Part 3

Preparations complete, Jolene and her mother approached their owner’s study with determination.

Jolene’s stiletto heels clicked against the hardwood floor as she and her mother approached Jason’s study. The lingerie she’d selected that morning—sheer, revealing, designed to entice—clung to her skin like a whisper of fabric, doing nothing to shield her from the cool air circulating through the mansion’s corridors. Her mother walked beside her, the maid’s uniform rustling softly with each step, both of them moving with purpose toward the man who now owned them. Jolene couldn’t help but marvel at how quickly her reality had shifted, how completely her brother had remade her world into one where seeking out sexual submission felt not just necessary, but somehow normal.

They found Jason sitting at his massive desk, a fixture that dominated the room. The study itself looked as though it had been plucked from a movie set—all rich hardwood furniture, leather-bound books lining built-in shelves that stretched from floor to ceiling. A book stand with an enormous tome splayed open stood prominently before the bookcases, like a museum exhibit. The leather couch against the far wall matched the sitting chairs positioned strategically throughout the space, all in deep burgundy that spoke of wealth without shouting it.

The day before had been Jolene’s first time seeing her brother’s house—no, his mansion—and the scale of it still overwhelmed her. Everything around her exuded understated yet severe opulence, suggesting not just wealth and power but a peculiar personal detachment. It was as if Jason had ordered the perfect study from a catalog of ‘Rooms for the Obscenely Wealthy,’ yet added nothing of himself to the space.

The cool air of the study made Jolene’s nipples crinkle against the thin fabric of her lingerie. Her calves ached from hours in the stiletto heels, toes feeling slightly crushed beneath the pressure. The strange emptiness in her bowels from the thorough enema earlier created an unfamiliar lightness reminded her of what they had prepared for—of what Jason planned to do with them both.

It struck Jolene as surreal that her mother had joined her on this strange journey of submission. They weren’t running away or resisting. Instead, they were actively seeking out the man who would violate them both in the most intimate way possible. The thought should have disgusted her, should have triggered some primal instinct to flee, yet all she felt was a flutter of anticipation.

How drastically her life had changed in just a month. Before, she had been a normal college graduate with normal ambitions and desires. Now, she belonged to her brother, had been trained to pleasure him, to obey him without question. And somehow, through Jason’s manipulations and the conditioning she’d received on the Island, this new reality felt right. Not just acceptable, but like it was always supposed to be this way.

Jason looked up from his work as they entered, his dark eyes taking in the sight of them with evident pleasure. He smiled, setting down his pen with deliberate precision and coming around to the front of his desk, leaning on it with casual grace.

“Ah, there you are,” he said, his voice smooth and controlled. “Please, sit down.” He gestured toward the ornate leather couch.

Without hesitation, both women moved to obey, settling onto the cool leather. Jolene’s gaze drifted to their mother.

Her mother—Evelyn, though Jason had never used her name in Jolene’s presence—was still strikingly beautiful at forty-four. Her figure remained trim and youthful, with full breasts that the maid uniform accentuated rather than concealed. The black dress hugged her curves, its white apron crisp and proper, creating a contrast that somehow made the outfit more obscene than modest. Her legs, encased in sheer black stockings, ended in sensible black heels that nonetheless emphasized her shapely calves.

Jolene knew intimately what lay beneath that uniform now. Having just seen her mother completely naked during their preparations, she could picture the pale, smooth skin, the surprisingly perky breasts with their pink nipples, the neatly trimmed pubic hair that was several shades darker than the honey-blonde of her head. Knowledge that would have mortified her weeks ago now simply registered as information about another of her owner’s possessions.

The realization that her mother was a sexual toy for their owner—just as she was—sent an unexpected thrill through Jolene. She could not deny the perverse anticipation of watching her brother use them both for his pleasure, of being forced to share this most intimate submission with the woman who had given birth to her.

Jason leaned back in his leather chair, studying them both with unreadable eyes. “Mom,” he said finally, “describe what you believe I will be doing with you both today.”

