Her Shameful Training

by Emily Tilton

  Joanna had lifted her eyes to meet Mark’s as he began, but now, her brow creasing and her nose wrinkling, she lowered them again with a tiny whimper of shame and need. Mark confirmed with a glance at Lord Stephen that his master had seen and heard the salubrious effect his valet’s words had had upon his young lady—the proof, Mark thought, of the truth in what he said.

  “Your man is quite the natural philosopher, my lord,” Doctor Brown said in a tone of commendation. “Mr. Shepard has hit on precisely the reason my trainers are so effective in rendering happy both masters and young ladies. By your leave, we will use the two smaller ones today. The largest is generally employed for disciplinary purposes, when a young woman has misbehaved, perhaps showing reluctance to gratify a gentleman to whom she has been lent. Obviously, one may still employ the vagina while the anus is undergoing condign correction—an experience that, if the society should award her to your lordship, you will find enhances the improvement wrought in Miss Middleton, should she require such a stern measure.”

  Now Joanna’s eyes had closed very tightly, and Mark fancied her hands wished to cover her ears as much as they longed to hide her little nipples and the well-fucked furrow of her bare cunny.

  Doctor Brown turned to the girl and addressed her, now. “The sooner we examine you, Miss Middleton, the sooner your current, and perhaps future, master may proceed to train you further—we will end your suspense concerning my bottom trainers, and you will feel for yourself how proud it can make a young lady to receive the penis in a place she never expected she might be required to have one. Lie back upon the bed, please. John, would you assist with Miss Middleton’s left knee—and Mr. Shepard, may I ask you to do the same with her right? You will see how John does it—we merely wish to keep Miss Middleton well opened, so that his lordship and I may examine the vagina and anus properly.”

  Watching Joanna tremble as she obeyed, and seeing the blood come and go from her pretty face, Mark thought he understood why Doctor Brown had acquired a rival in this Anti-Brown. The valet could easily grasp how the Scottish physician’s detached manner of overseeing a girl’s erotic education could offend a lascivious gentleman who considered his own rougher and more traditional methods not merely good enough for fucking as he liked to fuck, but superior in their belonging to a man of the English upper class, rather than an upstart medical man with a barbarous accent. That objection, however, Mark saw immediately, could amount in truth only to a resentment of the remarkable results the doctor achieved: Miss Joanna Middleton, as the valets pressed her knees back toward her chest to show the little cunt where Lord Stephen had enjoyed himself and the littler arsehole in which she would soon learn to take his thrusting prick, whimpered as much with amorous need as with the shame of being thus inspected.

  “I am grateful you depilated the vulva, my lord,” Doctor Brown said as he and Lord Stephen gazed down at Joanna. “It is quite helpful both in examining Miss Middleton and in teaching her to regard that region of her body as being not under her control so much as under her master’s, whether your lordship or another man. Miss Middleton, I shall begin to palpate your clitoral area, now, in order to test your sexual response. That will allow me to make recommendations for your training.”

  Chapter Twenty

  Lord Stephen watched closely as the doctor, seated now on a stool at the foot of the bedstead, placed three fingertips just above the smooth place where the furrow of Joanna’s cunt began. Joanna gave a little whimper, as if frightened of what the physician might do to her with those medically trained digits, but then, as Doctor Brown began to rub gently around her clitoris, her sound became a moan of need. She closed her eyes, forehead creasing as she bent her head back to the mattress.

  “That’s it, Miss Middleton. Very nice. I shall stimulate you for a few moments, and then check how you are lubricating yourself for coitus, in your vagina.”

  Now Joanna couldn’t help moving her hips, in the slow rhythm of the doctor’s caress. Lord Stephen, sitting on the side of the bed by her well spread left knee, reached out to smooth the girl’s hair, which had become a little disheveled as she had lain back into the posture required of her.

  “I am not a medical man, of course, Doctor,” his lordship said, “but I found her quite responsive from the beginning. She sucks the penis very sweetly when one plays with her cunt at the same time.”

