Mastering Jacqueline

by Jordan Church

  “At any rate, thanks again. From here I think I’ll pull Fishy out from under my desk, provide her a few smart slaps to her ass, then screw her over the desk while she licks out my most treasured possession, the exquisite Hannah. I’ll send a well-used well-satisfied Fishy away with millions of my own little fishes swimming in her vagina. “

  Jackie was in a state of hot horror. It all made sense in a crazy way. Still, she was shocked even though a subconscious part of her may have known for quite some time. That must be why she was able to continue her oral attentions without pause. The fingers in her pussy were also still quite active. Perhaps even more active.

  “Sincerely, your most faithful servant. Hannah, once we’re finished with Fishy type it up while she gets dressed. Once I’ve signed it you can just give it to her to deliver to Master Jones. I understand she’ll see him tomorrow anyway so it’ll be much faster than mailing it and will save the postage. “

  Jackie was afraid for the future but also afraid to take any action. What should she do? Yell? Try to talk to him from under the desk? Bite his throbbing cock? What was the point of any resistance? He’d made a deal with the devil. That devil was Wayne Jones. He’d sold his soul. In return he’d gotten Hannah as a personal slave and likely a near endless variety of “loaner” slaves to be used and sent back to Jones. Robert did sound happy and self-satisfied. The deal seemed to be working out great for him.

  There was nothing for her to do. There was nothing she could say or do that would alter his course of action or her fate-for-the-moment. In a weird way it was almost a relief. Instead of taking advantage of an older man she was actually being taken advantage by him. Jackie was much more familiar and much more comfortable with the victim role. She had no control to worry about, only simple obedience.

  She soaked in that sense of resignation and slurped his cock in and out. She felt she was becoming quite good at sucking cock. She kept a warm swirling cocoon of saliva sliding around his cock. The saliva was thickened, lubricated, and flavored by his pre-come. She knew the physical satisfaction she was providing was joining and confirming his self-satisfaction. She knew it would only reinforce his wrongful perspective. That was bad but she was doing a good job.

  Her fingers worked into her pussy, pushed her pussy lips to either side with complete disregard, joined to jam harshly up into her sex. She felt desperate for sensation, for orgasm. Perhaps she needed to distract herself from her terrible situation or maybe she just needed satisfaction. She was desperate to push herself over an edge or to be pushed over by someone or something. Her hand worked like it had a mind, a lust, of its own. Like it was a little ally to Wayne Jones and his clan.

  She kept her weary but energetic mouth working and suffered the arousing attack of her hand but did not stop thinking. Thoughts of her awful predicament and the diabolical machinations that entangled her in their net did not distract her from lust. Somehow, they fueled it much higher.

  Jackie swallowed a mouthful of saliva and pre-come to make room for all the new saliva she kept producing. Jackie realized in the deal Robert struck with Wayne Jones he had not just sold his own soul. He’d sold Jackie down the river and was probably involved in, or at least aware of, the incarcerations of Shara Tillings and Carol Milligan.

  If the plan worked Jones would be freed upon the world. Even in a cell he had quite a few slaves. Free to roam without limit he would doubtless be able to enslave many more women, maybe ten times as many. Robert may have actually given up the independence of hundreds of otherwise free women just to satisfy his sexual urges. Telling him that probably wouldn’t make him feel guilty. It would likely give a man like him a feeling of giddy satiation.

  What had Wayne Jones given up in return? Basically, nothing. Hannah was easily replaced no matter how pretty. Even if Robert was allowed to use other slaves there would always be many more than enough to satisfy Jones. It was an incredible bargain for Jones.

  Jackie felt like she was up against a juggernaut all alone. Worse than alone, since she could not even manage her own traitorous urges. She felt like a leaf caught in a flood. Behind her moral and sexual frustration, behind her arousal and fear, there was another emotion in the background. An odd one. A comforting feeling of vindication.

  She felt vindicated because she now knew she wasn’t just being manipulated by an evil genius and a few cronies. This was a conspiracy. What hope did one individual woman have against a conspiracy? Defeat was completely understandable. Natural. As it should be. She could succumb and be swallowed up by the conspiracy and she wouldn’t have to feel guilty.

