Blackmailed! (Jack Stalker and Crazy Writer)

[Jack Stalker]

BLACKMAILED!​

Hugh Jackson was a corrupt member of a law firm, one who had discovered that more cases came his way when other perhaps more skilled lawyers were discovered to be operating against the best interests of the firm. Rosamund Parker had always been a problem, until he discovered that she had dealing in illegal stock sales that would put her away for a long time. Naturally his first instinct had been to sell her out, turn her in, see her thrashed out of her job and humiliated. Then the reality of the situation struck him, he had been wanting to fuck her, along with every other man on the company payroll, ever since he had laid eyes on her. The hot blonde forty something had the body of a woman half her age and the looks to slay any competition. He wanted to fuck her. He wanted to strip her down and defile her flesh, make her pay for getting in his way and obstructing his progress, make her understand that this was a mans world. If she wanted to get ahead in it then she needed to understand, she needed to know that the only power she had to achieve that goal was using the tight hot cunt between her thighs. It had been less than a week of having a hard cock, blue balls and endless fantasies about fucking her brains out, before he had her on camera committing the crimes which would give him all the power he needed over her. Now, if she wanted to stay in her job and out of jail, he as good as fucking owned her.

He sent her copies of the damming evidence and some instructions to her home, so it was waiting for her when she got home from work one evening. He could imagine her sitting there, looking at the photos which showed her making illegal sales on company time with company data. He had taken the opportunity to jerk off while editing the footage of course, watching her moving around in her' fuck me' dress and heels, looking like the little cock teasing rape fantasy lawyer that she was. He had a feeling that her age and experience would mean that she was capable of withstanding what he had in mind for her. Manipulating her over the internet, before taking her any damn way he wanted. His cock stretching every hole in her body, his hands grasping at her throat, her hair, her tits. Her pliable and nubile body bent and twisted to his will, as he fucked her hard and rough, abusing her flesh to indulge his pleasures and his fantasies. He had no intention of simply playing with her, he intended to plunder her flesh and fuck the living shit out of her, perhaps before the night was through. He knew he would have been able to take her through normal means, but blackmail and dominance was far more exciting, far more satisfying. No need to waste time with dates and casual interaction, it was straight to the fun, straight to the fucking.

The instructions she received would send her to an expensive penthouse suite he had arranged, in one of the top hotels in the city. It was a sprawling mini apartment rather than a simple room, with a spacious four poster bed, a huge living room with curved couches and state of the art entertainment centres, an expansive bathroom and a balcony with a Jacuzzi. He already had an outfit waiting there for her, an obscenely short little black 'fuck me' dress and a pair of six inch 'rape me' heels, to go along with the tight fitting black leather choker and lace panties. It was finished off with a pair of tan silk hold up stockings, with rear seams and bows. The dress was just long enough to look decent when standing, but would ride up past the stocking tops to expose her thighs if she sat down in it. There was also a coat there, a long dark ankle length number which might imply the possibility of her being sent elsewhere. Of course that was only if he was so inclined. He was going to be in the connecting apartment, after all, watching her through the lap top cameras which were installed at the bottom of the bed on an oaken chest and in the living room giving a cool view of the couch from the widescreen TV which covered one wall. The entire place was dominated by a theme of black leather, with white curtains and carpets, except the bedroom, which was wood and white silk with transparent lace scattered throughout. Well lit for his purposes of course.

The note next to the clothing, laid out on one of the couches was simple. A champagne flute and strawberries were close by to the note, which said simply. *Lock the door. Have a drink. Eat a strawberry. Then go into teh bathroom, strip down and dress in these items. You will then return and sit on the couch facing the TV, with your feet in the taped areas on the carpet* This would ensure that her legs were spread wide and her dress would ride up to obscene levels. *You will obey further instructions issued to you through the TV screen in text form. You will do this until I am satisfied that you have paid me back, for your constant cock teasing behaviour and your insufferable insolence in thinking you could get away with making illegal sales from your own company. Failure to obey my instructions will be punished.*

Once complied with, words would appear on screen *Your first task will be simple. I want to see your fingers dripping with your fluids. The globules dripping from them, to fall and soak into the carpet at your feet. I can see you and I can hear you and you will not react to anything else which might occur around you. You have ten minutes. Ten minutes to soak your fingers in your fluids and explain to me, while doing so, why I shouldn't have you arrested as a thieving insolent little whore* The TV displayed a picture of her at the illegal computer where the deed was done, along with a slow constant ticking sound… He wondered how far she would go, after all she might simply spit on her fingers, or juice up her fingertips without pushing herself close to or over the edge. How depraved was she?

 

[Crazy Writer]

Rosamund Parker had risen to the top of the law firm she was in. She was one of the leading partner because she had a good book of business but also because she had blackmail material on a number of the other partners particularly their infidelity with her since she was attractive and well built at 35C-24-35 with a killer smile and long slim legs. Also, in some cases she had obtained material of the partners with others who were underage or whose tastes were not the sort of thing a lawyer wanted other lawyers knowing about. She felt confident in her position but blackmail was expensive to collect and she wanted more money. So, she figured out based on inside information when was a good time to buy or sell stocks. She had become quite rich over the past few months but you can never be rich enough she thought. She wanted to be able to retire when she turned 45 and that was only 6 years away.

She arrived home one night to find a large envelope on her floor. It was clear it had been shoved under her door. She opened it and was shocked by what she saw. There was clear evidence of her insider trading. Someone had planted a camera above her desk and hacked her computer to track what she was doing. So even though the money was safe she wasn't. She thought about leaving town on the next plane but she couldn't bring herself to leave all this behind. At least not until she had a chance to try to beat this spy. She knew this guy had made a mistake and she was was going to find it and exploit it to destroy him.

She did as instructed and headed to a penthouse suite. It was a very nice suite and she was impressed that someone had gone to this extreme to either fuck her of fuck her over. She noticed a note next to some clothing that had the markings of a high class call girl. She red the note

Lock the door. Have a drink. Eat a strawberry. Then go into the bathroom, strip down and dress in these items. You will then return and sit on the couch facing the TV, with your feet in the taped areas on the carpet

You will obey further instructions issued to you through the TV screen in text form. You will do this until I am satisfied that you have paid me back, for your constant cock teasing behaviour and your insufferable insolence in thinking you could get away with making illegal sales from your own company. Failure to obey my instructions will be punished.

After reading the instructions she decided to do as she was told. So far this wasn't bad and the longer she could play this out the better chance the guy she was up against would reveal himself and his weakness.

She took a drink of champagne. It was still quite bubbly so he must be close by. Based on his camera work around her desk she was sure there were multiple small cameras through out the suite. She headed to the bedroom and removed all of her clothes. She pulled on the panties and then the stockings. She followed this with the dress and then the choker. Once she had it on she noticed how short the dress was. Even standing still the tops of the stockings were visible. finally she put on the heels. While she was use to high heels since she regularly wore them into the office those were usually 3 or 4 inches in height. The added height her really tilted her forward and made her quite tall. She was definitely over 6 feet tall in these heels.

She carefully returned to the living room and took the position as indicated. She immediately noticed that if there was a camera or three around the TV whoever was watching could see her inner thighs all the way up to the area that was barely covered by the thin black lace panties. She was sure whoever was watching was enjoying himself. A message popped up on the screen.

Your first task will be simple. I want to see your fingers dripping with your fluids. The globules dripping from them, to fall and soak into the carpet at your feet. I can see you and I can hear you and you will not react to anything else which might occur around you. You have ten minutes. Ten minutes to soak your fingers in your fluids and explain to me, while doing so, why I shouldn't have you arrested as a thieving insolent little whore.

She read the instructions. Ten minutes wasn't long so she would need some help and lubrication. She licked her fingers on both hands and then reached between her legs pushing the black lace aside. Her right hand went to her clit and she started to rub that and she inserted two fingers on her left hand inside her vagina and slowly started to slide them in and out. She looked at the TV figuring whoever was watching had a camera either in the TV or just above it.

"So if you wanted to turn me in you would have already done so. You want me to be your sex and fuck toy and you are willing to give up having me arrested for that so that means you are giving up leverage at the firm. As you may have guessed I have slept with a few of the senior partners at the firm especially the married ones so I maybe be willing to exchange my information on them for your information on me. This would obviously give you some nice leverage at the firm or you could just make me tell them to make sure and take care of you. Plus you know if you turn me in I will roll on some of our partners and you will become a rat who went to the cops instead of taking advantage of your opportunity. No respectable firm will want you as a partner in case you rat them out. So your best option is to play the game you are playing."

