Sheree's Shame
Bdsm Story

Sheree's Shame

by Prodiver 11 min read 4.0 (4,000 views)
humiliation anal degrading insults public shame small tits huge ass insertions
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Sheree's Shame

A tale of surrender and acceptance

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Dating

Sheree stood before her mirror, her hands trembling as she smoothed the emerald dress over her wide, pear-shaped hips. The fabric hugged her enormous, wobbly bottom and thick, cellulite-dimpled thighs--features she'd hated since puberty transformed her appearance, when schoolyard taunts branded her 'thunder thighs.' Her tiny breasts, mere buds beneath her collarbone, disappeared without the padded bra she'd wrestled into, a rickety crutch for her fragile ego. She stared at her reflection, her round face flushed with anxiety, and felt a familiar wave of disgust wash over her. Too much here, not enough there, she thought, her chest tightening. But tonight, she had a date with Scott--a man whose crooked smile had sparked a flicker of hope in her lonely heart. She dabbed lavender perfume on her wrists, praying it masked the sour tang of her nervous sweat, and whispered to herself, Maybe he'll see something worth wanting.

At the restaurant, the clatter of cutlery and soft jazz cocooned her in a fragile calm. Scott's hazel eyes glinted with warmth as he leaned across the table, his rough fingers grazing hers when he passed the wine. Each laugh he drew from her shy jokes lit a spark in her chest--hope, fragile and unfamiliar, blooming like a bruised flower. She felt seen, almost beautiful, and when he suggested they head to his place, her pulse surged with a cocktail of longing and dread. She craved his approval so fiercely it hurt, a hollow ache beneath her ribs, but the thought of him seeing her--really seeing her--twisted her stomach into knots.

His apartment reeked of leather and stale smoke, a masculine haze that made her head swim. Scott poured wine, his gaze hardening as he sprawled on the couch. "Strip for me," he commanded, his voice a velvet blade. Sheree froze, her breath shallow, her mind screaming no even as her hands obeyed. She'd never felt so exposed, so raw, but his stare held her like a vice. The dress slithered down her soft, pale skin, pooling at her feet, and the padded bra followed, baring her small, pink-tipped breasts--so insignificant she wanted to claw them away. Her panties were last, rolling into a tight twist as she forced them down her thighs before dropping to the floor and revealing the heavy sway of her hips, the quivering expanse of her bottom, the meaty heft of her thighs. She stood there, naked and shivering, her heart a frantic bird battering her ribs, yearning for his desire, terrified of his rejection.

Scott's face contorted, his lips peeling back in a sneer. His laugh--sharp, guttural--ripped through her like shrapnel. "Jesus, Sheree, what the fuck is this?" he spat, gesturing at her body. "That ass--it's a goddamn landslide, wobbling like a blob of lard. And those tits? Barely there, fucking pitiful. You're a walking mismatch--thighs like tree trunks, no chest to balance it out." He circled her, his boots thudding, each word a sledgehammer to her crumbling self-worth. "You fooled me with that dress, but this? This is a joke." His laughter echoed, a cruel chorus, and her tears came hot and fast, scalding her cheeks. She crossed her arms, her soft belly folding beneath them, but the shame swallowed her whole--sharp, suffocating, a confirmation of every mirror's verdict.

Her legs buckled, and she sank to her knees, her heavy body trembling against the cold floor. Sobs tore from her throat, jagged and desperate. "Please," she whimpered, her voice a broken thread, "don't say that. I'll do anything--anything you want. Just don't hate me. Keep me, Scott, please." Her mascara-streaked face tilted up, her eyes pleading, drowning in the terror of losing him. She felt worthless, a discarded thing, and his attention--however cruel--was her only lifeline. His grin softened into something sinister, and her stomach lurched with a mix of relief and dread.

