The Helldesk Ch. 02

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The Admin continues to play with his expensive new toy.
8.5k words
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Part 3 of the 5 part series

Updated 06/08/2023
Created 06/15/2017
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Author's note: Thanks to everyone who rated chapter one - I'm shocked that my first submission was so well received! I will work to get following chapters up as soon as I'm able - I'm aiming to release a new chapter roughly every two weeks. The focus here isn't just on sweaty sex organs and pelvic thrusting, but is as much aimed at the mental and emotional aspects of a power exchange dynamic as the physical part.

Edit - 6.30.17 - I've modified some of the reactions of the female protagonist to try to make her a little less mercurial.

*** If you have issues with themes of coercion or non-consent, or with reasonably intense S&M, I would suggest you read elsewhere ***

This chapter continues exactly where the first left off - if you haven't read it, it sets the scene and still has a little action in it. I hope you enjoy it!

*****

Chapter Two

I smiled, my heart pounding - I felt slightly light-headed. I couldn't quite believe my luck. I appeared to have just won the sexual lottery! My intuition had been spot on, and I had just entered into a rather unusual and very fucked up verbal contract with another human being. Well, maybe, and maybe not quite. With her rights and free will taken way, she was now somehow less than a fully human being. She had moved just a fingernail down the evolutionary ladder, and a couple of hundred years back in time to become my property. To do with exactly as I pleased! I fought the rather strong, and totally intoxicating urge to giggle out loud. It would totally ruin the very masculine and masterly vibe I had built up thus far! Maniacal laughter might have fit the bill rather better at this point, but I was acting as giddy as a fourteen year old computer geek who's just been kissed by a cheerleader, and didn't entirely trust myself to be able to tread the maniacal path reliably.

But I digress.... where was I? Oh yes, the wench was bent over and tied to the desk, and I was thumbfucking her very wet gash. I increased the speed of my fingers, the slurping noises and her moans increasing to match the speed of my thumb and fingers. "Well my sweet, this is going to make for an interesting weekend. Let's get a baseline reading. How easily do you cum?" I reached up with my free hand, gripping the back of her neck and squeezed hard. Her head tipped back and I could feel her pussy tightening up as I continued to work her over. A long, low moan escaped her lips as she tried to spread her legs a little further, and her fingers tightened into fists. I pulled my thumb out and used all three middle fingers to mercilessly frig her hard little nub.

"Hunnnh, huhhhh, huhhhh," seemed to be as articulate as she was going to get right now. I tightened my grip on her neck and pushed her down against the desk as she went rigid for about five seconds before finally collapsing like a wet noodle over the surface of the desk.

Hmmm, well there was plenty of heat buried there, and she seemed to respond quite nicely both to physical pain as well as to being coerced. I was interested to see whether the coercion reaction was just that or whether she also responded as strongly to humiliation and degradation. My mind reeled a little more as I couldn't stop thinking about the power I now wielded over her. There wasn't a thing she could do to stop me acting out even the darkest fantasies I could concoct. Those files were the key, and I made a mental note to distribute copies in several locations in case she got smart and happened to compromise the network storage device in the basement.

Yet... she'd submitted to my demands, willingly (or mostly, anyway). I really had been prepared to let her go, as I'm a vicious fucker but I do have my own principles. Either way, she'd just agreed to let me do anything I wanted to her. Anything.

Spanking the backs of her legs and her pussy with the metal ruler had probably been the biggest turn on for me. Watching her buck and spasm in both pain and pleasure was a fascinating dichotomy, one that I fully intended to explore in as much depth as I was able. Visions of nipple clamps, wax on her clit, and more merciless stimulation like a big bristly brush in her fuck hole were just some of the things I was going to use as incentives to get her to comply with my darker fantasies.

Oh my, this was going to be fun!

Naked and tied to the desk, her pussy glistening wetly and ready for use, I have to admit I was sorely tempted to just dive in and fuck my new toy where she lay breathing heavily, a light sheen of sweat covering her body. She'd felt plenty tight when I'd stuffed my thumb in, and I couldn't help but think that with the high I was on, I would probably cum pretty damn hard in that hot, slick hole, but that would spoil some of the ideas that were starting to filter through my consciousness. After all, how often do you have someone way above your pay grade offer to take you out to dinner, anywhere you fancied? Right?!? I know! She was such a doll, it would have been totally churlish to refuse.

