Chapter 32 by Nicegent42
What's next?
Scene 16
Sitting on the small couch to the side of his desk Alexander watched his secretary step into his office, every step she swirled her hips, her chest bounced and with the smile on her face he was sure she knew exactly what she was doing and loving every second of the attention she garnered. “Shut the door, would you honey.”
Turning slightly Jackson pressed the solid wood door closed, before moving back to face his boss and handing over the steaming mug of coffee. “There you go, had to brew a pot, there weren’t any cups left.” Jackson flashed the older man a smile, before turning to leave.
“No more cups in the cabinet?” Alexander inquired.
Pursing his pouty lips together Jackson turned his head back to look at his boss, not considering what he looked like. “I didn’t think to check.”
“That's okay, no harm done.” Alexander leaned forward to place the hot mug on his desk before patting the love seats cushion next to him. “Don’t go running off now, we have a few things to discuss.”
Taking in a deep breath Jackson moved to sit down carefully on the couch wondering if he was in trouble for something. Dunn had never been afraid to lay into someone and chew them out before, the little agreement between them to act all flirty had helped keep him in a gentler mood so he made sure to sit down close enough that their sides touched. After crossing one leg over the other slowly Jackson let out the breath as he put one hand on his boss's slack covered knee. “What do you want to talk about? Am I in trouble?” He asked, thinking about how it might have something to do with running off to the doctor's appointment without permission.
Swallowing the saliva in his mouth Dunn moved his arm up and over Jacqueline so that his hand rested on her far shoulder. He hardly had to pull her any closer with how she sat, she was close enough that he could smell her perfume. The scent along with her warm body pressing against his own and how she touched his leg with her hand told him he was on the right course of action. “Hmm, maybe, maybe.” He answered in a soft voice, his eyes sliding up from her legs to her chest, watching what he knew to be a fake bosom heave from a deep breath, up to her lips and then into the blonde girl's eyes. “I don’t mind a bad girl from time to time, are you a bad girl?”
“No I’m a good…” Jackson paused for a second, not wanting to call himself that, imagining Dunn giving him a write up. “A good girl.”
Alexander shook his head. “Tsk, tsk tsk. A good girl would have checked for more cups to get me my coffee instead of making me wait and a good girl wouldn’t have been gone for so long. A good girl would have asked permission and apologized, especially after she came back and refused to answer her phone. You know they have a check box on forms for call avoidance? So that makes you a bad girl, doesn’t it?” As he asked the question he moved his free hand to rest atop of her own that was on his leg.
“Umm yes?”
“Tell me you are a bad girl who breaks the rules Ms. Hart.”
Jackson looked at the man’s face next to him, looking for any hint of humor, but all he found was a stern, cold expression.
“I’m a bad girl who likes to break the rules.” traces of fear ran through Jackson’s mind, he was pressed up against the man who had a major impact on his future. He wasn’t sure what would happen to being able to move from his position if he was written up or if it would lead to him being fired. That would give him a sort of peace, making so many bad things come to an end, but it would ruin him financially and if Dunn was vindictive… and he knew he was it could destroy any future career. Jackson had touched him thinking about their agreement, but saying he was a bad girl and feeling the larger man’s callused hand on top of his own made his skin crawl. Despite all of that, part of his mind still told him everything was okay, it wasn’t bad, he was in a good mood, it was nice to be touched, to be wanted.
“Hmm. Well bad girls do get punished, do you think you should be spanked?”
The feminized man’s eyes went wide, his eyebrows shooting up. “Sp…spanking? No, no, no, no. I’m not a bad girl!” The very idea of being spanked like a child horrified Jackson, but the emotion just wasn’t able to make it through his clouded mind to be fully processed in any timely manner.
“No? Ms. Hart I am very well aware of what happened with you and multiple men in this office. In a cubicle this morning, a bathroom another day and then of course what you did in the supply closet.” No one had a close or casual enough relationship with him that they would tell him the gossip around the office, but he had ears and the power to read any of his employees corporate messages on the messaging service, not that they were aware of that.
The accusation made it clear to Jackson that Dunn knew that he had given Linc a blow job in the office, how he had gone into the wrong bathroom after when he was told to use the women’s from now on and somehow it got out that Abe had kissed him. Panic wanted to grip him, but the medication kept it and his heartbeat from ramping up like they normally would.
