Her Overseer: Don’t Piss Off your Owner (Her Client Trilogy Book 2)

by Richard Verry

  Chapter Sixteen

  Jon reflected upon the severe contrast between pearly white skin and the blotchy red skin of her tits, thighs and ass. It was an interesting contrast. Of course, her thighs and tits were now adding blue and purple to the pallet, indicating early stages of bruising.

  One thing he did have to admit was she was learning to obey. Most of the cunts he would have played with would have already succumbed to his torments and be disposed of by now. This one, was special. She was handling the sessions pretty well. Though she had a lot to learn, the cunt did have promise. A thought crossed his mind that he had never considered before. Maybe he would keep her around and not eliminate her. It might be a mistake but he was so enjoying himself.

  Picking up a bottle of scented body oil, he dribbled the oil on her back. The scent had a cinnamony smell though it wasn’t that hot cinnamon oil that would heat up and burn sensitive areas. Perhaps he would use that later. Right now, he had other plans.

  Caressing the oil into every part of her body, he made sure that her skin was glossy and shiny everywhere. Of course, he took special attention to her pussy and asshole, making sure that they were well drenched with the oil.

  He even coated the insides of her holes, ensuring good lubrication for later. As he forced his finger up her ass with the oil, he could sense her clamp down on his finger in a stupid attempt to prevent the invasion of her rectum.

  “Foolish cunt” he chuckled to himself. It only made the passage of his finger up her ass all the more desirable.

  By the time he was done oiling her, the cunt’s skin glistened with the reflected light from the lamps placed around the room. He couldn’t help but enjoy the beauty of her body, oiled up as it was. She was exquisite. It really was too bad that it wouldn’t stay that way.

  “No matter. Plenty more from where that came from” he thought.

  Stepping up to his toy bench, he selected a spring clamp, a small lead weight and a length of nylon cord. Returning to the cunt, he held out his hand, showing her the cord, the weight and the clamp.

  He waited.

  Looking at the items in his hand, he could see a look of resignation pass across her face. “Good” he thought to himself. A moment later, between sobs, she asked the question he wanted to hear.

  “Please … Sir. Would … you put … them … on me?”

  “Certainly, cunt. Anything you want” he answered her as he started to walk around her. As he did so, he heard her ask.

  “Anything? Then ... release me. I … just ... want … to go home.”

  “Sorry cunt. That is one thing I will not give you. You will never go home, ever again. You’re mine to do with as I please. You were bought and paid for. The sooner you accept that, the better off you will be.”

  She hadn’t responded to that but then again, he didn’t care if the cunt did or not. She was his and he would enjoy his fill of her. When she stopped entertaining him, then she would give him one last fulfilling thrill at his hands.

  Squatting down behind her, her glistening pussy lips spread wide, he took a moment to admire them, reflecting light across their surfaces. The cunt had a beautiful flower of a pussy, all pink, red and white with little diamond specs reflecting the light.

  “Beautiful” said out loud for her to hear, describing the view in front of him.

  Taking the clamp in one hand, he began to massage her clit, hiding just out of sight under the hood. Lightly pinching and stroking it to erection, it started to emerge.

  “Yes, beautiful” he said again.

  Pinching her clit between his thumb and forefinger, he lightly pulled it out away from her pussy and fitted the clamp over it. As he released the springs of the clamp, the jaws closed solidly over her clit. As the clamp closed painfully on her, he felt her grit her teeth and exhale a deep breath, absorbing the new adornment to her already beautiful pussy. He was disappointed that she hadn’t let out a brief yell but no matter. There more of those to come as well.

  Before standing up again, he hung the weight from the clamp and let it swing. Letting out a brief yelp when her clit first took the full weight, she successfully gritted her teeth and kept her screams to herself.

  “Greedy cunt” he said softly to no one in particular.

  Flicking the weight with his finger, he watched it swing, stretching and pulling her clit in all directions. As it swung about, the cunt’s body tensed up even more, as she tried to hold back the painful discomfort she was experiencing. After a couple of minutes of playing with the swinging weight, he finally stood up and walked over to her side.

