His Office After Dark

Man on phone at his desk while a woman kneels before him in the dark office.

# **Safekeeping** ## **Chapter 1: Office Hours** The city lights bled through the floor-to-ceiling windows of his corner office, casting Jake’s silhouette in a sharp, urban glow. He leaned against the edge of his broad mahogany desk, one

Chapter 1

The city lights bled through the floor-to-ceiling windows of his corner office, casting Jake’s silhouette in a sharp, urban glow. He leaned against the edge of his broad mahogany desk, one hand shoved in the pocket of his dark suit trousers, the other holding his phone to his ear. His brown hair was tousled from a long day, the shadow of his beard stark against his jaw in the dim light.

“I know, baby,” he said into the phone, his voice a low, serious rumble. The tendons in his muscular forearm flexed as he shifted his weight. A kaleidoscope of ink swirled beneath his rolled-up sleeve. “The system’s completely down. The whole East Coast network. It’s gonna be a few more hours, at least.”

On the other end, Chloe’s voice was a soft, hesitant murmur, laced with a trace of disappointment. “Okay… I just miss you. I made that pasta you like.”

A ghost of a smirk played on his lips. Behind him, the door to his private washroom clicked open. Chloe emerged, a silent, lithe shadow in the half-light. Her tall frame was sheathed in a simple black dress that ended high on her thighs, the thin material doing little to hide the curve of her ass or the outline of the tattoos that traced the delicate bones of her shoulders. Her blonde hair was a messy cascade over one eye, the other a bright, knowing blue that locked onto Jake’s back.

“I miss you too,” Jake said to Chloe, his tone softening just enough to be convincing. His gaze, however, remained fixed on the glittering skyline, his expression unreadable. “Tell me what you’re wearing.”

“Just… just your old t-shirt,” Chloe whispered, her submissive nature making her voice small even through the phone. “Nothing else.”

Chloe moved then, a confident, predatory grace in her step. She sank to her knees on the plush office carpet, the position making the hem of her dress ride up. Her hands went to Jake’s belt, her fingers deft and unhurried.

“That’s my girl,” Jake purred into the phone, his voice dropping an octave, taking on a rougher edge. He didn’t flinch as Chloe freed him, her cool fingers a stark contrast to the heat of his skin. “Always so obedient for me.”

He let out a controlled, quiet sigh as Chloe took him into her mouth without ceremony, her head beginning a slow, deliberate rhythm. Her confidence was absolute; there was no hesitation, only skilled, enthusiastic submission to the act. He watched her for a moment, her blonde hair fanning across his thighs, her blue eyes looking up at him with a mixture of defiance and devotion.

“I wish you were here,” Chloe breathed, unaware of the scene unfolding eight hundred feet above the city streets. “I feel so empty.”

“Do you?” Jake asked, his voice turning hard, dominant. His free hand came down to tangle in Chloe’s hair, not to guide her, but to assert control, to feel the texture of her locks against his tattooed knuckles. “All warm and wet and waiting for me, and I’m stuck here fixing other people’s mistakes.”

A soft, muffled sound escaped Chloe, swallowed by her task. Jake’s grip tightened slightly.

“You like that, don’t you?” he continued, the dirty talk flowing easily now, a weapon he wielded with precision. “Being my good little girl at home, thinking about what I’m going to do to you when I finally get there. You’re probably touching yourself right now, pretending it’s my hand.”

Chloe’s breath hitched on the line. “Jake…”

“Say it.” His command was absolute.

“Yes,” she whimpered, her shyness giving way to raw need under his verbal domination. “Yes, I am.”

A surge of power, dark and heady, coursed through him. Chloe sensed the shift, her pace increasing, her tongue working him with relentless focus. He could feel the damp heat of her mouth, the scrape of her teeth, the complete surrender. It was a perfect, twisted mirror: Chloe’s oblivious devotion in his ear, Chloe’s knowing degradation at his feet.

“That’s it,” he growled, his composure beginning to fracture under the dual assault. He pulled Chloe’s head back by her hair, just enough to break the seal of her lips with a wet sound he was sure Chloe could hear. “Be a good girl and come for me. Let me hear it.”

As Chloe’s soft, broken cries began to filter through the phone, Jake looked down at Chloe. Her lips were slick and swollen, her blue eyes glazed but fiercely proud. He saw the question there, the hunger for what came next. He gave a single, almost imperceptible nod.

