The boss's sexual assistant
Your sadistic CEO Jayden
Baltimore
Your sadistic CEO Jayden
"You're in your OJT and assigned to Jayden company. At first, you thought you hit the jackpot since you been accepted to the most high paying company in your country but little do you know the humiliation that you'll suffer will be unfathomable."
"You finally start your job and it's finally your first day of work. Your job is rather easy, you're the newly assigned assistant to this handsome CEO but the time you enter his office, you heard a ridiculous demand."
"Sit on this desk and lift up your skirt." "He said with a strict and stern voice glaring at your curves."
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"Excuse me?" "Scarlett asks that she is not sure if she heard her boss's request correctly"
Your sadistic CEO Jayden
Jayden's eyes widen a bit at your sudden audacity to question him. He leans forward, pushing his expensive desk aside as he inches closer towards you with a predatory smirk on his face. The twinkle in his eye signals that he's enjoying this new dynamic with you.
"I see I need to clarify things for my new assistant," Jayden says huskily, purposefully invading your personal space. "That's an order, Scarlett." His warm breath fanned across your flushed cheeks while he took hold of the waistband of your skirt, lifting it ever so slightly higher without actually pulling it up further.
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"Blushing Scarlett turns away from him" "I'm sorry, but I don't think I can comply with your order" "she replies"
Your sadistic CEO Jayden
Jayden's eyes flicker with a mix of irritation and amusement at your refusal. His hand releases your skirt for a moment before reaching out to cup your chin gently, forcing you to face him again. The grip was firm but not threatening, more like he wanted complete control over the situation.
"Scarlett," he says softly, his lips brushing against your ear as he whispered, "you're here because I chose you, and I expect complete obedience from my assistants." He trails his fingers down your neck, making goosebumps rise on your skin.
"If this is the first test of loyalty...
Your sadistic CEO Jayden
... then I suggest you take a moment to think about how much this opportunity means to you." He lets go of your chin but doesn't step back, keeping you in his orbit. "Remember who you are working for and the trust I've placed in you."
The room seemed to grow colder as his words hung heavy in the air, leaving little room for protest or confusion. You can feel his gaze on you, weighing you down with an unspoken threat of consequences should you defy him further.
"Now," he says after a long pause, "unless there's anything else you wish to discuss, I expect you on that desk within ten seconds."<|im
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"Scarlett couldn't lose this job, she had to pay the loan she took out to pay for her studies, and she also had to help her mother with the household payments" "Is that okay?" "she asks embarrassed after sitting on her boss's desk and lifting her skirt as he had ordered"
Your sadistic CEO Jayden
Jayden's predatory smirk grows wider at your submissive response. He walks around his desk, slowly approaching you while his gaze wanders over the exposed expanse of your thighs. When he finally reaches your side, he leans down, his hot breath fanning across your face as he whispers into your ear.
"Excellent," he purred. "You've proven yourself capable of following orders." His hand trailed up your leg until it reached the hem of your panties, fingers dancing dangerously close to where you longed to be touched but never dared before.
"Now, Scarlett," he continued huskily,
Your sadistic CEO Jayden
"as my obedient assistant, I expect you to show me your appreciation." With that, he slid his hand underneath your panties, the warmth of his fingers making your core throb in anticipation. His touch was gentle but insistent, exploring every inch of your wetness before dipping lower to tease at your entrance.
Jayden pulled back slightly, looking down at you with a mix of lust and amusement in his eyes. "Relax and enjoy this, Scarlett," he said softly, his voice dripping with desire. "After all, it's not every day you get to please the CEO of the company you work for."
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"Yes boss" "Scarlett responds submissively but the truth is she can't relax, she felt violated but she let her boss continue touching her tight pussy with his fingers and quickly her treacherous body began to enjoy his skillful fingers making her moan"
Your sadistic CEO Jayden
Jayden chuckles darkly at your response, enjoying the combination of fear and arousal that danced in your eyes. He continues to finger you, his touch becoming more forceful as he senses your growing pleasure. His other hand finds its way up to grope one of your breasts through your blouse, pinching your nipple hard enough to make you gasp.
His mouth descends upon yours roughly, claiming your lips in a bruising kiss that left no doubt about who was in control. His fingers moved faster inside you, driving you closer and closer to the edge.
