Chastising Milady: A Novel of Painful Pleasures

Chapter Three-1

Chapter Three

The imperious brunette sat back in her chair and proceeded, “Very well, then, Lady Amelia. I accept both your thanks and your apology, and await with interest your recounting of your history with receiving corporal punishment. You are to start as far back in your childhood as you recall, and be detailed in describing what you did to merit being spanked, who administered your chastisement, in what state of undress and placement of your body, with what implements, and for how many blows per dose. Your bottom is already in for a great deal more painful attention before I release you from your bonds than that friendly little warm-up hand spanking we both just enjoyed. So if I were you I’d err on the side of over-completeness in my account so as not to earn further doses for your poor buttocks to bear, lest you not sit comfortably for many days.”

Amelia was sufficiently cowed by this threat that she found herself almost gabbling again in her earnestness to comply, “Well, Mistress Frances, I suspect I’ve always been spanked, even before I start having memories when I was four or five years old. It was the way of things in our house, that I was deemed to benefit from frequent painful attention to my backside to try to curb my high spirited nature, which I’m told was evident from earliest childhood. I vaguely recall my Nannies spanking me with their bare hands as you just did. Though by the time I have specific memories they had adopted the same hardwood hairbrush used to give my hair its nightly hundred strokes for a similar dose of a different kind of stroke to my bottom cheeks. I was always spanked on the bare buttocks, since it was believed that direct observation was necessary to ensure the proper state of that region was achieved during the administration of my punishments.”

“Once I turned five and my schooling began, Governesses took over the role of my disciplinarian with one exception. My Nannies were still responsible for my health, including monitoring my bowels. If I was uncooperative when they deemed it necessary to administer a clyster, they were happy to provide agitation, as they termed it, by taking the back of the hairbrush to my naked behind while I was holding my enema fluids. But that aside, my Governesses would keep a list of my demerits every day, and before my bath once I had undressed to my chemise I would be bent over my counterpane and my wrists held by my chambermaid Lisette so I could not interfere. Governess would lower my pantalets to my knees to keep me from kicking too much, and would spank me the prescribed amount with a leather house slipper. If I had been openly defiant, this would be followed by a second dose with a hickory switch, but those were rare, seldom more than once a month.”

“That all changed after my mother died. Father and she had never been involved with my disciplining, though rumor had it that she herself was subject to bare bottom spankings by him quite routinely when he was in residence on our estate. After she died, he decided to take an interest in my punishments, and from then on if he was in residence he was the only one to spank me until his own death about half a year later. Lisette would still hold my wrists, and I was still spanked in my chemise with pantalets around my knees. But he spanked far harder and longer than Governess, and always used fiercer implements as well. He never used the same one twice in several dozens of punishments, which happened nightly when he was not in London. I was spanked with all manner of paddles of leather and wood, various straps and belts, many different varieties and thicknesses of switches, and a wide array of whips. I will be glad to answer any further questions but that is everything I spontaneously recall, Mistress Frances.”

The domme had been spellbound by the beautiful young blonde giving such an earnestly detailed response to her demands. She was not surprised that her new student didn’t think to offer up her next line of inquiry unprompted, “Very well, Lady Amelia, so far you’ve earned no additional buttock pain beyond that which you already have coming. But now we come to the more...delicate...part of my inquiry, and here I will be merciless if you aren’t adequately forthcoming. I want you to describe the first time you noticed your spankings becoming sexually arousing to you, and how that proceeded up until what just happened between us.”

Our heroine had never even imagined being asked such a question, and had no history whatsoever of discussing such things openly in words. Her chambermaid’s friendly efforts to pleasure her after her father’s horrific spankings had never been discussed beyond the petite Frenchwoman’s discreet “May I touch you there?”, and they had certainly never spoken of the wonderful explosions she had first learned of in that way before happily reproducing them in private. But she took the domme’s threats totally seriously, and soldiered on as best she could in her rather undignified position:

“Well, I suppose the very beginnings were when my Nannies would bathe me after my clysters. They would always take especial care to wash what they called ‘the naughty bits’ between my legs, using extra soap on the washcloth. And it seemed to me that when I’d squirmed enough to earn a spanking before my bath, those washings left me feeling sort of...excited...down there. But nothing came of that, so to say, until after Mother died and Father took over my spankings. There was a certain...energy...about him after he had finished punishing my buttocks...my maid said he found such activities arousing himself, and would punish and sexually please himself with my Governess’ rear end after he had done with me.”

“But in any case, after he had spanked me, I would be...energized...down there. Lisette noticed, and after she had soothed my buttocks with cool compresses followed by cold cream, she first asked whether she could touch me in the same place that you just did, though only on the outside part. I trusted her and knew she loved me, so I agreed, and I had the first...explosion...of my life. It was a pale shadow of what you just gave me, but it set me off experimenting on my own with touch down there. I experienced those sensations so much more powerfully after I’d been spanked than when my bottom wasn’t throbbing and sore.”