Rosamund looks up at the clock.

"So I only have about 4 minutes left and I will need to concentrate if you want me to be something other than a little damp."

Rosamund focused on what she was doing and as the clock hit five seconds she spit on her hands and let it drop to the ground and then rubbed herself a little more and when the clock hit zero held up her left hand, which was glistening with her juices and as she held it over the carpet a couple fo crops fell from her hand.

She looked at the TV and waited for the next instruction. As she did she looked around the room and noticed the long black coat. She wondered whether she was going to be sent into the real world covered by the coat only to reveal the come fuck me look underneath although the shoes alone would send that type of message all on their own.

 

[Jack Stalker]

Hugh unzipped himself as he watched the screen in front of him, a hundred inches of monitor which showed Rosamund in explicit and excruciating detail as she moved about in the suite next door to his. His cock was a hard rigid pole, the thick shaft lined with bulging veins and topped with a fat glistening knob, a cock head which was already weeping with pre cum, the secretion streaking down the length of his rod until it pooled against his balls. He had never been so hard, even when he had been previously thinking about her and what to do with her. He refrained from touching himself, as he wasn’t sure if he would be able to control himself and was determined that, tonight at least, his first orgasm was going to be inside one of her tight holes or against her warm flesh. He wondered how she would react when she saw who was behind her dilemma, who was responsible for bending and twisting and warping her to his will. Not that he cared, all he wanted was to see her humiliated, bent to his depraved and sordid commands. Forced to obey and follow his commands, dragged down to the base level of debauchery which existed within everyone. He wanted her to experience what it was like to be reduced to a fuck toy for a craven and animal like beast of a an, someone who saw her only as a piece of meat to be fucked and abused, to be driven to the edge and beyond in the service of her master. Rosamund was nothing but a cunt an ass a mouth and a soul, all of which needed to be forced into submission before him, forced to cater to and fuel his needs and lust. Her perfect flesh had been denied him for far too long. He was having it, taking it, sinking into it this night.

He spoke as she returned to the couch. His voice translated to words on the screen as well as a deep resonating bass which filled the room from the speakers. It was disguised enough to distort his perhaps known sound, but perfectly clear its dominating tone and harsh edge. "Obedience is what I seek Rosamund. Obedience from you if you seek to remain free and rich and able to enjoy the riches you work towards. Obedience. It's a simple thing yet already you have disobeyed. With disobedience comes punishment, with obedience comes reward, though for me, both will be enjoyed and savoured." he told her with a crooked grin smeared across his features, one which could clearly be heard in his cocky and confident tone as he paused to take a sip of ice water. His gaze raped her as she sat there, fucking her with his invisible stare as he watched her beneath the merciless lens of his cameras. The cameras were large, advanced, expensive. They whirred and hummed as they moved, shifting to focus on her thighs as he watched her spread her legs and lick her fingers. She would have been able to spot the within a few moments, and know exactly where and what they were looking at. There was no need to hide them, he wanted her to know they were there, that he was watching her. His teeth clenching and a hiss of appreciation emerging as he watched her intently. "You were instructed to go into the bathroom to change, to afford you some privacy. Instead you sought to immediately display yourself within the bedroom. An interesting choice Rosamund, perhaps you seek punishment, perhaps it's been too long since you have been properly and brutally fucked, by someone who is uninterested in your dominance, or your false enjoyment. You need to be fucked by someone who is going to make you moan, genuinely, moan or suffer. Perhaps you need to be punished to suffer, I suppose we will find out soon enough." he growled.

Her words were inconsequential and expected. Naturally he had access to far more than the information he had against her, still it brought a grin to his face as she tried to claw back some control. "What I want has already been stated. Obedience. You are a slave to your job, your position, your wealth. You will obey, in the end, because you have no wish to lose it. For me the issues and needs are simple. I want your flesh your moans, your wet cunt, your tight ass and your warm juicy mouth... and you will give the to me when and as I see fit or you will spend your life in a jail cell, surrounded by squalor and degradation far in excess of anything you might experience here. do not delude yourself or swim in denial. You have no control here. None. In the end even your pleasure will be dictated by me." he growled in response, a reassuring and arrogant tone dripping from every word as he watched her. "I have been watching you for months. Your end will be slow, agonizing and torturous, not merely ended with one phone call. You will suffer or submit. We both know what you want, what you really wish to do. You don't want to be ruined, left destitute, nothing more than a worthless whore in some run down hell of a jail. You can still have what you want, except that in order to get it you have to give in to one man, the man who beat you. The man who now holds your reins." he chuckled slightly, mocking, direct. His erection jutting directly upwards as he sat there, thicker and longer than ever as it swelled at the sight of her.

He waited until she finished her brief display, shaking his head. "Disappointing. Look under the couch. You will find a box there. You will select the items numbered two and six. You will then stand up and turn around, so you are facing the back of the couch. You will drag up your dress until it is tight about your hips, then bend over. Your feet will be placed back on the indicated spots, spreading your ankles apart as you display yourself for my viewing pleasure. You will then tug aside your lace panties and use the items on yourself. First two, then six. You will continue to use six until the beat from the television stops. This will be viewed as satisfactory punishment for your insolence. Failure to comply will result in one of your own blackmail victims being freed from your control. There's no need to wonder how. Your fate is in your hands now Rosamund. You can use your extremely attractive, cock teasing and fuckable body to get you out of this mess, or you can increase your agony." he hissed. Within the long velvet covered and lined box were ten items, packed into an insert. Numbered left to right they were... A small butt plug. A thick medium sized butt plug. A large butt plug. Lube. A small insertable vibrator. A paddle with a leather handle with a thick rubber pad. A many tailed flog. Nipple clamps. An electric wand. A gag connected to a collar. A beat with a gap every five seconds started up coming softly from the screen. "I'm just another man you can manipulate, just another man you can fuck to get what you want. Keep telling yourself that Rosamund and you may come through this. You are experienced, resilient, these games are nothing compared to what a man would do to you if he got his hands on your tight hot flesh, are they? You know that, don’t you? You know what men want to do with your cock teasing cunt, your tight little ass, your form fitting lips. You know what they want to do with your nipples, your clit, your tongue, you know how hard they want to fuck you every time they see you? How they fantasize about you when they are fucking their wives and whores? Now. Obey."

 

[Crazy Writer]

Rosamund listened as he discussed dominance and control over her and that she needed to by obedient if she wanted to stay out of jail. He indicated he had been watching her for months and that she could still be reach and stay out of jail where she would be destitute and a whore. She was both reading and listening to the taunting that was clearly a large part of this his ability to taunt and control her. Clearly she had bested him in the firm and he was out to get his revenge. She also realized he was smart and would be unlikely to make a mistake in these early planning stages. She had an idea who it might be there were only 3 or 4 men in the firm who she did not have black mail material against who were smart enough to pull this off but it didn't matter for now. She could tell from his voice that while he was enjoying the control he was also very turned on by the power and what he saw.

Then Rosamund heard the voice say she was disappointing. She listened to the voice closely and bent down and pulled out the box. She opened it as instructed and took out items 2 and 6. She also looked at the other items and wondered if her blackmailer intended for her to use all of these. Based on the items in the box he was something of a depraved individual. She then stood up and turned around so she was facing the back of the couch. She then pulled her dress up to her hips as instructed although it took a couple of tugs because it was tight on her ass already. She then bent over and placed her feet in the spots as indicated. She was now clearly on display for him. She hesitated for a second and then pushed the panties aside as instructed and grabbed item number 2 and inserted it. It was a difficult insertion with out any lube and since she was not instructed to use lube she didn't use any. She wiggled a little to get it to go in securely.

Next she grabbed item number 6 the paddle and started to spank herself. It was difficult to get a really big swing but the smacks made noise and her ass started to redden. She was taking swings in time with the beat. She continued to swing wondering when the beats would stop and wondering if it was timed or did the blackmailer control it manually. So far he hadn't criticized how she was swinging the paddle so perhaps the red on her nice round ass was convincing that she was really making an effort.