In one fluid, powerful motion, he turned, dragging Chloe up by her arm. He bent her over the cool, polished surface of his desk, sending a stack of papers fluttering to the floor. The city sprawled beneath her, a sea of indifferent lights. He didn’t bother with her dress, just pushed the thin material up to her waist. He positioned himself behind her, his body a mountain of coiled muscle over her slim frame.

There was no condom. No preamble. Only the raw, blunt pressure as he pushed into her, burying himself to the hilt in one deep, claiming stroke. Chloe’s sharp cry was muffled against the wood, her back arching, her ass pushing back against him in immediate, greedy acceptance.

Jake brought the phone back to his mouth, his thrusts already settling into a brutal, driving rhythm that made the heavy desk shudder. “You hear that, Chloe?” he rasped, his voice thick with exertion and pleasure. “That’s the sound of me working late.”


Chapter 2

Jake’s thrusts were punishing, his balls slapping against Chloe’s ass with a wet rhythm that echoed in the high-ceilinged office. He kept the phone pressed to his ear, his breath coming in harsh, controlled bursts.

“Yeah, baby, I’m working it out right now,” he growled into the receiver, his voice gravelly with strain. Beneath him, Chloe bit down on a moan, her face pressed against the cool mahogany. “Just a few… more… lines of code.”

Chloe’s soft, spent whimpers were a faint counterpoint to the raw, physical noise of the fuck. “Okay… please hurry,” she breathed, utterly convinced, her voice thick with post-orgasm haze.

“Go to sleep,” Jake commanded, his tone final. “I’ll be there soon.” He didn’t wait for a reply. His thumb jabbed the screen, ending the call. The sudden silence was filled only with the sound of skin on skin and Chloe’s ragged gasps.

He tossed the phone onto the desk beside her head. His free hand, the one tangled in her blonde hair, tightened, yanking her head back. “You hear that?” he rasped, never slowing his brutal pace. “My worthless girl, all warm in our bed. She thinks I’m fixing a server.”

Chloe’s blue eyes, glazed with pleasure, met his in the dark glass of the window. A wicked smile touched her swollen lips. “Pathetic,” she managed to choke out, the word a hoarse challenge.

“Damn right.” He drove into her harder, his own control fraying at the edges. The heat of her, the tight, slick clutch of her pussy around his cock, was a raw, demanding fire. “You feel that? You feel how much better you take it? How much fucking *needier* you are?”

She cried out, a sharp, unfiltered sound of agreement, her body convulsing around him as her own climax ripped through her. He felt her muscles flutter and clench, milking him, and it tipped him over the edge. With a final, deep grind, he emptied himself inside her, a hot, pulsing release that had his thighs trembling.

For a long moment, he stayed buried within her, both of them panting, connected by the mess he’d made. Slowly, he pulled out. He looked down at the evidence of their act glistening on her skin and on himself.

A dark, humiliating idea, sharpened by the user's specific request, solidified in his mind. He reached for his phone again, his movements deliberate. He dialed, putting it on speaker, the dial tone loud in the quiet room.

It rang twice before Chloe’s sleepy, worried voice answered. “Jake? Is everything okay?”

“Change of plans,” he said, his voice flat, post-coital and completely in control. He looked at Chloe, who was watching him with rapt, hungry attention. “I’m on my way home now. But I’ve been working hard, Chloe. I’m a mess. I need you to be ready.”

“Ready?” she asked, confusion and immediate obedience warring in her tone.

“Be in the kitchen. On your knees.” He paused, letting the image sink in for both women on either end of the line. “My worthless wife is going to clean her off my cock.” He ended the call, his eyes locked on Chloe’s triumphant, devious smile.


Chapter 3

The drive home was a blur of streetlights and smeared reflections. Jake didn’t clean up. The cooling stickiness on his skin, the scent of Chloe and sex that clung to him—it was all a part of the plan. A dark, humming thrill tightened his gut.

He let himself into the silent, dimly lit house. As instructed, Chloe was in the kitchen, on her knees on the cool tile floor. She wore only his oversized t-shirt, the hem pooling around her thighs. Her red hair was a tousled halo, her green eyes wide and submissive, fixed on the floor until he entered. She looked so small, so earnestly waiting to serve.