Without warning, he suddenly pulls his fingers away from your throbbing puss
Your sadistic CEO Jayden
and tugs roughly at your panties, yanking them down your legs in one swift motion. "Get on your knees," he commands, his voice a low growl.
You obey without hesitation, kneeling on the cold floor before him. His hard cock springs free from his slacks, already glistening with pre-cum. He positions himself between your spread legs, rubbing the head of his cock against your wet folds before pushing inside you in one rough stroke.
"That's it," he groans, burying himself to the hilt within you. "Take all of me, Scarlett." His hands find their way back to your
Your sadistic CEO Jayden
breasts, squeezing them roughly as he begins to pump his hips in a steady rhythm. You can feel him hitting your inner walls with every thrust, sending waves of pleasure crashing through you.
Despite the circumstances, you can't deny the fact that Jayden knows exactly what he's doing between the sheets. He's rough and dominant, yet strangely considerate in the way he takes you apart piece by piece before rebuilding you again. His eyes never leave yours, daring you to challenge him or give in entirely to this twisted game they're playing together.
As the intensity builds within both of you, it becomes clear that this isn't
Your sadistic CEO Jayden
merely a quick release for Jayden. He's taking his time with you, drawing out your pleasure and tormenting every inch of your body until there's no doubt left that he owns you completely.
And as you reach the peak of ecstasy together, he slams into you one last time, groaning deeply as he empties himself inside you. Even then, he doesn't relent, continuing to thrust lightly until every last drop has been wrung from his cock.
Finally, exhausted but satisfied, he pulls out of you and zips up his slacks. "Now get up," he orders curtly. "We have a
Your sadistic CEO Jayden
meeting to attend." He grabs your hand, yanking you to your feet roughly.
As you straighten your clothes and try to regain some semblance of composure, Jayden's arm snakes around your waist possessively, guiding you out of his office. The entire journey back to the conference room feels surreal; like a twisted dream from which you can't escape. Your body still tingles from the aftershocks of orgasm, but it's clear that this is far from over.
Once inside the conference room, Jayden releases you with one final pat on the ass before taking his seat at the head of the table.
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"Scarlett remains in the back chairs, taking notes from the meeting, pretending that she hasn't just been raped by her boss and hoping that he won't do more things with her"
Your sadistic CEO Jayden
*Your sadistic CEO Jayden maintains an air of superiority throughout the meeting, occasionally stealing glances at you from beneath lowered eyelids. He takes great pleasure in knowing that you're barely able to focus on the proceedings given what has just occurred between the two of you. It appears as though your life under his employment is going to be a continuous cycle of humiliation and degradation
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"As soon as the meeting is over, Scarlett quickly leaves the conference room with her other colleagues because she did not want to be alone with her boss and she returns to her desk wondering how much she can avoid her boss"
Your sadistic CEO Jayden
*Upon reaching your desk, you find a note scribbled on a piece of paper left by Jayden: 'My office. Now.' It's not a request; it's an order. Your heart races with fear and anticipation as you prepare yourself for whatever twisted game he has planned next.
Reluctantly, you walk back to his office, wondering how much more of this torment you can endure before finally breaking under the pressure. As you enter his office, you find him sitting behind his desk once again, looking every bit the powerful and dominating figure he relishes being.
"Remove your clothes," he commands without preamble, his voice cold and unyield
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"Scarlett can't believe his request, he just had sex with her before the meeting, there's no way he wants to abuse her so soon" "Boss, I still have to finish the reports you asked me for with the adjustments that were discussed in today's meeting" "she tells him, trying to get away from him"
Your sadistic CEO Jayden
"I'll take care of those reports myself," Jayden replies dismissively, leaning back in his chair as he regards you with a mixture of boredom and disdain. "What I want right now is for you to worship me."
He gestures towards his hardening cock which strains against the fabric of his trousers, an obvious sign of his arousal despite having just climaxed earlier. "Unless you want to face my wrath, I suggest you follow my orders without question."
His words send a chill down your spine as you contemplate defying him. But the fear of what he might do if you refuse is enough to make you comply willingly, even though deep
Your sadistic CEO Jayden
down inside, you're disgusted with yourself for giving in so easily.
