The Bully Family
Copyright© 2022 by Xanzibar
Chapter 1: The Rendezvous
BDSM Sex Story: Chapter 1: The Rendezvous - 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
Jessica went to work like any other day. She was in her career job, probably one of the better career jobs you can get without a college degree. She had gotten pregnant when she was 16. She had her baby and still managed to get her diploma. She then started working in sales at Dynacon Unlimited. A respected research and development firm based out of Summerville. About ten years after being in business. Another business in the same field emerged in Summerville, Halycon Industries. Both had full blown factories and corporate headquarters in the city.
Jessica now was the senior supervisor in charge of sales. She was now considered one of the best on the sales force and was responsible for brokering the biggest deals of the company. Unfortunately, because she never got into college, she sometimes went back into a high school mentality. With Pot now legal she like many smoked. She found another co-worker Holly, who like her had worked here for a long time. The two were as thick as thieves. While Jessica was a pale deep redhead who was 38 years old. Jessica had curves in the right places and flawless alabaster skin to go with her deep red hair. Holly had black hair and a tan. She looked like she should work at a fitness gym more than an office. The pair turned heads even in their pant suits.
Jessica somewhere along the line stopped wearing dresses. She followed the path of many career women who decided to wear pant suits. She was considered by many the ice queen because of the quotas she drove her sales staff to meet. Despite getting pregnant at an early age, she was the bread winner of their family. She was driven, competitive, and an absolute predator to anyone who got in her way.
The staff just turned over and their replacements, the latest crop of junior associates the company just hired, showed up. She hired about six of the new associates and the other VPs chose the other four. She welcomed them then gave them the rundown of how she operates and in the ensuing weeks she showed them why people call her Madame Ice.
In the weeks that followed she landed on everyone of the sales associates. Including Willem Grayson, an affluent young professional who also was a climber. In no time he was the leader of all the junior professionals. Including Jessica’s favorite, Stewart Daniels. He had better grades than everyone, but Willem was domineering and in no time flat he was using Stewart as his assistant that followed him everywhere.
Jessica landed on Willem the hardest. She went out of her way to point out his mistakes and take him down as many pegs as she could, but nothing worked. The young associates still considered him their leader.
Six weeks later.
“Damnit Willem, that bitch just wrote me up yesterday and put me on probation. If I get fired from here, I am going to have to move home and work at my dad’s crappy antique store.” Paul said in a huff. Paul was a fiery redhead lighter than Jessica’s. He was tall and lanky about 6’5”.
“Don’t worry I got it; I think. Trust me if all goes to plan, we will not mind having Madame Ice around. Just let me work things out. And if things do not work out. I have an in at Halcyon. Stick with me and do what I say, and we will all reap the benefits. “Willem said to Paul and the other standing around in the corner of the office.
“So, all you want us to do is to be on the lookout for Madame Ice or her toadie, Holly?” Paul asked.
“Yes, I will do the rest” Willem said. Willem was a true leader. His parents had money and he was built like a Greek god. Wavy Brown hair and a chiseled body that would give Adonis a run for his money. He always got what he wanted and worse he had no moral compass whatsoever.
One Week Later, It started with one of the Junior associates assigned to Holly reporting that every day the pair disappear in the old storage room one floor above. The whole floor was never finished, so the company used it as a storage floor, for any furniture, equipment to be stored. Then someone else saw Jessica go into the storage room a short time later.
Willem wondered why the two highest ranking members of the sales team would disappear inside the storage room every day. So, Willem decided to lay low and see if it was a regular occurrence. Sure enough he saw Jessica and Holly enter the storage room about the same time. He knew something was not right so on the next day Willem decided to go into the storage room earlier and wait to see what happens. It was there where Willem caught them. The pair had been caught smoking pot and drinking shots in the storage room. He decided to make his move and in no time he had both right where he wanted them.
One hour after being caught.
Jessica could not wait any more. She paced back in forth in her own home. She had no idea how it came to this. Following orders from anyone made her blood boil. She wanted to claw that bastard’s eyes out but she was compromised in the worse way.
Jessica was about 38 years old with red hair and creamy pale skin that was flawless. She had emerald, green eyes. She was appealing to most; she was referred to as a MILF by all her son’s friends. She still turned heads. She tried to look for the liquor cabinet to see if she could pour herself some liquid courage, not wanting to meet the bastard that was making her meet him in her own home.
How in the hell did the fucker see her there she thought it was a back room of the office. If she only knew, the bastard had been stalking her at work, she led him right into one of her closely guarded secrets. What no one knew was that the only reason Willem was working there was that he secretly had been sent to spy on the competition. His mother worked at one of her work’s chief competitors. She with the blessing of her bosses had her son apply for a junior’s associate position at Jessica’s firm. He specifically asked to work in Jessica’s sale division. While the boy had always bullied everyone. Little did she know Jessica had more than a few run ins with Willem’s mom, Amber. In that relationship Jessica dominated. She humiliated Willem’s mother on more than one occasion. She thwarted and took more than a handful of sales from Amber.
