Author’s Note

 

My previous readers will note that this volume is a departure from my usual erotic fantasies, which have all been totally original in every regard (as far as I know...). In this case, I got an inspiration from the novella Guiding Alice by Alice Liddell. It is from a parallel genre to my writings, being more in the realm of spanking without overt sex. My own perverted imagination decided to take the original characters and play out a future in which their only obliquely erotic adventures in corporal punishment trend in my usual decidedly sexual direction. Consider this volume an homage to the book it is derivative from, though I’ve taken pains that all of my writing is my own. I did convert the Uncle to a step-uncle, in order to move things out of the realm of incest and into that of naughty fun between consenting adults.

 


Prologue

 

Once upon a time, in the great city of London, an 18-year-old American girl named Alice (who bore an eerie resemblance to her famous literary namesake) came to live with her handsome 38-year-old step-Uncle Chris. This happened because Alice’s adoptive mother, Chris’ ne’er-do-well actress sister Sophia, decided a world cruise on her latest wealthy paramour’s yacht was preferable to raising her beautiful but troubled only daughter. Alice was the modern translation of her literary progenitor: a small (just under five feet in height, and barely a hundred pounds in weight), slender platinum blonde with enormous cornflower blue eyes and the body of the cheerleader that she had been before being kicked off of the squad for being caught smoking cigarettes. This was only the coup-de-grace of her spotty academic career, as she had already been held back a year for poor academic performance no doubt related to her unwillingness to do any homework whatsoever.

Alice had always been rather fond of her Uncle Chris, whose upper-class British manners and genuine concern for his only niece (even if not by blood) made her feel cared for in a way her chaotic single mother never could. What she did not realize when she came to live with him to finish up her abortive high school studies was that he was a firm believer in strict discipline. In his mind, this meant that transgressions were to be punished corporally in that embarrassing locale the Good Lord had designed so perfectly for exactly such purposes.

Alice’s mother would have been horrified to think that her only child was going to be subject to the same sort of spankings that she had been so glad to avoid by being raised by her American mother’s second husband in Los Angeles. Her younger half-brother Christopher had been brought up by his stern but fair Father and a Scottish step mother. They were both kind but equally convinced that errant children were best brought back in line by the application of carefully administered painful stimulus to their rear ends. Of course, since care needed to be taken in all matters around child-rearing, these consequences must needs be administered only to the miscreant’s naked buttocks. This was necessary because only by direct observation could the stern punisher directly assess the state of his or her targets in order to deliver the prescribed corrective discomfort without risk of injury or abuse.

So when his niece, so used to charming her way out of the trouble she frequently found herself embroiled in, misbehaved at school, she was horrified to learn that if she was going to live in her Uncle Chris’ home she was to abide by his rules. This meant that even though she was an adult by age, her sins were to be expiated by having her bottom spanked by her Uncle’s hard right hand. Her first bare bottom chastisement both appalled and (she only secretly would admit) deeply comforted her. In retrospect, she came to wonder if she actually sort of arranged for a series of regular peccadilloes resulting in an escalating series of trips over her handsome Uncle’s lap (or desk). There she had her perfect girlish buttocks spanked, paddled, or whipped with a Scotch tawse that he had purchased for just such necessities.

On one occasion, Chris decided to supplement Alice’s spanking by administering a punishment enema as an additional penalty for having been kept waiting for a frighteningly long time at a ballet. She was made to hold the fluid for the exact length of time he had paced and worried. Another time, a feigned illness in order to avoid a maths test resulted in her being made to lie atop her piled pillows in the center of her bed in order to have her temperature taken rectally with her pajama bottoms and panties pulled down. This placed the profoundly embarrassed young sinner in perfect position for a brisk before-school spanking as a prelude to a severe strapping for lying once she returned home that evening. In retrospect, her somewhat rueful Uncle wondered if he had allowed his private fascination with the feminine posterior to influence him to extend his niece’s punishments a bit too far into the realm of his own gratification in his exploration on these two occasions of the secret orifice between her buttocks.

