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My Daughter’s Best Friend Becomes My Keyholder Part 1

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Gerry’s face flushed deep red as his cock strained painfully against the confines of the chastity belt. The large vibrating dildo buried in his ass sent constant waves of stimulation through him, making it hard to focus on anything else. On all fours, positioned at the end of the sofa, he served as nothing more than Bianca’s footstool, her bare feet resting casually on his naked back.

She lounged comfortably, engrossed in her TV show, snacking on popcorn and chatting effortlessly with her friends and family on the phone, oblivious to his torment. With every buzz of the vibrating plug, Gerry's arousal intensified, causing him to drip uncontrollably into the dog bowl placed beneath his trapped cock and balls. The mixture of humiliation and pleasure overwhelmed him, each degrading moment only fueling his growing need for more.

She slid her foot under his stomach, giving his balls a playful but sharp kick. “Here, boy,” she commanded, her voice laced with teasing authority.

Gerry, his face burning bright red, turned toward her, the collar around his neck pulling slightly as he did. The jingling of the chain only added to his humiliation. Bianca, smirking, held up her phone and snapped a picture, her eyes gleaming with amusement. “Some of my friends will love this,” she teased, her smile widening. “Especially Julia.”

Pausing for effect, she added with a devilish grin, “I’d better be careful not to send it to your daughter too, right?”

"Please, don’t!" Gerry begged, his voice shaking with desperation. "I’ll do anything, Mistress. Please, just don’t.”

Bianca raised an eyebrow, her smile curling with wicked satisfaction. “Oh, I know you'll do anything for Mistress, or you can forget about ever cumming again, cuck boy." Her words hung in the air like a promise, and he knew she meant every word.

Bianca's phone rang, and she squealed with delight, answering in a sultry, seductive voice, "Hey, Anthony." Her tone oozed flirtation as she talked, her words dripping with desire.

She teased him endlessly, telling him how she couldn't wait to "suck every drop of cum from his massive balls" as he picked her up in his sleek sports car. Her voice lowered even further, a playful moan escaping as she described exactly what she wanted.

"I’m dying to have your fat cock inside me," she purred, "right before we even sit down for dinner... and after? I want it in my ass for dessert."

Each word made Gerry's cock ache even more, straining uselessly against his chastity belt. Hearing her lust after another man so freely, her arousal spilling into every sentence, pushed him deeper into humiliation—and yet, his need for her only grew.

“Don’t worry, my cuckold, Gerry will drop me off at the car park so your wife won’t see me getting into your car,” she purred with delight.

Gerry's face flushed bright red at the sound of his name, especially combined with the word “cuckold.”

After hanging up the phone, Bianca turned to him with a satisfied smile. “You see, cucky? My sugar daddy, Anthony, spoils me with extravagant gifts and money. And in return, I suck and fuck his enormous cock as a thank you. That kind of arrangement wouldn’t work with you, though, since you have a teeny tiny little shrimp cock between your legs.”

Gerry felt himself burn with humiliation at her words. “Get ready,” she commanded, “but we won’t take off the collar. I want my sugar daddy to know that you’re just a cucky slave. Understood?”

“Yes, Mistress,” he replied, remaining on all fours until she lifted her feet off his back and headed upstairs to change.

When she returned, Gerry let out a groan as his cock strained against the steel chastity belt. She stood before him in a sexy French maid outfit, her eyes glinting with mischief. “Anthony loves role play,” she said with a playful smirk. “And tonight, I’m going to be his sexy little French maid.”

Gerry felt a pang of jealousy go through him as he realised he was reduced to a cock sucking cuckold bitch in chastity while Bianca was fucking other men’s brains out left, right and centre.

Gerry's face burned crimson as he drove Bianca to the designated car park. He was completely naked in his Jeep, his only accessories being the chastity belt snugly fitted around his cock and balls, and the collar around his neck. The fear of being seen or getting pulled over made his heart race.

As he navigated the car, a sleek red sports car pulled in beside them. A large man in a sharp suit stepped out and approached Gerry’s side. The man peered into the car, a smirk spreading across his face as he took in the sight of Gerry’s exposed body, collar gleaming in the sunlight.