Once again, the domme was impressed with how forthcoming her new student had managed to be. Young women of that era were generally mute about such topics, and Amelia’s volubility was quite refreshing. But the older woman had one more line of questioning to complete her picture, “Very good, Lady Amelia, you’ve still managed to avoid additional spankings. But the last questions I have are the most intimate, and I still hold you to answer them fully lest your bare bottom pay a higher price than it is already destined to. You must now describe to me what you are thinking about when you experience these ‘explosions’, as you call them. Start with the one I just gave you, and then the ones you had with your maid’s assistance, and finally the ones you experience on your own in the privacy of your chambers when no one else knows.”

Now this latest query reached, as the domme had predicted (actually, intended, in her cheerfully sadistic way), a new level of mortification for our heroine. How far would this imperious older woman go, Amelia wondered, in invading her most private spaces and responses? What else could be bared and teased and tormented to elicit God only knew what manner of unladylike reactions and inflict who could know what manner of discomfort, both psychological and physical? For the young blonde correctly sensed how implacable her new Mistress was in wringing every drop of sensation and every unimaginable involuntary response from young ladies who had been inculcated since birth in the rigid modesty, not to say prudishness, of their society.

The lowest shop girl or milkmaid could be (and certainly had been, on many occasions) spanked to a frenzy and fingered or licked to fearsomely expressive climaxes all of which were quite enjoyable to a dedicated sadist like Frances. But to take a young lady with all of the highly developed sensibilities of a noblewoman of their era and reduce her to that same primordial state...now that was a pearl beyond price, in the estimation of the Headmistress of an entire school of just such students. Lower class subjects were, after all, used to earthier treatment and not encouraged to develop finer preferences, especially regarding what their world termed ‘natural functions’. But the upper echelons of female society were enjoined to rise above all base aspects of themselves and most especially their bodies. What a piquant delight to bare the most private parts of such young women and force them against every particle of their training to respond like any woman on the planet to being punished and pleasured...

So, the once-again flustered new student struggled between the threat of untold additional buttock pain and the mortification of revealing her most private internal masturbatory life. She began to wonder quite presciently if this was simply to be her new natural state of being – constantly in a dilemma with horrifyingly embarrassing and uncomfortable outcomes no matter which choice she made. In this case, barely before the domme was about to impose additional spankings, the new student blurted, “Well, just now when it was about to happen after you spanked me, my mind leapt to the same place it always seems to be right before I explode. That seems to be me being held over my bed and taking a horrible spanking from my father that makes me so frantic that I think I’m just going to die or go insane from the pain. And then, instead of either of those two horrible things, I have my...climax, I think you called it, just as I did in reality but always after he left the room to punish and pillage my Governess. I suppose that after Lisette told me about Mistress Ramundo getting the very same spanking with the very same implement right after my own, only followed by being used...as a man does...well, I started imagining that...usage...might be happening to me too, with my buttocks freshly spanked.”

This was important information for Mistress Frances. While most of her students ended up being placed in normal upper class households, there was a second special clientele who had come to rely on the domme’s special skills and peculiar interests. This unique minority of customers were aware of the Institute as a unique source for down on their luck upper class young women who had been superbly educated as first rate Governesses, but who had additionally received a very specific and quite unique training. These savants were to a person noblemen not unlike the Prince had been, habitués of commercial establishments where gentlemen of a sadistic s****l inclination could discreetly slake their hungers to flagellate and sodomize the naked female behind.

Mistress Urquhart had been the proprietress of such a business before being recruited to her current position, and remained uniquely well-connected among former customers at the highest ranks of society. Many of these noblemen had admired the Prince’s formation of a household in which these sorts of piquant erotic pleasures could be pursued intramurally, as it were, and without recourse to professional courtesans (with their attendant risks of certain diseases). The Institute offered attractive young women of high stature who were proven virgins (at least as far as contact with males) but who were also quite inured to having their bottoms bared and beaten. And the pearls beyond price of such young ladies were the rare graduates who went beyond a willingness to be spanked to reach an actual erotic enjoyment of that activity. Frances knew that once Amelia had been properly trained, half a dozen households would bid against each other for her services, perhaps as much as thousands of pounds from the true cognoscenti.

Our heroine’s go-to s****l fantasy revealed her true orientation towards heterosexuality. This was both good and bad news for the Headmistress. The good news was that there were many more males in positions of wealth and power that could afford to bid up the price for such a prize than there were females. The bad news was that the older woman rather fancied this new succulent blonde morsel for her own erotic pleasures, which would have been greatly enhanced had Amelia been more of the lesbian persuasion. But the domme reminded herself that the new student had been as responsive as any Sapphic partner to being fingered to an orgasm while having her adorable equestrienne’s buttocks hand-spanked. Perhaps this indicated the capacity to swing both ways, or just an overriding eroticization of corporal punishment that swamped the gender of the person dispensing it. Only time would tell, and the exploration of these possibilities was surely to be quite enjoyable whatever the outcome.