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Chapter 40 by Nicegent42 Nicegent42

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Scene 24

Getting to his desk Jackson dropped off his purse into the bottom desk drawer, too consumed with the pounding of his head to pay attention to the looks he got as he sashayed across his floor. Even if he wasn’t practiced at it as he was now the restrictive pencil skirt would have kept his steps short, and with the rolling of his hips with each step in his tall heeled booties it gave the impression the blonde secretary was looking for the attention that Jackson very much did NOT want.

The first task of his day was always the same, getting his boss a cup of coffee. Fetching coffee for someone could be considered demeaning and he once thought so too, but memories of someone dropping off a stack of files on his desk for a report to be filed on them five minutes before he was suppose to leave for work, that was worse. Not that being an intern was worse than his current role, just this task was the superior one. The next thing Jackson would have to do… just thinking about what happened the other day brought the phantom taste back to his mouth. ‘Push through it” He told himself as he shuddered, feeling his long red nails press into his palms painfully at the memory. ‘You are Jacqueline, you are doing this for a future for yourself, for Linc and for that girl… she is going to get another shot, a better one at a career because of what you are doing and it isn’t like this will be for long. Do it, do it with a smile, don’t let Dunn break you.’ He told himself, trying to firm his resolve. Who he was, who he was supposed to be, who she was felt easier with each passing day or it had till he stopped taking the pills today.

The break room was buzzing with activity like normally, the sound of different people talking over one another made it feel like someone was clapping cymbals together in his head and made Jackson wonder how he ever had conversations in here with Tabitha who was absent from the room that morning.

“Oh, sorry there.” A brown haired man in a cheap suit said as bumped into Jackson, his hand lightly touching either side of who he thought was a hot girl's waist as he pretended to steady her. “Tight quarters here.”

“Yeah…” Jackson looked at the slightly shorter man and then to the people around him, remembering to keep a smile on his face and not make a scene. “Closer than I would like.”

He was pretty sure he had seen this very man before being rejected by his petite blonde work friend and it looked like he was moving on to a different game and Jackson very much did not like being the new target.

“I’m Andy by the way and you’re…Jacqueline, Mr. Dunn’s new assistant, right?”

“That’s me, nice meeting you and I would just love to talk, but I really need to get Mr. Dunn’s coffee.” Jackson said, trying to give the man a police dismissal while he pushed away the long lingering hand still touching his side.

“I get it, can’t keep the big man waiting. If you like though I could make it for you and you can go rest your feet. Much as I love to see it, I can’t imagine you don’t go home with throbbing tootsies at the end of the day.”

‘Tootsies?’ Jackson repeated the man’s phrase. “Kind of you.” Jackson said with what he hoped was a polite smile. “I’m an independent woman and I can’t have a man doing my job. What would I do if you did my job for me?”

Andrew beamed at the tall woman in front of him, with her heels on she had to be almost six feet tall. So she was shorter than him when she wasn’t wearing her heels, but if he had her on her knees on his bed that wouldn’t matter one bit and she was being much more receptive to his advances than some of the other girls he had struck out with. She wasn’t being dismissive or mean and with her smile focused on him he felt like he had a shot. “I’m sure the two of us could think of something?” He said flirting with the pretty blonde.

With that line Jackson closed his mouth, the smile still on his face but no longer showing any teeth as he tried to hold in a laugh. The line could have been smooth if it was delivered correctly, and to someone that was even the slightest bit interested, but Andy had decided to wag his eyebrows up and down making it seem more ridiculous, that and Jackson was a hundred percent not interested. Not wanting to destroy the man’s confidence Jackson put one hand on Andy’s shoulder and looked him in his deep brown eyes:

“I do love some fun, but I’m going to have to turn you down. I would, but…” Jackson shrugged his shoulders, holding them up for a second before letting them fall. “…I have a boyfriend.”

“Of course you do.” Andrew said feeling dejected.