“So, this is your cuckold,” he teased Bianca, his voice dripping with mockery. “He looks just like the pictures you sent me, but wow, his penis is even smaller in person.”

Gerry felt humiliation wash over him as the stranger's gaze raked over him, the weight of his nakedness and vulnerability crushing. It stung to know this man had seen the photographs Bianca had taken, and that he was now openly mocking his size.

Bianca laughed, her voice light and playful. “He’s only good for being a footstool and sucking cock,” she said, the words slicing through Gerry’s pride like a knife.

“Sucking cock, huh?” Anthony replied, his grin widening as he winked at Gerry. “I’ll keep that in mind.”

“Now come on, sweetness,” he continued, turning his attention back to Bianca. “Let’s head to my house for dinner.”

Gerry’s heart sank as he realized the extent of his humiliation, trapped in the car like a plaything while the two of them revelled in their power over him.

“Yes, Daddy,” she said with a playful glint in her eye as she hopped out of Gerry’s car and sprinted over to the man’s sleek sports car.

The next day, Gerry sat alone in his car in the parking lot, wearing nothing but the chastity belt and the collar around his neck. The humiliation of being completely naked made his skin crawl, and he couldn’t shake the anxiety of being discovered.

After two long hours, he noticed the familiar red sports car pulling up beside him. Bianca emerged from the vehicle, clad in a torn French maid outfit, her hair and makeup in disarray. It was clear she had enjoyed her night with Anthony.

Anthony leaned over with a smirk as she stepped away from the car. “She hasn’t slept a wink, cucky. Make sure to take good care of her.” With a laugh, he sped off in his sports car, leaving Gerry feeling even more exposed.

Bianca climbed into the passenger seat and casually ordered, “Take me home and make me breakfast.”

Gerry swallowed hard, his cheeks burning with shame. “Yes, Mistress,” he replied obediently, praying that no one would see him driving naked, collared, and confined in a chastity belt. The weight of his submission and the humiliation of his situation pressed down on him, making his heart race.

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When they arrived back at Bianca’s home, she got into these incredibly sexy pink silk pyjamas and cuddled up in bed as she told Gerry to make her breakfast and give her a foot massage.

Gerry bowed his head and replied, "Yes, mistress," as he scurried off to make her breakfast. She had so quickly and easily broken him down to her submissive bitch who did what she wanted when she wanted.

Gerry returned with her breakfast on a tray and placed it down in front of her before positioning himself at the end of her bed and massaging her feet while he was completely naked beside the chastity belt and collar around his neck.

Bianca perked up a little as she enjoyed her breakfast and foot massage as she told Gerry he was a good cuckold and was finally embracing his true role in life.

Gerry’s cock squirmed in the chastity belt as he went bright red. He was getting turned on by her insult compliments. She was warping him into her submissive cuckold who was getting turned on by the humiliation and degradation.

Gerry’s heart pounded as he knelt beside her bed, the cool floor beneath his knees a sharp contrast to the heat radiating from his body. His cock strained relentlessly against the chastity cage, throbbing with a desperate need that he knew would never be fulfilled. Bianca lay sprawled in front of him, her body still flushed from her night with Anthony. The scent of their passion lingered in the air, a potent reminder of what had transpired while he, the cuckold, had been forced to watch in silence.

"Come here, cucky," she ordered as she finished her breakfast, her tone cold and commanding, as though this act of degradation was nothing more than routine. Without hesitation, Gerry crawled forward on all fours, the weight of his collar pulling against his neck, reminding him of his place. His cock throbbed painfully as he moved, each step only intensifying his frustration.

Bianca shifted onto her front, spreading her legs, revealing the cum left behind from her night of passion with Anthony all over her ass. Gerry’s face burned with shame, but the sight also sent a wave of forbidden arousal through him. His cock strained harder against the steel confines, each pulse a reminder of his utter helplessness.

"You know what to do," Bianca said lazily, her attention barely on him as she picked up her phone, beginning to text Anthony as if cleaning her up was a menial task unworthy of her focus.

