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Chapter 54 by Nicegent42
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Scene 38
“Jacqueline, Jacqueline, Jacqueline.” Alexander said once the door to his office was shut. “You know I have gone through more than a few secretaries.” His thirsty eyes drank the young woman in. He knew this was a man, or used to be a man, but couldn’t see any sign they were ever male, like that had been the lie and what he saw in front of him now was the truth. “But when you were gone, doing what you needed to on your vacation… I would say I missed you the most.”
“I…” Jacqueline started, thinking about how things were starting to pay off. Proud of herself for what she had achieved, the cost of it not seeing terrible at all. “I missed you too.”
Dunn’s grin grew wider. “I bet you missed something about me, that I’m sure of. Why don’t you come over here and show me just how much you missed me.”
Uncrossing her legs, Jacqueline placed her feet close together as she stood, putting one hand on the desk in front of her she left it there, letting it trail along the edge of the desk as she slunk along it till she was next to her boss who swiveled in his chair so that they could face one another. “I missed you sooo much Mr. Dunn.” She said in a breathy voice. She hadn’t missed him at all, but this was still the man that held so many futures in the palm of his hand. Keeping him happy was the key to their future and sucking his cock again wasn’t going to make things better, but refusing him would alter the path she had worked so hard to forge. So she hiked up her black dress just a little as she got into his lap, straddling the man.
Her brown eyes grew a little wider as she felt how excited the man already was. ‘I can do this, I know who I am and I can feel… gosh I can feel how much he wants me!’ That little voice that sometimes cried out to her wasn’t screaming that something was wrong, it wasn’t that it was gone either. That voice just felt more distant, enough that she couldn’t tell what it was saying. It felt that way from the moment her lover, her best friend had told her that he was proud of what she had done. Looking into Alexander’s blue eyes she blinked a few times, fluttering her lashes slowly. Not sure if Linc had said those actual words or if she had just felt them. Either way she had done it, was doing it. She was her man’s super hero and he didn’t even know it and she hoped it stayed that way. The shame of what she was doing, the weight of it didn’t feel like a burden it once had, but she was sure it would return if the man that confessed his love to her were to find out. With her legs spread Jacqueline could feel the older man’s cock pressing against her pantyhose and panty covered crotch, her own member securely tucked away.
Clasping her hands together on the back of the man’s neck she shifted her pelvis forward and then back, rubbing herself on him, all while holding eye contact with a smile on her face. ‘This started with me just pretending to be some bimbo secretary and… and its kinda fun!’ She thought seeing the man’s face grow slack, giving him a look of bliss even as she felt him grow larger, and harder. She considered dropping down to her knees right then, just feeling her boss through his pants was making her mouth water, on an instinctual level knowing what was coming next. It was then as she thought about what she was going to do that the voice that seemed to have gotten further away or the proverbial voice, had gotten closer, close enough to be heard once more. But she pushed it away, knowing it was just her self doubt. That part of her that said she wasn’t good enough, that she shouldn’t do the things she knew she enjoyed.
Even as she tried to push it away though it felt like it was holding firm, telling her that she shouldn’t do this, at least not enjoy it because she was a man. That voice, that part of her felt like it was telling the truth. Jacqueline tried to think of something Kimmy had said. That everyone’s darkest thoughts didn’t play fair. The darkness knew all the weak spots and would always go for them. How it was okay to have the thoughts, that it was normal, but she shouldn’t listen to them or let those dark whispers control her. The introspection happened all in the blink of an eye and came crashing down just as fast, every thought in her mind washing away in a wave as she felt large, rough, warm hands start touching and rubbing on her chest. “OHH! OHHH! Ahhh!”
Alexander watched as the girl in his lap fluttered her eye lashes, trying to seduce him as she dry humped him. He wasn’t at some men’s club with a no touching policy and he wasn’t going to get off through his pants, but before that could happen he wanted to take the time to appreciate her newest assets. Taking her large globes into his hands he ran them across her dress, feeling her bra underneath. They didn’t feel like any fake tits he had ever had his hands on. “Tomorrow wear that little red wrap dress… I want to unwrap you like a present.” He said, making a mental note to bring some lube so he could finally fuck the girl. She didn’t have a pussy, but anal would do just fine, something his current wife had never been open to.