In any case, all of these interventions seemed to have a shockingly beneficial effect on their target’s behavior. By the end of her year in London, Alice had high marks in her classes, was only rarely misbehaving enough to be spanked, and was overtly grateful to her Uncle for saving her from the horrible fate of poorly supervised young beauties in her previous Hollywood environment. He pulled strings (in spite of her terrible academic record until that last year of British school) to get her admitted to a specialized young ladies’ finishing school in Switzerland. Alice’s principal in London (a firm believer in corporal punishment whose in-class strapping of the backs of Alice’s legs had precipitated her first spanking by her Uncle) had recommended additional education in this venue. It seemed the nuns there were well-known to dispense just the sort of discipline that had proven to be so effective in turning the young woman around.

Meanwhile, during his entire year being a sudden parent to a rebellious teenager Christopher had sought the constant advice of his lady friend Diana. She was a classic brunette grey-eyed British beauty who owned a successful upscale clothing boutique specializing in high fashion outfits for women who shared her voluptuous figure. Diana seemed quite interested in Alice’s spankings, and her intrigued boyfriend detected the possibility that his hoped for bride might be the sort of woman that could benefit from the very sort of treatment he was giving to his wayward niece.

The successful thirty-year old beauty asked his help with her procrastination problem, and he agreed to provide her with his brand of appropriate negative reinforcement if she failed to keep a commitment to clean her catastrophically messy closet. This resulted in her more-or-less willingly draping her womanly bottom over Christopher’s hard thighs, where he raised her skirt and lowered her panties and delivered a very sound hairbrush spanking to her firm but blatantly female buttocks. This resulted in a marriage proposal followed by the best sex they’d ever enjoyed (by a mile), bringing us up to where our story begins.


Chapter One

 

Diana spent the next week after accepting Christopher’s proposal in a swirl of wedding planning activities as well as a swelter of aroused distraction. The former easily lent themselves to her well-developed strong suit of able administration. Soon there was a guest list and a schedule that had the couple safely wed within the month, with invitations sent on their way via computer.

The latter, on the other hand, caused only a deep confusion for the thoughtful young woman. Her spanking by Chris had been the most painful experience of her life by far, and yet she could not get it out of her mind. Perhaps this had to do with the over-the-top sex they had after she accepted his proposal, a torrid evening in which she lost track of how many soul-shattering orgasms she had. And this was for a woman who previously struggled to climax at all, requiring many minutes with her vibrator as well as extremely stimulating erotica to read when she pleasured herself. Though the ever-thoughtful Christopher did routinely get her off once every time they made love by patient application of his mouth and fingers between her legs before taking his own pleasure there.

So it was undeniable that being spanked unlocked a sexual potential in the voluptuous brunette that she had only wished for in her envy of the licentious heroines in her favorite BDSM literature. But why, when the actual experience of being punished was so horrible, did her mind constantly go back to it. She kept revisiting the images: her body draped clumsily over Chris’ lap, the slow raising of her skirt and even slower lowering of her panties to her mid thighs, his gentle caressing of her trembling newly bared buttocks just as he had so many times in their lovemaking, and then his merciless application of the back of her favorite ebony hairbrush to the very same places he had just treated so kindly.

But the worst thing was that every time her mind was hijacked back to those seemingly traumatic incidents, the traitorous organ between her legs registered its own very different response. It suffused with blood and lubricated shamelessly, virtually demanding that she sneak off to the ladies’ room and touch it, often bringing herself off more than once in a few minutes with just her fingers. And every time this cycle repeated, it seemed to anneal her wonderful newfound sexual capabilities more irreversibly to the equally terrible experience of receiving a bare bottom spanking from her handsome and forceful fiancée.

By the end of the week during one of their friendly nightly Skype debriefings of their days’ events, Diana was shocked to hear herself say, in a faux-light tone of voice, “So, dear man, I wonder when I can expect another trip over your knee for further...guidance?”

Her delighted lover tried to hold a straight face as he responded, “Why, does this mean that a certain impetuous young lady has been...naughty?”