"Listen up honey bunches! Your plans have changed. You're going to need to cancel your dinner date as you've come down with an acute case of cancelitis. Where's your phone?"

The stream of invective aimed in my direction was sharply interrupted by the supersonic crack of ruler meeting ass. It was by far the hardest I'd lashed out so far, and the strangled noise that followed was a mix of exclamation and a struggle to breathe. The ragged "fuuuuuuuuck" that followedthat was far easier to understand, and just as easy to punish with another stroke at roughly 30 degrees to the previous. The response was a lot less rebellious and the snuffling and shuddering going on seemed to indicate that she was close to tears.

"Hmmm, did you not understand the part about anything, little slut? Your plans have changed. You will cancel. We are going out somewhere nice for dinner instead. Do not piss me off. You will not like it. I've been a pussycat so far, mostly doing things for my amusement, not to chastise you. I'm ready to remedy that though, should you give me cause. Do I make myself clear?"

She wouldn't meet my eyes, but a small nod was as much confirmation as I needed to continue. I pushed the button on her iPhone and held it just below her index finger. She extended the relevant digit, and with a small amount of finagling I was able to get the phone unlocked.

"Who are you going to call slut? And don't you dare say Ghostbusters or your nipples will curse you until your dying days."

"Eveline" she said, her eyes carving slivers of flesh from my face.

"Ohhhh, what a pretty name, is she your girlfriend?" I taunted. "Maybe we should invite her along? That could be fun!"

She blanched as I suggested it, and I decided she was probably just a friend, given the degree of embarrassment. I made a mental note to follow up on that another time. With the phone open, I went into settings and pulled up the option to add my fingerprint to those recognized for unlocking purposes. It only took one stroke of the ruler across her rump for her to offer up the code allowing me to give myself access. She'd still be able to get in with the code or her fingerprint, but I liked the idea of having this kind of leverage over her. I cautioned her not to change things - should I not be able to get into her phone, I promised to unleash one of the files of my choosing onto a porn site, also of my choosing, at a time and date unknown to her. She seemed to get the message and continued to glare at me.

I looked down at her ass and couldn't help but grin. The generally red, mottled, and 'rather-angry-all-over' look was accentuated by the dark purple, one inch wide, large X across the middle of her pussy. Hooo boy, that was going to be painful to sit on tomorrow. I couldn't quite imagine how much her lips must be singing right now!

I collected myself and pulled up Eveline's number from her contacts, and initiated a call before pressing the phone to my captive's ear. A momentary pause and then she was making her apologies to her friend for having to work late due to unforeseen circumstances at work. I muffled a laugh at that one. Totally on the money! Not a word of a lie, but certainly not what poor darling Eveline must imagine. She promised to reschedule just as soon as she knew what things looked like for the following week and quickly rang off.

"Well done slutsicle, that was right on the money! Oh, if only your poor dear friend could see you right now, she'd probably be scandalized. Does she know you're a raging pervert? Maybe she should be the first one to receive a copy of the video? I have her email right here...." with that, I pulled my own phone out and entered Eveline's details in my phone. The momentary flash of fear on her face went straight to my crotch and brought my attention back to that naked, wet pussy right in front of me. Instead, I gently slapped my hand across her ass and proceeded to rub it slowly up and down over her divinely proportioned curves. I was definitely going to enjoy this later, but first a little more humiliation was in order.

I walked over to her luggage and tried the locks. Joy of joys! It opened first time, and I pushed it flat onto the floor and looked through the clear plastic dividers to see what I could fuck with. Blouses, pants, shoes, and so on filled one side, whereas on the other I could see sections holding panties, hair dryer, what looked like a makeup bag.... aaaaaand something else.