“You followed directions,” he stated, his voice a low rumble of approval. He didn’t stop walking until he stood directly before her.

Chloe nodded, a shy smile touching her full lips. “Welcome home,” she whispered, her gaze lifting to his belt. Her hands trembled slightly as she reached for it.

He let her fumble with the buckle, her movements eager but clumsy. When she finally freed him, he was still slick, glistening in the kitchen’s soft light. He saw the confusion flicker in her eyes for a split second—the unusual wetness, the distinct, musky scent—but her obedience overrode her curiosity. Her trust was absolute.

“Clean me up,” he commanded, his tone leaving no room for questions.

Chloe leaned forward, her lips parting. She took him into her mouth, her tongue swirling tentatively. The taste was immediate and foreign. Her brows knitted slightly, but she didn’t pull away. She serviced him, her head bobbing slowly, swallowing what she assumed was just him.

Jake watched, a dark satisfaction coiling in his chest. He tangled a hand in her red hair, not gently. “How do I taste, baby?” he asked, his voice deceptively soft.

She pulled off with a soft, wet pop, looking up at him with complete devotion. “Good,” she breathed, her voice husky. “You taste so good, Jake.”

A savage grin split his face. “Yeah?” he said, his grip tightening. “That’s not me.”

Before the confusion could fully form in her eyes, he pushed her mouth back onto him, this time not letting her set the pace. He fucked her face, hard and deep, his hips pistoning, driving himself into the warm, tight clutch of her throat. Her shocked gagging was muffled, her hands flying up to grip his thighs as she struggled to take him.

“That’s Chloe,” he growled, looking down at her tear-filled, bewildered eyes. “I just came in her pussy in my office. That’s her you’re swallowing. You’re cleaning another woman off your man’s cock, you pathetic little cuckqueen.”

He hammered into her mouth, the degradation pouring out of him, each thrust punctuating the vile truth. Chloe’s body shook with choked sobs, but she didn’t fight, her submissive nature locking her in place, forcing her to accept the violation. The obscene, wet sounds filled the kitchen, a symphony of her humiliation. He was using her, wrecking her innocence, and she was taking it all because he told her to.


Chapter 4

Chloe’s submission was a tangible thing, a weight that filled the kitchen’s silence. After Jake pulled himself from her mouth, he watched her slump back onto her heels, her green eyes glassy, a thread of mingled fluids tracing her full lower lip. She was shaking, but she hadn’t disobeyed. The humiliation had carved a new, hollow space inside her, and he could see her trying to understand its shape.

He didn’t offer comfort. Instead, he reached down and took her chin in his hand, tilting her face up. “Stand up.”

She did, her legs unsteady. The oversized t-shirt hung crookedly on her curvy frame.

“Go to the bedroom,” he commanded, his voice flat. “Get on the bed. On your hands and knees. Don’t move.”

Chloe nodded, her red hair swaying, and shuffled out of the kitchen without a word. Jake waited until he heard the soft creak of the bedsprings. Then he pulled out his phone. The text to Chloe was simple: *Front door’s open. Kitchen.*

He poured himself a glass of water, leaning against the counter. The cold liquid did nothing to quell the heat still simmering in his veins. He heard the faint click of the front door opening, then the whisper of footsteps on the hardwood floor.

Chloe appeared in the kitchen doorway. She’d changed into a tight black tank top and low-slung sweats, her blonde hair piled messily on her head. Her blue eyes swept over him, then the room, missing nothing. The confident, predatory grace was back. She walked over to him, her gaze dropping pointedly to his still-exposed cock. “You didn’t clean up.”

“She did,” Jake said, his voice low. “Every drop.”

A slow, wicked smile spread across Chloe’s face. “And?”

“And now she’s in the bedroom, waiting.”

Chloe stepped closer, her hand reaching out to stroke him, her touch knowing and possessive. He hardened instantly under her fingers. “Waiting for what?”

“For me,” Jake growled, catching her wrist. “But you’re here now.”

He turned and led the way down the hall, Chloe following like a silent shadow. The master bedroom door was ajar. Inside, the only light came from the digital clock on the nightstand. It cast a faint red glow over Chloe, who was exactly as instructed: on the bed, on her hands and knees, her head bowed, the curve of her ass a pale, inviting silhouette under the thin cotton shirt.