  Jackie felt lost and the moment stretched timeless.

  Her mouth worked his cock. Her hand pleased her pussy. It felt like a long wonderful uncertain time passed but it must have only been a minute or two.

  Instinctively, she kept herself on edge of orgasm. It would have been easy to push herself over that edge. Just a flick of a fingernail on her clitoris would have done the trick any time during the endless moments. She controlled the urge but not in order to resist orgasm or to retain self-restraint. There would be a perfect moment when she would best deserve the orgasm. It would please her and it would please Robert.

  Perhaps it would make Hannah jealous though Jackie had no idea why she’d want that girl to be jealous of her.

  “Stop now. “

  Jackie’s hot aching mouth froze its action immediately and without thought.

  “We don’t want all my spend frittered away in your mouth, Ms. Thorpe. “

  Jackie felt a stab of shame at his strategic use of her surname. She gulped twice to swallow down the warm thick mix of saliva and pre-come in her mouth. She slowly drew her mouth up and off his rod, suctioning hard so it was left with a sheen but a minimal amount of slobber. He always seemed so tidy to her so she thought he would appreciate the little extra effort though she had no idea why that was important to her.

  Jackie rolled his swivel chair back and peered down at her, “Time for Jackie-in-the-box to come out of the box. “

  Jackie pulled her hand quickly away from her pussy but thought Robert saw it. The slickness on her fingers felt obvious. She dreaded standing up. She knew she couldn’t stay down there forever and knew Hannah already knew it was her under the desk but she still felt vulnerable and even more embarrassed as she crawled out and stood up.

  She glanced at Hannah who was sporting a slight cool smirk. Out in the waiting room, Jackie had felt so superior to this younger, less successful girl. Now there she was standing confidently in judgment of Jackie. Hannah looked right into her eyes and didn’t look away. Jackie did. She’d seen the clipboard in Hannah’s hand. The one that held the dictated thank you note to Wayne Jones. The one Hannah had written down as Jackie took “dick-tation”.

  Jackie looked back at Robert expectantly. It felt like the right time for another order. Whatever it was she would follow it. She knew he wouldn’t want her to just stand there. His cock still needed satisfaction. Come to think of it, so did her pussy. She flushed. Admitting to herself she wanted, needed, eagerly looked forward to something more of this treatment was a blow to her self-perception. Recently her self-perception had been twisted and pulled like taffy, like looking at herself in a carnival funhouse mirror. She felt unrecognizable to herself.

  “Don’t just stand there, silly Fishy. You heard the message I dictated to Master Jones. We wouldn’t want to have lied to him, would we? So, make it happen. “

  Jackie thought desperately back to the message, Robert’s self-satisfied voice reciting a litany of upcoming transgressions in her mind.

  Jackie took off all her clothes. She no longer had anything to hide from these monsters anyway. Then she leaned over the desk, laying her bare breasts and stomach on it, her ass arched up a little, her legs straight, feet on the floor.

  As expected, harsh spanks rained down from Robert’s age-spotted hand. S
he moaned in pain to release the tension and sexual frustration and, most of all, in order to please Robert.

  Despite the pain and physical transgression, the abuse felt oddly right. For allowing herself to be entrapped by these evil people she should be punished by them. She deserved the viciousness. She also deserved to be punished for finding enjoyment in punishment. It was a vicious circle of lust and pain.

  As the spanks fell in a torrent and waves of pain lapped outward everything seemed surreal to Jackie. Like it wasn’t real. No, that wasn’t it. Like all this was pre-ordained. It was meant to happen. Like it already had happened and she was just reliving it. Perhaps because she had heard her fate dictated by Robert and had envisioned it while crouched below his desk orally pleasing him and digitally pleasuring herself.

  Robert had laid it all out for her and for Wayne Jones in the letter. Now she was laid out across his desk soaking in the abuse with excited resignation.

