Chastising Milady: A Novel of Painful Pleasures

Chapter Two-2

Frances stepped back around to the focus of her avidity; her new student’s now helpless behind. The voluminous skirts and petticoats of the current fashion were summarily raised and deposited over her back, where they descended to virtually imprison her upper body in multiple walls of fabric. This was different from how she’d been spanked at home, where the ritual was always to strip her to her chemise just as she normally would have been at that time of day when preparations for sleep were in order.

But then matters deviated from the previous ritual of our heroine’s punishments even further. Amelia gasped as the Mistress’ cool strong fingers untied the ribbon holding up her pantalets and slowly, inexorably, slid this final barrier between her bottom and total nudity from the waist down entirely to rest upon the floor. Then those same competent hands lifted each of the new student’s feet to free her legs entirely of this last undergarment as she moaned slightly in consternation at this worrisome new state of affairs. It was as though her top and bottom halves occupied two different worlds. From the waist up she was cosseted in multiple layers of fine fabric, almost sealed off from the world and all of its depredations by the tent of her inverted skirts. But from the waist down, she was completely naked and totally exposed, the most vulnerable parts of her available for whatever invasive and no doubt agonizing plans the Mistress had in mind for them.

In the Prince’s household, when Amelia was spanked her pantalets were left around her knees without exception. This no doubt served the purpose of restraining her legs so that their natural inclination to kick and squirm in reaction to the plight of their anatomical neighbors just to the North would not spoil the aim of the person inflicting her punishment. But our heroine now realized that this custom had provided the ancillary benefit of keeping her legs relatively closed, thereby sparing the very private places between them from more flagrant exposure to the world, and most specifically the knowing eyes of her spanker. For Amelia knew herself to be incapable of holding still during a spanking. No matter how much she intended to be quiet and endure her punishment with dignity, once punishing wood or leather began painfully impacting tender buttock flesh, all such restraints fled her mind, and she struggled uncontrollably.

The lissome young blonde felt a surge of mortification as she realized that the Mistress was going to have little doubt of Amelia’s dirty secret just as soon as her spanking began. The beautiful dark eyed leader would surely know that even the anticipation of chastisement had a certain, well, totally appalling effect on the secret organ between her legs. This headstrong part of her would shamelessly broadcast its incontrovertible evidence that she found her spankings quite powerfully arousing in a most unseemly way for a virginal young woman of her times.

And then things got even worse--in fact, almost unimaginably so. The imperious older woman knelt behind Amelia’s now-totally-bared rear end and remarked rather matter-of-factly, “And now, these legs must be properly positioned to grant me the unimpeded access I require to the entire bottom I intend to punish! Step outside the legs of the horse, Lady Amelia, and I’ll secure your ankles so that you’ll be tied nice and snug and not have to worry about another thing until our interview is complete.” The new student had kept her buttocks clenched and her legs glued together since her pantalets had been removed, at least hoping to delay her eventual intimate revelation for as long as possible. But now, the moment of truth had come, and the young Lady sighed in regret as she complied, excruciatingly embarrassed as she placed her feet in the prescribed position.

Mistress Frances tied the cords around our heroine’s final unsecured limbs, and sat back with a wicked grin seen, of course, by no one in the silent late summer evening dimness of the locked room. The sun was leaving the sky in a brilliant display of oranges and purples, temporarily bathing the room in a lovely glow, but soon to fade and leave the two women in darkness. The older woman took a moment to move two whale oil lamps to small end tables placed on either side and to the rear of the horse by about six feet for just this purpose. After all, a great part of the pleasure the sadistic Headmistress took in her depredations of her minions was the visual enjoyment of punished bottoms reacting to their plight. The large south and west facing windows of the corner room provided ample light for this purpose during the daytime. But a dedicated flagellatrix such as Frances would not want to be restricted from full enjoyment of her victims’ delicious wrigglings and clenchings once the sun had gone down.

And indeed, once the lamps were lit and properly trimmed, the view they revealed was every bit as spectacular to the jaded Mistress as the sunset she had just glimpsed lighting the sky. For Lady Amelia’s legs and bottom were as perfect as they could be: muscular and firm from many years of dedicated riding, but softened just the right amount by a half-inch layer of feminine padding, and as perfect an ivory color as imaginable. Frances sighed to herself as she imagined making the pale moons blush until they were as bright a red as the sunset had been – a more delightful prospect she could not imagine. The five-foot wide straddle not only pulled Amelia’s nether moons far enough apart that in spite of their almost boyish muscularity and hence deeper than usual nether cleavage, the delicate dusky rosette of her back passage was clearly visible. This splaying also drew the mortified young Lady’s nether lips apart to clearly reveal all of the secret structures they normally concealed.