“See? I know how naughty my bad girl has been.” Alexander kept his arm around Jacqueline, pulling her a little closer, as his other slide from her hand to her nylon covered thigh, before slipping up over her dress, to rest on her stomach as he leaned a little closer. “We can skip your spanking for another time or forget about it completely if you do a good enough job showing your boss how happy you can make him.”
“No… please. I ahhh, I have a boyfriend, remember? We had a deal.” Jackson said pleading with the man before he heard him making the tsking sound once more before leaning in closer. Jackson couldn’t move, it felt like he was standing on the train tracks, unable to move as the train barreled closer and closer. Then it happened another man’s lips pressed into his own. The kiss wasn’t full of passion, there was no moving of their heads, or their lips, just a single press of his own lipstick covered lips against another pair of lips for two seconds before it was over.
“Jacqueline, Jacqueline. I know you have a boyfriend, I had a talk with him just this morning about you, but our deal was only good so long as you were a loyal girl, a good girl. If you are going to act like a little slut, then I’m simply giving you what you want. No need to pretend with me. Think of how open and accepting I have been with you. Supportive and helping too…heck just now while you were getting coffee I sent off that email that you hadn’t sent off yet.”
“You… you did? No wait, I’m not a slut and…” Jackson said embossed that this man knew he was discussing a transition plan, and hoping he didn’t read enough into it to realize that he was trying to stop it.
“Shhhhh, shhhh.” Alexander moved the hand from his admin’s stomach up so he could press one finger to her lips. “The word slut has such a bad connotation, but it is okay privately. I’m a bit of a slut myself and you know what? My wife doesn’t care, so long as she has money to spend and I always come home to her. You just need to work on being more discreet, like doing things in a closed office.” He motioned his hand around his office.
“I, ahh, ahh, I can’t and we had a deal. I just flirt and you would leave me alone.”
Dunn narrowed his eyes, his hand grabbing his secretary's jaw, pinching her cheeks tightly as he made sure the blonde tease looked him in the eye. “We had a deal, but now it has changed. To borrow a line, pray I don’t alter it further. Now I will give you an option, you can either do what we both know you really want, I’m not even sure why you are fighting it really. Or you can leave this office knowing both you and your boyfriend that you have cheated on will be fired.”
“You can’t…” Jackson said in a small voice, already knowing he could.
“I can, but you do have a point, that I shouldn’t and you know what. I won't, that would be cruel and that just isn’t the way leadership should act.”
Relief filled Jackson as Dunn’s arm retracted from him before he stood up and moved closer to his desk. “You… you won't? If I go, will you let Linc and me keep our jobs?”
Hitting the speaker option on his phone Alexander started to dial an extension. “I would never pressure anyone to do something with me they didn’t want to do, I’m not a monster. Like I said before, I thought that is what you wanted when I thought about how you were acting. Jacqueline, I’m an ally and hope you can see that.” When he finished talking he hit the last number for the extension he was dialing.
“Good afternoon Mr. Dunn, how can I help you today?” Jackson wasn’t sure what was going on as he heard the voice come from the speaker phone.
“Yes, Gerald, it is Gerald right?” Alexander asked, looking down at the phone on his desk.
“Actually it is Greggor or just Greg sir. How can I help you?”
Shifting his gaze, Alexander locked eyes with his admin. “I wanted a few things. First I wanted you to pull a report of all my employees badge swipes in the lobby today and then pull a second report of that same group's time clock punches. I haven’t done an audit in a while.”
What his boss was asking for didn’t make any sense to Jackson, till he realized that he hadn’t punched out at all to go to his appointments, he had been in such a hurry that he had just left.
“An audit sir, just for one day?”
Alexander smiled at the sexy looking person in front of him in her red wrap dress. “For now, yes. Oh and it has been bugging me, I can’t find the email about it, but could you tell me what happened to that girl that worked on Almer, what was her name… Paige something. It was his admin I think. She filed that sexual harassment report right?”