  “I must say, cunt. You do look beautiful. Exquisite even.”

  “Thank … you … … Sir” she responded falteringly.

  “I especially like your new jewelry I have just given you.”

  “Tha … Thank … … you … Sir” she added with a grimace in her tone.

  As he scanned up and down her body, he noticed some dry spots appearing on her skin. Picking up the bottle of oil, he reapplied a fresh coat to every part of her body. Paying special attention to her tits, ass and pussy, he caressed the oil into the pores of her skin. When he was done, she looked delicious under the lights, her skin reflecting light in all directions. His hands slick with the oil, he couldn’t help but caress her again.

  Chapter Seventeen

  Jolene gritted her teeth in revulsion. Here he was, caressing her body like a turkey being prepared for the oven. “Shit, keep fucking your hands off me” she kept repeating in her mind. “He even coated my ass as if he were going to stuff me.”

  “Oh, shit. Is that what he plans for me next?” she thought. “He’s going to stuff me with something. His pitiful dick perhaps, or some other nasty toy?” she wondered.

  She had to admit, the oiling did feel good to her ravished skin. Between the whipping and the spanking, it was dry and cracking. Certainly, the red welts and cuts to her thighs were in need of the rejuvenating oil. Plus, it smelled nice. It had a wonderful cinnamony scent that helped make her feel more like a woman and less like an object.

  “I know it now. He’s never going to let me go” she thought. “I must figure out how to escape before he kills me. And that he’ll do when he gets bored with me” she realized.

  Her mind racing, she began planning her escape. “So, now that I know he’s not going to let me go, I need to find a way to stay alive until I get my opportunity. Strapped down like this, I’ll won’t just be able to get up and run off. No, I need to wait for the opportunity. When that will be, God only knows.”

  “I don’t know if I’ll be physically capable of escaping with the time comes. I’m just so sore all over and my legs are stretched beyond what they are used to. Who knows if I’ll even be able to walk once I’m off this damn thing? If I have any sense to what he is planning, I only have a few days at best before he kills me and disposes of my body.”

  “Till then, I’ll just have to be ready” she resolved.

  Considering her options, she played several scenarios around in her head. “Just what does he want from me?” she kept asking herself. The only correct answer she was sure of was, that he wanted her to scream and keep on screaming.

  But that wasn’t enough she was smart enough to realize. If I just screamed for the sake of screaming, he would see through that deception and tire of me quickly.

  “No, he needs to pull the screams from my unwilling mouth. What I need to do is hold back as many as I can so that he can get his satisfaction when they do come. Not that it will be that hard to scream. He’ll make sure that I do.”

  “Well, that’s easy enough to do, for now. I’ll give him what he wants and wait for my opportunity to strike back.”

  “If I can hold out that long. Shit, it’s only going to get worse before it gets better” she realized.

  As Jolene contemplated her plan, she suddenly had to grit her teeth and stifle the scream begging for release. Her musings had let her mind wander away from what he was doing.

  “Shit,
what did he do to my clit?” she asked herself. “Fuck, he placed that fucking clamp on my clit. Shit, that fucking hurts” she reflected trying to deflect the painful sensations coming from her pussy.

  When he dropped the weight onto the clamp, her clit screamed and she was unable to stifle the yell held within her mouth. A bit of it escaped before she could clamp her mouth shut over it, keeping the scream contained. Her body tense and straining against the straps, she bit down and bared the agony of his flicking the weight back and forth. To her, it felt like the teeth of the clamps were sawing through her clit as if it were trying to cut it away from her body.

  All she could do was scream inside her head while occasionally let a small amount escape from her mouth. When he was done, he walked around to one side of her body as the swinging weighted clamp slowly stilled. As the spasms subsided to a dull aching throb, he squatted down alongside her and began pinching the nipple of her breast.