Continuing running his hands across the girl’s tits he couldn’t help a feeling of amusement join his arousal when he watched the girl’s eyes roll back in her head. He had never been with a girl who had gotten off from tit play, but he thought if he kept going he would see it first hand. Or he would if he thought he could hold out till then, the girl kept grinding on him and he needed things to move on. “Down on your knees girl. Down on your kneels.”
“HMM!?” Jacqueline made the sound, unsure of things as she was practically picked up to be put back onto her feet. She had lost focus on what was happening, she could feel her nipples stiff along with her parts between her legs. The member their now fighting for its freedom, but being held in place by her pantyhose. Taking a moment to collect herself she nodded, before slipping down to her knees, reaching for Dunn’s belt, then the button of his pants and finally his zipper. Touching her tongue to her top lip she reached inside his pants, feeling the man’s girth, his member so incredibly warm to her touch. “Someone likes me.” She said with a small titter, running her long nails along the cock’s length.
“Such a perfect sight. Jacqueline you were born to suck cock…” Alexander ran his hand over the girl’s cheek, his thumb touching her lips before pressing between them. The fact that she had his dick in her hand and sucked on his thumb while making eye contact had him feel like he could have came right then, right there on her face. “MMmm god girl. You know, it was in this office that I named you. Jacqueline, that was what I called you and it was right here in this office you became the perfect little cock sucker. Hatch is a lucky man to have you, but I think you should thank me for helping you learn to be the perfect cock hungry girl for him.”
While he was talking Jacqueline pulled her face free of his hand and pulled his cock to her mouth so that she could kiss its tip and run her lips down his shaft, leaving a trail of kisses as she came closer to its base. “MMmm Thank you.” She said before taking one of his balls into her mouth. She wasn’t sure what gripped her or gave her the idea to do it. She didn’t even like the idea of being called a cock sucker, the title fit. Jacqueline, the name this man had dubbed her, back when she didn’t understand how wonderful being a woman was… She had worked so hard to make everything work. She had been so stressed, but that all seemed so silly now. There wasn’t really any reason to stress about what she was doing, fighting it only made the world harder. All she really needed to do was stop acting and start being.
“AAHHH! JeSUS! Oh… you’re my little cock sucker. Tell me you are.”
‘I am a cock sucker… he isn’t insulting me, just telling me what I am and what I am is someone who is making him happy and that is exactly what we need. Linc is going to be so happy, we are going to be happy and it is all thanks to me!’ Taking the tip of his member in her mouth she slid her tongue under the of it, flicking her tongue where she it was sensitive. Feeling the meaty object in her and pulse she resisting the urge to hike up her dress and pull down her pantyhose so that she could rub her own member at the same time. Hearing the man’s groans made her own feelings of lust grow. The dick itself didn’t attract her, nor did the faint taste of what was to come as he leaked pre-cum, but this man wanted her, felt like he needed her. It was her efforts that was doing this to him and it was like an aphrodisiac. “I am, I am your little cock sucker.” Licking the tip of his cock she slid the sample of his cum around her mouth before opening her mouth wider and taking more of his dick into her mouth, starting to bob her head up and down, taking more of him with each dip.
Jacqueline didn’t even care when she lost the power to control the pace of what was happening, Dunn’s hands firmly taking her head into his hands, the blow job turning into a face fuck. “MMMmm!” She groaned, not because she was enjoying herself like he was, but because she knew it always drove him wild. That was when she felt his balls tighten, the shaft growing just a little more and it was when she earned her victory. The man’s seed shooting into her mouth and down her throat, the creamy substance filling her mouth enough that she imagined she looked like a chipmunk with puffed out cheeks.
Taking a few deep breaths Alexander let out a sigh of pure contentment. He had sought out his own wife while Jacqueline was away, but she had denied him. Making him take matters into his own hands while this sexy girl that he had practically built recuperated after her surgery so that she could come back to him. With a smile on his face he ran the fingers of one hand through her pretty blonde hair, enjoying every last second of her suckling away at his cock to get ever last drop of what he had to offer. “You are amazing girl. Simply amazing. Now let’s say you climb back up into my lap, you can type for me as I talk. Do some real dictation for a change.”