  Jackie noticed a movement and a smell simultaneously and looked up to see the next step in Robert’s prophecy coming true. Hannah had ditched her skirt and underwear and her white blouse only half covered her bared pussy. Jackie saw her wet pussy was shaved bare, her clitoris pierced, and her vulva flushed bright pink with excitement.

  Hoping she was just doing it to get it all over with or to distract herself from the painful spanks she reached out with both hands to surround Hannah’s waist, then grip her smooth rear, and pulled that interesting pussy into close contact. She did it so suddenly Hannah staggered clumsily against her lips.

  When she moved to grab Hannah’s pussy into range of her mouth she felt her encumbering nipple rings scrape and drag harshly on the desk. She was concerned it would leave a mark on the polished wood and then mentally cursed herself for giving a damn. She needed to be concerned solely about pleasing that little pussy.

  Robert was far too old for her, Hannah from a different walk of life, and she liked neither of them but none of that mattered at this point. When the spanks stopped and Robert’s cock slid easily into her flowered open womanhood and her tongue and mouth honed their eagerness into expertise on Hannah’s pussy all three of them were equally highly aroused. Hannah used tugs on her hair and Robert inflicted wicked pinches on the sides of her ass to guide the ratio of her licks and pussy grinds. Giving in completely to their silent orders led to a wonderful reward.

  All three of them climaxed simultaneously. Robert and Hannah heaped verbal abuse on her as they came and it seemed to heighten their excitement and prolong their orgasms. Jackie would later realize it did the same thing for her.

  “You lovely cunt! Soak up my sperm, Slave Cunt! “

  “Oh yes, a face full of pussy come for you, you know-it-all bitch! “

  Her own orgasm made her flop about the desk. She could feel Robert’s cock flexing rhythmically, squirting his come into her depths. What should have disgusted her gave her a tremendous satisfaction.

  As their orgasms slowed she felt Robert pull out. Roughly he grabbed one of her hands and pushed it against her pussy, “Don’t let my precious load leak out. Don’t waste. Keep those slippery pussy lips clamped together. “

  She was weak but relieved to find she did have enough strength to follow his order. Meanwhile, Hannah continued to twist and turn Jackie’s face while she pressed her hot pussy all over her mouth, chin, nose, cheeks, and forehead. Her goal was clearly to cover Jackie’s entire face with a gloss of pussy fluid. She easily accomplished her aim before stepping away and dressing next to Robert.

  Jackie listened to them dressing, moving about, and to the scribble of Robert’s expensive fountain pen as she lay on the desk panting and pressing pussy lips closed. She took no action because the orders had run out. Besides, she was so exhausted.

  She heard Hannah depart and finally Robert stepped over to the desk. He was standing right behind her spread slack legs and she knew he could see her hand tight against her slimy pussy. She found out she could still feel sharp embarrassment.

  “Ms. Thorpe, enough relaxation. Up and at ‘em, my girl. You have an important message to deliver. “

  Jackie clumsily dismounted off the desk, a task made even less graceful as she held a palm full of pussy. Standing over her clothes she forced herself to look into Robert’s face, looking her question at him.

  “Yes, you may remove your hand. But lick your hand clean. Waste not, want not. “

  Unbelievable. But she didn’t know was more unbelievable; his request/order or her compliance. She didn’t question or hesitate. She just did it. She wanted to be outraged or at least disgusted. But… she didn’t really even mind, even feeling a dart of arousal. Maybe she really was a slutty cunt. She licked every finger long and hard and sucked each like a miniature cock. While she did it she looked at old man Robert. She realized she was… putting on a show, intentionally trying to arouse him.

  She felt hysterical laughter wanting to bubble up from the deep dark depths. She had it all in the wrong order -- sex and then flirting! Why in God’s name was she going this extra mile anyway? It was like she was running on someone else’s autopilot.

  The fingers were plenty clean. The pussy juice and sperm were all replaced by saliva. Robert was no longer watching anyway as he studied his appointment calendar. His failure to even have the courtesy to watch her comply with his ordered humiliation felt like the ultimate degradation.