Gerry’s stomach twisted with humiliation, but he obeyed. Leaning in, he extended his tongue and made the first contact with the cum on her ass. The taste hit him immediately, a mix of her natural musk and the lingering traces of Anthony’s cum. His entire body tensed with the bitter realization of his degradation. He was nothing more than her clean-up tool, forced to taste the evidence of her pleasure with another man.

His tongue trembled as he licked, starting slowly around her ass, feeling the slickness of their night’s leftovers. Each degrading stroke of his tongue sent a shiver of humiliation down his spine, but at the same time, the deep, gnawing ache in his cock only grew. Despite the degradation—no, because of it—he felt his body betray him, his arousal intensifying with every humiliating lick. The cold steel of the chastity cage dug painfully into his skin, a constant reminder of how little control he had over his desires.

"You’re such a good little cuck," Bianca murmured, not even looking at him as she typed on her phone. Her voice was teasing, dripping with amusement. "Anthony says he can't wait to fuck me again. Isn’t that sweet?" She giggled, her words laced with cruel delight. Gerry’s tongue faltered for a moment, the taste of Anthony still thick in his mouth, but he pressed on, licking several inches deep into her ass hole, cleaning her thoroughly as ordered.

Bianca shifted her hips, pressing back against his face, making sure he didn’t miss a spot. "You know, cucky," she said with a casual tone that belied the humiliation she was putting him through, "Anthony thinks it’s cute that you’re the one cleaning me up after he’s done with me. Says it’s the least you could do, given how useless that tiny cock of yours is."

Gerry’s face flushed a deeper red, burning with shame as her words cut into him. The chastity cage felt even tighter now, each throb of his cock painful and unfulfilled. His humiliation, though unbearable, only made him harder—though he would never find release.

"Keep going," she ordered, pushing his face harder against her ass, her fingers tangling in his hair to hold him in place. His tongue darted deeper, tasting every inch of her, feeling the slick remnants of Anthony's cum still clinging to her. His humiliation was complete as his tongue cleaned her, knowing full well that this was his role—to service her after another man had been inside her.

Bianca let out a contented sigh, finally glancing down at him as if just now noticing his presence. "I hope you’re enjoying this as much as I am," she teased, her eyes gleaming with sadistic pleasure. "Your face is so red, cucky. Is it from embarrassment or frustration? Or maybe both?" She laughed, her fingers tightening in his hair, forcing him to continue his degrading task.

Gerry’s mind was a whirlwind of conflicting emotions. His body burned with humiliation, each lick reinforcing his role as her submissive cuckold, while the relentless throbbing in his caged cock reminded him of his deep, unfulfilled need for her. He longed for her approval, for even a hint of affection, but all he received were her taunts and the taste of another man’s cum on his tongue.

"Anthony says he might let you watch next time," Bianca continued, her voice casual as if she were discussing dinner plans. "Wouldn’t you like that, cucky? Watching me take his cock while you sit there, locked in your little cage, unable to do anything but clean up afterwards?"

Gerry’s stomach twisted at the thought, but his body responded with a fresh wave of arousal. His tongue moved faster, more eagerly, desperate to please her, desperate for even the smallest crumb of affection. His humiliation, his role as her cuckold, had become intertwined with his desire, and no matter how much it shamed him, he couldn’t deny the aching need that consumed him.

"Good boy," Bianca purred, stroking his head mockingly as if he were nothing more than a pet. "Maybe if you’re really good, I’ll let Anthony fuck me in front of you next time. Wouldn’t that be fun?" She laughed softly, her words cutting through him like a blade, but his tongue continued its work its way deep into her ass, driven by a need he couldn’t control.

Finally, she pushed him away, her phone still in hand as she typed a final message to Anthony. "All done," she said with a satisfied sigh, turning back to her phone, her focus already elsewhere. "Anthony says he’ll be here next weekend. Make sure you’re ready to be a good little cuck for us."

Gerry, still on his knees, wiped his mouth and bowed his head, his body trembling with a mixture of humiliation and twisted desire. His cock throbbed uselessly in its cage, but he knew there would be no release—not now, and maybe not ever. He was hers, fully and completely, and every humiliating moment only drove that reality deeper into his soul.

What was going to happen next weekend with Anthony?

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Written by FemaleLedRelationships
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