Alice's New Wonderland

Chapter One-4

This time, good ventilation notwithstanding, our heroine was drenched in pain sweat, her blouse sticky against the now quite warm wood of the desk. Her impending husband was apparently interested in eliciting every primitive response her body had, savoring her mortification (and its accompanying arousal) like the finest of wines. He kissed each burning nate tenderly, and murmured,

“One last little switching to a very naughty girl’s entire backside, ending when she comes, of course, and then we can get to the crowning glory. Her now rather girlish looking p***y is in for the kind of spanking it would be totally perverse to give to a real girl...but I suspect it is just what this young lady needs to complete her evening’s atonement!”

So far, Diana had been astounded at the intensity of her first experience as a true willing submissive. It had been intimate pain beyond her wildest imaginations, and those had been stoked by an inveterate habit of m**********g to b**m erotica every night for nearly a decade. It seemed the reality far exceeded what even her quite interested brain could conjure up. And the orgasms he spanked out of her...they were light years beyond anything she had dreamed of—total body electrical events that jolted her whole frame and made her scream unfettered into the safely soundproofed room. This verbal release, unprecedented in her prim British life to that point, seemed to multiply the intensity of her physical spasms in a self-reinforcing spiral of s****l ecstasy. And now there was to be more...could she stand it? Would her nervous system collapse in the face of it? Would what the French so artfully termed ‘the little death’ turn into the real thing? If so, what a way to go, her sarcastic side muttered.

And then our heroine got to experience her first switching. It turned out, the switch (a two foot long green bamboo cane slightly thinner than her baby finger at its thick end) had an auditory component for its recipient that the strap and hand and hairbrush seemed to lack, at least overtly. There was a long ominous rising toned ‘whoosh” as it accelerated towards its tender targets, and then a sickening thwick as it made its contact with trembling bottom flesh. A good second would transpire between her frantic mind registering the sound of the impact before its sensory component would register. And then she would scream, for a bolt of linear lightning etched into her poor backside certainly merited a vocal acknowledgement at least that arresting. This would be followed a few seconds later by an extra bonus of deeper ache as the force of the spank was transmitted to the tissues underlying the skin. And then it would repeat, until her entire backside from waist to knees was an intricate pattern of fiery synapses.

This time, her orgasm seemed a bit delayed, to the respective delight and disappointment of the two participants in relatively equal measure. Finally, Christopher declared,

“I have a hunch about a certain naughty girl’s propensities...I suspect she might be particularly stimulated by a different sort of switching...one that is...shall we say, orthogonal to the standard one she’s just born so prettily. Let’s see how her most secret crevice of all responds to its very own switching...”

Now this was a truly terrifying threat. Having her buttocks and thighs switched was already the hardest thing she’d ever undergone, and it seemed like her cruel master had decided that the heretofore inviolate space between them needed its own reminder of its ultimate vulnerability...perhaps he’d want to f**k her there once he had spanked it...she rather hoped he would...

But first he knelt after pushing the chair back, and ran a single finger tenderly down her entire nether cleavage from waist to perineal body, murmuring,

“Right here...this is where you’re going to be hurt next...over and over again until you come!”

And then it came, the sounds and double sting multiplied terrifyingly by the vertical targeting of her poor virginal ass crack. Her plight was worsened by the four foot spread of her ankles, which parted even such brazen buttocks as Diana’s such that her most fierce clenchings failed to protect a single nerve ending from the terrible kiss of the implacable switch as it thwicked home, over and over again until she thought she might die.

But what she actually did, by the twentieth spank to her nether orifice, was come, harder than ever, her orgasm gathering momentum like a runaway freight train. Her screams of s****l climax sounded hoarse, the opposite of her usual cultured well-modulated upper class British tones. Another four fearsome swipes of the switch graced her most private cleavage until both pain and pleasure came to an end. She was in a froth of total immersion in the extremes of sensation, and it seemed clear to the bound brunette that the two poles had some kind of mysterious alchemy for her that both intrigued and terrified her. Was there any extremity of agonizing attention to her erogenous zones that would not turn her on even more than the previous high water mark of s****l sadism?

As pleasure subsided, pain did not. Diana’s whole bottom was now a throbbing mass of inflamed tissue. But one part had been spared—that which had been prepared by having its scantily protective muff shaven down to bare skin in every complicated fold of its floral anatomy. It was all more familiar territory to Christopher than to its owner, since he had spent many hours licking and fingering it to unlock its reticence, which had miraculously vanished with her first spanking last week. She wondered if part of why he was so intent on spanking it was that it had resisted his best efforts so stubbornly for three whole years, and now it seemed that a few swats to her buttocks was far more effective than his most sophisticated oral and manual gymnastics.

Christopher reached into his increasingly infamous satchel and took out his next implement. It consisted of a foot-long thin plastic rod wrapped in black leather that ended in a pair of finely sewn inch-diameter circles. Sandwiched between them, its proud owner explained to his captive audience, was a genuine Krugerrand, an ounce of purest gold that would lend its substantial heft to each spank delivered by this most ingenious device. And then it was time to translate enthusiasm into action.