“Hey…” Jackson really wanted to just yell at the top of his lungs for everyone to shut up, his head was killing him, but he wasn't devoid of sympathy and this guy looked like the type that asked out a dozen girls to prom back in highschool only to be told they liked him more as a friend and figured he had the perfect bone to throw him. “It isn’t like that, I bet you are a nice guy. In fact I might know someone that would be interested, I mean if you are interested?” When Jackson saw the light come back to Andy’s eyes he continued. “So what you will need to do is head out of Mega Corp, go a block down to the Owl’s Brew, that little coffee shop. Don’t stop at Starbucks, go into Owl’s Brew and get a half mocha coffee with a shot of espresso and buy some of the dove milk chocolates and when you are coming back in. This is important, you want to give them both to the receptionist, her name is Lillian, if someone else is there… forget. Come back another time, you give those to her and tell her Jacqueline told you to give those to her and you are to ask her why. Can you do that?”

Looking at the blonde in a bit of confusion he just stared into her soft brown eyes for a few heart beats. “Yeah sure, but why?”

This time Jackson couldn’t help but roll his eyes, he knew his gender was dense. Heck he had more than a few memories of when he was younger when he had zero clue a girl was flirting with him and here he was telling the guy exactly the right way to flirt with Lillian and he wasn't getting it. The drink was her favorite and that was her favorite candy, he had filed that information away for himself later, but this guy looked l ike he needed the hand. “The why is for her to answer, to start a conversation.”

“Oh… yeah, yeah. Wow, yeah. Thank you.” Andrew said, nodding.

With the departure of Andy, Jackson was able to get the coffee and prepare it how his boss wanted, but couldn’t help taking a small sip from the cup. He wanted to make himself one, but the unpleasant conversation had delayed him enough, so he headed back to his part of the office. Once there he tapped lightly on his boss's door before opening it. Inside he saw Alexander Dunn sitting at his desk like always, but today his tie was loose and his jacket was draped over the back of his computer chair. He looked like a man who was staying late at the office, not one just starting his day.

“Good morning Mr. Dunn.” Jackson said with a **** chipper voice and a just as **** smile on his face as he pushed the office door closed behind him with his foot after stepping in.

Looking up from the open folder on his desk Alexander put down the orange highlighter he was using to mark up the paperwork as he took in his employee. He had hardly paid attention to what they looked like when they were an intern, he really didn’t bother to learn most people’s names unless they made an impression and he hardly took note of someone so low on the totem pole. Yet here he was sitting with this gorgeous girl striding into his office looking like this was the best part of her day.

She had been fun, but she was now a small problem after she had slept her way around the office… specifically with Downings. “Ahh, yes. Good morning.”

Picking the highlighter back up he tapped it on his desk a few times as he looked at the blonde girl, with her little hair band to keep her hair back. Her outfit covered much of her body, but all of it hugged her figure and none of it gave away her birth gender. ‘Damn you Downings…’ he thought to himself, wanting very much to unzip her skirt and bend her over his desk so he could feel how tight she was. “I’m always done with this, when I’m done I need you to file it back or hand it over to Rogers, his assistant can give it to him so he can do his part.”

Nodding his head Jackson put the mug of coffee down on the desk, not noticing the lipstick mark on the rim from when he took a sip. Then moved around his bosses desk to push Dunn’s chair back all while repeating a newly created mantra in his head. ‘You can do this, just do what Jacqueline would do, she is just a slutty secretary. You can do this, Jacqueline would want to do this.’ He didn’t really feel like he had a choice, he knew that wasn’t exactly true, but refusing to be a little flirt and tease his boss and now… service him would result in harm to so many. Sitting down across the larger man’s lap Jackson crossed his legs as they hung over the chair’s armrest. Putting both hands on Dunn’s tie he adjusted it to look more professional.

“I can do that for you, you will have to remind me who Roger is though, but… all of that silly work can wait till we are done having fun. You have worked hard, now it is time I got a hold of something hard.” The flirting dirty talk disgusted Jackson, but he tried to take comfort in the small things. This wouldn’t last long, his life would be better soon, better than before he just had to be Jacqueline a little while longer. Jacqueline was helping her man rise rapidly to great heights and help that girl who shared a name with his sister and… and at least the headache was starting to go away thanks to what Lillian had given him. ‘You can do this, just do what Jacqueline would do, she is just a slutty secretary. You can do this, Jacqueline would want to do this.’

“Eager this morning are you.” Alexander said, moving his arms to hold and caress the girl who was now demanding his attention. “And it is Rogers, not Roger… I think.” Her using a different name made him question if he was calling his employee by the right name, he was self aware enough to know he had a problem with names. “Best just file it away and they can find it themselves.” He decided, not caring to check if his secretary was just being ditzy or if he was wrong.