His intended bride flushed a deep red, and glanced down with a suddenly genuine contrition, “Well, yes, Miluv, I think I have in many ways. There was the extra bon-bon or two I allowed myself each night, in spite of the intention I had to drop a few pounds before our wedding. I know you say you like my body as it is, but I have to believe that spanking Alice for these many months has influenced you since every time you turn her over your lap you get to live a pornographer’s dream with her perfect cheerleader’s bottom. After all, I am a good ten inches taller and fifty pounds heavier than her, being generous to me. And then...well...I’ve been thinking a lot about what you did to me last week and how much it hurt, but how hard I came...and...well, let’s just say I’ve been shuttering the shop for fifteen minutes here and there in order to...relieve myself while thinking only about you spanking my bare ass...”

Christopher could not have been more delighted by his gorgeous girlfriend’s response to his initial efforts at bringing spanking into their erotic repertoire. Yes, he believed in the real value of corporal punishment at certain developmental stages. But he also knew his primary driver for wanting to spank a shapely female bottom was that this act turned him on more than anything else imaginable. He considered for awhile before replying with a mock-stern looking expression,

“It sounds like a certain rebellious young woman has responded to her initial foray into proper discipline by getting even more wayward! I’d say this means we must up the ante by subjecting the part of her best designed for such purposes to a much more...persuasive dose of corrective attention. When shall I expect you at my house ready to fill this prescription?”

Diana surprised herself again by blurting, “I’ll be right over!” and logging off of Skype. She took only a moment to brush her teeth and wash her face and change into a much racier pair of panties than the demure full-seated ones she had worn for her first spanking. She was mortified to note that she had thoroughly soaked their crotch by the time she stood trembling slightly at Chris’ flat and rang the bell.

“Come in, dear woman, and let’s get right to the business at hand! We have a good deal of spanking to do, but I’d hope to leave some time for some cuddling afterwards, so we mustn’t dawdle if you’re to get your proper night’s sleep. So we’ll go to my study, which is soundproofed because I see clients there whose statements must be kept confidential. I suspect given how much more diligent I am going to be in punishing your naughty bottom, your relative silence during your first spanking is likely to be breached. Please feel free to cry out while you are being spanked, though if you want an even stronger and longer dose of your bitter medicine, you can always earn more by speaking offensively or questioning the appropriateness of your...treatments.”

Oh God, she thought, could I get any more ready to swoon with how hot he is...and meekly followed as Chris beckoned her into his private office den. There were no windows, and the walls were all lined with bookcases crowded with professional literature. Right in the center of the plush oriental carpet in front of the broad hardwood desk was placed a sturdy wooden chair with no arms. And right in front of the chair the phalanx of bookcases was broken by a full length mirror. He explained, “I did so love watching your adorable little cheeks take their medicine while dancing so ineffably charmingly for me...I thought to have this mirror installed so we could both enjoy watching your...antics...as you take your prescribed dose!”

She heard and felt the pneumatic seal of the doorway of a truly well-soundproofed room, and knew she was in for it. But it was not as though most of her wouldn’t have anything but what was immediately to come, willing to chance trading increased discomfort for increased ecstasy...well, at least 51% of her, anyway...

“No more than you have to...please...Christopher...dear”

She looked so ungodly fetching, her begging genuine but delivered with a slightly arch cocking of an eyebrow, as if to say, “Don’t you dare give in to a single one of my feeble attempts to manipulate you out of giving me the good sound spanking we both know I both deserve and need!”

Her handsome fiancée chuckled a bit cruelly as he eased his very feminine lover over his inversely hyper-masculine rock-hard thighs, “Silly, naughty little thing...telegraphing me with her feeble attempts at manipulation that she wants even more painful attention to her adorable buttocks than they already had in store, clever little thing! Very well then, I think I know just the penalty for such impish wickedness...Here’s the deal, Mistress Diana: I want to bring your discipline into our sex life more honestly, since we both acknowledge that’s really where it belongs. Yes, your behavior responds positively to a nice several degree increase of the temperature of said adorable targets. But you relapse so quickly perhaps even because you are secretly more interested in getting spanked than avoiding such attentions...for sexual reasons. Unless you specifically enjoin me against this plan, I intend to reward you for each spanking taken with the proper spirit by pleasing you sexually. And this will start right now!”

