Cover of The Caretaker's Enticement

The Caretaker's Enticement

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Jason and his wife Lia often hire their son’s favorite teach Annie to care for him while they’re busy. Lately, Annie has been insinuating that beyond watching Max she could do anything they need as well. One night, while Jason and Lia are on a dinner date, Annie messages them that she’s happy to do more for them if they’d like. With that message, she sends a cute picture of herself with a loose Tshirt on their couch at home. Lia then texts back, asking what she could do for them while also complimenting how cute she looks. Annie then says she could send more pictures…

Chapter 3: The moment

The morning light was thin and grey, filtering through the blinds, striping the rumpled duvet. Jason surfaced slowly, the deep, post-coital sleep clinging to him like a second skin. His body was heavy, sated in a way that felt dangerous. Then he felt the touch.

Fingers, light and knowing, tracing the sensitive skin of his inner thigh. He groaned, a low, animal sound from the base of his throat. His cock, inert and softened, twitched against the cotton of his boxer briefs. He hadn’t put them on; someone must have slipped them on him in the night after he’d passed out. The consideration felt alien.

He opened his eyes. Annie was propped on one elbow beside him, her hair a messy dark halo on the pillow. Lia’s side of the bed was empty, cold. From the en suite bathroom, he heard the familiar, distant rush of the shower.

Annie’s fingers encircled his shaft through the fabric, a gentle, owning pressure. “Morning,” she whispered. Her smile was different. Less predatory, more… obedient.

“Where’s Lia?” His voice was rough with sleep.

“Showering.” Annie’s hand began a slow, up-and-down stroke. “She told me to wake you up. Any way I wanted.” Her eyes flicked toward the bathroom door, then back to him. “Then I’m supposed to go join her.”

The statement was a transaction. A command passed down. The memory of Lia’s voice in the dark—What’s mine is mine—echoed in the quiet room. Annie was acting on orders.

She tugged the waistband of his briefs down, freeing him. The cool air tightened his skin. She studied him for a moment, her expression one of pure, focused appreciation. Then she lowered her head.

Her mouth was a soft, wet miracle. She didn’t start slow. She took him deep, her throat opening in a practiced, greedy swallow that made his hips jerk off the mattress. “Fuck, Annie,” he breathed, his hands fisting in the sheets.

She pulled back, saliva connecting her lips to his glistening tip. “She said to make it good,” Annie murmured, her breath hot against him. “She said you’d be tired.” Her tongue swirled around the head, teasing the slit, before she plunged down again, setting a relentless, hungry rhythm. Her hand worked the base in tandem, twisting on the upstroke. The dual sensation was overwhelming. He could hear the shower running, could picture Lia under the spray, knowing what was happening in her bed. The thought, the voyeuristic layer of it even in her absence, sent a bolt of illicit heat straight to his groin.

His orgasm built too fast, a tide pulling at the base of his spine. “I’m gonna come,” he warned, his voice tight.

Annie released him with a wet pop. “Not yet.” She swung a leg over his hips, straddling him. She was already wet, her slickness smearing against his stomach as she positioned herself. She guided him to her entrance, her eyes locked on his. No permission was asked. She sank down, taking him inside in one slow, breathtaking inch.

She was so tight, so impossibly hot and clenched from the night’s activities. A ragged moan tore from him. She began to move, riding him with a deep, rolling grind of her hips that milked his length perfectly. Her tits swayed above him, her nipples hard. She bit her lip, her eyes fluttering closed as she found her rhythm.

“God, you feel so good inside me,” she whispered, leaning forward to brace her hands on his chest. Her pace quickened, becoming more urgent, her inner muscles fluttering around him. “Can you feel how wet I am for you? It’s all for you.”

The crude praise, the sheer physicality of her, shattered his control. He gripped her hips, helping her slam down onto him, their bodies meeting with a wet, slapping sound that filled the sunlit room. He came with a shout, surging up into her, his release hot and seemingly endless as he pumped himself deep into her core. She cried out, her own climax triggered by his, her body convulsing around him, milking him for every last drop.

She collapsed forward, panting against his neck, his softening cock still nestled inside her. They lay like that for a long minute, sticky and joined. The shower had stopped.