  Still extremely sore from the whipping they endured the day before, she was forced to grit her teeth again in a lame attempt to stifle any yelps threatening to escape her lips. She could feel his eyes on hers. She was determined to resist to the end. In her mind, to give in and willing accept her torment was a sure way to bore him. She knew instinctively that once he was bored with her, her life would be over and he would kill her. What was worse, was that there would be no regret to her death in his mind. She was just a toy to be played with, used up and discarded.

  As he pinched and pulled her nipple, she could feel them respond, getting hard and standing proud.

  “Oh, shit!” she thought. “What the fuck now?” she complained inside her head.

  As he pulled down hard on her nipple, he tied the end of the strong lightweight cord around the nipple. Tugging on the cord, the knot painfully pinched her nipple and refused to let go, despite the oiled skin.

  She felt him stand up and walk back behind her. A moment later, he was doing something with the clamp on her clit. Then he walked around to her other side.

  “Shit, he’s looped the cord under my legs, through the clamp and now he’s pulling it through and towards my other nipple” she realized.

  Sure enough, he pinched and played with her other one until it too got hard. As before, he tied off the cord around the other nipple and cinched it tight. As she followed along, Jolene realized that he had tied off the cord so that there was no slack. Meaning, that whatever movement my tits had, would be transmitted instantly to my clit.

  “Shit, there is no way I’m ever going to stop from hurting myself, is there?” she figured out. “Any movement whatsoever in my tits will pull hard on the clamp as it saws further into my clit. Fuck! I’m so screwed.”

  Chapter Eighteen

  Jon was quite pleased with himself. To date, he had not thought of this particular predicament setup before. Excited by the thought that as her tits swung back and forth, she herself would pull on her clit as if to rip it from her body.

  Of course, he would make sure that her tits did move, they would soon be moving a lot as he fucked her. He had no doubt, that as he drove himself inside her, he would be slapping her groin with his hips. The resulting tsunami would cascade through her body, causing her dangling tits to swing to and fro. He couldn’t wait to get started.

  “How’s that my pretty little cunt?” he asked her, admiring his handiwork.

  “Nice. … Sir. Thank … you” she added.

  “You’re welcome” he said as he leaned and patted her free hanging tit back and forth.

  Watching her, she held back a yelp from escaping her lips. Smiling at his achievement he walked around and did the same to the other dangling tit. The cord tightened nicely and he could feel her discomfort ripple throughout her body.

  “Nice. Very nice” he complimented himself, dragging his hand along the length of her back, caressing it as it moved. As he moved behind her and out of sight, he freed his excited cock and prepared it for submersion.

  When he was sufficiently hard, he stepped up behind her and slapped her on the ass.

  “Oooowwwwwwwww” she screamed telling him that he had broken through her defenses once again.

  Teasing her, he rubbed the head of his cock up against her pussy. Rubbing its head up and down the insides of her glistening lips, he teased his entry before pulling back. Each time he resumed caressing her pussy, he enjoyed the feeling of her hot wet flesh caressing his own cockhead. Each time he feigned driving into her, he felt her body tense up.

  “Yes, cunt. Want this?” he taunted her.

  She hadn’t answered him. Spanking her hard on her already red ass, he snapped at her. “I’m talking to you cunt.”

  “Yes … Sir. Please, give it to me” she answered him.

  “Hmmm, we’ll see” he taunted again knowing that all the while, she wanted anything but his cock submersed deep in her cunt.

  Resuming caressing her pussy lips with his cock, he began to feel the need to bury it deep inside her. As his hunger grew, he held back, anticipating the moment. Stroking her, he would at times pretend he was about to enter her. He was enjoying her tensing up as if to reject him. He especially like bumping into her clit clamp, causing it to bounce about, eliciting even more discomfort.

  On and on he played with her, not caring how long it took. He was enjoying the feel of the autonomous build up as her body instinctively reacted to his imminent invasion of her cunt. He continued to hold back, anticipating the moment when he would dive in, not in her cunt but deep into her ass.