"Hey pet! What's in this red velvet bag here? Looks quite small, but... woahhh! Heavy! Feels like a strangely shaped ingot of.... nope... wait.... long and sort of mushroom shaped. *Gasp*, could it be a very subbly device for stimulating your cinnamon ring?" I pulled it out to reveal a decent sized, stainless steel, jeweled butt plug. Expensive by the looks of the fit and finish. That couldn't actually be something other than cut glass, could it? Eh, well, who cares, there was only one thing to do...

I strode back over to the desk, her eyes watching me intently the whole way. I stood directly behind her, and spread my legs to press against the insides of hers, wanting to make this humiliation as intimate as possible. I placed the plug on the desk next to her, and leant forward, slowly running my hands up her flanks, across the curves of her ribs, over her shoulder blades and up to lock one hand in her hair, and slid the other one under her throat. Her skin was soft, warm, and smooth under my fingers, and I could feel the delineation of each toned muscle under the surface. My appreciation for the effort she put into her workout regimen went up another notch. I wondered if she worked as hard on her internal muscle structure as she did on the more conventional stuff.

"Ohhhhh, my dirty little slutlette, what a surprise you continue to be. Given all the fucked up and full-on ideas swimming through my head, it would be so very ungentlemanly of me if I didn't engage in a little foreplay with you before the main event. And look at this, I think you may just have provided me with the perfect way of meeting your needs at the same time as I get my rocks off a little. Let's slip this little steel stud into its home shall we? Are you ready to feel me pierce your dirty little back door for what is only likely to be the first of several occasions this evening? I'm sure it won't be the last."

When I didn't get a response after a few seconds, I squeezed down tighter on her throat, and pulled her head to one side by her hair, enjoying the grimace playing across her lips, her very gorgeous and delicate neck mostly encircled by my fingers.

I leaned forward and took her earlobe between my teeth. Her breath hissed in and out as I slowly bit down, increasing the pressure very gradually until she started to squirm and whimper underneath me. I kept going until her squirming stopped and her breathing shifted first to an 'Ahh' sound and then a less coherent sob. I held it just a little while longer before finally letting go, savoring the fact that she was entirely powerless beneath me. I straightened up a little and waited for her to open her eyes again.

"I asked you a question slut. Do you want this in your ass or not?"

"Yessirpleasestuffmyass.... anything you want sir..."

"Hmmm, no slut, that wasn't the right answer to the question I asked. I asked if you wanted this, not whether I wanted it. Think now. You had better be convincing in the answer you give me. I don't like parrots or toadies. If I think you're just saying what I want to hear, I will not hesitate to cane you for a lack of originality. Do you understand?"

She paused for a moment before straining to see far enough around to make eye contact with me.

"Yes Sir, I understand. I will try to be truthful and open with my responses. And yes, if it would please you, I would like to wear my butt plug. The thought of you having made me wear it makes me trembly and very wet Sir. I know that's not purely about my desire, but I don't know of a better answer. Usually I would wear it because I would get a thrill from the thought that no one else would know how dirty a slut I was being, but given that you know, the only thing that would turn me on more would be if I had no choice as to whether I wore it."

I paused for a moment, rocked by the depth of feeling in her answer, and more than a little hard at the directness of what she had said. Hmmm, she had more than convinced me of her earnestness, and I totally intended to honor her request, mainly due to the thought of her having to wear it through the trials ahead of her... that prospect was quite delicious.

I smiled as I leaned forward, and gently ran my tongue over the abused ear lobe, gently licking, kissing and nibbling up and around and back down again, until I could start to feel her ass push back into my crotch. I pushed back, rubbing my jeans up and down over her swollen and bruised lips. She was almost panting now - a hot, and very wet mess, obviously as ready as she would probably get for me to plug her. I reached back for the plug and leaned forward to hold it in front of her other lips.

"Open wide, time to lube up your toy. Give me a little preview of your oral skills."

The way she opened her mouth and reached the tip of her tongue out just as her lips closed over it was one of the subtly hottest things I had ever seen, and I couldn't help but be a little jealous of the lump of metal she was currently servicing. She was going all out to make sure her lips strayed over the tips of my fingers where they held the metal, and they felt soft, warm and extremely inviting. I pulled the plug out and placed the fingers of my other hand in front of her mouth.