Slowly, she lifted herself off him. He was spent, utterly drained. She knelt beside him on the bed, looking down at his body. His cock lay flaccid and wet against his thigh. She reached for it again.

“Annie… I can’t,” he muttered, but his protest was weak.

“She didn’t say stop after one,” Annie said softly, her fingers beginning a slow, insistent tug. Her touch was different now—not to arouse, but to extract. She worked him with a determined, practiced rhythm, her thumb brushing over his oversensitive tip with each stroke. It was a mild agony, a sharp, almost painful pleasure. He watched, hypnotized, as she focused on her task.

It took time. His body resisted, then reluctantly, under her unyielding hand, began to respond. A faint, half-hearted stiffening. A twitch. She leaned closer, spitting into her palm to slick the way, her pace never faltering. “Come on, Jason,” she coaxed, her voice a husky chant. “Give it to me. One more.”

And somehow, against all reason, he felt the faint, deep shudder begin again. It wasn’t the crashing wave from before, but a slow, weak seep. “Oh, god,” he groaned, his back arching as the second, thinner release pulsed from him. It didn’t shoot. It oozed, spilling over her pumping fingers and onto his stomach.

She didn’t stop until he was completely soft, until the last drop was smeared across his skin. Then she sat back, admiring her work. His come was on her hand, on him. She lifted her fingers to her mouth, sucking them clean with a deliberate, hollowed-cheek obscenity. Then she shifted, moving to lie beside him. She took his hand and placed it on her stomach, guiding him to smear his own spend across her skin, painting her navel, the soft curve below her ribs.

“She likes to see it,” Annie explained, her voice matter-of-fact. She guided his hand lower, through her coarse pubic hair, making him coat her sticky, used slit with the remnants of his own release. “She likes to know what’s hers.”

The bathroom door opened. Steam billowed out, carrying the scent of Lia’s sandalwood body wash. She stood in the doorway, a white towel wrapped around her torso, another turbaned around her hair. Her eyes took in the scene: Jason, wrecked and glistening on the bed; Annie, lying beside him, proudly displayed like a finished canvas, his semen shining on her breasts and belly, seeping from between her thighs.

Lia’s expression was unreadable. A calm, terrifying possession.

“My turn,” she said, her voice clean and clear in the steamy air.

Annie rose immediately, without a word. She walked, naked and marked, across the bedroom carpet. She left a faint, damp footprint. She stopped in front of Lia, who reached out and swiped a finger through the mess on Annie’s chest. Lia brought her finger to her own mouth, her eyes closing briefly as she tasted.

“Good girl,” Lia said, and it sounded like both a blessing and a curse.

She unwound the towel from her hair, dropping it to the floor. Then she undid the one around her body. It fell. She was pink and clean from the shower. She took Annie’s marked hand and led her, wordlessly, back into the steam-filled bathroom.

Jason heard the shower start again. A different rhythm. Not the solitary rush from before, but the softer, dual patter of water on two bodies.

He lay alone in the wreckage of the bed, the smell of sex and her perfume and his own exhaustion thick in the air. From the bathroom, he heard no voices. Just the water, and once, a low, shuddering gasp that could have been either of them. He stared at the ceiling, the ghost of Annie’s touch still burning on his skin, the silent steam from the bathroom slowly curling into the room like a confession.

He stared at the ceiling, the ghost of Annie’s touch still burning on his skin, the silent steam from the bathroom slowly curling into the room like a confession. The water kept running. A low, muffled laugh filtered through the door, followed by a sharp, wet slap and a gasp. It wasn’t a sound of pain. It was a sound of ownership.

He pushed back the duvet, his body aching. The smell of sex and sleep clung to him. He walked to the bathroom, his footsteps silent on the plush carpet. The door was ajar. The steam poured out, warm and damp against his chest.

Through the fogged glass of the shower, he saw them.

Lia had Annie pinned against the white subway tile, one hand braced above the girl’s head. The water sluiced over their bodies. Lia’s mouth was on Annie’s neck, biting, sucking. Her other hand was between Annie’s legs, fingers working in a ruthless, curling rhythm. Annie’s head was thrown back, her mouth open in silent pleasure, her breasts flushed and bouncing with each thrust of Lia’s hand.

