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The Nanny's Submission

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Gail is a 20 year old, 5 foot tall, blonde hair and blue eyed girl. She is very fit, medium breasts, and perfect model body. She is attracted to older men and wears cute but revealing clothing whenever she can. Her favorite is a short pleated denim skirt, cute pink belt, white spaghetti strap shirt, ankle boots, and denim crop top jacket. Gail is a nanny for a family and is extremely attracted to her employer. Josh Scott, Mr. Scott to her, is a 42 year old man that works from home while his wife works long hours at the office. Gail plans to seduce him by wearing short mini skirts and revealing tops and because she knows he is into BDSM she will wear chokers and collars so he knows she is a submissive. Finally the day for her plans to seduce him comes. His wife, Karen, is out of town for the week and Gail is going to be working late to help out. She plans to let Mr. Scott know all her holes are his to use as he wishes. She wants to be his submissive fuck toy and cum dump.

Chapter 12: Competative Whore Off

The silence in Gail’s apartment was thick, viscous, broken only by the ragged symphony of their breathing. Dawn’s pale light seeped around the edges of the eclectic curtains, casting long, distorted shadows across the wreckage of the living room. Gail lay slumped between Josh and James on the ruined cream sofa, a boneless heap of faux fur, sweat, and drying fluids. Her black skirt was bunched high around her waist, exposing the swollen, glistening mess of her pussy and the gaping, cum-leaking rosebud of her ass. Rivulets of their combined release traced sticky paths down her inner thighs, soaking into the faux fur trim of her boots. Her blonde hair was plastered to her forehead and neck, the velvet choker stark against her flushed skin. She trembled faintly, utterly spent, her eyes closed, lips slightly parted.

Josh shifted, the leather couch creaking beneath him. He looked down at Gail’s prone form, then across her at James. A slow, predatory smirk spread across his face, the exhaustion momentarily replaced by a dark, calculating satisfaction. He nudged Gail’s hip with his knee. She flinched but didn’t open her eyes, a low whimper escaping her throat.

“Well, James?” Josh’s voice was a low rasp, thick with spent lust and amusement. He gestured lazily at Gail with his chin. “What’s the verdict? Our dedicated little nanny here… better slut than Sarah?”

James chuckled, a dry, humorless sound. He leaned back, stretching his arms along the back of the couch, his gaze fixed on Gail’s exposed, dripping cunt. He reached out, not gently, and ran a thick finger through the slick mess coating her inner thigh, collecting a viscous glob of mixed semen. He held it up, examining it in the dim light before wiping it casually on the sofa arm. “She takes cock like a champion, I’ll give her that. Both holes. Hungry little bitch.” He paused, his eyes flicking to Josh’s face. “But Sarah… Sarah’s got that desperate edge. That broken-in feel.”

Gail stirred, her eyelids fluttering open. Her blue eyes, usually bright and wide, were clouded, bloodshot, but a spark of defiance ignited deep within them. She tried to push herself up, her arms trembling violently, but collapsed back against James’s leg with a gasp. “I… I took… everything…” she breathed, her voice raw and shredded. “Both of you… at once…”

“You did, pet,” Josh purred, leaning forward to trace a finger along the curve of her ass cheek, smearing more cum. “You begged for it. Ravaged like an animal, just like you wanted.” His finger dipped lower, pressing against her swollen, sensitive asshole. She cried out, jerking away instinctively, but he held her hip firm. “But James raises a point. Sarah’s been… seasoned. Broken down beautifully.” His finger pressed harder, making her whimper. “Maybe we need a clearer comparison. A proper test.”

A devilish glint sharpened in Josh’s eyes. He looked at James, the smirk widening. “A slut off. Friday night.”

James raised an eyebrow, intrigued. “Go on.”

“We start here,” Josh gestured around the trashed apartment. “Sarah and Gail. Tied up. Presented. Used for our pleasure. See how they handle the basics.” His gaze drifted back to Gail, lingering on her bruised lips, her trembling thighs. “Then… we take the show on the road.” He leaned closer to James, lowering his voice conspiratorially, though Gail could still hear every word. “The Velvet Room. That adult theater downtown. Private booth overlooking the stage. We unleash them. See which of our little whores can take the most cock from strangers. See who begs for mercy first… or who begs for more.”