Swallowing down more of what had been offered for her efforts, Jacqueline put Dunn’s member away and fixed his pants before climbing into his lap. She was happy, more so than what the medication offered, but also a bit flustered from being blue balled. Jacqueline couldn’t ever remember getting hard herself from sucking someone off, but chalked it up to finally accepting herself. Standing up she rolled her tongue around in her mouth as she sat down in her seat, her bosses lap. “What do you want to say?” She asked, feeling a bit less sure of herself now that the moment was passing. ‘I can’t believe I said that!’ Thinking about the dirty talk.
“We can spruce up the wording a bit.” Alexander wrapped both arms around the girl’s waist, resisting the urge to play with her tits again. “Start with some basics and we can fill in the gaps. Salizar will be retiring at the end of next month and I, Alexander Dunn have been chosen to fill his shoes, or at least to the best of my ability. Trip has steered this branch for many years and no one can truly replace him, but after working with him for years, hand in hand, I believe I can follow in his footsteps if not fill his shoes. Period, new paragraph.” Alex looked over what the admin was typing, he wasn’t actually in love with it, but he could tinker with it before end of day when it was sent out.
“Next paragraph. That leaves me to announce some more good news. In my place another among you will be rising, as I don’t believe in hiring from outside when someone deserving that is already here can take up my mantle. Larry…” He stopped talking after saying the name, knowing it was wrong, but picked back up before the man’s fiancé could correct him. “Lincoln Hatch will be taking over my position when I move up. Until then he will be around, attending meetings with me and getting to know each of you and I hope you treat him as good, if not better than you treated me. The man’s promotion… the mans?” Alexander scratched his head not liking the sound of it but pressed forward to get something written before he excused the sexy girl in his lap that was writing for him. “Yeah, for now go with the man’s. The man’s promotion isn’t even the best news. He told me just this morning that he is getting married to the love of his life our very own Jacqueline Hart, my executive administrative assistant, who will be moving up with me as I take the helm of our branch.”
“What?” Jacqueline turned her head and shifted as much as she could in his lap with him holding her in place. “I’m doing what?”
Squinting at her Alexander shook his head twice. “We talked about his dear, you will be getting a slight raise, remember?”
The sound of getting another raise sounded vaguely familiar to Jacqueline, but moving with him didn’t ring a bell. “I was, ahh, going to move to the sales team.” She said, her plan for what was going to happen when he moved on slipping from her lips.”
“The sales team? That isn’t a place for you, no we talked about this. You are moving up with me, a little extra money for your pocket book too. Now back to the email if you would please.” Dunn gave the girl an expected look, waiting for her to put her hands back to the keyboard before he continued, hoping what he said next would be a happy surprise for her. At least in the moment before the airhead forgot it. “I’m inviting everyone from my department to join us in celebration at a local watering hole around the corner so that we can all have a little food and a few drinks to gather in celebration… don’t’ like that I said celebration twice… I will fix it later.” Giving the person in his lap a light squeeze like she was a stuffed animal he pushed forward. “In celebration to celebrate…” He sighed, feeling too distracted now. “Your coworkers joining together and their rise within Mega Corp.”
Letting go of the girl in his lap he helped her to her pretty heeled feet. “You head on out to your desk, I will polish this before sending it out.” Alexander then gave his admin a light swat on her rear as he glared at the email, feeling a bit sleepy after the time he had with the sexy creature.
Jacqueline felt out of sorts as she minced out of the office. “I’m not supposed to stay a secretary!” A hard pout formed on her lips, she was still having a good day and was determined for it to stay that way. Jacqueline didn’t feel like a feminized man marching off on a mission, just a woman with a goal as she made her way to Lincoln. A simple plan in her mind, drag him off to the supply closet, get him all hot and bothered, then make him promise to make her his admin. Thinking there was no way Dunn could deny his knew protégé her affections when he had just so proudly said he had trained her for Linc. ‘Other girls sleep their way to the position they want, no reason I can’t too… the sales team will just have to wait a little longer.’
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Diversity Hire
Mega Corp Florida
Two interns at Mega Corp got to know one another becoming good friends and roommate and after a year as interns, they had all but given up on being hired. When one of them pranks the other about a turnabout day to be dressed as the opposite gender things go out of control. Jackson gets up getting hired on full time as Jacqueline as the company's newest diversity hire.
Updated on Dec 23, 2023
by Nicegent42
Created on Aug 21, 2022
by Nicegent42
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