Diana felt herself flush radically, her facial cheeks burning with suffused blood just as she suspected (hoped?...) her bottom cheeks soon would be. Her relationship with Christopher had opened new erotic horizons for her already before this new phenomenon of spanking entered the picture as he sought her counsel over his discipline of his step-niece. He had been her first truly generous lover, always attentive to her pleasure before seeking his own. In fact, he was the first man with the patience to actually give her an orgasm. This came as quite a revelation to our heroine in its intensity, since her masturbatory climaxes had been barely worth the long effort needed to achieve them. And like her self-inflicted ones, her first with Christopher initially required well over half an hour of assiduous application of his ardent tongue to her clitoris and his nimble fingers to her G-spot. When she apologized after returning to her senses, he laughed kindly and retorted, “And what better place might I find to place my face than exactly where it’s been for the past wonderful interlude?”

Granted, he learned quickly and was ceaselessly experimental in their bedroom activities, so her climaxes gradually became less arduous to achieve and even more mind-blowing for the voluptuous brunette than that first one. But last week...her first spanking had been shockingly painful, not one iota sexy while she was being bared for her poor bottom’s beating. And yet, she knew if she struggled enough he’d have stopped and let her up, but she didn’t. Diana’s strident feminist side also knew that she should feel furious at this man for presuming the right to punish her like a child...heavens, like it was illegal even to do to children these days. Instead, she felt a glowing warmth in her stomach (well, and once she stopped crying, certain other nearby regions) and a soft sort of...gratitude...that he cared so much to turn her over his manly knee and carefully administer the punishment she had agreed to if she didn’t address her lifelong procrastination problem.

And then, after a wonderful dinner in spite of (dare she think, perhaps even because of?) how tender her poor buttocks felt against the banquette seat, she accepted his proposal of marriage. And in a whirl they were back at her place, in the very bedroom where she’d just been spanked like the naughty child she knew she was deep inside. And she was tearing his clothes off like some sort of madwoman, the complete antithesis of the demure Englishwoman who had tastefully submitted to his erotic attentions in almost total passivity. She pushed him back onto the bed once he was naked and straddled his hips without even doing more than hiking up her skirt (under which she was naked since her well-spanked buttocks were too tender to tolerate underwear or panty hose). And then she came like a freight train within seconds of him entering her as he rather brutally tore open her blouse and brassiere and handled her freed C-cup breasts far more roughly than she would have believed would be so wonderfully exciting.

Several unprecedented subsequent orgasms of increasing intensity ensued as she rode him like the stallion he was. And then her own hands found his nipples (after all, if rough treatment of hers sent jolts of erotic electricity straight to her groin, perhaps the same might happen with him) and pinched hard. Soon his roars of pleasure mingled with her own contralto cries of unimaginable ecstasy as they had the first simultaneous climax of their relationship (hell, of her whole life!). Diana collapsed atop Christopher in a sweaty undignified heap, spent as never before in her life, and more in love than she had imagined in her most romantic fantasies.

Her fascinating new lover sighed as his hands raised her skirt and rather possessively explored the poor inflamed buttocks he had spent a good half hour spanking with her prized ebony hairbrush just a couple of hours earlier and a few feet away. He murmured, “Once we are married, you understand that a girl as naughty as you is likely to rather routinely need the very same sorts of attention these sumptuous moons...enjoyed...earlier.”

And she shocked herself by retorting brightly, “Well, since even my best administrative efforts won’t see us wed for at least a month, I’m hoping such...attentions...won’t have to wait until our union is officially sanctioned!”