“I can get those reports to you by the end of day, that will not be a problem and just give me a second to look up who you are talking… and here it is. Looks like her name was Madison Paige Rogers was her full name, though it does look like she went by her middle name. Hmm it looks like she did file that report, but later recanted it…seems she had told other people, not just us here in HR, so legal started the paperwork for a slander suit to minimize any damage to the company.”
Alexander listened to one of the functionaries in the human resources department speak while he maintained eye contact with his subordinate. “That is too bad, I do hope she landed on her feet. Do you know if we continued on with the lawsuit? Poor girl, sounds like she got railroaded.”
“The file doesn’t say sir, but…” Both Jackson and Alexander heard the heavy sigh on the other end of the phone and the defeated tone in Greg’s voice. “I would agree with you”
“Hold on a sec would you, Greg.” Alexander said, not waiting for an answer before hitting the mute button. “Being fired like that sounds terrible, sadly things like that happen all the time. I have the power to help this girl, soon your boyfriend could too. Would you like me to help her?”
Even with his sluggish thoughts Jackson could easily see through the transparent power play. His threat earlier was still present, he was just going to go about it differently and then there was the issue of the girl, Dunn was trying to show him how little he could be touched. His mind was too clouded to parse out what he wanted with offering to help the girl, was it an olive branch? Another power play? “How would you help her?”
“Hmm, that is a good question. I might be able to get her some severance pay, I could just offer her a letter of recommendation for all the trouble, or I could offer her another position. Maybe something away from Almer. When I move up I will still need an assistant, she could work under me instead of you or… if you trust Larry she could work under him when you move up with me.”
Jackson’s mouth went dry, he hadn’t even considered Dunn would make him move up with him, not any real thought anyways. To ease the dry mouth he rubbed his tongue on the back of his teeth. “Wait, Larry?”
“Your boyfriend.” Alexander cocked his head at the girl, it was one thing for her to cheat on him, but another to forget his name.
“Lincoln. Who is Larry?”
Dunn tilted his head back. “Ah, so it was my mistake. Lincoln, like the car, I will remember that this time.” He pressed the mute button again. “Still there Greg? Just one more minute.” Alexander said before pressing the mute button one more time. “So tell me Jacqueline. Should I not help her at all, or you can choose to have her work under myself or your boyfriend, if you trust him that is. If I recall Paige was a looker, not as big in the chest as you… well what you will soon have anyhow.”
Jackson licked his lips, the medication was still working its way through his system, the doctor had picked the one that would last longer he had said, yet he felt like he could use another. The only way he was going to get out of this mess was with Linc so he could…so he could…god but that would condemn the other girl to working under Dunn. He wasn’t sure about this other manager she worked under before, but he knew Dunn. ‘God help me, she even has the same name as my sister.’ “Hire her back, she can work for you.” Jackson said, hoping the girl really did have another option or that she was smarter this time around.
With a wolfish smile on his face Alexander was about to hit the mute button once more, when Jackson spoke up again, a real thought came through the fog in his mind. “Could…you hire her back to the mailroom or even umm to a position where she wont have too… you know?
Stepping away from his desk Alexander moved closer to Jaqueline, tapping his chin as he considered what she asked. “Right now, today? No I don’t think I can, but when the dust settles. If I was asked convincingly enough and when I was in the right mood.” He shrugged. “Almer could be out on his ass and someone with the backbone to stand up for herself and the wisdom to back down when she knows that she is out gunned, they could find their way to the new open managerial position. Do you have any ideas bouncing around in that pretty head of yours that could put me in such a mood?”
‘Madison Paige Rogers… Madison… Maddy.’ The girl shared a name with his sister, they weren't the same person, but he could imagine he being placed in a position like this and he would never, could never put her in a position to work under this man. “I.” Jackson swallowed hard again, this time stepping into his boss's personal space, pressing one palm on his chest, sliding up, up and moving the other with it to adjust his tie. “I have a few ideas of how to put you in a good mood.”
Seeing the women in red in front of him purr with her smile changed the wolfish grin on his face to one of genuine pleasure. This was the real way of the world, give and take. He had the power to just take, but doing so always felt so hollow. Lifting one hand up Alexander ran his thumb up Jacqueline’s jaw and across her cheek before taking her hand in his own, lifting it up to kiss the underside of her wrist. Still holding her hand in his own he half turned so he could press the mute button one last time on the phone. “Hey Greg, could you do me a favor, pass it up to whoever and get me the sign off forms to hire Paige back. What happened to her isn’t right and while you are at it get me Almer’s employee file. I want to go over it with a fine toothed comb.”