  “I imagine so,” Doctor Brown replied. “Miss Middleton is a very amorous young woman. I have no doubt that some of that is due to the unusual—and indeed unintentional—training given her by her former employer. That aspect of her case, I must warn, will make my final determination a rather delicate task.”

  Joanna opened her eyes again, very wide, at these words of the doctor. Still looking at her, in order to gauge her reaction to his words and to see the continued charming effects of the physician’s expert masturbation of her clitoris, Lord Stephen said, “I had wondered if that might have played a role in her need for fucking. It seems to have had a certain effect on me as well, I should perhaps inform you, Doctor, in order that you have as complete an understanding of the case as possible.”

  Doctor Brown’s fingers moved, then, traveling downward upon Joanna’s adorable cunt, stroking the pouting private lips briefly up and down as they passed to the lower region where she had taken his lordship’s cock only a few minutes before. He turned his hand palm up, and the girl gave a little cry as she felt two of the doctor’s fingers penetrate her, then move firmly inside. He must have moved them in some recondite, medically trained way, then, for Joanna arched her back off the bed, and cried out again in unmistakable pleasure.

  “Very wet here,” the physician noted approvingly. “And, it seems, not especially sore after coitus primus. Her master may use the vagina as you like from henceforth, my lord, whether that be your lordship or another. You may wish to note that the place in the interior of the sheath—which is of course simply the English translation of the Latin vagina—opposite the girl’s clitoris, which I call Cupid’s knot since there it seems many nerves are bound together, is quite sensitive in Miss Middleton. Stimulating her there, firmly with two fingers as I am doing now, may provide very pleasing results in her training.”

  Lord Stephen felt his own eyes widen as he watched Joanna’s whole body seem to yield to a pleasure he did not feel sure he had ever seen one of his girls undergo.

  “My lord... oh, please... my lord...” she cried out, and his lordship felt certain she meant she must spend if the doctor continued, that the pleasure, from the fingers inside her and the two strong servants holding her open, could not be resisted.

  Doctor Brown withdrew his fingers, suddenly, and Joanna gave a mournful sob, her hips bucking upward as if her greedy cunny wanted them back, no matter how shameful the motion of her body might look. The physician took a flannel from his bag and wiped his hand, which had positively glistened when he removed it, in the daylight streaming in from the tower room’s solitary window.

  “Would your lordship care to try your hand, as it were, my lord?” the Scotsman asked. “Be careful, though, if you do not wish the girl to climax. I think you could do very well from just there, where you are seated—reach your hand over the pelvis and insert two fingers in the vagina as you saw me do.”

  Lord Stephen looked at Joanna again, who regarded him with her beautiful blue eyes wide and troubled, as if she could not decide whether she should fear her master’s touch or long for it. Enchanted, he did as the doctor had bid him, and turned upon the bed a little to place his right hand between her legs. He rubbed her cunt firmly, loving—as he always did when training a girl—the wonderful feeling of possession it gave him to touch his young lady there whenever and however he pleased: to inform her without words that the wicked, private place she had always supposed belonged to her alone would thenceforth be his lordship’s property.

  As he pressed his two middle fingers inside Joanna, looking into her eyes to see her own mobile gaze passing to and from his face to the pla
ce where she could, he knew, almost but not quite witness what he did with her young cunny, he recalled the realization he had gained earlier. He might certainly consider Miss Joanna Middleton—and thus of course also Miss Joanna Middleton’s cunt and bottom—his property, but if he wished to act as a true natural man would, he must use those delightful parts of her lovely person in the service of teaching her, so as in the end to increase the happiness of both master and submissive fucking piece.

  Lord Stephen thought he could reason out Anti-Brown’s grounds—specious as his lordship must think them, now that he had kept company with Doctor Brown himself—for wishing to disprove the physician’s theories. His lordship moved his fingertips inside the girl for whom he could not deny he had a great affection, and made her moan and whimper, closing her eyes again as if she could not bear to see his face as he enjoyed taking her shame and modesty away. The special pleasure of mastering her coursed through his lordship’s veins, and he felt his cock stiffen in the breeches he had resumed after fucking her for the first time. Anti-Brown, he reflected, must have supposed that to follow Doctor Brown’s notions a gentleman who fucked a girl as he liked must take a conventional sort of interest in her welfare, rather than using her exactly as he pleased and then passing her along when his interest waned.

