Sold by Sandra - Cover

Sold by Sandra

by Midsummerman

Copyright© 2025 by Midsummerman

BDSM Sex Story: Bennett is dominated and owned by Madam Sandra, and believes her strict ownership of him is permanent. He soon learns that she sees him as a mere source of income, and as per previous submissive males owned by her, learns her true intent at an organised spectacle.

Caution: This BDSM Sex Story contains strong sexual content, including Ma/Fa   Mult   Coercion   Reluctant   Slavery   Heterosexual   Fiction   BDSM   DomSub   FemaleDom   Humiliation   Sadistic   Masturbation   .

He knew her tolerance of him was at a contemptuous low, and that her dominant spite was at a zenith as he cowered at her feet. Having licked her cunt and anus on the bed, the 63-year-old Madam Sandra Gordon flexed her still attractive figure as she vented that contempt upon Dirk Bennett with her cane. Though he’d already spent liberally on the sheets whilst being indulged in Sandra’s scathing verbal belittling of him whilst his tongue probed deep into the spice of her mature anus, his cock maintained a lusting stiffness for further expulsions in submission as she whipped him with her cane and further scorn.

Sandra had taken him in and trained him ready for this day, after he’d begged to be dominated by her many times, on meetings with her at a BDSM circle, and after checking his background thoroughly and discovering he had no ties; his status was perfect for her use. Dirk had spent his life masturbating over haughty and matriarchal women of senior years, and the delicious authority the stern Sandra had shown him was a dream come true. As the weeks went by, his life dissolved into one of total service to Sandra’s needs, her whip and relentless authority reducing him to a slave of absolute obedience, his spirit broken.

As his tongue probed deep into the tight warmth and savoury tangs of her mature anus, he’d come, not just at the promise of the inevitable whip for doing so, but at Madam’s inference that he was to meet and show humility to her stepdaughter. He couldn’t know that this step would lead to the end of his ownership by Sandra, but her ripe and wholesome orgasm on divulging that pleasure had him realise there was something more significant than just humiliation before a younger woman.

Hermione Gordon was as dominant and confident as her stepmother, who’d nurtured the girl’s natural spite and enjoyment of dominating and punishing feeble examples of masculinity as soon as she’d come of age. Her firm hands had spanked the willing backsides of middle-aged males from an early age, Sandra watching with dominant pride as that lush humiliation had them send their seed to her lap in ecstatic submission. As time moved on, the petty donations they’d received from masochistic clients developed into the small fortunes to be made through the actual enslavement and sale of examples through a covert society ... a fee having been agreed for Bennett, who’d be shown in humiliation at a place of sale, favoured by the society, and that pre-sale ritual of humiliation - a thrill to be had by all members, not just the purchaser - a society requirement.

Though Hermione no longer resided at the sumptuous property acquired by Sandra through funds received in the pleasure of her dominance, she visited regularly when her calling was required, her arousal immediate when notice of a show was confirmed; her input into the sourcing of a fresh male, as thrilling as the sale of an existing one ... her cunt hot with sexual anticipation on receiving the call at her lushly appointed apartment.

“Hello Hermione dear ... I take it you’re ready for tomorrow...” Hermione looked at her naked and very shapely figure in the mirror as she held the phone, thrilled at being able to parade it before older and jealous women at that special venue tomorrow.

“Why of course Mother ... I can’t wait to have Bennett know his use to us is over...” The stepmother murmured a chuckle of satisfaction down the phone, pursed her lips, then looked to the door behind which Bennett awaited the whip she’d said she was retrieving, unable to hear her conversation and the pleasured tone on which it was conducted ... her cunt hot for the show of triumph over masculinity which always thrilled her.

“ ... the weather is perfect for it tomorrow ... and his despair will be exquisite on knowing his enslavement by me is over, but is to be permanent elsewhere.” Hermione heard her cut the air with the whip she’d seen used on many a male before the call cut off, then looked to herself in the mirror once more as she fingered her aroused cunt. Though nearly thirty, she had retained youthful looks which had her pass as a teenager, the vision of her with a whip having many a male realise his hopelessness to resist the dominance of womanhood of any age ... before succumbing to the maturity of her Stepmother, and total enslavement.