Gail’s breath hitched. The Velvet Room. She’d heard whispers – a den of anonymous, hungry men bathed in red light, the air thick with cheap perfume and desperate lust. The thought of being displayed there, tied or collared, while faceless men lined up… It sent a jolt of pure terror through her exhausted body, followed immediately by a treacherous, molten surge of arousal that pooled deep in her battered cunt. Her pussy clenched involuntarily, squeezing out another trickle of cum onto the sofa. Shame warred with a dark, thrilling anticipation.

James’s grin was feral. “Fuck yes. Sarah’s been begging for public use. Thinks she can handle anything.” He looked down at Gail, his gaze stripping her bare. “Think you can out-slut Sarah in front of a crowd, little nanny? Think you can take cock after cock like the desperate little fuckhole you are?”

Gail swallowed hard, her throat raw. The challenge hung in the air, thick and suffocating. Images flashed: Sarah’s smug face, Josh’s possessive grip on Sarah’s hair in the video, the dark promise of anonymous hands and cocks in a shadowed theater booth. The terror surged again, cold and sharp. But beneath it, stronger now, burned the desperate need to win. To prove herself the superior slut. To claim Josh’s approval, utterly and completely, no matter the cost. She met James’s stare, then Josh’s. The defiance in her eyes hardened, eclipsing the fear.

“Yes,” she whispered, the word scraping out. Then louder, forcing strength into her ruined voice. “Yes. I’ll take them all. I’ll take more than Sarah ever could. I’ll be your perfect little cum dumpster.” She pushed herself up onto trembling elbows, ignoring the sharp ache between her legs, the sticky mess coating her thighs. She looked directly at Josh, her blue eyes blazing with a mixture of exhaustion, shame, and fierce, dark determination. “Use me, Mr. Scott. Break me in. Make me ready for Friday. Make me win.”

Josh’s smirk deepened into a look of pure, dark delight. He exchanged a glance with James, a silent agreement passing between them. James shifted, his hand moving from the couch back to land heavily on Gail’s thigh, his fingers digging into the tender flesh above her knee.

“Eager little bitch, isn’t she?” James chuckled, his thumb rubbing circles high on her inner thigh, dangerously close to her swollen, sensitive folds. “Needs breaking in, you say?” His thumb pressed harder, sliding upwards through the slick mess, finding her clit. Gail gasped, arching her back involuntarily as a fresh jolt of unwanted, overwhelming pleasure shot through her exhausted nerves.

Josh leaned in close, his breath hot on her ear. “Since you’re so keen to prove yourself…” His hand joined James’s, not gently. He grabbed her hips, hauling her backwards until her ass was perched precariously on the edge of the sofa cushion. Her legs dangled, spread wide. He spat onto his fingers, the sound crude and deliberate in the quiet room. He didn’t bother with her pussy, slick as it was. He pressed two thick fingers directly against her stretched, sore asshole, still gaping slightly, leaking their cum.

“No… please… it’s too sore…” Gail whimpered, trying to squirm away, but James’s hand clamped down on her shoulder, pinning her.

“Shut up, slut,” Josh growled. “You wanted to be used. You begged for it.” He pushed his fingers inside her ass, deep and hard, ignoring her sharp cry. He scissored them brutally, stretching the tender ring of muscle wider. “This hole needs to learn to take more than just my cock. Needs to be ready for anything Friday throws at it.” He twisted his fingers, drawing another choked sob from Gail. James watched, his own cock stirring visibly against his thigh, his hand still working Gail’s clit with rough, insistent circles, forcing arousal through the pain.

“Fuck her,” James said, his voice tight. “Fuck her ass raw. Make her scream.”

