The boss from Hell ~closed for Spellcaster & I~

Henry Wilkins

"How was that? Do I get to have pleasure now?"

Feeling her mouth work its magic and drain my hardened shaft of its load i was in total heaven. As her mouth slid off i looked down and soon our eyes met. Taking a few minutes to gather my thoughts again i moved back a little and took a few mouthfuls of my scotch.

Stepping back towards her as she lay on the bed i pulled her roughly towards me. One hand grabbed an asscheek as i bit on the soft flesh of her neck. Within a few minutes i stopped and reaching for her legs spread them further apart and pushed her back onto the bed. Kneeling in between in her legs i looked into her eyes and grinned.

"Is pleasure the only thing you wish for?"
 
Catherine Buchanan

Henry's eyes met Catherine's own, as he stepped back from the bed. She couldn't read his expression and he did not answer her question. She watched as he drank some of his drink slowly and thoughtfully. She wished she knew how to read what he might be thinking, but he was much more complicated than most men she had come across. She allowed herself to drop back into a prone position on the bed, still keeping her eyes on Henry the entire time. He didn't seem to object to her lying back down.

Suddenly, Henry stepped back to the side of the bed, reached out and pulled Catherine roughly toward his body. She felt his fingers clamping and probably imprinting her tight buttocks on one side, as his teeth grazed the flesh of her neck. He stopped quickly, and then she felt his hands on the inside of her thighs, parting them and spreading them apart, as he pushed her back onto the bed.

Henry knelt between her legs, looming over her, grinning that mocking grin at her again, his eyes locked on her own. "Is pleasure the only thing you wish for?" he asked. Catherine wanted to answer "Yes!", but she hesitated. She knew, deep inside the very core of her being, it was not all she wanted. She wanted him to dominate her...to force her into submission....to take her to new heights of pleasure never before experienced. She knew she had to answer him, but how? She still was not ready to admit that she wanted these things to herself, let alone Henry.

Meeting his gaze squarely, she lied through her teeth, feeling sure he would know...hoping he would call her on it and punish her for it. "Yes, of course, I want pleasure. What else could I possibly want?"
 
Henry Wilkins

"Yes, of course, I want pleasure. What else could I possibly want?"

I waited for Catherine to answer and letting her words sink in i knew something wasn't right. Why would she after all this fighting me suddenly give in, it just didn't seem right to me. Moving a little on the bed one hand gripped her leg whilst the other reached up to tweak one of her nipples.

"Catherine now is not the time for lies, I will ask you again and this time if even a hint of a lie is told i will punish you so severely that even your own mother may not recognise you. Is pleasure the only thing you wish for?"
 
Catherine Buchanan

Catherine couldn't stop herself from crying out when Henry tweaked her nipple rather hard. She knew then he had figured out she was not being completely honest, and his next words to her confirmed this. "Catherine now is not the time for lies, I will ask you again and this time if even a hint of a lie is told i will punish you so severely that even your own mother may not recognise you. Is pleasure the only thing you wish for?"

She didn't want to answer him. She rebelled against it with her entire being, glaring into his eyes with tears of anger standing in her own, but she knew there was no choice. She must admit her desires to him. Taking a deep breath, trying to speak through the pain she was feeling in her breast, Catherine said in a low voice "No....no it's not. I....want to experience....true submission. I've never experienced it before...always being the dominant one. The idea of submitting is making me very horny and I want to fuck you." It seemed as if a weight lifted from her soul when she said these words.
 
Henry Wilkins

"No....no it's not. I....want to experience....true submission. I've never experienced it before...always being the dominant one. The idea of submitting is making me very horny and I want to fuck you."

As Catherine's words were absorbed i slowly released the grip i had on her breast. Moving back a little i stood up and walked across to a cupboard keeping one eye on Catherine at all times in case she tried bolting for it. Opening the cupboard i pulled out several items , all of which i would make use of.

Tossing the leather bra that gave me access to each nipple onto the bed and the leather collar my eyes met hers as i started to speak.

"Put them on, if you don't obey it will be ten lashes across each cheek of your ass just for starters."
 
Catherine Buchanan

After Catherine had finished admitting her desires, Henry loosened his grip on the tender flesh of her breast. It ached from his not so gentle ministrations, and she longed to rub it, but refused to...she didn't want him to see her pain. She watched him cross to a cabinet, and open it, all the while keeping a close eye on her. She figured he must be watching to make sure she wasn't going to try to escape. At this point, she was too horny to even attempt it. She wanted the "itch" that had begun between her thighs scratched, and she knew she would have to wait until Henry was ready to do so.

Catherine couldn't see what items Henry was removing from the cupboard, although there were several of them. He walked back over to the bed and tossed two pieces of leather onto it. "Put them on, if you don't obey it will be ten lashes across each cheek of your ass just for starters." She reached out and picked up what he tossed down before her. One piece was a black collar, very simply made. The other was the type of bra she had seen on many of the slaves she'd dealt with at the club she frequented. The nipples were cut out to allow access to them.