"Anything?" he purred, his tone a dark promise. She nodded, her desperation a pulsing wound, and he tested her. "Crawl to me," he ordered, and she did, her plump knees scraping the wood, her bottom swaying grotesquely, each movement a stab of humiliation. "Lick my boots," he said next, and nausea roiled in her gut, but she pressed her lips to the grimy leather, tasting dust and despair, her tears soaking the laces. He pushed further--making her beg aloud, her voice faltering as she pleaded for his approval; forcing her into poses that bared her thick thighs and tiny breasts to his scorn; using her body in ways that left her skin flushed and her spirit bruised. She obeyed, her shame a bottomless pit, because his gaze--cold and commanding--was the only mirror she had left. She hated herself more with every act, yet clung to the faint hope that he'd keep her.

He didn't cast her out. A week later, he called her again, and their dates became regular - each evening a warped dance--public charm masking private torment. She lived for his fleeting smiles, starved for them, even as his insults carved her hollow.

Then came the night he started taking things to another level.

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The Party

It was a sticky Friday, the air heavy with rain, when Scott invited her to a "party." She arrived in her clingy dress, her padded bra a flimsy shield, her heart fluttering with anxious anticipation. His apartment buzzed with strangers--gruff men with stubbled jaws, women with painted lips and cutting eyes, all clutching drinks and watching her like vultures. Scott pulled her close, his breath whiskey-warm. "Tonight, you're the show," he murmured, and her chest seized with panic, her mind screaming run even as her feet stayed rooted.

He tore her dress off, the fabric ripping with a sickening sound, and the room erupted in cruel mirth. "Look at this," Scott crowed, spinning her naked form. "Huge ass, no tits--thought she was sexy all dolled up, huh?" A bearded man roared, "She's a fucking pear!" A woman in red sniggered, "Those boobs are a joke!" Sheree's skin burned, her tears a torrent, as their laughter flayed her alive. She felt grotesque, a freak, every flaw magnified under their stares. Scott stripped her bare, her panties hitting the floor, and ordered her to crawl through the crowd. Hands--rough, greedy--pinched her wobbly flesh, slapped her jiggling thighs; voices taunted, "Shake that fat ass!" She did, her hips rolling as sobs racked her, her nakedness a nightmare she couldn't wake from. Beer splashed her back, cold and clinging, as a raspy woman sneered, "Worthless pig," and the room howled. She begged Scott with her eyes, her soul pleading stop, but he mouthed, "Keep going," and she did, letting them photograph her, grope her, reduce her to a trembling shell. The humiliation was a knot in her heart, yet she craved his nod, his twisted pride, more than her own dignity and when he enveloped her in his arms after the last guest left, she felt she belonged as he whispered, "You were a good girl today. You're still fun to have around Sheree."

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Training

Then came the training. Anal training. Sheree had never had anal sex before, but that didn't matter to Scott. In his mind anyone with a bottom as huge as Sheree must be able to take a fist up the ass and he set about making that happen - no consideration of Sheree's wishes even crossed his mind. "Sheree," he said, "since you're a complete novice at anal sex, we're going to train you to take bigger and bigger objects up your ass so that your ability matches your appearance. By the time this training is complete, you'll be able to take my fist up there with barely a whimper." Over the coming weeks, Scott patiently worked with Sheree to help her take larger and larger object up her back passage. He started with his fingers, moved through various slender dildos up to huge thick black dildos that were the thickness of a coke can. In between sessions, he had her wearing increasingly large butt plugs. Sheree grew to love these sessions, because Scott seemed to forget to insult and humiliate her as he worked so diligently towards his goal, even though he was clearly just seeing her body as an object to mould to his wishes. She'd take every opportunity to thank him for his attention and care, lavishing him with hugs and kisses, making her feel that this was a normal loving relationship.

As they got nearer his goal, things started to change. He'd ram the biggest dildos really hard up her ass demanding that she take it all the way. At this point Sheree realises that if she rubbed her clit as she was being penetrated, something changed and she was able to take even the largest object more easily. The anal stretching sessions became more and more highly sexually charged as she had multiple orgasms as he finally managed to fist her almost up to his elbow. Scott seemed satisfied at last that Sheree could justify having such a huge wobbly ass by regularly taking his fist and arm up inside her, and he even praised her sometimes as he felt his fist push past her bottom's initial resistance. "Good girl Sheree. It feels good in there." He'd say before pushing as far inside her as he could manage.