“Mmm, very eager.” Jackson said as he twerked his ass in the man’s lap, his stomach twisting as he did so. It didn’t take much for him to feel what the older man had packing in his pants, the skirt and panties he wore weren’t exactly thick. Feeling the man’s girth starting to come to life he made an effort to keep the smile on his face as he uncrossed his legs and did his best to slide from his lap and to the floor with some semblance of grace. ‘You can do this, just do what Jacqueline would do, she is just a slutty secretary. You can do this, Jacqueline would want to do this.’

Jackson looked away for a second, as his nylon covered knees made contact with the floor. His left hand steadied himself, and he then discretely reached back to adjust the heel of his shoe to be sure he would be comfortable, or as comfortable as he could be in this predicament.. Little really could be done to actually be comfortable with what was coming next…the inevitable.

Jackson could feel the gaze from the man above him, companies often treated executives as superiors, but kneels before his boss, knowing he was about to give him a blow job made him feel smaller, lower… like Dunn really was superior. Swallowing hard the feminized man looked upward and returned the gaze to Mr Dunn, the evil bastard, seeing him through his mascara-covered lashes. Unconsciously he let out a light whimper, feeling as if life had defeated him and he only moved forward because of others. While Jackson hoped that Mr Dunn couldn’t tell the smile on his own face was phony, he had no clue the smile on his face as he let out the whimper just made him seem like they not only wanted what was about to happen, but needed it to the man sitting above him. Trying his best NOT to imagine what he looked like….a girl greeting her boss…almost instantly dropping to her knees by his desk…to satisfy him orally…and all the while, with a smile on her prettily made up face. It was like the world, or at least Mega Corp had conspired to turn him into one of the blonde bimbos from some of the porn he watched.

Alexander, oblivious to all of Jackson’s thoughts, wasted no time, as the little minx seemed so eager to please him, to get her fix.. “This is where you belong Jacqueline.” he shook his head slightly, not able to pull his eyes away from the sexually charged creature. Alexander could feel his arousal growing as she practically begged him to unzip his pants for her. In the past he had girls that acted less than eager, his now wife once had unzipped his pants without ever saying a word, like what was between his legs belonged to her, but those days were long gone. What he never had was a girl beg for it, whine like an animal for their treat and it appealed to him greatly. The half smile of amusement started to grow on its own before he composed himself. He needed her to think she was the one in need, not him. Reaching down with his hand he caressed her cheek with his thumb. “You really want me don’t you?” he asked, knowing that he was helping this Tgirl find her destiny. ‘This wasn’t really my thing at first…still isn’t…but this is not a guy before me, just a slutty girl working hard to be who she really is’”

It took conscious effort for Jackson not to jerk his head away from the touch, though he was unable to continue to hold the older man’s gaze and that unfortunately gave him the view of the bulge in Dunn’s pants. He wasn’t sure if it was his imagination or not but he saw it twitch and while Jackson had seen the man’s cock before seeing a physical reaction to him caused a small tremor to ripple through his body in disgust.

When his secretary didn’t answer, her eyes now locked onto his crotch, on what she really wanted he slid his thumb down her cheek to her jaw before cupping it and lifting her head up more so that she would once again look at him. “I asked you a question girl. You really want this, you want my cock, don’t you?”

The very mention of the word cock brought flashes of the different dicks Jackson had seen to mind. He didn’t want to look at another man’s hardware let alone touch one and yet… he had a role to play. ‘No, no, no, no… come on Jackson… no Jacqueline. You can’t run away now, people are counting on you. Come on, come on… I am Jacqueline Hart, secretary to Alexander Dunn, you can do this, you can… I can do this.’ He thought to himself before mentally picking up the smile that had fallen from his face. “I do… I wa.. Want you.”

“Yeah? Tell me girl, what is it you want?”

The sexy talk, dirty talk, whatever it was called brought another layer of disgust to Jackson, but he pushed on, pretending that it was all normal, pretending like she enjoyed it. It felt like the only way to not only get through this but to keep up the facade that Mr. Dunn required to get his rocks off. “I want you and…” the soft words of Jacqueline drifted off as she pointed to the bulge in the man’s pants.

“You can say, tell me you want my cock.” He commanded, now letting go of her chin.