Although Willem was a junior associate, he was quickly gaining political support at her company. It did not hurt that is father, a lecherous man, ran more than one strip club including his real money maker the infamous Kitty’s Collar and bar. Willem would take his bosses at Jessica’s work and give them comped drinks and free lap dances. The result was astounding as he was already talking on a first name bases with as many vice presidents as Jessica did and he only had been there six weeks. If it had not been for Jessica being a bitch to him all the time, he would have been content to simply stealing secrets and marketing strategies. But she made it personal, and he wanted to make her pay.
Jessica and her co-worker had been cutting out on breaks and drinking shots and vaping marijuana, which was perfectly legal but was a fireable offense, nonetheless. Jessica had worked here since she graduated high school. Getting fired for drinking and doing drugs at the job would be catastrophic for her career, not to mention she was paying for Bobby’s college still. Of all the fuckers that caught them why did it have to be that little shit. She did not like the look on his face.
He told her if she did not want to be fired to go home that second. She was high and a little addled and scared out of her mind. She simply nodded without saying a word and left the building as fast as she could. She got home so fast she thought she was going to have a car wreck on her drive home. Her heart was beating a mile a minute. She got a message on her phone it was from Willem to wait at home until he got there.
The ring chime went off and her heart skipped a beat. She casually walked over to the door and saw him. What would Bobby think to see his mother bring this young man into her house.
Willem walked in as if she was not there and looked around the house. He stopped when he saw a picture of Bobby. “Oh Shit! I cannot believe this shit! No way! You are “milkmaid’s” mom? Oh, this is just rich.” Willem said laughing out loud.
“Milkmaid?” Jessica asked confused.
“Yes, that little girly boy that you call a son.” Willem said. Jessica had not noticed before but the young man in front of her was quite strapping. He stood a full foot above her and his muscles looked as if he was sculpted to be in a movie. Oh no this was her son’s bully that he always talked about!
She finally realized that perhaps she did not appreciate the damage that this person had done to her son’s psyche. When she told him to take care of it on his own, she did not realize it was this person. She did not realize this asshole was also her son’s bully.
“Don’t call him that” Jessica said defensively.
“Why? I did for years, why object now? If I were you, I would be concerned what would happen with your own skin” Willem said as he closed the distance between them.
“Look, no one has to know about what happened today in that storage room” Jessica said offhandedly as she tried to regain the initiative.
“That is cute, on the contrary, I think everyone needs to know Jessica. In fact, I think it is my duty to report this kind of behavior, otherwise it would be the same as condoning it.” Willem intones as his face became immutable. Jessica did not like the sound of that.
“Why? What do you get out of it? It is just one last way for you to get back at Bobby, I mean nothing to you. What would destroying my family do for you?” Jessica said trying to make Willem back off with logic.
“You are right ... it does not cost me anything. But to you and your family, everything. I know you are the bread winner for this group of losers. A shame too, you have such a fuckable body you could have gotten a real man. On the other hand, I have a ton to gain by ratting you out. For one I will have closed the distance between my competitors in the office as they do not have nearly the seniority on me as you do. Additionally, I could turn you in and gain the trust of all the senior membership. My stature would rise significantly for exposing someone like you in your position. I am sure almost all of them would like nothing more than to fire an ice queen like yourself from the ranks of their company. Someone they have to walk on eggshells around. As a matter of fact, part of me is kicking myself for not just turning you in the moment I saw your fuck up.” Willem said as he looked down on her as if she were a peasant.
“Look, did you just come here to insult me. What do you want? Why ask me to come to my house in the middle of the day?” Jessica asked crossing her arms looking annoyed.
“Well, to offer you a way out.” Willem said looking down on her as a piece of meat.
“What kind of way out?” Jessica asked wondering what this young man truly wanted.
“The kind that I get what I want, and you get to keep your job.” Willem said offhandedly.
“And what is it you want?” Jessica queried.
“You right here, right now. The fact that you are Milkmaid’s mother has made this even better. I am getting hard just thinking about it.” Willem confessed.
“What makes you think I would ever agree to that?” Jessica shot back offended.
“Because the alternative will destroy all that you have spent your entire life working for.” Willem countered.
“And how would this go down?” Jessica asked almost as if she was weighing her options.
“Well first you can strip out of those man clothes so I can get a better look at you.” Willem said.
“In your dreams asshole.” Jessica answered not liking the comment about her man clothes. “I think you should go” Jessica stated with her hands trembling like a leaf in the wind.
“Ok very well, I am pretty sure HR would like to know what you and your co-worker were doing in the storage room. Good luck getting another job in this town with that on your resume. Anyways, I am sure you will manage, tell Milkmaid I said hello” Willem said as he slowly got off the couch to leave. As he started walking Jessica panicked. She knew she was fucked if he said anything to HR. “No!!! Don’t go!” Jessica’s voice sounded desperate.