And thus it was that less than a week later, our heroine found herself nervously standing next to her fiancée in the hermetically sealed silence of his confidential study. He calmly rolled up the sleeves of his dress shirt, exposing terrifyingly attractive muscled forearms that she knew were going to be instrumental in the painful experience her poor bottom was about to undergo.

“Over my lap you go, my sweet naughty girl, so brave to volunteer for what she knows she needs even though it is going to hurt her so terribly and make her cry for such a long while before she’s had a sufficient dose of bitter medicine to learn her lesson!”

“Chris, please...I’m so frightened...it hurt so badly...I know I need it, but I beg you, go easy on my poor behind...”

“Silly little one, worry not! I know just the right way to take care of very naughty young ladies like yourself, as my step-niece would attest. Of course, in her case there was no erotic intent, and we both know that is certainly quite not so here, as I can tell by a certain telltale scent the seems to be emerging from my dear fiancée’s nether regions...”

Diana was appalled to have the aroused state of her feminine parts so casually called out, and rebelled, “That’s not true! You must be mistaken!”

Her masterful future spouse laughed richly as he took her spacious hips in his large powerful hands and tipped her over his lap rather unceremoniously as he declared, “Silly, silly girl, adding prevarication to an already long list of sins for which her poor rear end is about to pay the price! As if I won’t be able to ascertain the truth of the state of certain unmentionable parts immediately once I raise her skirt...”

The flustered brunette moaned as she felt the cool air on her backside when Christopher made good on this promise. He was delighted to see that her rather demure full seated lacy cream and blue panties from the week before had been replaced by a quite racy wine red pair of bikini panties. Only a fraction of the fulsome buttocks he found so utterly charming were covered by the thin silk. His right hand rather possessively wandered over this adorable terrain, which responded with delightful frissons of mixed pleasure and fear at its impending experiences.

“Part your legs so we can determine the truth of your denial, Miss Diana. You are about to discover the consequences for failing to speak the truth to your lord and master, my naughty young lady!”

Diana found herself summoning some of her usual fighting spirit, however strategically ill advised given her current rather vulnerable circumstance: “Lord and master my ass! Poor choice of words, but you get my meaning, Chris! Just because I’ve agreed that from time to time I might benefit from a bit of corporal punishment doesn’t mean I’m ceding all of my rights to you like some piece of chattel! And this taunting about my state of arousal is unconscionable!”

And yet, in spite of her verbal protestation, she made no move to rise from his lap, and her firm thighs parted obediently as her body seemed to sink into an odd submissive lassitude totally contrary to the rebellious words that had just leapt from her lips.

The truth was self-evident in the sodden state of the crotch of the racy silk panties. Christopher inquired blandly, “How would our naughty Missy account for the rather moist conditions prevailing in certain southern regions of her body, if her contention that she is not aroused by the prospect of her spanking is true?”

“Well...perhaps I’ve peed myself a bit in my terror at my impending brutalization by my Cro-Magnon fiancée...”

Her totally amused captor laughed heartily again, and responded, “Very well, then, only an experiment will resolve our dispute. If you are right and you are terrorized by me, then when I touch certain delicate parts through their silk covering there will be no response. After all, we both know that raw fear to the extent of causing lack of sphincter control is incompatible with arousal. If, on the other hand, a wicked girl has soaked her panties because she is so turned on, then I estimate she will have an orgasm within...say...two minutes if the onset of my intimate massage, does that seem agreeable?”

The nonplussed brunette moaned, full realizing her goose was even more thoroughly cooked, as she strongly suspected her poor buttocks were soon to be. But she hoped against hope that somehow her apparently historical difficulties in climaxing would magically return, and grumpily assented, “Very well, then, you presumptuous brute, have your way with me.” After all, the worst outcome was an orgasm, at least in the short run, which didn’t sound so terrible.

She moaned again, throatily, as her lover’s right index finger easily found her clitoris through its scant silk covering, and began to encircle it lasciviously just as he well knew she liked. And to her eventual dismay if immediate ecstasy, within 30 seconds Diana was thrashing her way through a full-throated orgasm right there bent over Christopher’s lap.