"Spit for me princess, I'm sure it's going to take more than that to properly lube your back door."

Her first attempt was a little lacking, probably as she wasn't expecting what I had asked of her. However, before I had time to prompt her, she made a much better go of it the second time, and I straightened up and slid the moistened digits straight down over that tight pink ring that I was about to spread wide. Working the fingers back and forth, I started to slowly increase the pressure with the middle finger, sliding it up and down, then pausing directly over the entrance, pressing in a little, before rinsing and repeating. Finally, I paused, and increased the pressure little by little until with a sudden shift, it slid past the sphincter, and sank down to the first joint. Her mouth popped open and her head kicked back as I started to slide it back and forth, almost coming all the way out before sliding in again to the first knuckle. I leant down and dropped a large gobbet of spittle directly onto my finger where it disappeared into her, and slowly brought a second one into line, pushing more firmly this time until it too jumped past her point of greatest resistance with a small gasp and a twitch of her hindquarters. I increased the pressure and felt both fingers slide past the first knuckle until they were more than an inch inside her.

Her breathing was coming faster now, in little pants, and she appeared to be pushing away from me, trying to get her hips to sink into the desk. I moved a third finger into line, the three of them stacked into a toblerone shape, which made me smile to think of how appropriate that analogy was, given where I was stuffing them. She actually squealed this time as the third finger slid home to join the other two, and I dropped another gobbet of lubrication onto my fingers as I started to fuck her ring with them. Her noises were becoming more and more guttural the deeper they went, her hands straining down towards my crotch.

I paused momentarily, my three fingers buried just past the second knuckle, and then slowly pulled them out until she evicted me with a small, wet, sucking noise. I raised the butt plug and placed the cold tip against her sphincter. She gasped and pulled away - a reaction I had been expecting, so I had no trouble in keeping the tip pressed home, right where it should be. She couldn't move more than half an inch, and once she was pressed hard up against the desk, I slowly increased the pressure, and watched her orifice gradually spread apart to receive it. She held stock still for most of the process, her fingers spread wide, her head pulled back, her legs quivering very slightly, until just before the apex, when both her fingers and eyes clamped shut and I paused, waiting for a reaction.

"Pleee... please................ Sir... that hurts........"

I waited just another few moments before pushing firmly and watching it get sucked home with a grunt and an expulsion of air from the recipient. The finished display was quite pretty. A vibrant emerald lay nestled between her fair and tempting cheeks. Oh lord how I envied that thing its position! I resolved to wait until I really couldn't be patient any further before I properly took that hole from her. I would have to make sure I thought of a particularly memorable way of doing it.

Maybe I should work on getting her to corrupt dear Eveline? Have her invite the friend out for drinks, play a few drinking games then maybe have this little tart make a pass at her friend and see if I could get them both back to her room, and then...... but I was getting ahead of myself. So very, very many possibilities, and we hadn't even gotten very far into the first evening yet.

I stood up to admire my handiwork from further back and couldn't help but grin at the quite accidental way the butt plug nestled almost perfectly at the center of her earlier punishment. Never had the phrase 'X marks the spot' been truer in my book!

"Alright then, I think it's time we got ready for dinner. So what else do you have in this bag? I think it's time you put on a little fashion show."

I knelt down and started to untie her ankles from the desk. Once her legs were free, I moved to her hands, and after a few twists, was able to make enough room in the loops for her to extract first one hand, and then the other. She stood, wearing nothing but a pair of heels, and rubbed her wrists as she looked down first at the bag, and then across at me where I had retired to her office chair.

I paused for a moment as I was struck by just how amazing she looked, with that mane of blonde hair cascading down over her shoulders, her nipples pointing proudly out in front of her and only helping to draw attention to the contrast of her reddened, engorged, and slightly swollen lips jutting out below a small warning triangle of well trimmed bush. With one leg slightly turned out, and the way she was holding her hands in front of her, she looked just a little vulnerable, in complete contrast to the ice queen who had stormed the helpdesk just an hour ago.