“Really?! Yeah, I can do that. I will get right on that and umm. Sir?”
“Yes?”
“I just wanted to thank you.”
Dunn’s eyes looked away from his desk, back to the deep brown eyes of his secretary. “No need to thank me Greg, sometimes the world is give and take. Other times people can give and the best option is just to pass on that good will. Now I have to go, you have a good day Greg. I know I will.” With that Alexander picked up the phone receiver and then hung it back up, ending the call and moving his attention to where he really wanted. “Now, where were we?”
Sitting back down on the small couch in his office with his legs apart, Alexander's eyes roam across the blonde from the top of her blonde hair to the stiletto spikes of her heels and then back up again till he was looking into her brown doe eyes. She had a look of innocence to her, something almost virginal that attracted him, yet he knew what she had done to and for others in the office, to her boyfriend and once fellow intern and to the lead of his sales team. He had never been with someone transgender before, never had the inkling till he saw how feminine this creature was. The fact that he couldn’t have her, drove him to want her more. She had agreed to be with him, yet hadn’t moved from where she stood. “Jacqueline, you are incredibly sexy. I want to pull on that little bow on your dress to unwrap you, but… if you don’t find me attractive, if you don’t want to do things with me.” He paused briefly making sure he had her full attention. “Then you can just go back to work, I don’t want to be with someone who doesn't want to be with me.” He lied.
Shifting his weight and taking a half a step back Jackson felt himself wobble on his heels. His instincts making him take his first steps to get away from the threat before him. ‘I can’t go.’ Jackson mentally whined while he tried to find inner strength to help someone Mega Corp had chewed up and spit out. “N… No, I want to.”
“Well if you are sure.” Dunn said with a predatory smile.
The entire situation felt so odd to Jackson, he desperately wanted to be anywhere but here, he didn’t want to look the way he did, dress the way he did, or move the way he did. Yet as horrible as everything was, still the inner turmoil never rose above a whisper. Allowing him to begrudgingly think of someone else before him, all while his overall feelings told him that things weren’t that bad, they were even good, something to be happy about. Taking a few steps closer to the older man, Jackson sank down to his nylon covered knees pressing down on the cheap office carpet.
With his eyes on the zipper of his boss's dark pants Jackson placed one hand on the man's thigh, just a few inches from what he knew lurked beneath. Slowly the feminized man looked up into the pale blue eyes of Alexander Dunn who he had learned was a much worse person that he previously thought.
“Go on sweetheart.” The deep voice of Alexander reverberated down to Jackson, the command clear. He watched the girl kneel before him, swallowing as she looked at his crotch, interpreting it and how she licked her lips not as acts of nervousness, but for ones of hunger, seeing only what he wanted to see in order to confirm what he already believed to be true about Jacqueline. He smiled watching her hand move to his zipper, her hand shaking in what he believed was anticipation after he gave her permission. Just watching her, knowing what was coming was driving his arousal.
When she unbuckled his pants, unclasped the button, lowered his zipper and pulled out his semi hard member he shuddered feeling her nail’s slide across his flesh, the warmth of her hand on his cock causing a pleasurable growl to escape his lips.
Taking in a deep breath, or as deep as the corset would allow Jackson started to move his face closer and closer to the warm member in his right hand. His face inches from the dick he hesitated and paused hearing a growl come from Dunn. He didn’t dare move as his brown eyes flicked up to look at the man. ‘Did I do something wrong? Or is he upset I’m going too slow?’ Jackson asked himself.
“Give it a kiss with those sweet lips of yours and tell me you want my cock.” Jackson nodded to the command, getting the answer to his internal question, that yes, he was going too slow.
Puckering his lips Jackson looked down to what he warm pulsing member in his hand before closing his eyes as he leaned down the extra little bit to press them to the tip of the member. It wasn’t a small thing, not massive either, somewhere between his own and what Lincoln was working with and smaller than… Jackson’s mind flashed briefly of another man’s dick that he had seen recently that he couldn’t place. He dismissed the thought, attributing it to maybe one of the dancers where his sister had taken him, a memory he was happy **** had made fuzzy. Pulling his face away from the man’s groin and distancing himself from the musky smell Jackson opened his eyes once more, looking up to Dunn instead of down at what he knew was in his hand. “I want your cock.” Jackson said, following the instructions given.