Josh withdrew his fingers, slick and glistening. He spat into his palm again, slicking his own cock, which had hardened once more at the sight of Gail’s torment and James’s command. He positioned himself behind her, his hands gripping her hips like vices. He pressed the thick, blunt head of his cock against her ravaged asshole. She was trembling violently now, tears welling in her eyes, her pleas lost in ragged gasps.

“This,” Josh hissed, leaning close, his teeth grazing her earlobe, “is just the warm-up, little nanny.” He thrust forward, not slowly, not gently. A brutal, tearing shove that buried half his length into her unprepared ass in one agonizing movement.

Gail’s scream tore through the apartment, raw and shattered. Her body convulsed, trying to escape the searing pain, but James held her shoulders down, his other hand pinching her clit hard. Josh didn’t pause. He pulled back slightly, then slammed forward again, sinking deeper, forcing his way into the tight, protesting heat. Each thrust was a violation, a punishment disguised as preparation. He fucked her ass with short, savage strokes, grunting with effort, the sound mingling with Gail’s broken cries and James’s low growls of encouragement.

“Take it, whore! Take that fucking cock!” James snarled, grinding the heel of his hand against her clit, forcing waves of nauseating, conflicting sensation – sharp pain from her ass, brutal friction on her oversensitive clit. “Get used to it! Friday’s gonna be worse! Strangers lining up to wreck this tight little asshole!”

Josh hammered into her, his balls slapping against her cum-slicked thighs. He leaned over her, biting her shoulder hard enough to draw blood, marking her. “You belong to me,” he growled against her skin, each word punctuated by a brutal thrust. “My little theater slut. You’ll take every cock I tell you to take. You’ll swallow every drop. And you’ll fucking win.” He drove into her one final time, hilting himself, roaring as he emptied another thick load deep into her violated ass, the scalding heat adding to the inferno of pain and degradation.

Gail collapsed forward, her face pressed into James’s thigh, sobbing uncontrollably, her body wracked with tremors. Josh stayed buried, grinding against her, savoring her convulsive clenches. James finally released her clit, his hand slick with her arousal. He patted her head almost mockingly.

“Good girl,” James murmured, his voice thick with dark amusement. He looked at Josh over Gail’s shuddering form. “Friday’s gonna be fucking spectacular.”

Josh pulled out slowly, watching cum leak freely from Gail’s ruined hole onto the already stained sofa. He wiped himself casually on the faux fur of her skirt. “Yeah,” he breathed, a dark promise hardening his features as he looked down at his broken, sobbing nanny. “Spectacular.” He straightened, the predatory focus shifting from the immediate violation to the looming public spectacle. Gail lay utterly still now, beyond sobs, hollowed out, the terrifying reality of Friday settling over her like a shroud, the only certainty the relentless, brutal training that had just begun.

The silence after Josh withdrew felt heavier than the weight of his cum leaking from her battered ass. Gail stayed pressed into James’s thigh, the scent of sweat, sex, and leather couch thick in her nostrils. Each ragged breath hitched, raw from screaming.

Time lost meaning in the bruised twilight of her apartment. Sunlight strengthened, harshly illuminating the wreckage: discarded faux fur, the sticky sheen on the coffee table, the distinct smell of her own degradation. Josh and James moved around her, dressing with casual indifference, their low conversation about logistics – parking, timing for the Velvet Room – a mundane counterpoint to the agony radiating through her pelvis.

“Clean yourself up, Gail.” Josh’s voice, devoid of the earlier predatory heat, was cold command. He tossed a damp towel towards the couch; it landed near her hip. “Be ready Friday. Eight sharp. Looking like the fucking whore you promised to be.”

He didn’t wait for a response. The door clicked shut behind them. Only then did the tremors start again, deep shudders wracking her exhausted frame. Moving was agony. Every muscle screamed, her asshole a raw, burning ring of fire, her cunt tender and swollen. She forced herself onto her hands and knees on the sticky floor, the towel clenched in one fist. Cleaning felt like a fresh violation, each swipe a reminder.