 

[Jack Stalker]

The sound of the paddle smacking against her quivering taut flesh echoed through the room as she complied. Hugh allowed her to tan her ass, redden it until she had struck a simple twenty blows, then his voice rang out instructing her to do the same to her other ass cheek. He watched keenly his cock twitching and bobbing as she defiled her own firm ass cheeks, smacking and spanking against them until her skin was a tone which matched her lips, her ass raised and her legs spread as he let his gaze drift occasionally to the butt plug. She had driven it into her impossibly tight look asshole, even without lube, a sign that she was accepting her dilemma, accepting that her world was now reduced to obeying his depraved and twisted commands as long as he saw fit. Once satisfied that her ass was suitably punished for the moment he ordered her to stop. "That's good Rosamund. You've been a bad girl haven't you? A wicked, evil, twisted little slut who has had things her own way for far too long. Now, back to the box. You will be inserting the fifth item you find within it into your tight little cunt, the hole between your thighs that was put there to satisfy men. To pleasure men. Of course that is something it did in the past, now your tight quim, your hot snatch, your wet gash? It exists to serve me, until I say otherwise. Your fuck hole, your cock sheath, your filthy little cunny? It is there for me to use and abuse as the urge takes me. You don't get to use it anymore, unless I tell you to, you depraved and horny bitch." he growled over the speakers.

“The device will fit snugly into your cunt, it will stretch you and cling nicely to your vaginal tract, while its exterior curve will push up against your clit and be held there by your panties and your flesh.” he continued with a stern calmness in his tone. “Now, once it is inside you I want you to finish that glass of champagne, have another, then stand up and put on the coat. You will find in the pockets an invite and table booking at the hotel's exclusive rooftop balcony restaurant, located on the other side of the hotel. You will also find an earpiece microphone which you will, naturally, be wearing. Your next task will be an easy one Rosamund. Dinner for one at the indicated venue, order what you like, enjoy it, savour it as you wait and anticipate your next instruction this evening.” he told her, amusement in his tone now. “Do you have any idea how fucking hot you are in that dress, with those heels draped on the end of your perfect legs? It's like pouring sugar over icing, but I'm sure that you know that Rosamund, you use it to your advantage, except that this time I'm going to be using you. You will still get to blackmail your own victims perhaps with some guidance from myself. But you, Rosamund, will always know that no matter what you do to them, it will come with the price of satisfying me with you filthy flesh and debauched behaviour... but don't worry, we both know you are going to enjoy it."

As he waited to see if she would attend the restaurant and obey his instruction this far, he set the remote in his pocket to send a low signal to the device. It would purr inside her, sending a constant and steady buzz to her insides when inserted. Squeezed inside her it would fit only more snugly because of the plug already straining inside her tight asshole, filling her rectum as it waited for its companion to join it through the wall of flesh between rectal chute and vaginal duct. "In my opinion you have been far too lucky so far in your life. Women like you should serve only as fuck toys, to be allowed a career, an opportunity to work. Those are gifts you have been enjoying for free, now Rosamund, now you are going to have to ear those rights and privileges. Earn them, by performing for me, abusing your own flesh until you break me and force me to move in and fuck you. You know that's going to happen, don't you Rosamund? You probably yearn for it, don't you, the feel of hard flesh inside you instead of buzzing rubber and tight latex?" he continued idly, casually, teasing her with his crude and vulgar commentary. The restaurant had numerous tables, small intimate circular affairs from which he ad provided her with one partially secluded booking. He intended to watch her, to edge her with the form fitting buzzing toy as he watched her fro a vantage point, teasing her cunt with his toys until he was sure she was a dripping soaking mess, until he could almost imagine her cunt juices streaking down her thighs as she sat there with whatever meal she had ordered for herself. He would push her to the edge, then haul her back, edged, hauled, back and forth until he afforded her the opportunity to retire to the bathrooms, to remove the device as a mercy.

Of course, that's when he intended to move in reveal himself.

"You will also see that there are nipple clamps within the box. Feel free to wear these if you wish, think of it as a reward for your fresh compliance with your instructions. I will also allow you to make a request now, I'm not saying it will be honoured or permitted, but I'm curious to hear it. I'm curious to know what is running through your treacherous, wretched and sinful little head as you stand there plugged in both your fucking holes, your hot wet cunt preparing itself. Have you ever been ass fucked before Rosamund? Have you ever swallowed cum Been properly and harshly fucked at length, by a man obsessed with your flesh? Or have you simply been wasting yourself on much older men who spunk within a few minutes, excited to be feeling another fresh cut sucking on their cocks other tan their wives, or in some cases their daughters?" he grinned cruelly as he waited, ready to put his plans into action and depart for the restaurant.

 

[Crazy Writer]

Rosamund continued to paddle herself. She could feel the sting on one cheek and then she paddled the second as directed by him. She could tell without looking at them that they were quite red and she knew that sitting on them would be painful particularly with almost nothing to cover them since the lace panties he had been given basically ran just down the crack of her ass. When he finally told her to stop she was relieved to been done with paddling. If he hadn't told her to stop soon on the second cheek she might have started to cry from the pain.

She was ordered to look into the box again as the voice went back to taunting her. She was told to pull out and insert a vibrator. While she wasn't sure she expected that he held the remote for it in his hands. The taunting turned to how he now owned her vagina and that it was his to control not hers. That she would not be able to use it to control others like she had in the past. He had an edge to his voice and he wondered whether she had turned him down in the past or perhaps some other powerful women had.

He gave her further instructions about finishing this glass of champagne and then having another. This was to be followed by her going out to the restaurant afterwards. He complimented or maybe taunted her on how hot she would look in the dress. Clearly she would be on display at the restaurant with the question why was she alone but dressed to the hilt all sexy and on the edge of slutty. He continued to discuss that even as she blackmailed others he would be blackmailing her and that her payment would be with her body much more personal than what the others were giving up.

He talked about how she was going to have to earn the privilege of working that she should just be a fuck toy for men but that she could earn the right to work by giving her body to him to tease and then forcing him to come forward and fuck her. He admitted it would happen and while he didn't say it would be tonight that was the only way the night would end she thought with him fucking her.

Then he had her turn her attention back to the box and offered to let her wear nipple clamps. She quickly decided against them for multiple reasons not the least of which is she didn't enjoy pain for pain sake and in this dress the nipple clamps would be clearly visible. He told her she could request something. He didn't say what and would not necessarily agree to her request. From his statement about what a slut she was and what a stud he was she was supposed to insert the vibrator before the request.

She pushed her panties to the side and slide the vibrator in. It was already humming as she put it in place. She tucked the panties over the top and she could feel the slight buzz that she knew was a minor distraction now but she expected would be a major distraction during dinner. He clearly had the control and she expected him to use it to make things as difficult on her as possible.

She thought about her request. Anything really useful would be rejected but she did have one idea that maybe he would agree to so she figured why not ask plus it made it clear she would still play his game.

"So my request is that for any further insertions I be given the option of using lube before I have to insert anything. Also I am not going to accept your kind offer of using nipple clamps and I am going to lower my dress so I can sit and then go to the restaurant. If that is not okay please let me know. I don't want to break any of your rules."

She pulled down her dress and carefully sat on the sofa and finished her glass of champagne. She could feel the heat and pain in her ass and wiggled slightly. She wondered if he could tell her ass was tender from the paddling. She poured the second glass and drank that also. The combination of the two glasses went to her head a little. She carefully rose to her feet and balanced on the heels. As she walked over to get the coat she noticed how tight the dress was on her and how if it was cool in the restaurant it would be clear she wasn't wearing a bra and also clear her panties were either very small or were not there at all. She slid on the coat and reached into the pocket and put the ear bud in.

"I am heading to the restaurant now unless you tell me otherwise."

 

[Jack Stalker]

Hugh almost came hard from the sound of the paddling, the sound of submission and obedience as Rosamund continued to paddle and sank her own sweet taut ass, her firm ass cheeks and buttocks quivering from the impacts, the sound filling his ears as it echoed through his earpiece. The heated flesh shivering as each shocking abusive strike sent not only a shudder through her body but a violent jolt of pleasure through his own cock as he watched with supreme lust and satisfaction. She should not have been a lawyer, she should have been a whore, her flesh wasted doing anything else but servicing the desires of a man. Servicing his desires. His cock was hard enough now to plunge balls deep into even a hole as tight as hers, plundering the flooded channels of her body, ramming in deep and hard and fast. Yet he didn't have to simply imagine her defilement and desecration, he could see it developing with his own two eyes, on the vast screen in front of him.. He considered standing up and simply blowing his orgasm across the screen, painting her features indirectly with gouts of thick cum, but he wanted his first ejaculation to burn her insides, to scorch across her skin, to drip from her lips. He wanted her to feel the heat of his seed and know that she had been claimed and marked, had been soiled and stained with his fluids and that now she was his slave. So he restrained himself, calming his insane lust back down to controllable levels.

