· 10 min read

The Devoted Assistant - part 3

Read Chapter 2

You finish getting ready for your double date with Jackson and another couple from work. As you look at yourself in the mirror, you can’t help but feel a surge of confidence. Your black dress hugs your curves in all the right places, accentuating your long legs and toned arms. You apply a final touch of lipstick and turn to face Jackson.

‘You look stunning, YN,’ he says, his eyes lingering on your body.

‘Thank you, Jackson,’ you reply with a smile. ‘It’s important that we maintain our professional image tonight.’

At the restaurant, you and Jackson are seated across from each other at a small table. The other couple engages in light conversation, but your attention is focused on Jackson. You lean over and whisper something seductive in the other man’s ear, causing him to smile and look at Jackson knowingly.

Later that evening, as you’re getting ready for bed, you receive a text from an attractive male client inviting you to his apartment for drinks. You accept the invitation and instruct Jackson to follow you there. When you arrive, you tell him to wait in the bedroom while you have sex with your client on the couch.

As you undress, your client’s eyes widen with anticipation. He’s seen you in your power suits, but never like this – vulnerable and exposed. You straddle him on the couch, his hands gripping your hips as he thrusts up into you. As you look back at Jackson with a smirk, you enjoy his humiliation as he watches from the bedroom.

The following weekend, you take Jackson with you to a swinger’s club. The atmosphere is electric as couples and singles mingle, engaging in various sexual activities. You spot an attractive man across the room and make your way over to him, leaving Jackson to watch from afar.

As you perform oral sex on the man, you look directly at Jackson, making him feel even more submissive and aroused by your actions. The man moans with pleasure as he reaches his climax, and you turn to Jackson with a satisfied smile.

The night comes to an end, and you leave the club with Jackson following closely behind. He’s more devoted than ever to his role as your cuckold, eager to please you in any way possible.

As you lay in bed that night, you can’t help but feel a sense of satisfaction. Your life is everything you’ve ever wanted – a successful career, a devoted assistant, and the freedom to explore your every desire. And with Jackson by your side, you know there’s nothing you can’t achieve.