Friday. The word echoed in the hollow space Josh and James left behind. The terror of the Velvet Room was a physical weight on her chest. Anonymous men. Strangers’ cocks. Sarah’s smug superiority. Yet, beneath the fear, the raw need to win, to be Josh’s ultimate slut, flickered stubbornly. She dragged herself to the shower, the scalding water a temporary shield against the coming storm.

Friday night arrived cloaked in nervous energy that crackled under Gail’s skin. She stood rigidly in her living room, the vibrant colors of her eclectic decor now seeming garish under the focused overhead light. Beside her, Sarah radiated a predatory calm, a smirk playing on her lips. The contrast was deliberate, stark. Sarah was night incarnate: knee-high black leather boots gleaming, a sheer black fishnet bodysuit clinging to every curve, a tight, short pleated leather skirt barely covering her ass. Thick silver nipple clamps pinched her dark nipples taut, connected by a short chain. A heavy black leather collar, thick and imposing, encircled her throat, a large silver ring hanging heavy from the front.

Gail was her luminous, perverse opposite. Sleek white leather boots reached her knees. A rainbow fishnet bodysuit shimmered under the light, a kaleidoscope stretched over her pale skin. Her short white pleather skirt mirrored Sarah’s in style, but screamed innocence corrupted. Around her neck, a bright pink leather collar, softer looking but no less binding, sported a similar silver ring. From it, a fine silver chain looped down, connecting to matching pink leather cuffs tightly buckled around her wrists, forcing her hands to rest awkwardly in front of her. The chain clinked softly with her slightest movement.

The sharp rap on the door made her flinch. Sarah’s smirk widened. Gail forced her spine straighter, lifted her chin. Josh and James entered, their eyes instantly raking over them, assessing, hungrily devouring the spectacle. Approval glinted in Josh’s gaze as it settled on Sarah first, then moved critically to Gail. James whistled low, a predatory sound.

Gail met Josh’s stare, summoning every shred of the desperate defiance she’d shown days before. Her voice, when it came, was a low, controlled purr, belying the frantic drumbeat of her heart. "We are ready to be tested."

Sarah chimed in smoothly, her voice dripping with dark promise. "We are here to please you both." She shifted her weight, making the chain between her nipple clamps jingle faintly.

Gail took a shallow breath, the pink leather collar tightening with the motion. "When you are done with our holes," she continued, locking eyes with Josh, "we will go to the Velvet Room." She let the name hang, heavy with implication. "And prove who is a bigger," she paused, the word deliberate, filthy, "and better slut."

Josh’s answering grin was feral. He didn’t hesitate. He moved with purpose, crossing the room in three strides to stand directly in front of Sarah. His hand shot out, grabbing the ring on her heavy black collar, yanking her forward sharply. Her breath hitched, but the smirk didn’t falter. "Mine first," Josh declared, his voice rough. James mirrored the action, closing the distance to Gail, his large hand closing possessively around her slender upper arm, just above the pink cuff.

"Bring them," Josh ordered, already pulling Sarah towards Gail’s bedroom. James propelled Gail forward, the chain between her cuffs rattling. The walk felt endless, charged with anticipation and dread. Gail focused on the sway of Sarah’s leather skirt ahead, on the confident click of her boots, steeling herself.

Inside the sun-drenched sanctuary of Gail’s bedroom, the soft lighting and sheer canopy curtains felt grotesquely out of place. Josh shoved Sarah towards the king-sized bed. "Hands on the bedpost. Now." Sarah obeyed instantly, bending forward, her ass presented, the fishnet stretching taut. Josh produced thick nylon cords, swiftly binding her wrists tightly to the ornate wooden post. James guided Gail to the opposite post, forcing her down into a similar position. He secured her cuffed wrists to the post with efficient brutality, the pink leather contrasting starkly with the dark wood. The chain connecting collar to cuffs pulled taut, forcing her head down.

Josh stood back, admiring Sarah’s bound form. "Let's see what this seasoned bitch can still handle." He unzipped his fly, freeing his thick cock, already half-hard. He didn’t touch her, just ran the head along the crease of Sarah’s ass, over the fishnet. She pressed back eagerly, a low moan escaping her. "Fuck me, Josh. Test me."