"No, that's fine for now you can leave off the clamps, but the use of lube other than your own secretions or spit is for good girls who know how to follow their instructions. You can lower your dress of course, but you won't be wearing the coat when you're sitting down, obviously. I want people to see you, to see your incredible legs, your exposed thighs, your calves straining as they are lifted by those 'fuck me' heels. I want them to wonder about who you are there to meet. Wonder about whether you have been stood up, or whether you like to dress as a slut and go out to restaurants to cock tease men and make women soak themselves with envy or lust. They can wonder away, but you won't be wondering will you Rosamund, because you know that there is a man waiting to fuck you at the end of it all, to toy with you, to use your flesh to make him cum and in turn to force a strangled orgasm out of your own throat. You know that, don't you, you know that your wicked path has led to this, to this punishment and payment. Don't worry, it'll all be over soon and you will be able to go back to your wretched ways, but never knowing when or how harshly you will be used again in the future." he hissed, his words dripping with arrogance, confidence, a simmering violent lust and depravity waiting to be unleashed completely.

"Yes, head to the restaurant." he told her. Of course on the way he increased the buzzing in her cunt, the throb of the vibe against her inner walls and the folds of her cunny increasing. Then he would ease off, playing with the thing quietly as he moved to the restaurant himself and took up a position which allowed him to observe her without drawing attention. The place was packed out of course, but he had made his own arrangements and there would be no issue of being disturbed. The food was top quality, the service matched, the view was of a sprawling glowing metropolis and the decor was sharp, refined, but minimalistic. Square plates, silver and white colours scheme, low lighting, large spaces between tables. Whenever Rosamund needed to interact with one of the waitresses, or the concierge, then the buzzing in her cunt was intensified. Otherwise it came in warm erratic pulses, as he saw fit, pushing her, then drawing back, teasing her, then easing off. Relentlessly the device buzzed and twisted and pulsed in her tight cunt, while assaulting her clit at the same time. He relished her abuse and intended to keep it up all night if he had to. Of course he interrupted her meal a few times. First with a sub vocalised command ringing in her ear.

"Wait for a opportunity. You have five minutes to pull down your dress and expose one of her tits." From his table in the shadows he would have a good view, though the cameras which he had installed, and which flickered on his tablet, would afford him the perfect angle anyway. Second, he would instruct her to "Get more comfortable, pull your dress up until your panties are almost exposed, until there is barely an inch left to cover your long fuck worthy legs." he whispered, his eyes alternately glued to screen and reality. The plug in her ass and the throbbing merciless pulsing in her cunt would assault her without mercy, once dessert came. Then he issued his final instructions. "You will finish your dessert, then grip the table and push the device in your filthy, drenched cunt out until it tumbles to the floor. At which pint you will ask a waitress to hand it to you, before you retire to the bathroom to reinsert it." he told her. Naturally he would be waiting for her there. There was no issue of problems with the staff or patrons of course, after all, he had employed all of them for this very evening.

 

[Crazy Writer]

After her request he was quick to say she did not need to war the clamps but that he would not approve of her request. It made her happy that she hadn't asked for something more that he could turn down. Then he started taunting her again. He talked about how everyone would be looking at her wondering what was up with her all the time she would know that he was watching and waiting to fuck her when he was done playing with her. She tried to stay calm as he continued with his insults and taunts. He was hissing at her and she could tell his was both arrogant and confident as he believed she was fulling under his control.

Then he agreed it was time to go to the restaurant. As she headed to the elevator she felt the vibrator start to buzz a little faster. She could immediately feel when the increased movement started and she struggled to not fall over. It took her four or five steps to gain her balance again. Still the added pressure on her clit was making just walking down the hall much harder. She got into the elevator and leaned against the wall trying to recover.

The elevator doors opened and she walked across the lobby area to the restaurant. Even with the coat on she still knew she stood out because the coat was only went to just above her knees. So her legs and from the knee down and the high heels which clicked with each step she took on the tile floor were clearly visible. The sound of her heels clicking were enough to draw attention to her and then the legs and heels kept their attention. Fortunately the intensity of the vibrator dropped as she walked across the lobby.

Then when she arrives at the front desk to check in she pulls out the card with the reservation on it. The hostess nods and suddenly the intensity of the vibrator picks up again. She struggles to follow the hostess plus her shoes click again as she walks to her table. It is a table for two that she knows she will be hers alone. She slides off her coat and everyone who was watching her before sees how little she is wearing. The black spaghetti strap deep v neck mini dress is quite small and even the hostess takes a second glance at it. The restaurant is short of chilly so her nipples get hard instantly making it even clearer she is not wearing a bra although it was unlike before they plumped up considering the dress she is wearing.

She sits and the intensity eases until the waitress appears and then the intensity increases. She is forced to grab the arms of the chair. She stumbles through her order but manages to get out she wants soup to start and then an entree salad with chicken. As the waitress walks away the intensity goes down. She is able to relax a little and eat the soup. It is quite good and for awhile she is actually able to enjoy herself but clearly he is in the restaurant because any time someone approaches her the vibrator intensity increases. This is true even when someone from the wait staff just walks past.

Then the voice is back and in her ear. She gets her first instruction to show one of her breasts. It won't be that difficult in this dress since it barely covers her nipple as is. She just "accidentally" pushes the fabric aside for a few second and if he is watching he gets a good view of her left nipple. She wonders who else gets a view before she she shifts her body and it tucks back in.

Then she gets another instruction and wiggles a little until her dress it barely covering her panties and the tops of her stockings are now showing. The waitress gives her a long look and Rosamund wonders if she is a lesbian. Then a couple of the other waiters seem to swing by even though it is not between where there are working and the kitchen. Clearly word has gotten round about the hot bitch wearing very little.

The waitress asks about dessert and in her ear she is told to order something. Rosamund orders fresh fruit with light cream. When the dessert arrives the intensity on the vibrator goes even higher. Fuck she is struggling to control herself and not just fall to the floor. Damn she is so horny right now she has been on the edge multiple times during the night. He must be very good at reading her body position plus it has been a slow build over time which has worked her up even more. Then she hears the voice with another instruction an even more embarrassing instruction than the others. But she has done so much already this is just one more step. She reaches in and pushes her panties aside. They are soaking wet as are the upper thighs and the napkin she is sitting on. She finishes her dessert and then she grabs the table and slides forward slightly and waits for the waitress to approach and then pushes it out. It bounces on the floor at the waitress' feet. Clearly she knows what it is as she smiles and hands it to Rosamund.

Rosamund thanks the waitress and heads to the restroom as instructed. Again the click click click of her heels is clear audible to everyone she walks past even in the noisy restaurant. She keeps looking for her tormentor as she walks but doesn't spot anyone she knows. Still the relief of being free from the vibrator even for a few seconds is amazing and while she is still horny she can at least walk without her knees buckling. Plus the dress slid down and now is full length even if that is not that long.

She opens the bathroom door and heads toward the sink to rinse off the vibrator before resetting it.

 

[Jack Stalker]

Hugh continued to watch as Rosamund suffered, squirming and shivering each time the intensity of the vibe was increased. He made sure to ease off now and again when his own excitement rose to levels which made him uncomfortable. Did she have any idea how hot she looked? If he had not had the foresight to pay off every soul in the restaurant, then he had no doubt she would have been hit on a dozen times by now, while the more depraved would be raping her a dozen times in their thoughts. Her thighs drew his attention her calves, her tit, her face pure perfection in a 'Fuck me' dress, and she was all his. He fucking owned her for the time being, because of all her intricate schemes, and when a man owned a woman who looked like that, well, there was only one thing he was certain to do with her, every day he could get an erection. Fuck her brains out. Even now he could see her nipples stiffening beneath her dress, could see her quivering and shifting each time he assaulted her hot, wet, tight little cunt with another wave of pulsing energy. The vibe squeezed into her tiny vaginal tract, its vibrations shuddering through to her rectal chute where the fat anal plug sat stretching out her ass for his future pleasure. he wondered what she was thinking. How she was feeling, knowing what was going to come, knowing that sooner or later the plastic, latex and rubber would be replaced with hard, hot merciless flesh. His cock hardened a little more lengthened some, the girth swelling as he watched her. The whore who had blackmailed so many, now in his clutches now forced to submit to his schemes and his lust.