Evelyn’s hands clasped tightly in her lap, a visible tremor running through them. “You’re going to ... to use our bodies, Master Jason. We’ve been prepared for your pleasure. You’re going to ... do our butts.” Her voice was soft, cultured, with that slight tremor of nervousness that betrayed her discomfort and that odd innocence of someone who had never experienced true sexual depravity. Yet there was no hesitation, no hint that she had even considered refusing to answer.

“And how do you feel about that?” Jason pressed, clearly savoring her discomfort.

“I...” Evelyn swallowed visibly. “I’m nervous, Master Jason, but I will obey.”

Jolene watched her mother’s face, the flush spreading across her cheeks, the way her eyes remained downcast. Not once did she show even the slightest indication of rebellion. The training had taken hold completely, just as it had with Jolene herself.

Jason’s lips curved in satisfaction. “Stand up, both of you.”

They rose in unison, Jolene feeling the cool air against her nearly naked body, aware of her mother’s uniformed presence beside her.

“Jo,” Jason continued, his voice dropping lower, more intimate, “I want you to undress Mom. But do it slowly, sensually. Make it pleasing for me to watch.”

Heat flooded Jolene’s face, and she glanced sideways to see an identical blush staining her mother’s cheeks. The command declared what she had been predicting from the moment they’d entered the room—Jason wanted to watch them interact sexually. He wanted to witness mother and daughter crossing lines that should never be crossed, all for his entertainment.

And yet, despite the mortification burning through her, Jolene found herself turning toward her mother, hands rising to the buttons at the collar of the maid uniform. Neither of them resisted. Neither even considered it.

“Yes, Master,” Jolene murmured, moving to stand before her mother.

Her fingers trembled slightly as she began unfastening the small black buttons that ran down the front of the dress. The first one slipped free, revealing a hint of collarbone. The second exposed the hollow of her mother’s throat. With each button, Jolene had to force herself to slow down, to make the disrobing into the erotic display Jason demanded.

After the third button, she leaned forward and pressed her lips to the newly exposed skin, feeling her mother’s sharp intake of breath. Jolene’s training at the Island had been thorough; she knew how to create arousal, how to build anticipation. She applied those lessons now, trailing her fingertips along the edges of the opening in the dress as she continued to unbutton it.

“That’s it,” Jason encouraged from behind his desk. “Show me how well you were trained.”

The dress parted further, revealing the simple white bra beneath. Jolene pushed the fabric aside, exposing her mother’s shoulders, then leaned in to place a soft kiss at the junction of neck and shoulder. Her mother shivered but remained still, accepting this intimate contact.

Jolene slid the dress down Evelyn’s arms, letting it hang at her waist for a moment while she ran her hands up her mother’s bare arms, over her shoulders, and down to the swell of her breasts above the bra. She could feel her mother’s rapid heartbeat, the shallow breaths that betrayed her emotional state.

Reaching around to her mother’s back, Jolene unhooked the bra with practiced ease. She removed it slowly, drawing out the moment when her mother’s breasts would be exposed to them both. When the garment finally came away, Jolene heard Jason’s appreciative murmur from across the room.

Evelyn’s breasts were even fuller than Jolene’s own, with the slight softness that came with age yet still remarkably firm. Her nipples had hardened, whether from the cool air or unwanted arousal, Jolene couldn’t tell.

Following her training, Jolene cupped those breasts, gently squeezing them while brushing her thumbs across the nipples. Her mother closed her eyes, a small sound escaping her lips.

“Beautiful,” Jason commented. “Continue.”

Jolene knelt down, pushing the dress past her mother’s hips, letting it fall to the floor. The white apron followed, leaving Evelyn in nothing but stockings, panties, and heels. Jolene ran her hands up her mother’s legs, feeling the texture of the stockings, the warmth of the skin beneath. She hooked her fingers into the waistband of the panties and drew them down slowly, revealing the neatly trimmed pubic hair and the intimate folds beneath.

As she removed the last barrier of modesty, Jolene was acutely conscious of Jason watching them, of his evident pleasure in this perverse tableau. She helped her mother step out of the panties, then rolled down each stocking with deliberate sensuality, caressing the newly bared skin as she went.

When she finished, Jolene stood and turned back toward Jason, waiting for further instructions. Beside her, Evelyn stood completely naked except for her heels, her entire body flushed with embarrassment, her eyes downcast as she was put on display before her children.