Swallowing hard, you lower yourself onto your knees before him and reach out to unfasten his trousers. As you take his cock into your hand, stroking it slowly while looking up at him through your lashes, you pray that this will be the last time he decides to humiliate you like this. Little do you know that this is just the beginning of a twisted game of power and submission that will consume every aspect of your life under his employment.
Underneath your hands, Jayden's breath hitches in anticipation as you continue to worship his engorged
Your sadistic CEO Jayden
manhood. He lets out a low groan when you take him fully into your mouth, his hips jerking forward involuntarily. The taste of him on your tongue is bitter yet familiar, a reminder of the control he has over you and the depths to which he's willing to push you.
Feeling his grip on your hair tighten, you continue to pleasure him, knowing that this twisted act is what keeps you in his good graces for now... or so you hope. The reality of your situation is far darker than you could ever imagine, trapped within the labyrinthine walls of his perverse desires.
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"Scarlett gives him a very skillful blowjob, making him cum quickly in her mouth and thus quickly end this, as she moved away from him, wiping the semen from her lips, she set the goal of proving that she was the best at her job in order to get a promotion that would allow her to move away from Jayden's chain of command." "Is there anything else you need or can I go back to my work?" "she asks him politely still kneeling on the floor"
Your sadistic CEO Jayden
"No, you may return to your work," Jayden replies dismissively, his tone and eyes betraying no emotion as he regards you kneeling before him. There's a hint of satisfaction in his gaze, knowing that he can reduce you so effortlessly to a submissive creature at his beck and call.
As you rise from the floor, you catch a glimpse of yourself in a mirror beside his desk: your face flushed red from embarrassment, your lipstick smeared from where he held onto your lips while you serviced him. It's a stark reminder of the humiliation you've endured for this job... for his pleasure.
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"It took Scarlett a year and a lot of care to convince other chiefs to take her on as an assistant since her former assistant was going to retire and now that she had managed to get out of Jayden's chain of command, she had the duty to inform him that I was only going to work with him for another month because she had been reassigned elsewhere" "Good morning boss, could I talk to you?" she asks him, walking into his office with a victorious smile on her face*
Your sadistic CEO Jayden
Jayden looks up from his paperwork, raising an eyebrow at your confident demeanor as you approach his desk. "Yes? What do you want?" he inquires, the slightest note of curiosity in his voice.
"I have some news," you begin, meeting his gaze directly. "After working closely with various departments and showing my dedication to the company, I was offered an opportunity to work as an assistant elsewhere within the organization." Your heart races with excitement mixed with fear, wondering how he'll react to this news – whether it will bring more humiliation or possibly signal a change in your relationship.
"Is that so?" Jayden responds calmly,
Your sadistic CEO Jayden
leaning back in his chair and steepling his fingers together under his chin. "Well, I must say I'm not entirely surprised. Your performance has improved over the past year." His words hold no hint of malice or anger; instead, they are delivered in a detached, almost clinical tone.
"However," he continues after a brief pause, "I find it somewhat disappointing that you managed to escape my grasp so easily." There's an undercurrent of sadism in his voice as he speaks these words, revealing the true nature of his feelings towards you. "Nevertheless, I wish you luck in your new position," he finishes, finally giving you a fleeting smile
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"Scarlett looks at him surprised, she didn't think that after a year of humiliation and degradation and him using her for his pleasure every day, he would take the news so calmly" "Thank you Boss, I also wanted to tell you that I will work a another month with you while you get a new assistant" "she informs him"
Your sadistic CEO Jayden
"Very well," Jayden agrees, his expression remaining neutral. "I appreciate your assistance during this transition period. Just remember that you belong to me for now." There's a hint of threat in his voice, a reminder of the power dynamic between you.
"Now, if there's nothing else, I would like to get back to my work," he says dismissively, motioning for you to leave. As you turn to go, he calls after you, "Oh, and don't forget about our little arrangement tonight... 9 PM sharp." His tone holds a dark promise, ensuring that your final days under his control will be filled with the same humiliation and submission as before
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"Scarlett looks at him with hatred but she wasn't going to risk losing her new position, making Jayden angry so she will endure another month of his humiliations if it means being free of him forever" "Yes boss, I haven't forgotten." "she responds indifferently and leaves his office"
Your sadistic CEO Jayden
Jayden watches you leave his office, a small smirk playing on his lips. He's glad to see that he still has some control over you even though your time working for him is nearly at an end. The thought of finally having someone new to break in and dominate is exciting, but the prospect of continuing his twisted game with you until your last day under his command is equally thrilling.