It was worse than Willem knew. Jessica had taken a couple of painkillers that she did not have a prescription for the night before not to mention the mushrooms her husband brought home for one of their special nights. She was so fucked she thought to herself. If they drug tested her she would be positive for more than just Marijuana.
To make matters worse her husband’s job as a janitor did not pay the bills. Stanley was once an accountant but lost his temper and assaulted his boss. He was then considered too toxic to hire. Now he was reduced to menial labor. She did not even know where he worked come to think about it. She did not care his income barely paid any major bills they had.
“Then strip! And you Willem call me Sir from now on!” Willem looked at her irritated. Jessica became utterly frightened of losing everything. How could she have been so stupid? Now she was here in front of her son’s worst enemy about to take her clothes off at his command.
“Ok ... ok I will do it.” Jessica said in resignation as she let out a sigh of capitulation.
“Say what now? You seem to be missing something in that sentence slut.” Willem said with a tone of menace.
“I will do it, Sir”. Jessica barely managed, her face blushing at being forced to call a junior associate Sir. Willem sat down and leaned back. Jessica with shaky hands took off her blazer and placed it on the couch next to Willem. Then she unbuttoned her navy pants and slid them off her gorgeous legs. Jessica was self-conscious, thankful that she shaved her legs on a regular basis even though she did not show them often. She was a career mom all the way down to the flats she was wearing. She was soon in her underwear a pair of granny panties and a dowdy white bra. Willem frowned at her underwear and for some reason Jessica felt hurt that he did not react with more male vigor.
“I said strip keep going, chop, chop!” Willem said clapping his hands in a condescending manner towards Jessica. Jessica frowned and slowly reached behind her back and let her creamy breast burst free. She had bright pink areolas to go with her creamy skin. She lowered her panties and showcased her red hair around her pussy.
“Nice! ... holy fuck Jessica you are one very hot woman. Why on Earth do you dress like you are about to go to work at a tomboy convention?” Willem exclaimed. Jessica blushed bright red as he complemented her body. She almost waited for him to start molesting her, but he exhibited self-control, and simply admired her not saying a word for a solid minute. The room got so quite you could hear a ringing.
“Good, Good” Willem finally said softly before pointing to the kitchen, “Why don’t you get us something to drink while we talk.” Jessica had never been the domesticated type, but she did not want to make this any worse than it already was. She decided she needed something to take the edge off, so she came back with two flutes of red wine, one in each hand. Holding the glasses in her hand caused her hips to naturally sway. Willem was practically drooling when she came up in front of him and stopped before offering him a drink.
“That is a good girl.” Willem said as he took the glass from her hand. But then he frowned as she took the other glass and downed it in front of him. “I never said you could pour yourself one nor did I say you could drink any wine did I slut?” Willem said with a smoldering angry tenor to his voice.
Jessica was flustered as she looked around like a schoolgirl caught at detention. Willem reached forward and slapped her tits and asked louder, “I asked you a question slut!” Jessica face erupted in surprise and shock as she stammered out, “No you did not ... Sir”. Jessica almost forgot the Sir condition.
“I can see you are going to need some training. That’s ok you will learn. Now get down on your knees.” Willem commanded. Jessica gulped as her face could not possibly get redder. Jessica lowered herself to her knees in front of her tormenter in the middle of her own house.
“Good now lean forward and pull out my cock.” Willem commanded. Jessica looked up and protested, “Sir ... I can’t. I am married, this would be cheating. Please I have a family”. Jessica begged softly.
Willem looked on unapologetically. “Ok, this is the last time I will repeat myself. I am going to count to ten and if I get to it and my cock is not out of my pants I am getting up and walking out, if I must repeat myself again, I am getting up and walking out.
The ultimatum did not hit her right away until he got to two. She shot forward and hurriedly unzipped his pants and fished his cock out. Then her eyes got wide, and her mouth shot agape in shock. Holy shit his cock was much bigger than Stan’s in fact it was the biggest she ever saw in person. Stanley her husband was barely about four inches on a good day. This was easily nine inches of cock, and the girth was so much fuller than her husbands. She must have zoned out because the next thing she heard was. “Cannot keep your eyes off it can you slut. That is ok, you are going to get to know him very well from now on” Willem chuckled and then taunted Jessica. Jessica gulped and looked up.
The pair locked eyes until Willem finally told Jessica, “Stand up. Hands behind your head. Jessica nodded and slowly got off the ground and stood up in front of Willem, her hands behind her head forcing her ample breast to thrust out. “Are you wet from looking at my cock slut?” Willem asked.
“Um No Sir” Jessica tried to lie.
“Really let’s check” Willem leaned forward extended his hand and cupped her pussy. “Holy shit Jessica you are wetter than the Mississippi river.” Willem said as he slid a finger up into her sex causing her to let out a husky moan. Jessica’s face got red with shame and humiliation as her sex was practically throbbing now. In fact, her thighs were openly glistening for all to see.
To read the complete story you need to be logged in:
Log In or
Register for a Free account
(Why register?)
* Allows you 3 stories to read in 24 hours.