“You’re still dirty,” Lia murmured, her voice barely audible over the water. She licked a stripe up Annie’s throat. “I can taste him on you. Inside you.”

“I’m sorry,” Annie panted, her hips bucking against Lia’s hand.

“Don’t be sorry.” Lia’s fingers dug deeper. “Be full. Be used. That’s what you wanted, isn’t it?” She rotated her wrist, a cruel, expert twist. Annie cried out, her knees buckling. Lia held her up. “Isn’t it?”

“Yes! God, yes, Lia.”

Jason pushed the door open. The steam enveloped him. They both turned their heads. Water dripped from their hair, from their lashes. Lia’s gaze was a challenge. Annie’s was a plea.

“You’re letting the cold in,” Lia said, her fingers never stopping their work. Annie whimpered.

Jason stepped into the shower. The hot water hit his skin, washing the dried sweat and come from his stomach. He stood there, just watching, his cock stirring against his will as Lia fucked Annie with her hand.

“She’s so tight,” Lia observed, her eyes locked on Jason’s. “Even now. Especially now. It’s like her cunt is trying to hold onto you.” She pulled her fingers out, slick and gleaming. She held them up to the spray, then pushed two back in slowly, making Annie groan. “But it’s mine to open. Isn’t it?”

Annie nodded, frantic. “Yours.”

Lia withdrew her hand completely. She turned Annie around to face the tile. “Then show him.” She patted Annie’s ass, a sharp, commanding sound. “Arch your back. Present it.”

Annie obeyed, pressing her cheek to the cool tile, raising her hips. The water coursed down the cleft of her ass. Lia looked at Jason, then down at his hardening cock. “Clean her,” she said. It wasn’t a request.

Jason moved forward. The space was crowded, steam and bodies and the deafening drum of water. He placed a hand on Annie’s lower back, feeling her tremble. He guided himself to her entrance, which was slick and swollen from Lia’s fingers. He pushed in.

Annie sobbed into the tile, a sound of pure, overwhelmed sensation. He was still sensitive, raw from his two earlier releases, but her heat was a narcotic. He slid home, his balls tightening against her. Lia watched, her expression hungry and analytical.

“Harder,” Lia whispered, her mouth close to his ear. “Fuck the obedience into her. She needs to remember her place.”

Jason gripped Annie’s hips and drove into her, a deep, punishing stroke that slammed her body against the wall. She cried out. He did it again. And again. The slap of his flesh against hers echoed in the tiled space, a wet, rhythmic counterpoint to the shower’s roar. Lia’s hands were on him, on her—one tracing the muscles of his back as he thrust, the other snaking between Annie’s body and the wall to pinch and roll a nipple.

“That’s it,” Lia hissed. “Use her. She’s your fucking toy. My fucking toy.” She leaned in, biting Jason’s shoulder, her teeth sharp. “Come in her. Fill her up again. I want to see it leak out of her when you’re done.”

The vulgar command, the sheer depravity of the scene, tore the orgasm from him. It was a dry, wrenching climax, more convulsion than pleasure, stripping him empty. He groaned, his forehead against Annie’s slick shoulder blade, pumping a final, weak release into her clutching depths.

He stayed there for a moment, buried, breathing in steam and the scent of her sweat. Lia’s hand slipped between them, her fingers circling Annie’s clit with a frantic, desperate pressure. “Now you,” she commanded Annie. “Come on his cock. Milk him dry.”

Annie’s body clenched around him like a fist, her back arching violently as a shattered scream was torn from her lungs. She pulsed around him, wave after wave, until she went limp against the wall.

Silence, save for the water. Jason pulled out, staggering back. Lia caught Annie as she slumped, holding her up under the spray. She looked at Jason over the girl’s shoulder, her eyes dark and unreadable.

“We’re done here,” Lia said, her voice flat. She turned off the water. The sudden quiet was jarring. “Get out. Both of you.”

Jason stumbled from the shower, his body cold and spent. Annie followed, dripping, her skin bright red from the heat and the friction. Lia remained, her back to them, her head bowed under the now-dripping showerhead.

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