“I want your cock.” Jacqueline said with a slight pur in her voice. It felt like the words themselves left a bitter taste in Jackson’s mouth.

“I bet you do, I bet you don’t want it. I’m thinking you need it, you need to suck me off so that you can taste my seed. Tell me girl, tell me you need to drink my cum.” Drawing things out only increased Alexander’s desire for her. He was enjoying himself and he cursed Downings, and the deal he made with the man. He wouldn’t be allowed to have this girl who was begging him for what she wanted, still he couldn't help himself. The little game they were playing was like edging himself, and probably for her as well, a cycle of sexual stimulation, stopping or in this case denying what they wanted, even if she didn’t know it yet.

“Mmmm I do, I need you in my mouth so I can have your… your seed. I’m so hungry.”

How Jacqueline had shuddered in desire hadn’t been lost on Dunn and as much as he wanted to give in he had given his word and as much as he was willing to bend and twist things to get his way in life he liked to believe was an honest man, mostly. Everyone lied he told himself and so long as he made a real effort to do what he said he would do, then he was better than most. Today he wasn’t going to break his promise, but he did think he could do it in a way that would make the blonde want him more. “Stand up honey.” He said scooting his chair back and standing up himself before offering his hand to help his personal assistant up from her knees.

“Wha… what?” Jackson asked, all attempts at pretending he was Jacqueline the woman willing to blow his boss shattered. His mind contemplated how the powerful man that could ruin so many lives wanted something more.

“Come on, on your feet.” Alexander said, helping her stand up before putting both hands on her waist and lifting her to sit on his desk. “I know you want to swallow down my cum to make me happy. Right?” He said, raising an eyebrow and nodding his head up and down twice.

“Ye.. yes?”

“Well, I’m not so convinced.” Alexander did his best to keep his gaze locked on her soft brown eyes and not look over her body. He very much wanted to push her back to lay on his desk, hike up her skirt and fuck her, but he couldn’t. “Yesterday was nice, but if you really want what you say you want, then you are going to have to convince me. So…” he motioned to his office door with his head. “You head back to your desk.”

Jackson blinked a few times, feeling completely baffled. “Wha… what?”

“I said get back to work girl, and go convince your boyfriends of what you need.”

In mostly a daze Jackson left the office, the door clicked behind him as he put down the mug of coffee he had absentmindedly taken when he left. Slowly he took a few steps past his desk before sitting atop it, facing the rest of the office. Looking to Mr. Dunn’s office door out of the corner of his eye Jackson touched one of his fingers to his puffy lipstick covered lips, feeling more than a little confused, like he was out to see and unsure how he got there. He didn’t want anything to do with his boss Alexander Dunn, he didn’t want to flirt with him or do any of the dirty talk and really didn’t want to give him a blow job like he had done the other day. Yet he had been down on his knees ready to do just that in order to help and save others.

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Many years ago when his mother had left them, Jackson had learned the value of other people. The value of his sister, even if she could be a bitch at times. Working to get ahead was one thing, but the lesson of helping others in a bad situation had been cemented in his mind. The man that practically **** him into giving a blow job had rejected him, rejected Jacqueline and that could mean others were screwed. ‘What did I do wrong? Did I say something I shouldn’t have? Or not say something I should have?” Taking a deep breath or trying to Jackson could feel the restrictive garment helping give him a feminine waistline. ‘Is it because of what I wore?’

The initial happiness that came over Jackson knowing a dick wouldn’t be in his mouth faded, leaving guilt behind. “I shouldn’t be in this position… but I am.” He said out loud, not noticing the attention his was garnering with the way he was sitting on the front of his desk. ‘Dunn said I should talk to my boyfriend about what I need and before that he wanted me to tell him that I needed cock… and cum. Fuck, fuck, fuck… does he want me to blow Linc? But he is gone and that ass knows that… no wait he said boyfriends. He… no he can’t mean himself.” Another shudder went through the feminized man as he considered Dunn putting himself in the category of them being girlfriend and boyfriend. “If not him then who?”

While Jackson sat on his desk pondering whose dick his boss wanted him to suck now, back in his office Alexander Dunn sat in his own chair, drumming his fingers on his desk while he stared at his own closed door. “Did that slut take my coffee because I wouldn’t let her suck me off?”

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