Her exposed nipple was hard, the swell of her tit was a feast for the eye’s as she complied with his depravity as casually as if it were a commonplace request. Her pale flesh indicted that she hadn't bee out on a beach or in a bikini anywhere lately, but she was obviously comfortable with her body, hell, who wouldn't be with a frame like her? Built for fucking built to service a man, perhaps even sculpted by a visit to the gym or working out some place. He would make sure that her hard work in staying in such amazing shape would be suitably rewarded, with hard cock and brutal fucking. It was only fair, after all. Then she was wriggling about again as she complied with his second instruction, exposing her legs all the way to the expanse of flesh which lay above her stocking tops. He was impossibly hard now, and simply standing up would have announced his state of arousal to everyone within sight. Still he continued to wait, drilling his gaze into her image on a screen or the flesh which lay so tantalizingly close to where he was sitting. He left before she did of course, maintaining his gaze on the screen as he made his way to the bathroom which would be marked as out of order moments after she entered. He had been tempted to take her in the elevator. He still might decide to do that, but the important thing was not to fuck her in a bedroom, that was a scene for another scenario. Here things would be raw, frantic, feverish and harsh.

Watching her pull her panties aside to willingly comply with his third instruction was almost the last straw. He considered tugging out his cock to paint the walls of the elevator he was in with strings of hot cum, but restrained himself. Only by focusing and taking control of his will was he able to endure the hot sexy slut who was so readily obeying his depraved comments and orders. Her perfect flesh spitting forth the source of her pleasure as he slipped into a stall to wait her arrival. The bathroom was, naturally, likely cleaner than his own. Flowers, pot pourri, towels and soap decorated the long wash basin counter which faced the gold framed mirrors. The entire place decked out in black and silver, with glass like tiles and light from wall lamp shades of etched glass. It was the bathroom of the rich, but it was still a bathroom. The click of her heels announced her approach, even before she opened the door and walked in. He reached into a pocket, pulling out the leather mask which would cover his face, leaving his mouth exposed of course. His eyes behind mirror goggle. He didn't care if she knew who he was, or even suspected. It was more for intimidation than anything else.

He stepped out behind her, knowing he would be clearly visible reflected in the mirror. He didn't need the mike or tablet now. "Rosamund. Very nice. However I gave no instruction for you to pull down your dress." he smiled a cruel smile. "Pull it back up, squeeze it over those perfect ass cheeks of yours, then place your hands on the mirror in front of you and keep them there until I tell you otherwise." he growled, aggressively, the lust evident in his words. "That was an excellent display you put on in the restaurant. Simply excellent. Complete obedience and compliance I cannot fault it at all unfortunately, so you will need to be rewarded, as far as you can be of course. A bedroom is for lovers, a mistress, certainly a wife. You, on the other hand, are currently in the slut, whore, fuck toy category. So you get fucked anywhere else... this will do for now." he hissed, stepping up close behind her. "Tell me, whore... is your cunt wet? Is your ass stretched? I imagine that you enjoyed that thing buzzing away in your cunt, I didn't even see you come without being instructed to, despite a substantial assault on hour throbbing clit and dripping cunny." he smirked. "Your reward will be to choose where to be fucked. Your hand, your mouth, your cunt, your ass... they are all up for selection, aren't they? So tell me Rosamund, where do you want to be fucked for your first instalment? Tell me." his voice was an impatient, feverish rasp, the energy in his body, the surging adrenalin, the tensing of his muscles. His tall powerful frame filled her view in the nondescript dark suit which he wore, as he moved closer still. The bulge in his groin was impossible to ignore, a thick massive rod which stretched down one leg, as he raped her with his eyes. "Come along Rosamund, the obedient little whore gets to choose how she is fucked this evening. You did come in here to be fucked didn't you?"

 

[Crazy Writer]

As she was standing by the sink he stepped out behind her. She was startled by the mask but the size confirmed who she thought it was and when she heard him say "Rosamund. Very nice. However I gave no instruction for you to pull down your dress." his voice confirmed it was Hugh. She was both scared and relieved by this. Relieved that she had guessed right and it was someone from the office and not someone who had hacked the office but she was also nervous since Hugh was very smart but also as had been shown tonight already a mean son of a bitch especially to anyone he considered beneath him who had not power over him. Although she thought it unlikely she really hoped it would be someone from the office other than Hugh.

He told her to pull up her dress that had fallen down a little as she walked and to place her hands on the mirror . She did as she was told and wiggled the dress over her hips. He went on to taunt her again his voice alternating between cruel and lustful. He called her a whore and told her she deserved to be fucked in the bathroom. He asked her a series of self affirming questions. She needed and said yes when he asked about her cunt being wet and the same when has asked about her ass being stretched. Then he asked quickly and with an edge in his voice "Your reward will be to choose where to be fucked. Your hand, your mouth, your cunt, your ass... they are all up for selection, aren't they? So tell me Rosamund, where do you want to be fucked for your first instalment? Tell me."

She started to quickly think about the hand job bet she assumed what he shot he would expect her to lick up and licking cum off the bathroom walls and floor did not see fun. She definitely didn't want him in her ass or her mouth really so that left only one place and besides it would make him happy she thought. As she was about to talk he jabbed at her again "Come along Rosamund, the obedient little whore gets to choose how she is fucked this evening. You did come in here to be fucked didn't you?"

She thought about his comment about first installment meant there was likely more and she factored this in as well and it actually made it an easy decision.

"No I didn't come here to be fucked Hugh. I came her because you ordered me to as part of your blackmail scheme. That is why I am here. As to your question of which way I expect that if i say hand you are going to make me lick up every shot. drip or drop." Hugh's face confirmed that this was part of his plan so she went to the other option. "Well based on everything so far I pick my vagina. So where do you want me?"

 

[Jack Stalker]

"You're a lying whore as well as a hot one. You could have run Rosamund, you could have given up your life. However, like most women with bodies born and made for fucking, you decided that you could squirm and slide your way out of this mess by using your holes, your mouth, your hands. You decided that you could fuck your way to eventual freedom. maybe you're right? We'll have to see, wont we? We'll have to see if you are capable of using your flesh then, to satisfy a man whose experience isn't limited to an overweight wife or a innocent daughter. We'll have to see f you know how to fuck a man, not some boy who is used to saggy whores or inexperienced sluts. We’ll have to see just how well you fuck compared to how well you think you can." he growled, menacing lust dripping from every word as he placed his hands on her hips and eased her dress up until her entire ass was exposed. He could see the butt plug protruding against the lace panties, see the dampness which revealed the state of her cunt. An approving smirk sat on his features as he looked back up to make eye contact with her in the mirror.

He grasped at her panties as she answered him, tightening his grip about them until with a sharp violent tug he tore them away from her flesh, leaving a red crease in her skin as the force slashed across her body. He tossed them onto the counter next to her, looking down at her exposed ass he gave it a slap, reddening each cheek, where he could still see faint blemishes from her earlier enthusiastic paddling. "Your opinion about the hands was close. Naturally I may have the urge to watch you suck my cum between those juicy red lips, however the question was actually a trick one. Using your hands would have meant removing them from the mirror..." he hissed, unzipping his pants as he spoke his thick massive member sprang forth. He stepped a little to the side, affording her a view of the long engorged rod in the mirror, the glistening head streaking the shaft with lines of pre cum as he reached up to brush a hand across her throat. His left hand resting on her ass, then drawing a finger down to stroke at her quim, parting her folds as he addressed her. "...and that would have made you a bad, disobedient, little slut. Now wouldn't it Rosamund? And we know that you don't want that, don't we? At least not yet." he chuckled a little, leaning in he sucked her earlobe between his lips teasing it with his teeth, while he lowered his hand from her throat to grasp his cock, bringing the head up against her exposed snatch to stroke up and down it, letting her feel the raw passionate heat of his helm as he teased her quim with it.

Your mouth would fall into the same category. Disobedience. As for your eventual choice, well, that tells me all I need to know. Offering me your ass would likely mean a fast fuck, men can rarely control themselves for long in a woman’s mouth or ass... but the cunt, because you don't have a vagina Rosamund, you have a cunt... well, that means fun for you, doesn't it? It means that you want me to make you cum, that you think you deserve it? Well. we'll see. Remember Rosamund, you don't get to come unless I allow it." he grunted, pushing the head of his cock slowly into her tight youthfully narrow slot, stretching her folds, pushing inch by inch into her furnace of a sit. His thick veined and bulging shaft swelled inside her, pushing it apart even more as it was slowly driven into her depths, easing in until he was half way, having to pull out and drive back in a few times, slowly increasing his penetration, pushing deeper and deeper.