  “Firmly, now, my lord,” the doctor said. “You will know when you find the spot, I—”

  Joanna interrupted Doctor Brown with a cry of passion and need even louder than the one with which she had responded to the physician’s own internal masturbation. Lord Stephen moved his fingers in and out, hard and fast, pressing the place he had found with each thrust. The girl’s wetness made the sound of the finger-fucking moist and wanton, and droplets of her arousal flew from the needy slit of her cunt as his lordship trained her body to respond to his touch.

  Somehow, he thought as he gazed down upon Joanna’s naked body and saw the beads of perspiration gather on the furrowed brow, Anti-Brown had missed the truth Lord Stephen now felt confirmed in his own breast. To bend a girl like Miss Joanna Middleton to his will meant not only claiming her as property but also forging a bond of attunement, master to pupil.

  “My lord,” Mark warned him, “she will spend.”

  “Please...” Joanna sobbed, confirming the valet’s judgment. Her cunny bucked against his hand, her bottom and hips almost rising off the mattress.

  “Joanna, I shall spank you if you spend. Do you wish to spend?” The thought had come to Lord Stephen suddenly, and it had made him smile, for he thought he knew what his girl would say.

  “Yes! Oh, please... spank me... with... with...”

  “With Mrs. Mund’s hairbrush?” Lord Stephen asked, his eyebrows going up a bit at the unexpected elaboration on Joanna’s part.

  “Yes... oh, heavens... yes, the hairb-brush. Oh, please... oh, no...”

  Joanna’s words trailed off into a scream of pleasure as her whole body seemed to arch up into Lord Stephen’s grasp, as if she were begging him to caress not only her cunt but every part of her. He watched her face pucker and her fists clench, as the climax went on and on. Over and over her pretty bottom-cheeks, with their even prettier array of cane welts, surged up and clenched, showing him the need she could not deny for the prick that had grown so big and hard in his breeches as his lordship had brought on his girl’s pleasure.

  Mark had managed to reach Mrs. Mund’s hairbrush, in the things they had brought from the inn and placed upon the tower room’s dresser, from where the valet still held Joanna’s right leg high and wide. He held it out now to Lord Stephen. His lordship, his right hand still fully occupied with Joanna’s cunt, looked at Doctor Brown.

  “Go ahead, my lord,” said the doctor, nodding. “Miss Middleton should pay for this pleasure, since you made that very natural decree, and she accepted it. After that I will begin the training of her anus for you. Whatever else I determine, Miss Middleton’s anal defloration will take place today, under your phallus.”

  Joanna covered her face with her hands, then, but Lord Stephen said gently, “Take those away, darling. I want to see you while I spank you.” He drew his hand from her warm cunny, then, and took the hairbrush in rather slippery fingers, thinking that it served the widow right that Joanna’s wonderful wantonness should be smeared across the ivory surface. Not wanting her pleasure to cool, he brought the back of the brush down smartly, but not really forcefully, upon her left bottom-cheek.

  Her hands rose from her face and hovered in fists by her red cheeks, and she writhed in the grasp of the two servants almost as much as she had while Lord Stephen’s fingers had been inside her. A cry came from her throat that seemed to convey such complexity, such shame and need and pain and pleasure, that his lordship felt sure he could never tease the strands apart.

  He spanked her again on the other bottom-cheek, then returned to the first, alternating in a quick rhythm that drew more of the ambiguous sobs and cries from Joanna as the little punishment proceeded. Her sweet bottom turned pink under the ivory’s visitation, and the girl grew quiet in the grip of Mark Shepard and John Eliot. Now only her little backside moved, each time Lord Stephen gave a smacking blow from the implement the awful Mrs. Mund had used with so much more force.

  “There,” his lordship finally said, well satisfied at the pink shade of Joanna’s bottom.

  “Thank you, my lord,” the girl said softly. Tears welled up in her eyes, but Lord Stephen did not think they came from pain, or even from shame.

  “Miss Middleton,” Doctor Brown inquired, “why did you request that you be spanked with your former employer’s hairbrush?”