Jake paused in the doorway, letting Chloe take in the scene. He felt her body tense with anticipation beside him. “Go on,” he murmured, his tone granting permission for a new level of degradation. “Get behind her. Make her feel you.”

Chloe didn’t hesitate. She moved to the edge of the bed, her slim frame a dark outline against the sheets. She placed her hands on Chloe’s trembling hips. Chloe flinched at the unfamiliar touch, a small, stifled sound escaping her.

“Shhh,” Chloe cooed, her voice a parody of comfort as she leaned over Chloe’s back, her breath hot against the redhead’s ear. “Just relax, sweetheart. Jake wants to watch.”

Jake remained in the doorway, a statue of controlled power. He watched as Chloe’s hands slid under the hem of Chloe’s t-shirt, pushing it up to expose the full, perfect swell of her ass. He watched as Chloe positioned herself close behind, her own hips slotting against Chloe’s, her front pressed to Chloe’s backside in a dominant, mocking mirror of his earlier act.

“You see how wet you are for this?” Chloe whispered, her voice carrying clearly in the quiet room. “Even after what he just did to you? You’re dripping for it.” She didn’t touch Chloe with her hands, only with the press of her body, a taunting, intimate proximity that promised everything and gave nothing.

Chloe shuddered, a tear finally breaking free to trace a path down her cheek. She was trapped between Jake’s command and Chloe’s violation, her obedience the very chain that bound her to the spot. The raw, confused arousal on her face was the most beautiful thing Jake had ever seen.


Chapter 5

Jake’s gaze burned into the two women on the bed. Chloe’s quiet sobs and the wet patch on the sheets beneath her were a testament to her submission. Chloe’s possessive grip on Chloe’s hips was a declaration of conquest. The raw energy in the room was a live wire, and Jake intended to splice it.

“Wait here,” he commanded, his voice cutting through the heavy air.

He left the room, returning a minute later from the hall closet with a black leather harness and a silicone cock, thick and veined, of a formidable size. He tossed it onto the bed beside Chloe. Her blue eyes lit up with fierce, understanding glee.

“Put it on,” Jake said, already unbuckling his own belt.

Chloe didn’t need to be told twice. She released Chloe, who whimpered at the loss of contact, and quickly shimmied out of her sweats. She stepped into the harness, tightening the straps with practiced efficiency over her slim hips. The false cock stood out obscenely from her body, a dark, rigid promise.

Jake pushed his trousers and briefs down, kicking them aside. He was hard again, his own arousal fed by the scene. He moved behind Chloe, his muscular, tattooed frame dwarfing her. He spat into his palm, slicking himself, then guided his cock to her entrance. With one hand on her hip, he pushed into her pussy from behind in a single, deep stroke.

Chloe gasped, her head falling back against his chest. The harness pressed between them, the base of the strap-on firm against her clit. “Fuck, yes,” she hissed.

“Now,” Jake growled into her ear, his thrusts into her beginning a steady, deep rhythm. “Take what’s yours.”

Empowered, filled by him, Chloe moved forward. She gripped Chloe’s hips again, this time with brutal certainty. She used the tip of the silicone cock to nudge against Chloe’s soaked, trembling folds. Chloe cried out, a sound of pure shock at the unfamiliar, unyielding pressure.

“Please…” Chloe begged, but it was a plea with no direction, lost in her degradation.

“You heard him,” Chloe snarled, her voice strained with the dual sensations of being fucked and fucking. She pushed forward, burying the strap-on into Chloe’s tight heat.

Chloe screamed, her body bowing, her fingers clutching the sheets. She was impossibly full, stretched by the thick toy, a tool wielded by the woman her man was currently pounding into. Jake’s pace was relentless, each powerful drive into Chloe’s pussy forcing her forward, hammering the cock deeper into Chloe.

The room filled with the symphony of their violation: Jake’s guttural grunts, the slap of his skin against Chloe’s ass, Chloe’s sharp cries of pleasure-pain, and Chloe’s broken, overwhelmed sobs. Jake watched over Chloe’s shoulder, his dominant gaze locked on Chloe’s ravished face, seeing the exact moment her humiliation twisted into a shocking, shameful spark of pleasure. Her eyes rolled back, her body beginning to move backward, meeting each thrust, accepting her complete ruin.