A long gasping groan escaped his lips as his rod shivered inside her vaginal tract, searing within it as his heated erection boiled her cunt juices. Then he started to fuck her, driving back and forth, slowly building force and speed. His eyes locked on her reflection, his hands moving to grasp her hips as he pounded in and out, stroke after stroke burying itself balls deep in her cunt, the sloppy obscene sounds of fucking filling the bathroom as he hammered into her. He kicked at her ankles, sending her heels screeching apart, his cock forcing its way into her, the head kissing her depths as his body loomed over her, dominating her from behind as he indulged himself. "Come along Rosamund, show me what you can do with your voice, your hips, your body. You don't want to prolong this, surely? You want me to come, don't you? To bring your payment to an end? Use what you have, slut… Auhhh… make me come if you can, make your ordeal end…" he growled, challengingly, mockingly, as he savoured every thrust into her perfect cunt.

 

[Crazy Writer]

(sorry not sure how I missed that you wrote this but I did)

Rosamund stood there and listened as he insulted her more. He seemed to really enjoying verbally degrading her. She listened since she had no choice. He wanted to know whether she was a good fuck to someone who knew what a good fuck was. He really wasn't looking for an answer and any answer she gave was going to just be taunted back at her. She could seem him in the mirror and watched as his gaze dropped to her ass where she still had the butt plug. He seemed to enjoy this as a smile briefly passed his lips.

She felt him pull on the small panties she was wearing as instructed and then she felt them dig into her before they released and she could feel the rip as they did. He tossed them on the counter. Well at least he didn't stuff them in my mouth Rosamund thought to herself. She felt a slap to her ass as he explained that she was right about the hands and mouth but not really because to do that she would need to disobey the rule about hands on the glass and this was also true for the blow job. She heard him chuckle as he said "...and that would have made you a bad, disobedient, little slut. Now wouldn't it Rosamund? And we know that you don't want that, don't we? At least not yet." She shivered slightly at that last comment. She knew he could simply change the rules if he wanted and punish her for not knowing he was going to change them.

From there he was on to calling her names again. Just as he was entering her he said "Offering me your ass would likely mean a fast fuck, men can rarely control themselves for long in a woman’s mouth or ass... but the cunt, because you don't have a vagina Rosamund, you have a cunt... well, that means fun for you, doesn't it? It means that you want me to make you cum, that you think you deserve it? Well. we'll see. Remember Rosamund, you don't get to come unless I allow it." And with that she felt his cock push into her. Damn he was large it was not just the mirror. Again she thought about responding but figured whatever she said would be ignored or turned against her. The best thing she could do now was trying to be a good fuck so he would shot his load and hopefully been done with her.

She felt him kick her legs wider and his cock go in deeper. She could see in the mirror his face was a combination of joy and anger. There was an internal battle between hating her and loving fucking her. He was clearly in control and enjoying it immensely. Still he couldn't help himself and had to talk so more. He told her to use her body to make him cum. Her hips and body to urge him on.

She started to push back into him and started to clench down on his cock as she did pushed into him and then eased it as she pulled away. Then she spoke to him softly but trying to sound sexy. "Come on Hugh show me what you really have. A real man could fill me up by now and be good enough that even in this weird situation I would enjoy it. You claim to be a real man Hugh why don't you and your cock prove it." She hoped that pushing him like this would get his pride up and make him cum. She wasn't sure what else to do.

 

[Jack Stalker]

Hugh's rock hard cock drilled into her, stabbing in deep and hard as it stiffened and swelled inside her hot tight cunt. His hips helped to drive it deeper and deeper in a methodical pattern, a constant pressure building as he drilled his fat cock as deep as possible into her vibrator fucked cunny. As she attempted to whisper soft sexy encouragement, an amused look crawled across his face and he reached out to grab her torn and shredded panties. "If you can't be more convincing, whore, then you need to shut your mouth and fucking come when you're told to." he growled. A hand wrestled with a fistful of her hair, yanking back her head so he could stuff her panties into her mouth. Then his other hand simply rested on her hip, as he ploughed stroke after stroke into her cunt from behind.

Keeping his eyes on hers he thrust hard and fats into her quim, stroking is shaft up into her yielding gash so that each time his pelvis crashed against her ass his throbbing member was responsible for stretching her and tenting her mound so that he clit was mashed mercilessly against the counter she was bent against, each stroke boiling inside her tight young cunt while at the same time applying a constant and inescapable pressure to her clit. He could feel her pushing back, trying to clench about his shaft, and it simply inspired him to deliver harder and more brutal penetrations into her depths. Spreading his feet and steadying his stance, he began to use his hips to ram hard brutal thrusts into her body, sending shockwaves through her fragile frame as he hammered his cock balls deep into her sopping cunt, no pause or mercy given as he slaked his need for her cunt with an assault on her flesh which sought to satisfy his deep craven need to feel her cunny quivering beneath the attack on it his cock was bestowing.

After a while he slipped into a steady rhythmic fucking of her cunt, his cock sawing back and forth, drawing out a slick sheen of fuck juice across its length as it bathed in her cunt. The slapping of flesh on flesh echoed through the bathroom and brought a twisted grin to his face as he indulged in her. He reached over to her ass, popping the toy which was wedged in her anus out with a sharp tug, replacing it with two fingers as he let it clatter to the tiles beneath them as he invaded her anus with two digits. His fingers fucked deep into her rectum as his cock continued to attack her slit, slopping secretions out to slap down her thighs as he shook the counter with each deep forward thrust her clit mashed and crushed against the surface as his fat cock tented her over and over, his teeth clenching as he basked in the sensations washing through him.

"Fuck you're tight. You're a tight little bitch aren't you Rosamund? Still... UUhhff... I wonder how fair it would be to send you back to your table with my cum dripping from your cunt? That's what you want, that's what you asked for. Is that you want you really want? Spit out those panties and tell me Rosamund. Tell me how you like serving me, how you like paying me off with your flesh, make me believe it, make me believe you enjoy serving my cock like a filthy little whore." he growled. All the while he drove into her with his merciless relentless pace. "Make me believe it by coming all over my cock, otherwise I will take you back to that table you just left ad ass fuck you in front of the entire restaurant. They won't care, trust me."

 

[Crazy Writer]

Rosamund felt his cock continue to drive into her but her talking didn't seem to urge her own. She noticed a different look on his face as he was hammering her and she wasn't sure what it is. Then she saw him reach out and grab her panties and he yanked her hair and as she started to yelp he stuffed her panties into her mouth. He really seemed to enjoy this as he told her to shut her mouth and cum when she was told to. She just nodded in agreement.

She was noticing that he was pushing into her in a way that forced her hips to barely ride on the counter and her pelvis and her clitoris to start to push against the marble surrounding the sinks. He was pounding her but it wasn't to cum as much as it was punish her for whatever things he thought she had done wrong in the past. He started to get into a rhythm and she tried to match it. Even though she didn't want to she was starting to actually get excited. While she would never tell him this she would have to admit that his cock was actually starting to feel good and turn her on. While the slamming into her thighs did not feel great she was getting a rush from the rubbing on her clit and the swing of his balls up into her.

She could see in his face that he was getting close to coming. At least she thought he was. Then she saw him start to talk. He started in calling her names again as he gave her orders as to what to say. She tried to be convincing.

"Yes Hugh that is what I want. I want you to fuck me with your big thick cock. I want to get your hot sticky cum inside me Hugh. I want you to fill me up with your cum. I like serving you and doing what you want you order me to do and paying off my debt by using my body to amuse and entertain and excite you. Let me be your little whore and cum all over your cock making it all wet with my cum.

Rosamund concentrated on finish her orgasm She had been played with all night so it wasn't that hard to let herself focus in on the powerful feelings. She let herself go and with the push of his cock deep into her she started to feel it tighten up. With that she started to call out "Come on Hugh oohh faster and deeper Hughhhhhh oh yes make me cum like the uhh whore you uhh think I am."

Rosamund could feel the tension build and she started to quiver as the wave of passion started to wash over her.