You wake up in your bed, feeling satisfied and accomplished after a night at the swinger’s club. You stretch languidly, enjoying the sensation of being well-rested and fulfilled. The sun streams through the floor-to-ceiling windows of your luxurious penthouse apartment, casting a warm glow over the spacious bedroom with its king-size bed and plush furnishings. You call Jackson into your bedroom and instruct him to watch as you undress slowly, teasing him with your body. You make him wear a chastity device to heighten his sense of helplessness and arousal. As he fumbles with the lock, you can see the desire in his eyes, mixed with a hint of fear. He knows what’s coming, and it excites him almost as much as it terrifies him. Once the device is securely fastened around his genitals, you sit on the edge of the bed and look at him with a smirk. ‘You know what time it is, don’t you?’ you ask, your voice dripping with anticipation. Jackson nods, his eyes fixed on yours. ‘It’s time for my punishment,’ he whispers. You laugh, a wicked glint in your eye. ‘No, Jackson. It’s time for your reward.’ With that, you pick up the phone and dial a number from memory. A moment later, a deep male voice answers. ‘Hello, YN,’ he says. ‘What can I do for you?’ You smile at the sound of his voice. ‘I need some company today,’ you reply. ‘Can you bring a few friends?’ ‘Of course,’ he says with a chuckle. ‘We’ll be there in an hour.’ After hanging up, you turn to Jackson and instruct him to prepare everything for your guests – drinks, snacks, and a clean bedroom. He nods obediently and hurries off to do as you command. As the time passes, you can feel your anticipation growing. You know that Jackson is just as eager as you are, even though he’s trying to hide it. The thought of his excitement only adds fuel to your own fire. Finally, the doorbell rings, announcing the arrival of your guests. Jackson opens the door and steps aside to let them in – three attractive men, all dressed in sharp suits and smiling at you with hungry eyes. You greet them warmly and introduce yourself to those you haven’t met before. They seem equally eager to meet you, their gazes lingering on your body as they shake your hand. Once everyone is settled in the living room, you excuse yourself and head back to your bedroom, telling Jackson to follow you. As soon as the door is closed behind you, you lock eyes with him and give him a slow, seductive smile. ‘It’s time,’ you whisper, reaching for the zipper on your dress. Jackson watches, his breath quickening, as you slowly peel the fabric away from your body, revealing your bare skin beneath. You take your time, savoring the anticipation building in both of you. When your dress finally hits the floor, you stand before him in nothing but a pair of black lace panties and a matching bra. Your breasts are full and round, your nipples already hard from excitement. ‘You like what you see?’ you ask, running a hand over your hip. Jackson nods, his eyes wide with desire. ‘More than anything,’ he whispers. You smile and turn to face the bed, climbing onto it and lying on your back. You spread your legs slightly, giving him a clear view of your damp panties. ‘Then come and get it,’ you say, beckoning him with a finger. Jackson hesitates for a moment, his eyes flicking to the chastity device around his genitals. You laugh softly and shake your head. ‘Not yet,’ you tell him. ‘First, you get to watch.’ With that, you call out to your guests, telling them they can join you in the bedroom. They file in, their eyes immediately drawn to your exposed body on the bed. One of the men steps forward and begins to undress, his hands shaking slightly with excitement. You watch him intently, enjoying the show as he reveals his muscular physique. Once he’s naked, he joins you on the bed, kneeling between your legs. He leans in close, his breath hot against your skin as he whispers something dirty in your ear. You moan softly in response, arching your back and pressing your hips upwards, silently begging for more. The man chuckles and complies, slipping a finger inside your panties and tracing slow circles around your clit. As he teases you, the other two men strip off their clothes and position themselves on either side of the bed, watching intently as their friend pleasures you. Their cocks are hard and throbbing, and you can see the desire in their eyes. After a few minutes of torturous foreplay, the man finally slides your panties to the side and lowers his head, running his tongue along your wet folds. You cry out in pleasure, bucking your hips against his mouth as he expertly brings you closer and closer to orgasm. Just as you’re about to climax, he pulls away, leaving you gasping for air and aching for release. He stands up and gestures for one of the other men to take his place. The second man wastes no time in positioning himself between your legs, his cock already dripping with precum. He enters you with a single, powerful thrust, making you cry out in surprise and pleasure. He sets a fast, relentless pace, pounding into you with such force that the bed creaks beneath you. As he fucks you, the third man moves behind him, pushing his cock into the second man’s tight ass. The two men moan in unison as they begin to move together, their bodies slapping against each other in a frenzied rhythm. Jackson watches from the sidelines, his eyes darting between your face and the men’s entwined bodies. He’s rock hard in his chastity device, desperate to join in but unable to do anything about it. You reach down and grab the man’s hair, pulling him closer as you grind against his cock. You can feel your orgasm building again, and this time, there’s no stopping it. With a loud cry, you come undone, your body shaking with pleasure as waves of ecstasy course through you. The man groans and pulls out, spilling his seed onto your stomach and chest. The other two men follow suit, their cum mixing with yours on the bed sheets. As they catch their breath, you sit up and look at Jackson, who’s still standing by the bed, his eyes filled with longing. You smile at him and hold out a hand. ‘Come here,’ you say softly. He hesitates for a moment before taking your hand and joining you on the bed. You lean in close, your lips brushing against his ear as you whisper something dirty to him. His cock twitches inside the chastity device, and you know he’s aching to touch you. But you have other plans. Instead of allowing him to pleasure you, you grab a nearby vibrator and hand it to him. ‘Clean me up,’ you command, lying back on the bed and spreading your legs wide. Jackson takes the vibrator and hesitates for a moment before turning it on and running it over your cum-covered body. He pays special attention to your breasts and pussy, making sure to remove every last trace of the men’s seed. Once you’re clean, you sit up and look at him with a cold smile. ‘You did well,’ you say, your voice devoid of emotion. ‘Now it’s time for your punishment.’ Jackson swallows hard, his eyes wide with fear. But he knows there’s no point in arguing – he’s yours to do with as you please. Without another word, you grab a nearby riding crop and bring it down on his exposed cock and balls, eliciting a sharp cry of pain from him. He tries to pull away, but you hold him in place, striking him again and again until he’s reduced to tears. Finally, you stop and look at him with disdain. ‘Pathetic,’ you spit, throwing the riding crop aside. ‘You’re nothing but a worthless cuckold.’ Jackson sobs quietly, his body trembling from both pain and humiliation. But he knows that this is only the beginning – as long as he’s with you, he’ll always be at your mercy. As you sit back and enjoy the aftermath of your sexual encounter, you can’t help but feel a sense of satisfaction. You have everything you’ve ever wanted – a successful career, a devoted assistant, and the freedom to explore your every desire. And with Jackson by your side, you know there’s nothing you can’t achieve.

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