Jason took his time, eyes roaming over his mother’s exposed form with frank appreciation. The silence stretched, filled only with their breathing. Jolene could feel the anticipation building in the room, could sense it in her own body—a mix of dread and forbidden excitement.

“Mom,” Jason finally said, “sit back down on the couch. On the edge of the cushion. Spread your legs wide.”

Evelyn moved immediately to obey, returning to the leather couch and perching on its edge. With visible reluctance but unhesitating obedience, she parted her thighs, exposing her most intimate area to both her children.

Jolene knew what was coming next. She had predicted it from the moment Jason had ordered her to undress her mother so sensually. The confirmation came moments later, after her owner appreciated his property.

“Jolene,” Jason said, his voice thick with anticipation, “kneel before Mom and pleasure her with your mouth.”

The naked woman gasped, her eyes widening. But she didn’t protest, didn’t close her legs, didn’t make any move to prevent what was about to happen.

Jolene wordlessly sank to her knees on the plush carpet between her mother’s spread thighs. She had performed oral sex countless times during her training, had become skilled at bringing both men and women to orgasm with her mouth and tongue. But this was different. This was her mother.

Still, the command had been given, and Jolene obeyed.

She leaned forward, placing her hands gently on her mother’s inner thighs, feeling the soft skin quiver beneath her touch. Up close, she could smell the clean, musky scent of female arousal—evidence that, despite her embarrassment, her mother’s body was responding to the situation.

Jolene’s first tentative lick elicited another gasp from above. She settled into her task, applying the techniques she had learned on the Island. She traced her tongue along the outer labia first, teasing, building anticipation. Then she delved deeper, exploring the inner folds, tasting the gathering moisture.

Her mother’s hands gripped the edge of the couch, knuckles white with tension. Jolene heard a soft moan escape her lips as she circled her tongue around the sensitive bundle of nerves at the apex of her sex.

“Look at me while your daughter eats you out,” Jason instructed his mother from across the room.

Evelyn’s eyes lifted instantly, meeting Jason’s gaze as her daughter’s tongue worked against her most intimate flesh. The shame burning in her expression was unmistakable, but she held his stare as commanded, her breathing growing more ragged with each passing moment.

Jolene could feel her mother’s thighs trembling against her hands, could taste the increasing wetness that betrayed her body’s involuntary response. The sounds her mother made—soft whimpers and barely suppressed moans—sent an unexpected thrill through Jolene’s own body. She found herself becoming aroused by the taboo act, by the knowledge that Jason was watching them, by the complete wrongness of it all.

She varied her technique, sometimes using broad strokes of her tongue, sometimes focusing on that sensitive bundle of nerves with quick, light flicks. Her mother’s hips began to move slightly, pressing forward against Jolene’s mouth in an unconscious search for more stimulation.

“Tell me how it feels, Mom,” Jason’s voice cut through the heavy air of the study.

“It ... it feels...” Evelyn’s voice was strained, breathless. “Good, Master Jason. Your sister is very ... skilled.” Jolene couldn’t help but notice that her mother referred to her as her owner’s sister, rather than her own daughter.

Jolene returned her focus to her task, drawing her mother’s clitoris into her mouth and sucking gently while flicking her tongue across it. The response was immediate—Evelyn’s hips jerked forward, a strangled cry escaping her throat.

Encouraged, Jolene continued, varying pressure and rhythm as she had been taught. She slipped a finger inside her mother’s wet opening, curling it forward to find the sensitive spot within while continuing to work with her mouth.

The taste of her mother’s arousal filled her senses—tangy, intimate, forbidden. The physical sensations were familiar—the softness of feminine flesh against her lips and tongue, the increasing wetness, the subtle changes in texture and tension that signaled growing pleasure. What was unfamiliar was the knowledge that this was her mother, that she was crossing a boundary that should have been inviolable.

Yet instead of disgust, Jolene felt a growing excitement. There was power in this act, in bringing such pleasure to the woman who had raised her. There was intimacy unlike anything they had shared before. And underlying it all was the knowledge that they were both performing for Jason, both submitting to his desires, bound together in service to him.