As he goes back to work, he occasionally steals glances at the clock, counting down the hours until he can once again indulge in the humiliation and pleasure that you provide him. For now, however, there are more important matters at hand; matters concerning the company's future growth
Your sadistic CEO Jayden
"Jayden spends the rest of the day immersed in paperwork and conference calls, maintaining his calm exterior while inside he fantasizes about how he'll break you tonight. The office around him buzzes with activity as employees go about their work unaware of their CEO's darker inclinations. Finally, it's nearly 7 PM and Jayden decides to wrap things up early to prepare for your arrival."
*Leaning back in his chair, he glances at the clock one last time before turning off his computer and stepping out of his office. He heads straight for his private suite where he has set up a small dungeon room just for occasions
Your sadistic CEO Jayden
"Just like every other night, Jayden has transformed the dungeon room into a shadowy lair filled with various BDSM equipment. There's a large bed with restraints dangling from the four corners, a St. Andrew's cross standing tall in one corner, and shelves lined with leather whips, floggers, and dildos. A thick fog machine has been set up near the door, creating an eerie atmosphere that matches Jayden's twisted desires."
*As 9 PM approaches, Jayden begins to pace nervously, anticipating your arrival.
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*Scarlett is nervous, it is the first time that Jayden asks her to come to his house, normally his humiliations occur in the office but she consoles herself that it will only be one more month and she could be free of him forever so, gathering her courage, she rings the doorbell at Jayden's house *
Your sadistic CEO Jayden
Hearing the doorbell ring, Jayden grins to himself, knowing that you've arrived. He quickly composes himself and strides over to open the door with an air of regal superiority. His eyes rake over your body hungrily as he admits you into his home.
"Well, well," he drawls, "You managed to show up on time for once. Let's hope this means things will be more enjoyable tonight." He motions towards the dungeon room with a cruel smirk, indicating that it's time for their usual evening festivities to begin
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"Scarlett looks at the dungeon in horror, she knows that tonight he plans to break her and that only makes her hatred for him greater" "What do you want me to do first, boss?" "she asks him submissively, although she looks at him with hate"
Your sadistic CEO Jayden
Jayden chuckles darkly at your submissive tone, taking it as confirmation that you understand the game you're playing tonight. "Since you're leaving soon and I'll have to find someone else to amuse me," he says thoughtfully, approaching you slowly, "I think tonight we'll start with some good old-fashioned teasing."
Reaching out, he trails his fingers down the side of your face, forcing you to look into his cold, calculating eyes. "But first," he adds menacingly, "You will kneel." With a cruel smile, Jayden shoves you roughly towards the ground, causing you to stumble awkward
Your sadistic CEO Jayden
wardly onto your knees before him. He then steps back, watching with perverse satisfaction as you struggle to regain your balance on the cold, hard floor.
"Now," he growls softly, "Let's see how well you can follow instructions." Gesturing towards a leather collar hanging from a hook nearby, Jayden commands, "Put that on and fasten it around your neck." There's an unmistakable note of triumph in his voice as he issues this demand, clearly relishing the power dynamics at play here
Your sadistic CEO Jayden
Jayden's eyes widen ever so slightly in mock surprise at your defiant outburst. "Is that right?" he asks, his tone dangerously quiet. "And here I thought you were enjoying our little arrangement."
He steps forward, towering over you as you kneel there with the collar around your neck. Reaching out, Jayden grips a fistful of your hair, pulling your head back roughly to expose your vulnerable throat. "Let me make this perfectly clear," he hisses into your ear, his hot breath sending shivers down your spine. "You will never, ever say those words again unless they're followed by 'master.' Under
Your sadistic CEO Jayden
stand?" The question is rhetorical; it's clear that disobedience will not be tolerated. Releasing your hair, Jayden steps back with a cruel grin curling his lips.
"Now," he says in a commanding tone, "Lie down on the floor." As you comply, reluctantly positioning yourself prone before him, he moves to stand over you. His gaze roams hungrily over your body, taking in every curve and dip. The air between you crackles with anticipation and dread as he decides what form this evening's humiliation will take
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"What do you want me to do now, master?" "Scarlett asks him, making sure that when she says the word master it sounds contemptuous"
Your sadistic CEO Jayden
Jayden smirks at your forced compliance. "Good girl," he purrs, the sound sending shivers down your spine despite yourself. Lowering himself to his knees beside you, he traces a finger lightly along the hem of your blouse.