 

[Jack Stalker]

The constant slapping of flesh on flesh filled the bathroom, as Hugh drove back and forth into Rosamund’s tight young cunt with a relentless gait, a ruthless unrelenting pressure building against her clit as it was stroked back and froth against the marble counter by his crude and invasive thrusting. His pounding saw to it that her body was both wracked and manhandled about, as his cock was thrust over and over into her furnace of a cunny. Her youthful quim was everything he had expected and more, her vaginal tract deforming and distending about his rod as it was driven mercilessly into her depths, its fat head and wide girth stretching her wide and forcing her flesh to cave in and comply with the massive tool being used to reform her narrow duct into a slave to his shaft. Grunts and gasps of satisfaction accompanied his fucking and he could feel his cock throbbing and pulsing with the excitement as he held back nothing with his brutal assault on her flesh.

He noticed her matching his rhythm and her cunt juicing up all along his cock, as it was rammed to the hilt into her yielding gash. "You're liking this aren't you, you little whore? I can feel you pushing back, I can feel your hot little cunt juicing up and lathering my cock with your wicked secretions. Nice. That's the way to satisfy me Rosamund, by letting your nasty cunt juice up my cock so it can get stuffed balls deep into your tiny cunt." he hissed through clenched teeth, his member slamming back and forth harder and faster into her, her hips kicking against the counter as her clit was mashed down onto it, massaging her nub as she was rocked across its hard surface to comply with his increased and improved efforts at fucking her.

When she started to tense up, her cunt clenching on his cock in the pre throes of an orgasm, he hammered harder and faster into her, grasping her tits with one hand and pulling on her hair with the other. His massive pounding rod tented her over and over again, shoving her mound and clit against the counter as his fat shaft rammed wildly into her innards and his hissing and gasping breaths echoed in her ears as he fought to drive his powerful thrusts into her to enhance and encourage whatever climax she was fighting to squeeze forth from her cock battered body. "That's it, come on Rosamund, come like the little whore you know you are. I can feel how fucking turned on you are, you think I don't know? You're a sick, twisted little cunt aren't you? About to fucking come on my cock like a cheap worthless slut. Come on you little bitch, show me, give me your girlish cum like the whore you now you are." he growled.

She knew who he was, or at least thought she did, he resisted the temptation to pull off his mask though, instead grasping her hips as he powered thrust after thrust into her hot flesh. A she began to quiver he pressed deeper and faster into her, rocking hips to drive hard and deep into her sucking hot depths, pushing his cock towards her cervix as he drove into her with a hard feverish passion, a craven need to defile her cunt with his cock. "You are twisted, nasty, filthy little whore Rosamund. I'm as good as fucking raping you and you're loving every second of it, I can tell from your hot weeping cunt as it starts to wash my cock with your foul juices. Now... UUhh… after you come like the good little whore you are... turn around, turn around and jerk me off until I come over your face. I want you to see me coming on your lips, your cheek, your chin, I want you dripping with my seed before you return to your seat to await further instructions." he gasped, dancing on the edge on an orgasm as he awaited her compliance.

 

[Crazy Writer]

Rosamund could feel Hugh pounding into her. He was consistent and he was big and he was definitely enjoying himself. And because he was enjoying himself he was driving himself deep into her. She could hear him as well as feel him. She was quite wet and as he pulled out there was the sound of her juices being pulled out and then the sound of them being pushed back in and he plowed back into her.

Plus he was good at not coming quickly like most men Rosamund had slept with. She was surprised he had not cum particularly when she started to really latch down on his cock. In fact all that seemed to do was get his mouth going as he started to call her a whore and that he wanted her nasty cum juice on his cock so he could pound into her even farther. She wasn't sure she could take much more plus she knew he was all the way in because she could feel his balls slapping against her when he drove into her.

Then he must have felt her tighten around his cock because he started to get after her even more. She could feel her pace quicken and he seemed to drive into her even deeper on each thrust than he had before. She felt his hand on her breast as he squeezed at her nipple followed by him grabbing her hair with the other hand forcing her to arch her back more. Then she heard his voice close to her ear growling at her. "That's it, come on Rosamund, come like the little whore you know you are. I can feel how fucking turned on you are, you think I don't know? You're a sick, twisted little cunt aren't you? About to fucking come on my cock like a cheap worthless slut. Come on you little bitch, show me, give me your girlish cum like the whore you now you are."

She listened closely. He was telling her to cum so she started to let herself cum. It was almost if he knew it was going to end soon so he wanted to pound her as hard as he could. Then he started to call her new names saying she was a twisted nasty filthy whore and she almost wanted to say they why are you fucking me but she held her tongue. Then he admitted he was raping her but telling her she was enjoying it like a whore. He told her that once she came she was to turn around and and jerk him off until he came all over face. While she didn't look forward to the cum all over his face she wanted to cum and get this night over with.

She closed off her mind and just focused on his cock. She wasn't sure how long it took but then she felt herself start to really tense up and her mind went blank She felt herself quiver from the inside out with it all starting between her legs. It was an amazing feeling after the long build up to cum. She felt her ass tighten as the first wave of pleasure hit her. It went out from there and even though she didn't want it to both her fingers and toes curled from pleasure. Maybe she was something of a slut since she actually was enjoying the orgasm she was having. She felt her knees start to buckle as the second wave washed over her. She felt him pull out and knew that it was time to turn.

She spun around and faced him. His cock with slick with her juices as she started to jerk him off. She hoped he would come soon as she knelt before his so she could make sure and catch his cum on her face including the lips, cheek and chin. She started to pump him hard holding his cock right in front of her face. "Come on show me what you got big boy. Give me your cum so you can make me your whore." She continued to pump his cock adding her second hand in hopes that would push him over the top to an orgasm.

 

[Jack Stalker]

"Fuck." groaned Hugh as he felt Rosamund's body shake and shiver, signalling her orgasm as her cunt quivered about his ramming shaft and her juices washed down its length. He continued fucking her through her climax, savouring each deep penetrating thrust as based in the knowledge that he had pushed her over the edge and claimed an orgasm from her writhing flesh. He saw her fingers curing against the glass and could feel her body tensing and her heels scraping against the tiles as she was thrust against the counter a few last times, her cunt ground into it, her tits squashed between clawing fingers, her hair wrenched back as he forced her back to arch into the shuddering ecstasy that was being mercilessly fucked out of her. He wallowed in the sensations of wet warm heat which flooded his cock, until finally she was pulling herself free to comply with his instructions, to follow his commands as he drew back, his slick dripping cock allowing streams of fuck juice and liquid sin to bead and drip in strings from his cock head, just before he watched her fingers grasp around the tip as she knelt down to begin fucking his cock with her hand.

Moving his hips rapidly, he drove his cock between her hands, both of them straining to grasp at his massive member, his speed increasing as he looked down at her, giving a smirk as she begged for his cum. "You're already my whore Rosamund. The way you just came like one, the eagerness in your eyes and your tight wet cunt? That's all the evidence I need." he growled with amusement. Then he stiffened, his body spasming as it was wracked with a shuddering violent cascade of jerks as he came. Hot strings of cum erupted from his cock head, jetting out to splatter against her face. Globs of thick white cum blasted into her cheek, into her mouth as she was speaking, slashing across her lips, into her hair, down her neck as he gave in to a harsh vicious orgasm which painted his seed across her flesh as though she were a canvas for his copious amounts of sperm His entire frame shook and he too hold of her hair, dragging her forwards to drive his still erupting cock into her mouth between her lips, making sure she took enough of his spunk into her mouth to be able to taste him fully.

He slipped his cum stained shaft from her hands, slapping it against her face to leave strings of it connected to cock and cheek, lips and helm, as he finished himself off. The pleasure on his face was clear, wrought hard into his features as he shook off a few aftershock ejaculations, leaving her dropping with a sheen of white cum as he looked down at her with a triumphant and satisfied smirk. "God damn... AUUhhhh... so fucking good. You are truly talented at being a whore Rosamund, I think you have found your true calling. It will almost be a pity when you have finally paid off what you owe me for allowing you to keep your liberty." he groaned, gasping as he released her to slap her face a few times with his disgorged rod.

He straightened up, his cock still rearing up in front of him as he fed on the image of her cum splattered face. "Now... no you go back to your table Miss Parker. You walk back out there, covered in my cum like a good little slut. Then you will do one of the following. You will sit at your table until the place begins to empty and you are asked to leave... or until the waitress approaches you and asks you to leave... at which point you will explain to her in explicit detail that you just fucked in the bathrooms and you are waiting for your master to come and collect you.. Or instead of simply sitting in your seat waiting for my cum to dry on your face, you can lay yourself across the table on your stomach, pull up your dress and wait. Don't worry, you won't receive a negative response form any of the customers or staff, arrangements have been made. Not that I think you would worry, I could feel how soaking wet you were when I was fucking you, sliding back and forth in that tight little cunt that was begging for cock. We both know that you want more of it, now don't we Rosamund? Now. Do as you are told." he instructed her.