“Mmmm, yeah I can tell you do. Call me sir and ask me permission for what you want.”
Jackson didn’t say anything for a few heartbeats, just looking up into those pale eyes before averting them and looking back down to his crotch. Even without looking up at him Jackson could feel the icy stare, making him feel small, weak and powerless. He didn’t want anything to do with what was happening like the man said, but he also wasn’t powerless. He had chosen to be in this position to help another. Pressing his lips together Jackson could feel the lipstick on his lips, the turn of his stomach as it told him how unhappy it was, all while he felt happy, felt pleased with himself. Not a side effect, but the actual purpose of the medication running through his system that just seemed to be doing its job too well and at odds with the situation itself. “Can I suck on your cock sir? I really want it.”
“Who am I to tell a beautiful woman no when she wants something so badly.”
With a smile less **** than it should be Jackson leaned back down again, giving the tip of the man’s prick another kiss before opening his mouth, partially sticking out his tongue so it almost went past his bottom lip he took the tip of the cock into his mouth. Feeling the fleshy member sink a little further into his mouth as the man he knelt in front of moved his own hips Jackson sucked on it much like a child might a pacifier. Holding it in his mouth, sucking on the dick Jackson tried to imagine it was something else, anything else as he shifted his tongue from left to right knowing under the tip was the most sensitive parts. He didn’t want this drawn out, every extra second this went on the worse it was for him.
Feeling the girl's tongue as she made slurping sounds after begging for him Dunn felt himself getting harder. It had been a long time since his wife ever did something like this, but he had girls like Jacqueline to take care of things now, much like she had her pool boy. “Mmmm… that's it, just like that girl.” Dunn groaned feeling like he was ready to blow much faster than he would like. It had been nearly a month since he had someone giving him the attention he deserved like this and the way the girl had been teasing since she came under his service had him already worked up from imagining this very moment. “God that feels so good.”
With the dick still in his mouth Jackson looked up to his boss’s face, men liked it… he liked it when a girl looked up at him while she blew him. “Mmmm, mmmMMMM!” He practically hummed knowing how much he liked it when girls were vocal, not that he had a mountain or much of a hill of experience, but he had watched a lot of porn.
Holding the base of the cock in one hand Jackson could feel the veins pulsing as he shifted his head from right to left, continuing to suck and shift his tongue around the fleshy object in his mouth. Jackson moved his left hand up, sliding up across the man’s leg to cup his tight balls. Wiggling his fighters he tried to move them gently, a contrast to the more aggressive movements he was doing with his head.
“Hah, hah, hah, hah. Jacqueline. Jacqueline! Oh, oh! God yes!” Alexander said in a harsh whisper, using both of his hands to keep the girl's head from moving about and pull her down onto his dick as he felt the moment of eruption coming quickly. He heard her **** on his dick as it shot his seed down her throat, the sound of her doing so adding more pleasure to the experience, always loving the idea and sound of a girl choosing his dick over air. As the last of his cum shot into her mouth he let go.
Jackson fell back violently, he hadn’t expected to be pulled down like that and had instantly started to **** and gag before even the first drop of the man’s cum shot into his mouth and throat. He had moved both of his hands one on his leg, the other on the couch, trying to assist him to get up but between the lack of leverage and the other man’s strength he had been stuck in place, **** to endure the lack of oxygen and the expanding fluid in his mouth and throat. On the floor he started to cough, his body fighting itself trying to both expel the thick white fluid that had made its way to his lungs and trying to bring air back into them.
Letting out a long sigh of pleasure Alexander fixed his pants before patting the girl in the red dress on the back. “You will be okay, and don’t worry you were terrific. Those lips of yours were made for sucking cock. Too bad we didn’t do this earlier in the day, then we would have time to do it again. I can’t wait for tomorrow.” Dunn said it all with a smile as he helped the girl up all while internally he admonished himself for being so quick to blow his load, cutting one of his favorite experiences short.

What's next?
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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