But even more wonderful for the older woman was the secret revealed between the delicately parted thighs and buttocks. To be sure, a white-blonde-furred p***y was a welcome and titillating sight to the bisexual woman, but there were plenty of fair-haired students at the Institute who regularly bared their nether charms over the very same horse in the identical posture to take their spankings. What was fantastically apparent as Frances perused Amelia’s naked backside was that the lovely blonde p***y was already in a rather advanced state of s****l arousal. Its delicately floral labia were quite red and swollen with the blood flow of their passionate engorgement, as was the adorable little nubbin of the c******s just above their upper conjunction.

But even more welcome was the copious clear fluid leaking from the secret passageway just above the lower joining of our heroine’s nether lips. The Mistress well knew (as a dedicated student of the new science of biology) that this was intended by Mother Nature to facilitate the passage of the p***s to fertilize the fecund young woman. But the older raven haired beauty also well knew that just because certain reflexes were intended to enable heterosexual conjugation, that in no way prevented someone of the same gender from capitalizing on Nature’s bounty. Only a few of her students over the years had been so naturally aroused by the painful pleasures the Headmistress so fancied, and it was clear that her newest applicant was among the most responsive of this lot by how turned on she was before a single spank had been delivered to her gorgeous backside.

Mistress Frances spoke, “My Goodness, Lady Amelia, it seems you are among the small minority of young women who find it arousing to have their buttocks spanked! Well, we’ll certainly see about that in good time. But meanwhile, I think we have a discussion to pursue regarding your lack of cooperation with my questions. We’ll begin with a nice even hundred spanks to each cheek using my hand alone, just to get acquainted with each other and warm you up. Then we’ll revisit my inquiries once your stubbornness has been softened up a bit by some good old fashioned salubrious hind end pain!”

Our heroine wanted to object to the matter-of-fact observation of the state of her p***y, just as she had longed to beg not to have her pantalets removed and her legs drawn so horribly wide apart. At each stage of her increasingly mortifying predicament, she had a torrent of verbal objections that practically demanded to be spoken. She so wanted to explain that her pantalets needed to stay on, and her legs could not possibly be spread so wide, and that she was not at all stubborn, let alone, Heaven forbid, sexually aroused by the prospect of being punished. But this imperiously beautiful woman who so effortlessly took charge of her seemed to provoke a strange submissive lassitude in our heroine.

Amelia had received most of the thousands of spankings in her life for her inescapable habit of sassing back. Now her poor buttocks were about to receive God only knew how severe a thrashing for the opposite crime of being both physically and verbally paralyzed by the power of Frances’ dominance. Come to think of it, though, her Father had the same influence on her. While he punished her nightly for her verbal impetuousness with her Governess, she never had the temerity to cross him in that way. And when he was spanking her, it was as though her lips were sealed save for inarticulate shouts of pain on each spank. This was very unlike her pleading howls and thrashings when Mistress Ramundo wielded her leather slipper or switch. Perhaps some primordially submissive part of the young woman sensed when she was under the spell of a true dominant, and suspended all resistance.

The Headmistress stepped to the left of her thoroughly trussed and intimidated new student, assuming her characteristic spanking stance to the left of her target. She allowed her left hand to drift possessively to rest atop the small of Lady Amelia’s sharply bent back, tickling the almost invisibly fine blonde hairs there. This placement was her preference when administering punishment, serving to orient her entire body on a visceral level to the buttocks about to be spanked. It was also always her custom to administer her very first spanking of a new girl with her hard right hand. Even though she swung vigorously enough that her own palm would be red and smarting by the end of the two hundred slaps, the intimacy of skin-on-skin seemed essential to the initial formation of the special bond she felt with all of her charges. Of course, this connection was vastly deeper and more powerful for the few students who experienced their punishment as an erotic act, as Amelia was soon to discover quite shockingly.

And then, it began. The bared, bent, and bound young woman was stunned at the fierceness of the pain the Mistress’ right hand could deliver. Her Father had been the most powerful person who had ever spanked her, and he always employed implements that she presumed increased the amount of pain delivered by each blow to her naked buttock flesh. Perhaps her memories of how agonizing his spankings were had dimmed in the months since his death. But each resounding slap of Frances’ hard hand hurt just as much as she could recall the fiercest wooden paddle the Prince had employed. Within a dozen blows to each nether cheek she was weeping freely and her bottom cheeks were already demonstrating the shimmying dance all lovers of the administration of this form of corporal punishment found so ineffably charming.

At fifty spanks per buttock, the Mistress paused to catch her breath. She had been delivering a steady stream of a stinging swat every fifteen seconds, so twenty-five minutes had passed during which she had methodically changed the color of Lady Amelia’s nether moons from their original ivory to a nice medium cerise. The domme stopped to survey the results of her effort at the halfway point as was her custom. She believed in carefully adjusting her disciplinary efforts to achieve exactly the level of discomfort and inflammation she had in mind, and adjustments often needed to be made, especially if she got over-enthusiastic. And to be sure, the combination of the sheer loveliness of the young blonde she had carte blanche to spank to her heart’s content combined with the increasing state of said victim’s s****l arousal (whose pleasant barnyard scent filled the sultry evening air of the room) proved to be quite inspiring to the Headmistress.