second spank, this time delivered backhand along the opposite diagonal, and eliciting an equally violent spasm and shout from her victim. She then paused again, and leaned forward to delicately lick the crossing pink lines on the tender scrotal skin, evoking a moan of relief from the tightly bound man. But this interlude soon ended, and a swing from underneath found untouched skin to torment, as did the next blow to the upper aspects of the imprisoned orbs. The careful dominatrix continued this pattern following a pair of blows with an extended tongue bath to the area she had just hurt, until her victim had endured a total of ten spanks. She then released her left-handed grip after one last lingering oral dose of comfort. This time it included taking the tortured scrotal sac fully into her warm mouth and encircling it tenderly with her tongue.
As her quivering victim recovered his composure, his erection still bobbed totally unflagged beneath the smooth round wooden footpiece. His mistress explained, “I have actually been moderate with this activity, since boys who have been naughty enough to earn ball punishment usually get at least twice as much as you’ve received. Don’t imagine that I have taken pity on you, though. It’s just that more severe handling of that part of a man’s anatomy often precludes further sexual activity, especially in someone your age. I have other plans for that lovely big and remarkably resilient cock of yours later on! But now, it’s time for Doctor Nancy to strap on and deliver your first true ass-fucking. As you’ll soon see, that little warm-up you received with the butt-plug was just a taste of what I have in store for that tight little virgin asshole of yours!”