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By (user no longer on site) OP 15 weeks ago
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Claire's fingers trembled as she reached back, grasping her cheeks and pulling them wide, the cool air hitting her lubed hole. She bit her lip, trying to relax, but her body wasn’t listening to her, her hole clenching tight against the thought of the dildo. Lydia pressed the tip firmly, the pressure mounting as she leaned in, her voice steady and soothing at first. 'That's it, sweetheart. Just breathe out for me. Let it happen.'
The head nudged against the resistant hole, dimpling the skin but not going in. Lydia rocked her hips gently, applying more force, the lube squelching softly. Claire whimpered, her knuckles whitening on the sheets 'It’s too big,' Claire gasped, her voice muffled against the bedsheets.
'You're doing fine,' Lydia whispered, her hands steady on Claire's hips, thumbs digging in to hold her steady. She pushed harder, the tip starting to stretch the rim, but Claire's ass fought back, contracting sharply. Lydia paused, exhaling slowly, then tried again, twisting her hips slightly to ease the way. The dildo slipped a fraction, barely going in before Claire's body clamped down, forcing it out with a wet pop.
Lydia's calm facade cracked, a low growl escaping her throat. 'Come on, relax that fucking hole,' she muttered, her grip tightening bruisingly. She lubed the tip again, slathering more gel, and thrust forward with more insistence, the harness bumping Claire's cheeks. The stretch burned now, Claire crying out as the head lodged just inside, but her muscles spasmed, expelling it once more. Sweat dripped down Lydia's brow, her breaths coming sharper.
'This is ridiculous,' Lydia snapped, her voice edging into frustration. She rammed harder, the dildo battering pushing in a little more, but Claire’s ass wouldn't give. Claire sobbed, tears soaking the sheets, her body shaking from the strain. 'Please, it’s useless!' Lydia tried one last time, grunting with effort, her thighs flexing as she bore down, but the tightness won, the toy sliding uselessly along the crack instead.
With a curse, Lydia pulled back, yanking the harness off her hips and tossing it aside. She stood, chest heaving, her face flushed with irritation. 'Fucking hell, you're so fucking tight.' Claire collapsed onto the bed, curling up, her ass throbbing from the failed attempts, a wave of disappointment crashing over her. 'I'm sorry... I tried,' she whispered, wiping her eyes, feeling like a failure under Lydia's gaze.
Lydia sighed, her dominance softening as she sat on the edge of the bed, rubbing Claire's back. 'Don't worry about it, sweetheart . It's not your fault. That ass is just too damn tight right now. We'll get you there.' She leaned down, kissing Claire's shoulder, her touch turning gentle. Claire nodded, sniffling, relief mixing with the ache.
As Lydia stood to get dressed, pulling on her blouse and jeans, she glanced at Claire still sprawled naked. 'Get up and cover yourself. But before you go...' She crossed to the nightstand drawer, rummaging briefly before pulling out a small, shimmering jeweled butt plug, the crystal base glinting in the light, the tapered shape no wider than two fingers at its thickest. 'Here. Try putting this in later tonight, after a shower. Lube it up good and ease it in slow. Wear it every day—under your clothes, while you work, sleep with it if you can. It'll stretch you out nice for me.'
Claire sat up, taking the plug gingerly, her cheeks burning as she examined the cool metal. 'There will be a next time?' she asked softly, hope flickering in her eyes.
Lydia smirked, buttoning her shirt. 'You bet there will be, days. Now finish getting dressed. I don't want you leaking all over the sheets.'
Claire hurried to comply, shimmying back into her panties and tight white jodhpurs, the fabric chafing her sore hole. She slipped the plug into her pocket, and left Lydia's with a lingering kiss, her mind buzzing.
The next morning, Claire arrived at the country boutique, the quaint shops bustling with early customers browsing jackets and new stock. She smoothed her own jacket, her bands running down the back of the tight t skirt she’d chosen to wear, still feeling the phantom stretch from last night, and started restocking shelves.
Samantha, called her over during a lull.
'Claire, I need to head to London this afternoon. There's a designer I want to stock exclusively—gorgeous pieces, but I have to seal the deal in person.' Samantha adjusted her scarf, glancing at her watch. 'Could you pop up to the house at lunch? Let the dogs out in the garden? Jason should be home, but he's off clay pigeon shooting this morning. Back by afternoon, probably.'
Claire blinked, surprised. Jason? Samantha had never mentioned a husband before, not once, especially not after the heated afternoon they'd shared. Samantha's fingers buried in Claire's pussy, her mouth on Claire's neck, commanding her to come quietly. The secrecy made Claire's stomach twist with curiosity and a hint of jealousy. 'Of course, no problem,' she said, forcing a smile. 'I'll handle it.'
Samantha nodded briskly, grabbing her bag. 'Thanks, love. Shop's all yours till closing—keep it running smooth.' She breezed out, leaving Claire to manage the influx of shoppers drawn by the recent sale. The rest of the morning flew by in a blur of transactions, wrapping gifts, and answering questions about wool choices and scented candles, Claire's mind wandering to the plug in her jacket pocket, untouched since last night.
At lunch, she locked up briefly and walked the short distance to Samantha's sprawling house. The two dogs bounded to the door as she entered with the spare key, tails wagging furiously. 'Easy, boys,' Claire laughed, filling their bowls with kibble and fresh water before opening the garden door. They dashed out, chasing each other in joyful circles, and she watched from the kitchen, the house quiet and opulent around her—polished wood floors, flowers on the mantelpiece.
She was just rinsing the bowls when the front door clicked open. Footsteps echoed, and Claire turned to see a man striding in, shotgun case slung over his shoulder, his frame tall and broad in mud-splattered boots and a fitted jacket that hugged his chest. Jason. He was gorgeous—rugged jawline shadowed with stubble, piercing blue eyes, and a flirtatious grin that lit up as he spotted her. 'Well, hello. You must be the new girl from the shop Samantha mentioned.'
Claire's pulse quickened, heat flooding her cheeks. 'Claire. Just letting the dogs out while she's away.' She busied herself closing the garden door as the dogs trotted back in, but Jason leaned against the counter, his gaze roaming over her appreciatively.
'Jason. And lucky me, getting the pretty one.' He winked, setting the case down. 'Samantha's always singing your praises. Says you're indispensable around the shop.' His tone, playful but edged with intent, as he stepped closer, invading her space just enough to make her aware of his cologne—woody and masculine.
'Fancy a cuppa before you head back? Or... something stronger?'
Claire laughed nervously, tucking a strand of hair behind her ear, her body responding, nipples tightening under her blouse. 'I should really get back to the shop. Busy day.' But she lingered, drawn to his easy charm, the way his eyes crinkled at the corners.
As she grabbed her jacket from the hook by the door, fumbling in her haste, the jeweled butt plug tumbled from the pocket, clinking onto the tile floor. Time froze. Claire's face burned crimson, her hand shooting out to snatch it up, but Jason was faster, picking it up with a slow, knowing smile.
'Not so innocent after all,' he murmured, turning the glittering toy in his fingers, his eyes filled with hunger. He set it on the counter deliberately, then reached for his belt, the zipper of his jeans rasping down inch by inch, revealing the bulge straining against his tight white briefs. 'Why don’t you pop over here and get on your knees, Claire. Then we'll see if we can't find somewhere to put that jewelry of yours.'
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