Diana’s p***y spanking was conducted just as methodically as each of her other ones. The Wevibe had been removed, since it sheltered key areas of her anatomy, especially her c******s, her handsome future husband explained quite earnestly. He felt confident that a submissive with her obvious over-the-top responsiveness would be able to be brought to climax by having her c**t spanked directly. And if not, well...they had the whole night ahead of them and he was up to the task of targeting that most responsive of organs for as long as it took.

He seated himself with crossed legs on the floor with his head directly even with the very well-spanked backside he was so in love with. Then the nasty little weighted paddle was held in his left hand with his right grasping the handle and loading his wrist as he drew back the business end. And then his left thumb and forefinger released and the paddle struck home directly on Diana’s perineal body. She screamed, as much out of surprise as pain, but frankly felt relieved that it hurt vastly less than the switch (which she had been afraid was going to be applied to her p***y as well as everywhere else she would most like to have spared its attentions).

And then the spanking proceeded, Chris meticulously targeting her labia on each side as each stinging blow worked its way s little higher up her delicately parted vaginal flower. Nearing the top, the lips came back together at her c******s, which was by this point quite swollen and erect as her perverse eroticization of s****l agony demonstrated itself yet again. He restrained himself from spanking her c**t quite yet, moving back to her perineum and then back up the midline, spanking her vaginal orifice and her delicate urethra as her secretions moistened the black leather until it smacked wetly with each blow. And finally, the two-dozenth spank fell directly on her c**t, as well as the next dozen as her arousal soared (since these blows were far more arousing than painful given what she had become inured to). And at last she was coming again, the hardest of all as the secretion-slickened leather coaxed a final climax out of the very seat of her sexuality.

Her sobs and ragged breath subsided as her fiancée stroked and nuzzled that which he had just punished so implacably. She loved his touch, as she floated on a fantastic biochemical cloud created by the complex brew of the hormones of pain and s****l release, more powerful than any narcotic (since, after all, these were the original substances those receptors were evolved for). But the truth was, there was one more experience that she had been wondering about...

“Chris...that was so amazing, so terrible, so wonderful...but there’s something I’ve been thinking about all week. You remember O, how she was routinely taken by her Masters in the same place where they delighted in punishing her...well, I’ve taken the liberty of administering myself an enema before coming over here tonight...and wonder if you might consider taking my anal virginity...right now?”

He had been wondering the same thing, especially as he switched that secret crevasse in which that orifice dwelt. But since she asked so nicely,

“Very well, my very naughty girl, I think it only appropriate that the inside of your perfectly gorgeous ass be punished just as thoroughly as its outside. I would not have planned this for tonight, given how many other of your virginities we have dispensed with in one session. But since you ask so sweetly, and have even prepared that orifice so thoughtfully for my usage, I will oblige you and take my pleasure in your no-doubt tight little back passage. How convenient that it is already awakened to its submissive possibilities by its switching just a few minutes ago. We will begin by lubricating it very thoroughly so you need not worry about being harmed there.”

Christopher’s delight in his surprising fiancée surged past all bounds as he removed a jar of Vaseline from his satchel and swirled his right index finger in it, collecting a healthy dab that he gently transferred to Diana’s most secret orifice. She moaned as he gently worked it into the inflamed tissues of her little brown rosette, her sense of violation enhanced by the sensitization of the thoroughly spanked region whose every nerve ending was on high alert. And then for the first time ever she was entered there, as he firmly pressed his large finger inside her to the hilt. She groaned again, discomfited by the unfamiliar sensation of being entered in that way, so different from his routine finger-f*****g of her v****a. He swirled his finger around as he moved it in and out, being careful to coat all of her delicate tissues for their impending challenge by his very large and avid c**k.

And then his finger was withdrawn as Diana moaned again, surprised to feel a slight sense of loss as she had begun to rather like the novel sensations of her master taking her there. It felt so...well...dirty, in the sexiest possible way, especially for an upper class British woman who had been raised with all of that culture’s strictures around unmentionable body parts and the disgusting functions associated with them. Part of the power with which she had been wooed by Christopher had been his matter-of-fact enjoyment of all of the parts of her body that she had been so thoroughly convinced were shameful. He loved s*x generically to be sure, but especially seemed to adore her own naked body and the feelings he could evoke from it once she got over her shyness. Her prim Mother had clearly had s*x just the once required to conceive her, our heroine suspected, and had undoubtedly been of the ‘stare at the ceiling and think about England’ school of wifely behavior in the boudoir.

Diana recalled being excoriatingly shamed for touching herself ‘down there’ as a little girl, and her Mother expressed pride in having her offspring potty trained before the poor girl’s first birthday. In fact, as she was awaiting her masterful fiancée’s next intimate violation of this most dirty and private of her bodily spaces, she realized that he had been subtly inuring her, perhaps even brainwashing her, towards b**m for most of the 3 years they had been lovers. It had started with his humorous challenges within a few months to her insistence that they have s*x only in the dark. She had felt suffused with shame when he persuaded her to have the lights on so he could see her body (which she was convinced was too fat and ugly to be pleasurable for anyone to see).