  Joanna looked at Lord Stephen, as if to ask whether she must answer the doctor. His lordship felt his heart swell with affection at the obedience to his will and respect for his wishes he saw in her eyes. He knew, however, that he must not spare her the exploration of her amorous needs, however embarrassing she might find it to discuss them with Doctor Brown.

  “Answer, darling,” he commanded. “I also wish to hear. Remember that your cunt and bottom belong to me, and I must know all the thoughts and feelings you have concerning them, if I am to enjoy your charms as I intend to do.”

  Joanna looked back at the doctor, who had turned his own attention momentarily to his bag. Her eyes went wide, as she very clearly remembered the discussion of the anal plugs. She spoke in a voice that sounded almost entranced, as if the doctor and Lord Stephen drew the words from her by some witchcraft.

  “You said that... that Mrs. Mund had... that is to say...”

  Lord Stephen found he could not resist taking his girl’s sweet little breasts into his hand, then, first the right and then the left, so that she whimpered a little, and looked up into his eyes.

  “That she trained you,” his lordship said, smiling and nodding gently.

  “I think she did,” Joanna whispered. “And I want... oh, please, I can’t... I can’t say it. She’ll...”

  Lord Stephen thought he understood, and he chuckled softly at the realization. “She’ll spank you, darling?”

  Joanna’s face went red, and she nodded. “I know it makes no sense at all, my lord, but...”

  “I shall spank you if you do not say it, Joanna. Indeed, I shall have to flog you again.”

  Her face crumpled. “Oh, how can I... how can I want this, my lord?”

  Doctor Brown spoke then. “It is perfectly natural, Miss Middleton. You want to be trained because providence fashioned your body to submit to your master’s. Mrs. Mund, despite her own intentions, began to train you for him, whoever he shall finally be, when she punished you with her hairbrush. In the throes of pleasure you remembered those first sexual sensations, and wished to call Mrs. Mund to witness, as it were, that you had received his lordship’s penis in your vagina and mouth, and would soon have it in your anus as well.”

  Joanna, who had turned her eyes wonderingly upon the doctor as he spoke, returned her gaze to Lord Stephen.

  “Is it so, darling?” his lordship asked.


  She pursed her lips and nodded. Then, “Yes, my lord,” she whispered.

  Chapter Twenty-One

  Joanna felt Doctor Brown’s fingers again, pressing gently between her bottom-cheeks, where the hairbrush had made her feel so terribly warm. Now that the ecstasy of Lord Stephen’s fingers inside her had almost entirely passed, the sting from the spanking she had—she could hardly believe it now—actually requested felt more like pain. While his lordship had given it to her, it had seemed almost like a different sort of pleasure, but the lingering smart felt sore, especially in its reawakening of the stripes left by the cane.

  “I shall show you now, Miss Middleton,” the doctor said, “the training device I displayed to his lordship and to Mr. Shepard earlier. I have no doubt his lordship will acquire a set of these trainers to employ upon you, should you be awarded to him, so I recommend that you regard it as an important part of your life henceforward.”

  Doctor Brown held something up, then, between her spread thighs, for her to see. Joanna gave a little cry, and could not help struggling a little in the grasp of the valets who held her on either side, each of them with one big hand on her knee and another on her ankle. John Eliot and Mark Shepard held her firmly, though, and Joanna succeeded only in wriggling her bottom a little and reminding herself that the terrifying thing in the doctor’s hand must enter her there, whether she liked it or not.

  Black, long, and thick, the thing—the device—looked hard, too; much more rigid than Lord Stephen’s stiff penis. Joanna had so many secret feelings now about the erotic matters to which Mrs. Mund had introduced her by falsely accusing her of having contemplated them, by spanking her for entertaining lewd notions of which Joanna had never actually dreamt: longings for a man to take her away some whither, to some place where he might at leisure thrust his cock inside her naughty private part. Now it had happened, and though she knew she should be frightened of Lord Stephen’s masculine hardness, Joanna secretly thought his lordship’s penis both fascinating and not truly as cruel and unyielding as Mrs. Mund had led her to believe.