Hermione masturbated with a favoured dildo, her legs high as she came gloriously before slumber, her mind firmly on the next day as she orgasmed ... and of her sourcing another feeble male, after the delicious sale of Bennett into permanent enslavement.


Bennett’s cock stood high as Madam Sandra collared and leashed him, then grinned spitefully as she barked a command as he cowered naked at her feet.

“Cheeks high!” His already rigid cock boned with a submissive wanting on knowing this meant he was to be plugged anally; the token of ownership he was made to wear whenever allowed out with his Mistress ... though he was puzzled as he’d been left naked, though he’d been collared, as if to be shown, as he had been, in shame before some of Sandra’s select friends, their ridicule of him exquisitely arousing. The bulbous plug was eased in with a firm deference by Madam, very little gel applied to the generous girth of the shiny steel demon, adding to Sandra’s dominant pleasure in knowing its presence was well and truly appreciated by him as his anus was spread wide at her behest. She sneered as he squirmed at its intrusion, also knowing its cold feel was telling him this was not one of the usual rubber plugs he was made to wear at restaurants and the like.

“There! ... a show plug for a very special day, a day my stepdaughter will enjoy as thoroughly as I will.” His balls tingled at the feel of the large plug, even its taper before the flat and decorative stopper, keeping his anus nicely wide ... inducing a permanent sense of fear, and exciting his already intense reverence for Madam Sandra, and her dominance over him. His erection pulsed high as Madam donned the tall boots she wore when walking him as though he were a dog, through the lawns of her extensive gardens ... but her application of red lipstick to her pouting lips hinted that it was not the gardens he was to be humiliated in today. His balls tingled further on hearing the front door opening, and steps toward where he knelt, naked and in obedience to his Mistress. He gasped as the door opened, and a spiteful sneer from a vision of feminine confidence and authority greeted his pathetic presence.

“Hermione, my dear! ... you can see my latest example is ready for his little adventure. I do hope you’re up for it too...” Bennett’s cock perked high as the youthful beauty stood over him, her almost schoolgirl looks astounding him, as she sneered down at him with utter contempt, placing her hands on her slender but generous hips, her breasts poking rigid nipples through the thin dress she wore, and lifting one foot to waggle a tall black stiletto at him ... wanting the recognition she deserved, and would get from a submissive male under absolute feminine control. Madam Sandra barked the command he longed for, already longing to worship a woman who looked like a girl a third of his age.

“Kiss my stepdaughter’s feet, Bennett! ... show her how you’re hopelessly committed to the power of all femininity over you!” The two women laughed sneeringly as he showed no hesitation whatsoever in pressing his lips to the toe of her elegant shoe ... longing to masturbate as those cruel echoes of derisory feminine laughter accompanied his adoration of her stiletto, and then hearing Hermione’s voice for the first time as she sneered down at him.

“I’m so glad the weather has been favourable, and the ground will be nice and firm ... allowing me to wear these heels.” She shuddered as he continued to ply his lips to her shoes in utter obedience, Sandra smiling at knowing this was a sign that her stepdaughter was already sexually aroused at dominating a male twice her age ... and more than ready to enjoy humiliating him further. The older woman was more than ready for it too, her cunt wet with a sordid arousal for the pageant of dominance she never tired of.

“Shall we go then ... they’ll be champing at the bit out there.” The younger women affirmed her agreement to the suggestion, Bennett feeling her tug on the leash and take control of him, whilst Madam Sandra picked up a white shawl ... and an instrument of punishment which was known to him as the ‘garden whip’, an implement his flesh was no stranger to when walked like a dog, any slight deviation from her command, met with a sound thrashing. He gasped, his cock fit to spunk the contents of his ringed balls spontaneously, as he was led to the door and out into the open by the women, their delight so obvious as his naked body shivered in the cool air, exposed for the submissive he was. Led into the car, Sandra sat him next to her, covering him with the white shawl for the journey ... allowing him a little dignity - if only to avoid possible hindrance from any external authority.