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The Bar

Mostly though, Scott's cruelty spiralled. One crisp Saturday, he drove her to a dive bar, its neon glow flickering over a gravel lot of rumbling bikes. He'd dressed her in a sheer blouse--her tiny breasts faintly visible, a cruel tease--and a skirt that clung to her hips, riding up her thighs. "Walk slow," he ordered, and she did, her heart pounding with dread, her mind a whirl of please don't hate me. The bar's haze of smoke and sweat swallowed her, and heads turned--whistles slicing the air. "Nice ass!" a biker bellowed, his crew leering at her swaying hips. Scott made her sit, legs spread, her skirt hiking up to bare her quivering flesh. "She's my freak," he bragged, and ordered her to lift her blouse. Her small nipples puckered in the chill, and they roared, "Barely tits!" A hand slapped her thigh, watching it ripple, and she flinched, her shame a lead weight in her chest.

In a back room, a crowd gathered--men and women, their eyes predatory. Scott stripped her, her clothes a heap on the sticky floor, and made her twist and bend--her heavy bottom bouncing, her thighs trembling--while they mocked her. A woman tossed coins, snarling, "Dance, cow!" and Sheree did, her tears gleaming, her heart a raw wound as quarters clinked around her. A man yanked her close, forcing her to grind against him, his breath sour, and she obeyed, her soul screaming, I'm nothing. Scott watched, sipping beer, his pride a quiet fire, and she felt both despised and needed--a paradox that broke her further.

Then Scott said to the man who was grinding against her huge flabby bottom, "Feel free to use that ass Mister. She's well trained and can take anything up there." He holds up his hand in a fist, "She's taken me all the way up to my elbow!" The room erupts into cheers and taunts. Then the woman who threw the coins goes to the corner of the room and returns with a traffic cone. All down one side are black lines drawn with a marker pen each followed by a different name - Carla, Margaret, Jill, Wendy. "Let's see how far Sheree can get on the cone of truth." A couple of guys place the cone in the centre of the dimly lit room and smear it with grease - the room goes eerily quiet. All eyes fixed on Sheree now.

Without even being asked, Sheree straddles the cone and gingerly lowers herself onto the narrow top of the cone. Tilting her hips to create the best angle to allow the cone to enter her well trained bottom hole. She lowers herself carefully and she's already past Carla's mark. She keeps going down inch by inch - groaning as it fills her up and stretches her wider. There goes Margaret, eaten up by her voracious bottom hole, but Sheree now starts to struggle. The crowd urges her on and she feels their encouragement - desperate to please them all, especially Scott. Sheree starts rubbing her clit hoping it'll help her take more, but its the growing width of the cone that slows her down. Even as she orgasms all over the cone, she still cant get past Jill's mark and the crowd starts to lose interest in her. She sees everyone turn away and return to their previous conversations. In a rare moment of empathy, Scott walked over to Sheree and put his arms around her. "Not quite ready for the cone of truth eh? We'll have to get our own cone and see if we can help you take more." And with that, he helped her get off the cone, leaving her stretched bottom hole gaping. He wrapped Sheree in a blanket and sat her down while he picked up her pile of clothes. He helped her get dressed and led her back out to the main bar and then to his waiting car. "I'm proud of you Sheree." Scott whispered as he got into the driving seat. "You did your best and didn't give up. Next time we come here, you'll be the furthest name down on that list."

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Home again

Once they got back to Scott's place, things soon went back to normal. Scott had Sheree naked on all fours, cleaning his bathroom before putting her in a cab to take her back to her own apartment. Their dates continued to be a parade of torment--parties where hands roamed her, barbecues where voices jeered, bars where she danced for cruel crowds and welcomed miscellaneous object up her ass to prove her worth and justify her size in some twisted way she didn't really understand, but she meekly accepted.

Her only comfort, Scott's rare praise--phrases like "You did your best"--were her drug and solace, and she chased them through the shame and humiliation, her self-worth ashes, her body a map of bruises. She never refused him anything, she couldn't, because his hold was all she had left to define her.

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