He still had a hand on his cock, stroking the still hard member as he looked down at her, eyes burning with lust, a craven desire to defile and ravage her flesh like never before. He wasn’t sure whether he was pushing her too hard, but the stream of juices flowing from her cunt seemed to suggest that she was indeed the wanton sex addicted little whore he imagined her to be… except that now he was the one giving the orders, calling the shots, establishing the boundaries.

 

[Crazy Writer]

In response to her statement where she was trying to get him to cum he smirked at her and said - "You're already my whore Rosamund. The way you just came like one, the eagerness in your eyes and your tight wet cunt? That's all the evidence I need." There was no point in arguing with him since he would just twist her words against her so she focused on pumping and got what she wanted when his cock began to spurt cum. It was thick and hot and sticking and shot across her face and into her mouth as she opened it to breathe when one shot blocked her nose. He tilted his cock up and shot it into hair and then pulled her towards him and stuck just the head of his cock in her mouth so that he could drop a load in her mouth so she would be forced to taste him. Of course she also got a taste of herself since he had been hammering her pussy with his cock just before this.

Then he pulled his cock back and started to slap it against her face. She knelt there and let him have his fun. She had no choice right now and they both knew it. As he finished wiping his cock on her face she could see his superior look on his face as he almost laughed at her saying "God damn... AUUhhhh... so fucking good. You are truly talented at being a whore Rosamund, I think you have found your true calling. It will almost be a pity when you have finally paid off what you owe me for allowing you to keep your liberty." Again with nothing helpful to say she stayed quiet and let him have his fun.

He looked at her again his mind clearly spinning for her next task. She had been hopeful that once he came he would end this but apparently not. Instead she listened to his instructions. "Now... no you go back to your table Miss Parker. You walk back out there, covered in my cum like a good little slut. Then you will do one of the following. You will sit at your table until the place begins to empty and you are asked to leave... or until the waitress approaches you and asks you to leave... at which point you will explain to her in explicit detail that you just fucked in the bathrooms and you are waiting for your master to come and collect you.. Or instead of simply sitting in your seat waiting for my cum to dry on your face, you can lay yourself across the table on your stomach, pull up your dress and wait. Don't worry, you won't receive a negative response form any of the customers or staff, arrangements have been made. Not that I think you would worry, I could feel how soaking wet you were when I was fucking you, sliding back and forth in that tight little cunt that was begging for cock. We both know that you want more of it, now don't we Rosamund? Now. Do as you are told." She had been given two bad choices but she immediately knew which one she would pick. There was no way she was going to lay on the table with everything hanging out.

She looked at him and saw his cock was still quite stiff. She knew that he was not ready to be done at this point.

"I will go out and take my spot at the table and wait until I am told to leave and then I will explain to whoever tells me to leave that I just got fucked in the bathroom and I am waiting for my Master to come collect me. I expect that you have already worked it out with the waitress or whoever so that she will come talk to me when you want her to."

Rosamund slowly rose to her feet and straightened out her dress. She had not panties to wear since he had destroyed them. She could still feel the wetness between her legs. She really wanted to wipe her face clean but knew that would just result in something worse happening to her. She slowly walked out to the restaurant and looked straight ahead as she did. Then she took her seat at the table and waited. She was not sure what else to do but sit there. She clamped down to try to keep the leaking to a minimum. She tried to ignore the looks she was getting from the various other customers as she felt his cum dry on her face. She gritted her teeth and tried to think of a way out of this but she could not find one. at least not now. So she sat there waiting for him to show up at the table because she figured that was the next step.

 

[Jack Stalker]

Hugh cleaned himself off and checked his appearance in the mirror as Rosamund left, a cock confident grin on his face. She was good. A tight cunt wrapped inside a hot tight young body that got him hard just thinking about it. Sure, she still had a certain resistance, a certain arrogance about her that implied she thought she could somehow, one day, get free of his arrangement. Alas, she was destined to be a toy for his cock for the foreseeable future, as there was just something about her tall, slim fuckable body that got him harder than any other slut he had ever fucked, and he wasn't quite ready to allow her her freedom, not for some months most likely, there were plenty of things to be doing with her before he even had a hint of growing tired of her flesh.

Surprisingly the patrons paid little attention to her as she sat down. In fact a few moments later, after a short shrill alarm sounded, they began to leave, one by one. Each filed past her table, giving her a twisted smirk and a slight bow, as they trailed forth from the restaurant, eventually leaving her there in silence, other than the approaching footsteps which padded on the carpet like the approach of some predator who had her set in their sights. "I think we can dispense with the charade. I arranged the patrons and staff for this evening." Hugh announced, standing over Rosamund, his hands on her shoulders. "No need to recite your tale of woe to a waitress, not when you can tell it to me." he grinned. His hands moved down to her waist and he drew her up onto her feet, shoving the chair aside with a kick of his foot he bent her forwards over the table, sending cutlery, plates and whatever other items shared the space clattering off to land on the carpet surrounding them. He kicked her ankles apart roughly, then drew up her dress again to expose her ass. A SLAP from his hand reddening first one cheek, then the other. His action interrupted by the squirt of cold cool feeling lube onto the crease of her naked and bared ass, followed by his finger smoothing it into the recess of her anus, a lone digit driving three knuckles deep into her rectum to line it with the gel as he leaned over her.

"Tell me what you've done for me so far Rosamund. How you've played with your tight cunt, before allowing me to fuck you in it and then cum all over your sweet pretty face... washing out your mouth with my seed and staining your flesh with my hot cum." he growled, taking hold of his cock he slapped it against her ass. A sideways glance would have shown that he was completely naked now, aside from the questionable presence still of his leather mask. Standing behind her with his muscular body leaning over her as his hand closed about his fat hard cock and guided the massive helm to the indent of her rectal entrance point. "This would be over so fast, if I hadn't already spunked all over you. I doubt many men can control themselves in an ass like that." he gritted his teeth, hissing the last words out as he drove forwards, fighting for a moment to overcome the resistance, before his massive rod distended her anus and was forced deep down her rectal chute towards her bowels. A loud satisfied groan escaped his lips, and he wasted no time launching into a relentless and unforgiving series of thrusts. His cock was squeezed into her rectum, her anal tract deforming more and more after each stroke as his length began to be swallowed by her tight narrow passage. After eleven thrusts he was beginning to bottom out, his entire length having been mercilessly driven into her filthiest and most taboo hole as he fucked her across the creaking and wobbling table in the middle of the restaurant, hard slapping of flesh on flesh as his grunts and groans echoed in her ears.

"God. You're so fucking good, you little slut. I should have spied on you sooner. Fuck.. if I had known I would have fucking framed you, not even bothered to wait for a genuine opportunity to blackmail you... UUHHH!" he gasped, grasping her hips with his hands he began to drag her back onto his thrusts. "How does it feel Rosamund? Tell me, I like to hear the sound of your ragged words as I fuck you in your nasty tight little asshole." he huffed, fingernails leaving red trails in her sides as he rammed into her now, faster, harder, picking up speed as his cock began to stiffen and harden further, recovered from its earlier ejaculation and now being fiercely pushed towards another. Every thrust into her insides felt like bliss, each sucking caress of her viciously tight anal tract clinging to his manhood reminding him of his twisted victory over her and the many more sessions which would come as he feasted on her flesh and bent her to his every whim. He bore down on her, shoving her hips so that her clit would be mashed against the edge of the table as it rocked about, just as he had fucked her against the bathroom counter, except that now he was defiling and desecrating her ass instead.

His hot fat bulging shaft stretched her rim each time it sank balls deep inside her, his hands grasping her flesh tight as he plundered her ass and shoved his member deep into her yielding and ransacked body. "We're going to have a lot of fun, aren't we Rosamund... because you like this, don't you? Deep down in your fucked up little mind, you get off on it, being taken. being fucked hard like a whore. Being shoved about and fucked like a piece of meat, like a slut. You think every woman can have this effect on a man? No, you filthy little cock hungry harlot... only whores like you get to be fucked like this, so you should enjoy every fucking minute of it." he groaned, clearly struggling to force out the words as bliss coursed along his shaft with each thrust.