  The orders had gone dry so she dressed and walked out of his office like a drunk. In the waiting room Hannah looked calm, cool, and collected. She handed Jackie the sealed envelope containing Robert’s dictated message.

  Jackie took it reluctantly and Hannah had the nerve to speak to her as if their roles were still the same as ever, “Have a wonderful day, Ms. Thorpe. “

  Just as Jackie began to step away, Hannah darted cold fingers to encircle the wrist of Jackie’s free hand in a fleshy cuff.

  “One more thing, Ms. Thorpe. I thought maybe you’d like a quick tour of your future office. It seemed premature to show you before, but now, well, you seem a whole lot closer to achieving your ambition. I’d like to show you if you have a minute. “

  Jackie tried to pull her hand free, “No, thank you. I really. Need. To go. “

  Hannah’s grip matched her determination and then raised it a notch dealing actual pain. Good Lord, Jackie felt she just didn’t have the strength to prevail after the earlier encounter. Hannah reeled her in close.

  “I insist, Ms. Thorpe. “

  Jackie’s shoulders slumped and she allowed the girl to tug, tug, tug her over to the beautifully ornate cherry wood door leading to the second office. Despite herself, Jackie was curious even though it was ridiculous to even be interested in that office by now. She would never want to work with that old pervert Robert now, let alone with the intimidating submissive Hannah acting as receptionist for both of them. Still, she was curious if the desk was as huge, if the patient couch was as high quality leather. She wanted to see what she would be missing out on, perhaps to emotionally punish herself for the inappropriate physical enjoyment she’d experienced.

  Hannah threw open the door and tugged her in after her. The office had the same dimensions as Robert’s, the same high walls with built in bookshelves, and the same style of ornate decorative ceiling fan light fixtures. But all similarities ended there. The place was festooned with chains and manacles bolted to the wall or hanging from the ceiling and there were various benches, sawhorses, pillories, and wood beds. In two wall racks reminiscent of billiard hall pool cue holders were whips, crops, and canes. On the built in bookshelves rested dildos, vibrators, clamps, clothespins, as well as items Jackie could not hope to identify but could hope she would never learn to identify.

  At first she’d mistaken the whole set up as a sort of exercise area, an office gym. Then, for a second, with a shock of fear she’d thought it a torture chamber. Now she realized the truth
put it somewhere between the two.

  Hannah was behind her, whispering lips nearly in contact with her ear, “See that set of manacles hanging off the wall? The ones with the double dildo attached to the wall about two thirds of the way down from them to the floor? Just imagine this coming reality: You’re hooked up on those manacles, back to the wall, but they have enough spare chain that you are bent way forward. One dildo is up your cunt, its twin is up your ass. You pull almost off them and then push back until they’re in just as far as can be. You do that over and over. You have a great view of the entire room. I’m over on that wood table with the rope pulleys. That’s called a rack. Master Robert is stretching me and beating me with a crop while you watch. Jealous, because you wish it was you receiving all that attention. “

  Jackie could imagine it. She didn’t imagine Hannah’s hands reaching up to gently cup and massage her nipple-throbbing breasts. Hannah’s lipstick shellacked lips were tugging at her earlobe.

  The scenario didn’t seem as horrible as it should. It seemed desirable. This stranger inside her was far more intimidating than Hannah, Robert, or any of these people.

  Hannah’s hands released Jackie’s breasts and then slowly, steadily pushed her forward by pressing just below the shoulder blades. For a moment, Jackie feared Hannah was going to push her over to one of the elaborate restraint devices. She didn’t want that but knew Hannah would get her way if that was what Hannah wanted.

  Hannah pushed her over to the far side of the octagonal office. Pushed until she was standing over a huge wooden chest banded with iron. It had an almost cartoonishly large padlock which dangled unlocked from the hasp.

  “I knew you’d want to see the best part. There it is. “

  Jackie pointed at the large chest and looked questioningly over her shoulder at bossy Hannah. It struck her that Hannah sure did look hot with that wicked enthusiastic look on her face.

  “Go ahead, check it out. “