He spat onto his fingers, then roughly pushed aside the short leather skirt, exposing her bare asshole. His fingers probed, finding her already slick and loose from anticipation. "Eager cunt," he grunted. With no preamble, he positioned himself and drove his cock straight into her pussy. Sarah cried out, a sound of pure welcome, pushing back hard to meet his thrusts. Josh fucked her with deep, powerful strokes, the sound of flesh slapping flesh filling the room. He leaned over her bound back, one hand grabbing her hair, the other roughly groping her breast, pinching the clamped nipple hard. "Still a greedy hole, Sarah?" he rasped, pounding into her.

Sarah moaned, arching. "Yes! Fuck yes! Give it to me!" Her voice was a guttural plea. "Deeper! Fill me!"

Josh obliged, hammering harder, his pace relentless. He withdrew suddenly, leaving her gasping, then aimed lower. The broad head of his cock pressed against her tight asshole. He pushed, slowly at first, stretching her open, a grunt escaping him at the resistance. Sarah whimpered, but shoved back fiercely. "Take it!" Josh commanded, and surged forward, burying himself to the hilt in her ass. She screamed, a mix of pain and ecstasy. He fucked her ass with brutal efficiency, short, sharp strokes, his fingers digging into her hips. "This ass better be ready for the theater, whore!" he snarled, his thrusts becoming erratic. He pulled out of her ass and slammed back into her dripping pussy with a final, brutal shove. "Take it!" he roared, slamming deep and holding, his body shuddering as he emptied himself inside her with a guttural groan.

Across the bed, James hadn’t been idle. As Josh claimed Sarah, James released his cock, thick and demanding. He stood behind Gail, his free hand sliding over the rainbow fishnet covering her ass. He traced the curve, then abruptly ripped the fabric aside at her crotch, exposing her bare pussy and asshole. Gail flinched. "Tighter than Sarah, looks like," James observed, his voice thick. He spat onto his fingers and rubbed it over her entrance, then pressed two fingers deep inside her cunt. She gasped, the intrusion sharp. "Gotta open you up for the main event, sweetheart."

He worked his fingers roughly, scissoring her, stretching her, ignoring her muffled whimpers. He added a third finger, stretching her wide. "Gotta be ready for a lineup, Gail. Can't have you seizing up." His other hand grabbed the ring on her pink collar, yanking her head back sharply, forcing her spine to arch. "Beg for it, nanny. Beg for my cock."

Tears stung Gail's eyes, humiliation warring with the unwanted slickness gathering between her legs. "P-Please," she choked out, the chain biting into her wrists. "Please, fuck me."

"Please what?" James demanded, twisting his fingers inside her.

"Please fuck me, James!" she cried, the words tearing from her raw throat. "Fuck my cunt!"

He withdrew his fingers, leaving her gaping and wet. "Good girl." He positioned himself and drove his cock into her pussy in one hard thrust. Gail cried out, the stretch intense. James fucked her with punishing force, his hips slamming against her ass, the bedpost rattling with each impact. He leaned over her, his breath hot on her neck, his hand still gripping her collar chain tightly. "You wanted to be the best slut?" he grunted, pounding into her. "Suck it up. Take it deeper." He angled his hips, driving harder, deeper, his cockhead grinding against her cervix. Gail sobbed, the pain-pleasure overwhelming. James’s rhythm became frantic, his thrusts losing coordination. "Gonna fill this needy little hole," he gasped, burying himself to the root. He roared, pumping jet after jet of thick cum deep into her womb, his body shuddering violently against her back.

He pulled out slowly, leaving her trembling and leaking, still tethered to the bedpost. Across the bed, Josh had already untied Sarah’s wrists. She stood, shaky but triumphant, cum visibly trickling down her inner thigh. Josh’s eyes, gleaming with dark intent, locked onto Gail.

"Switch," Josh commanded.