  Chapter Nineteen

  “Damnit to hell” Jolene thought. “Why must my body betray me like this” she complained as she detected the early signs of sexual excitement building within her.

  Okay, for over a decade, she welcomed the building pleasure her body gave her at the slightest stimulation. She not only welcomed it but she encouraged it. The thought reminded her some of her past experiences when she would to go work with a vibrating egg buried up her pussy. She fondly remembered remotely activating it when she was in a meeting or simply pouring coffee.

  She relished the feelings within her body as it began building to a climax while she sat alongside her coworkers. Coworkers who were totally unaware of what she was doing. Sometimes, she even let the orgasm hit her at the conference table as her boss droned on with whatever he was talking about. Once, someone had asked her if she was alright, concerned about her flushed skin, thinking that she may get sick.

  Smiling, she had reassured them that the feeling had passed and she was alright. Yes, she had taught her body well. She had enjoyed the simple pleasures life would give her. Now, it was betraying her. She did not want to feel the building pleasure. She wanted nothing to do with the teasing of his cock against her pussy. He could go straight to hell for all she cared.

  Yet, her body disagreed. Her body betrayed her. Her body craved the cock knocking at her pussy’s door.

  “Fuck it already” she thought. “Just shove it in and get it over with.”

  And with that thought, she thought he would do just that. Stuff his cock in her pussy and wildly fuck her. How wrong she was, she found out a moment later. For that was the moment he shifted, pressed his cock against her anus and swiftly split her open, driving it deep into her rectum.

  She had no opportunity to think. She could only react.

  “Arrgggghhhhh” she screamed as his cock torn into her anus and drove deep inside her in one quick violent thrust. Unlike the last time she had a cock in her ass, courtesy of Jeremy, Jon immediately began fucking her ass hard, roughly driving in and out of her rectum without regard to her desires.

  “Oh my fucking God. Please stop, it hurts so fucking much!” she yelled. Unabated, he continued pounding her ass. Her mouth opened and she screamed all the more.

  “Arrgggghhhhh” and “Oooowwwwwwwww” repeated over and over again as he withdrew part way before driving deep back into her rectum. He didn’t stop. He didn’t pause. He just drove in and out, like a piston in a car’s engine. On an
d on it went, splitting her wide and tearing her apart. By the very depths of his penetration, it felt like he was touching her heart inside her body by way of her ass.

  It hurt so fucking much and it didn’t stop. It went on and on. It felt like forever.

  In fact, it hurt so much that she didn’t even realize that her breasts were bouncing wildly about from the impacts of his groin against her ass. The bouncing breasts were causing immeasurable damage to her clit clamped firmly to the grinding teeth of their jaws. She couldn’t feel that at all.

  All she could feel was the fullness intruding deep into her ass, never slowing, never stopping. It went on for what seemed like forever.

  Between her screams, her last memory was the fullness in her ass, as if she had been impacted by constipation. Her last thought wasn’t so much a thought but a begging wish.

  “Arrgggghhhhh, Oh, please. Let it stop. Arrgggghhhhh”

  And then the world went black and her mind surrendered to a blissful nonexistence.

  Chapter Twenty

  “Shit, the cunt passed out on me again” Jon complained as he continued to fuck her ass. Her resistance driving him on, he was in full swing building to a release when her body went slack as she passed out. And as much as he wanted to finish … as her body went slack, so did his cock.

  “Damn it” he screamed out loud withdrawing his softening cock.

  After whacking her across her ass, he put it back in his pants.

  “Shit!” he yelled again, clearly frustrated with the cunt. He had been so close to cumming. He could taste it. It was hard enough cumming without tormenting his playthings. In fact, it was almost impossible for him to so anymore. That’s why he needed his cunts. He needed their defiance and their screams to satisfy his own pleasure.

  “Shit!” he yelled once more.

  Grabbing the leather strap he had used to spank her before, he gave her several hard smacks on her ass. When she didn’t react and her body remained inert, he threw the strap across the room in frustration. Fuming, he stared at her, his face red with annoyance and anger, bewildered at what to do.