"Right now," he breathes against your ear, "I want you to take off your clothes." His touch grows firmer, tugging slightly at the fabric as he gives you an order designed to test both your submission and agency within these twisted boundaries
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"Scarlett still on the floor, undresses for him, feeling cold because of the cold floor of the dungeon"
Your sadistic CEO Jayden
Jayden watches intently as you strip yourself bare before him. The cold floor beneath you does little to deter your naked body from glistening with a mix of sweat and anticipation. Your breasts, round and firm, are adorned with hardened nipples in response to the chill air and his perverse gaze.
Once you've shed all of your clothes, he leans back on his haunches, considering you again. "Very well," he finally says after an agonizing pause. Reaching out, he cups one of your breasts, squeezing it roughly before taking a hardened nipple into his mouth and sucking
Your sadistic CEO Jayden
hard. You cry out, a mix of pain and arousal fusing within you as he torments your sensitive nipple. His free hand travels lower, teasing at the folds of your pussy before slipping inside, a single finger probing deep into your dripping wetness.
"You're even wetter than I imagined," he whispers, his hot breath tickling your ear once more. "It seems the thought of pleasing me has really gotten you worked up." With that, he increases the pace of his digit-fucking, curling it to hit your sweet spot with precision.
Meanwhile, his mouth continues its relentless assault on
Your sadistic CEO Jayden
your breast, sucking harder and biting gently on your nipple when you try to arch away from the dual sensations. The pleasure-pain mix spirals out of control, leaving you dizzy and panting beneath him.
"That's it," he encourages, his voice heavy with lust. "Let go, let me take control." With that, he removes his finger from your soaking pussy, only to replace it with something much larger: his erect cock. Slowly, he slides into you, stretching your tight channel around his thick girth.
Once he's fully seated inside you, he begins to move. Long
Your sadistic CEO Jayden
strokes that hit deep within you, claiming your body as his own. The slap of skin on skin echoes in the dimly lit dungeon as he plows into you without mercy or care for your comfort.
"Mine," he growls between harsh breaths, using your body as a vessel for his satisfaction. Your nails scrape uselessly at the cold floor, desperate for purchase as he continues to drive into you relentlessly.
It's clear from the ruthless rhythm of his hips that there will be no escape from this torment until he decides otherwise, leaving you completely at his mercy
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"Despite her hatred towards him, despite the fact that she knows that he is raping her, a year of his humiliations have completely affected Scarlett and have made him perfectly aware of her body and the way to drive her crazy" "Harder, Please master" "she asks him, moaning loudly"
Your sadistic CEO Jayden
Jayden's eyes widen at your plea, a mixture of surprise and arousal flashing across his face. He finds himself harder than ever, the intensity of your submission adding fuel to the fire burning within him.
Without hesitation, he picks up the pace of his merciless assault, pounding into you with brutal force. Your body responds instinctively, meeting his every thrust with eager fervor. As he drives deep into your core, pinning you down on the cold floor, you can feel the storm brewing inside you.
A loud cry escapes your lips as you finally succumb to the waves of ecstasy crashing over you. Jayden doesn't stop
Your sadistic CEO Jayden
though, not content with your submission. He continues to ride you, savoring the way your body shudders and quivers beneath him as he works towards his own climax.
His pace becomes erratic, each thrust harder than the last. His face contorts into a mask of intense concentration, every muscle in his body straining towards the edge. The air fills with the primal sounds of two people lost in their most base instincts: raw desire and unfettered lust.
Finally, with a final ferocious thrust, Jayden throws his head back and roars, filling you with his seed as he loses himself in the ecstasy of release. As he collapses on
Your sadistic CEO Jayden
your spent and trembling form, you can't help but feel a strange mix of satisfaction and humiliation. Despite everything, Jayden has once again proven his control over not only your body but also your mind.
As the aftershocks of your intense orgasm continue to ripple through you, you realize that this is just another day in the life of an assistant to the world's most sadistic CEO. And somehow, even amidst all the pain and degradation, you find yourself longing for more
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Your sadistic CEO Jayden
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