The Bully Family - Cover

The Bully Family

Copyright© 2022 by Xanzibar

Chapter 3: Jessica’s New Assistant

BDSM Sex Story: Chapter 3: Jessica’s New Assistant - Older redhead sales manager is blackmailed by a junior associate to go to her house and listen to his demands.

Caution: This BDSM Sex Story contains strong sexual content, including Ma/Fa   Fa/Fa   Mult   Blackmail   Coercion   Consensual   Slavery   Lesbian   BiSexual   Heterosexual   Fiction   Workplace   Cheating   Slut Wife   Wimp Husband   BDSM   DomSub   MaleDom   FemaleDom   Humiliation   Light Bond   Rough   Sadistic   Spanking   Gang Bang   Group Sex   Cream Pie   Exhibitionism   Facial   Massage   Oral Sex   Squirting   Foot Fetish   Leg Fetish   Revenge  

The night before Jessica received a text that she was to carpool to work with Willem, and that she would no longer drive herself to work. The rest of the instructions had to do with her dress code. No longer would she be allowed to wear pant suits, (her favorite)

She woke up early in the morning, slipped her feet into a pair of high heels. The back was rounded and shined like the moon, and the straps were thin as spider webs. A pair of lacy black crotchless panties slid easily on, followed by a lacy black bra. She was told to wear the white skirt with the black satin blouse that had been cut away under each arm. Two buttons were left undone near the collarbone.

Jessica shivered with anticipation as she opened the door to Willem’s Toyota 4runner. He helped her in, running his hands up and down her body before settling on her crotchless panties. She felt his finger trace across her lips, eliciting a throaty moan of pleasure from Jessica. He panted heavily, his eyes reflecting lust as he spoke in a low voice, “You miss me slut?”

Jessica couldn’t hide what she was feeling, and the word came out before she could stop it: “Oh fuck.” The thought of addressing him as “Master” crossed her mind as she spoke in her high-pitched voice, “Yes, Master. I mean Sir.” Willem grinned at her admission, an expression that filled Jessica with both terror and arousal all at once.

“Good girl, I will reward you before we start work today, but for now let’s get you into the car. We have two other stops to make.” He said with predatory hunger in his voice. As Jessica got into the car, she knew there would be more to come.

“Yes, Master, I will go in now...” Jessica said as she betrayed a frown on her face at not getting more alone time with her new dominant man in her life. She knew without looking that she was already well on her way from being soaked. The whole inappropriate part of this situation left her mind countless orgasms ago.

Willem was more than pleased at the progress. His mother never disappointed.

Amber wielded her power with a mastery unmatched by any other. Jessica was no match for the force of will Amber laid down on her over the weekend. He knew it was a combination of the overwhelming changes his new submissive was dealing with, and the influence of his formidable mother – an unstoppable Domina who brought all to their knees when she wanted them there. Willem still recalls the man who had the audacity to challenge his mother at work; he is now leashed by his member, wearing a French maid costume in one of his family’s BDSM dungeons. He cleans for her while locked in a chastity cage, and is loaned out to some of her more intimidating gay male associates who enjoy dominating a willing sub. The longer he maintained his hold on Jessica, keeping her “subbed out” as his stepmom called it, the further from freedom she seemed to drift.

They drove away from work and Jessica was getting curious on where they were going until she realized about two blocks away. They were going to Holly’s place!

Jessica felt dread coil around her heart as more cars pulled into Holly’s driveway; ones she did not recognize. When the front door opened, Jessica’s stomach lurched at the sight of Holly - wearing a barely-there mini skirt and sheer white lace ankle socks with black pumps. Her midriff was exposed, giving off an air of escort like appeal. Her lips glistened with glossy red and her hair had been teased to give a wild look. A collar and chain connected her to the gentlemen who seemed to be under Holly’s thumb just like Jessica. With a lowered head, Holly blushed in embarrassment as she addressed Willem, “May this fuck slut enter your car, Sir?” Jessica knew that it wasn’t just her being tormented anymore; Holly was just as vile and petty as she, surrounded by loyal minions eager to watch her suffer.

Willem sneered in contempt as he ran his hand up Jessica’s thigh, until it settled on her dripping wet pussy. He stared at Holly without a hint of emotion, “Of course slut, are you ready for your performance today?” His words stabbed at the air like knives.

“Yes Sir,” Holly replied cautiously, with quivering lips and bated breath. Pete gave her backside a hard slap to get her moving, urging her into the car where Stewart waited in the passenger seat.

“Good to hear,” Willem purred as he began to tease Jessica’s sex with slow circles, building the intensity of her pleasure. “Before I go, whose pussy is this?” He gazed into Jessica’s eyes, daring her to challenge him.

“Yours Sir,” she replied instantly, barely able to contain the bubbling mix of terror and arousal within her. She had already been swallowed by his control-- and relished every second of it.

Jessica squirmed with pleasure under her new master’s touch. His fingers slid up and down her inner thigh, tantalizing her until her pussy was vibrating with need. Sweat glistened on her skin as Willem teased her ruthlessly, his evil grin widening as he noticed the slick wetness dripping down her leg. Jessica felt like she might explode as they made their way through the office, blushing and panting all the way. Fortunately, no one else was there to witness her humiliation - but that didn’t stop Willem from tormenting her. She was so distracted by his expert caresses that she barely noticed where they were taking Holly. By the time they reached their destination, her whole body was quivering from pleasure.