Madam Sandra was pleased to see his cock tent the material of the shawl, showing his sexual excitement as he pondered what fate awaited him, the material darkening as his pre-cum wetted it whilst he squirmed on the generous anal plug ... his obvious feeling of total bewilderment shown in his eyes, bringing her cunt to a lustily dominant arousal. Bennett could see the smiling eyes of the youthful Hermione in the rearview mirror, and sensed the intensity of whatever was on her mind as her elegantly manicured fingers gripped the leather-bound steering wheel, while he was driven to somewhere unknown. He was about to dare impudence and beg to know his Mistress’s pleasure, pleasing the haughty Sandra further as she noted his fidgeting ... and decided to smartly curtail any unwanted pleading with swift and satisfying action.

“I have a gift for you, Bennett...” Her mature smile curled to a spiteful sneer, Hermione’s eyes intensifying their glare in the rearview mirror, showing she was not intending to miss his further belittling at her Stepmother’s behest.

“ ... to complete your appearance of total servility to womanhood.” He gasped and feigned words he dared not let out ... on seeing a smart ball-gag in her hands, a lustily humiliating device which he’d been graced with when Sandra had demonstrated her absolute power over him to select friends, their smug and righteous looks at seeing him silenced by demand, thrilling him as much as it did then. The mature Matriarch’s cunt oozed desirous lubricant with dominant pleasure as her slender fingers had Bennett gape to accept the ball with a certain reluctance on this occasion, noting the tented material at his crotch twitch and pulse with a perversely masochistic pleasure of his own as those fingers buckled the strap and ensured his silence ... emphasising her complete control.

His anus tingled more wildly than ever. Now the urge to speak out and care to enquire had been removed from him by Sandra’s dominance. His cock pulsed with lubricant of its own from its rigidity beneath the shawl as he saw Hermione’s lips purse with satisfaction in the rear-view mirror. The younger dominatrix was now in a heady arousal of her own, adding to the mystery which she knew he’d have longed to question, but which was now smartly taken from him as the car wound its way up hills in the countryside.

“It’s so remote up here, which is why we love it...” As the car crested the brow of a hill, veering onto a rough gravel path off the tarmac, through a ring of dense woodland, she delighted in having his captive balls tingle with submissive excitement.

“ ... the open space on the plateau you’ll see in a moment is known as ‘Justice Moor’ ... can you guess why it’s called that?” Her spiteful smirk of satisfaction, knowing he couldn’t respond to her deliberate tease, had him grunt in bewildered impatience through the efficiently silencing ball, before she had his cock pulse all the more.

“ ... It’s called that because there used to be a gibbet up here ... many a male was hanged in shame up here, made to know the ultimate humiliation out in the open, before crowds of excited people ... many of them women, who though pompous outwardly, would have been secretly aroused sexually by such an exquisite spectacle.” Bennett’s cock boned in the excruciating desire to shoot his mess spontaneously at the youthful woman’s spitefully pleasured tone in relating the grim history of the place. He longed to know such a deliciously humiliating fate before the eyes of smilingly contented women. Madam Sandra sneered with satisfaction at the look in his eyes which betrayed his hopelessly submissive desire to know the pleasure of the rope before femininity, as the car moved slowly across the grassy plain which had known that historical excitement. Bennett made out other vehicles parked in the distance.

“Don’t worry, Bennett ... you’re going to be as good as hanged today.” The laughter of both women was accompanied by her whisking the shawl from his shoulders and having him sit naked with his erection high, as the car drew closer to the others ... and an array of mostly mature women who were applauding at the approach of Hermione’s car. The younger woman gave a sigh of sheer excitement as she stopped the vehicle some thirty yards from the rank of other vehicles and the equally excited women ... then stepped from the car and discarded the thin dress she wore to stand naked and dominant as Madam Sandra also exited and handed her the flexible whip with a curt smile.

 
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