James moved away from Gail, heading towards Sarah, already hardening again. Josh approached the bedpost. His gaze, colder now, analytical, swept over Gail’s bound form – the rainbow fishnet torn, her pussy glistening with James’s seed, her asshole clenching nervously. He didn’t speak. He simply unzipped and freed his cock, still slick from Sarah’s holes. He stepped behind her, his hand landing with a sharp smack on her ass cheek. Gail yelped.

He spat onto his palm, slicked his cock, then pressed the head firmly against her tight, untouched asshole. She froze. "N-No," she whimpered, remembering the agony from days before. "Not… not there… please, Josh…"

"Shut up." His voice was ice. "You think the Velvet Room cares what hole you offer? Open up." He pushed, not gently. The blunt pressure was immense, terrifying. He leaned close, his mouth against her ear. "Or do you forfeit? Let Sarah win?" The challenge was a knife twist.

Gail squeezed her eyes shut. Win. Win for him. She forced herself to relax, pushing back slightly against the invading pressure. "Fuck my ass," she whispered, the words tasting like ash. "Use it. Please."

Josh grunted, satisfied. He applied relentless pressure. The ring of muscle burned, stretched obscenely wide. It felt like tearing. Gail screamed into the bedspread, her knuckles white where she gripped the cuffs. He pushed inexorably forward, sinking inch by agonizing inch into her impossibly tight passage. Once fully sheathed, he paused, letting her feel the brutal fullness, the violation. "Fucking tight," he breathed, almost admiringly. Then he began to move. Short, sharp thrusts at first, each one sending jolts of searing pain through her. He gripped her hips like vices, holding her impaled. The rhythm built, becoming deeper, harder, his balls slapping against her tender flesh. He fucked her ass with a mechanical, brutal efficiency, focused solely on his own release. "Take it, slut," he growled, his breath coming in harsh bursts. "Take it all. Prove you can handle it." His thrusts became frantic, desperate. He slammed into her one final time, burying himself impossibly deep, and roared as he emptied another scalding load deep into her bowels. He stayed buried, grinding, milking every last drop, his fingers digging bruises into her hips.

When he finally pulled out, Gail sagged against the bonds, utterly wrecked. Cum leaked freely from her gaping asshole, mixing with the fluids already coating her thighs. Sarah, across the room, was bent over the dresser, James pounding into her ass with equal ferocity. His guttural groan signaled his own climax filling her. The air reeked of sex, sweat, and leather.

Josh untied Gail’s cuffs wordlessly. She collapsed onto the bed, unable to stand. Sarah, released by James, stood straighter, wiping cum from her chin with a defiant smirk. Josh looked between them, his gaze assessing the dripping mess each presented. "Get up," he ordered both women. "Time for the main event."

Gail pushed herself up on trembling limbs. Every movement ignited fresh pain. She stumbled. Sarah moved with more coordination, though her steps were unsteady. Josh grabbed Gail’s pink collar chain, using it like a leash to pull her towards the door. James did the same with Sarah, gripping the ring on her heavy black collar. No words were exchanged. The message was clear: their purpose tonight was singular. They were vessels, marked and filled, being led to their next performance.

Outside, the cool night air hit Gail’s sweat-slicked skin like a slap. Josh’s car idled at the curb. He yanked open the back door. "Get in." Sarah climbed in first, settling onto the leather seat with a wince. Josh shoved Gail in behind her. She collapsed onto the seat beside Sarah, the cold leather stinging her abused skin, the mingled scents of their bodies and the men’s cum overwhelming inside the enclosed space. James slammed the door shut, then got into the passenger seat. Josh slid behind the wheel.

The engine revved. The car pulled away from the curb. Gail stared out the window at the familiar streetlights blurring past, the comfortable upper-middle-class homes nestled among the dark woods. The Velvet Room awaited. The anonymous darkness. The test. She felt Sarah’s eyes on her, assessing, challenging. Gail clenched her trembling thighs together, a fresh trickle of Josh’s cum leaking onto the car seat beneath her. The competition, far from over, was just moving to a much darker, hungrier stage.

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