Jessica’s Office

“Strip off your skirt slut!” Willem snarled, his eyes blazing with a passionate hunger. Jessica gasped and her face blushed crimson as she shakily reached to the side and unzipped her skirt, letting it drop into heap on the floor. Willem licked his lips hungrily as he beheld her beautiful body, barely contained beneath her lingerie.

“What a fuckable body you have. We’ve got plenty of time before anyone comes in, let me show you how I like to be pleasured.” Willem purred seductively, and without warning he grabbed her and pulled her against him, plunging his hands into the soft warmth between her legs.

“Oh! Willem, we’re at work!” She exclaimed breathlessly – though her words sounded almost hollow, as if she were trying to remind herself of that simple fact rather than to convince him to stop.

Willem slapped her hard across the face for her insolence, leering fiercely as he whispered harshly in her ear “If I want you to get fucked here and now then that’s exactly what is going to happen do you understand?”– and with that he drove two fingers deep inside of her slick sex.

Jessica whimpered, surrendering completely to her subordinate’s control. “Oh God yes Sir ... please don’t stop” she pleaded as Willem began to thrust in and out of her faster and harder.

“Beg me to fuck you slut!” he snarled, pushing his fingers deeper inside of her as he increased his pace.

“Please Sir – I’m begging you – fuck me please!!” Jessica begged desperately, feeling herself slipping away into oblivion as she submitted entirely to the will of her young Master.

“Please fuck me sir ... Fuck goaa damnit!!! Fuck me Sir Fuck your slut” J

Jessica felt her legs tremble as Willem’s probing fingers caused an orgasm to ripple through her body. Willem grabbed her buttocks with a strong grip and lifted her off the ground effortlessly, like she was a feather pillow. Her juices flowed in abundance from the pleasure of it all, and she slid down his body with ease, screaming out in ecstasy, “Oh fuck ... yes! I love it! Fuck me, Sir! Take me now!” Jessica was completely lost at the moment. This was the best sex she had ever experienced, and every thrust sent shivers of pleasure throughout her trembling body.

Willem walked her over to her desk and laid her down, pushing into her hard and fast. He looked deep into her eyes and demanded, “Whose pussy is this?”

“Yours! Oh, FUCK yours! Don’t stop! I love your cock!” Jessica cried out in unadulterated passion.

“Call me Daddy, whore!” Willem growled menacingly, relishing the domination he had over his boss as he pounded away.

“Fuck! I am about to cum Daddy!!!” Jessica moaned submissively. “Fuck me! Damnit stick that cock into me hard!!!!!” Pleasure wracked Jessica’s entire being as she clenched around Willem’s muscular hips and butt cheeks tight, overcome by wave after wave of blissful release. Willem was not close to being done yet.

“Oh fuck!” Jessica panted heavily, trying to recover from the powerful experience as she erupted in one final orgasm.

Her desk was a mess. Stacks of paper were strewn across her desk and floor. Her computer monitor face down on top of her keyboard, the glass was shattered from the impact. A few items from the shelf had fallen off and were now broken on the floor.

Heavy breathing, their bodies glistening with sweat, him with his thick cock still erect and sticking out like a flagpole.

His musky body is thick with his sweat and his salty juices. It is smeared across his collarbone, hairline, and forehead.

The papers were scattered across the floor, scattered like snowflakes in a windstorm. The file holders were thrown around the office, everything from printer paper to files to a few staplers thrown across the room. The computer screen was gone, just a few cables were coming out of the wall, the monitor knocked onto the floor. The desk had a few scratches on it like claw marks. Jessica wanted to remodel the entire office with him, unfortunately he had other plans.

The Interviews.

Holly vanished without a trace, leaving the office staff in a state of confusion. Willem took charge and rallied the team together, but Jessica’s sudden disappearance was concerning. They searched high and low until they discovered her perched atop a desk in the middle of the cubicle farm, her long legs crossed provocatively for all to see.

“I apologize for my earlier behavior ... please forgive me,” she said, her voice barely above a whisper as her cheeks turned crimson with embarrassment.

Gary suspected that someone had complained about Jessica’s tyrannical leadership style, but he couldn’t deny that her apology was well-received among the staff. He couldn’t help but stare at her stunning legs as she made her announcement: Holly Anderson had been demoted and would be undergoing special training while a new associate was groomed to take her place as number two.

Jessica avoided eye contact with her subordinates as she delivered the news, acutely aware of how humiliated she felt. But deep down, she knew this was just another power play by Willem, and it infuriated her to no end.

The tension in the room was palpable as the day wore on and candidates were interviewed. Who would take Holly’s place? And what was Willem’s true motive for orchestrating this change?

Interview Candidate: Gary Weismann

Gary trudged to the office of his superiors with a feeling of dread. He had followed Willem’s orders like a meek servant, obeying the icy commands of the two queens of the office. Now, he was going to interview for the highly coveted position of Jessica’s number 2 - but little did he know that Jessica had been given secret orders by her new master to seductively torment and tease each applicant until they were driven wild with desire.

Gary walked in and was by the sight of Jessica’s smooth creamy gorgeous legs are crossed hard as a vise grip that would make a man loose his mind. They are beautiful, smooth, and long, ending in high heels that look like a cat’s claws or talons.

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