Without a word, Catherine picked up the collar and fastened it around her slender neck. It fit tightly, but not uncomfortably so. She then slipped the bra on, feeling the coolness of the leather against her skin. She fastened it, then looked into her Master's eyes. Just the act of putting on the items had made her even more wet, if that was possible at this point. She could feel the juices from her pussy flowing down her thighs, and onto the bed. She wanted to be fucked very badly at this point, and hoped Henry wouldn't make her wait too much longer.

"Now what will you do to me?" she asked.
 
Henry Wilkins

"Now what will you do to me?"

I watched as Catherine put on the collar first then the bra, they looked great on her. Her words weren't too surprising, at this point before i had given more punishment to my slaves but i knew that Catherine deserved some pleasure.

Stepping forward and leaning closer to her i ran the fingers of one hand up her thigh towards her pantyclad pussy. Slipping two fingers underneath her soaked panties they teased the outer lips of her pussy briefly. Removing them i pulled her panties down each leg and threw them away then smiled at Catherine.

"Catherine i want you to not wear lingerie of any sort outside of the office, do you understand?"
 
Catherine Buchanan

Catherine shivered with delight as Henry's fingers brushed against her soaked pussy, teasing the lips ever so slightly. She felt him remove the silk panties and watched as he tossed them aside, not making a sound as they fell to the floor.

"Catherine i want you to not wear lingerie of any sort outside of the office, do you understand?"

Since she rarely wore underwear at all, this would be no problem for her in the least. She usually only wore it when she felt it would give her more of an advantage over her prey, to make her seem slightly more aloof or alluring. She only wore a bra to the office because she had to; her breasts were too full to be comfortable otherwise. Outside of the office would not be a problem in the least.

"Yes, I understand. I will do as you ask, particularly if it will make you more eager to fuck me."

Catherine couldn't help being bold. She wanted Henry very badly. She wanted him to ram his cock into her sopping pussy and bang away until they both came over and over again. She wanted to fuck until they couldn't fuck anymore. Unable to help herself, she spread her legs wide, opening and offering her pussy to Henry, for him to do with as he would.
 
Henry Wilkins

"Yes, I understand. I will do as you ask, particularly if it will make you more eager to fuck me."

Her words followed by a natural action of spreading her legs to show off her pussy to me were both bold and challenging. Standing up a little i kicked my jeans off and grabbing both her legs pulled her towards me. Spreading them further i smiled as i released the grip on one of her legs.

My thumb teased and manipulated her clit as two fingers slid past the outer lips of her honeypot into the velvety soft depths. Kneeling between her spread legs my fingers worked their magic as i lowered my mouth to each of her breasts, nibbling and sucking on them.

Between my fingers and mouth i hoped i could get her to beg for me to fuck her like there was no tomorrow. The words needed to be spoken by her. Removing my fingers from her honeypot i moved a little letting the bulbous head of my cock tease the glistening lips of her pussy.

"How much do you really want it? Can you beg for it?"
 
Catherine Buchanan

Henry's manipulations of her breasts, clit and pussy were exquisite torture. Catherine felt the head of his cock pressing against her entrance, but going no further. She whimpered and thrashed beneath him, thrusting her hips to try to drive him inside, but he was just out of reach. She was being driven mad with lust at this point.

"How much do you really want it? Can you beg for it?"

Through the haze of desire, Catherine heard his words. She wasn't sure she would be able to find her voice to tell him what he wanted to hear. She was positive he was not going to fuck her until she did beg him. She'd never begged to be fucked in her entire life. Men always had been the ones doing the begging. Dimly she realized that she was probably getting paid back for some of the begging she had required, both from the slaves she'd played with and some of the "regular" men she'd fucked, just because she had the power to do so.

Thrashing about beneath Henry's body, Catherine attempted to find her voice. She wasn't sure exactly how he wanted it put, but thought that if she could manage to speak through her need, she would be able to make him happy. Finding her voice at last, she said "Yes, I'll beg. I'll beg you to fuck me now. Please, please fuck me now. Fuck me until we both come hard. Fuck me until you can't stand up, and then fuck me some more."
 
Henry Wilkins

"Yes, I'll beg. I'll beg you to fuck me now. Please, please fuck me now. Fuck me until we both come hard. Fuck me until you can't stand up, and then fuck me some more."

I waited as i felt her hips moving trying to get my hardened shaft inside her moistened love tunnel. Her words were what i had wanted to hear and returning my mouth to each breast in turn i smiled occasionally as my hands gripped her hips.

Thrusting my shaft inside of her i started pumping in and out, harder and faster than i ever had before with any other female. This one needed to be taught a few lessons and i intended to do just that. Sliding one hand underneath her body two fingers moved to tease her anus as i continued to pound her pussy with my shaft.
 
Catherine Buchanan

Apparently she'd told Henry just what he'd wanted to hear, for in moments his mouth was covering Catherine's breasts again, first one then the other, as he gripped her hips, and thrust hard into her dripping pussy. She cried out and arched her back, as she felt his hard shaft filling her at last.

He thrust in and out of her wet hole with fury, as if he thought it would be punishment for her. If that was the case, Catherine thought dimly, he was going to be sadly mistaken. She loved being fucked good and hard...in fact, no one had ever fucked her as hard as she would like. His cock felt so wonderful thrusting in and out of her, she dug her nails into his shoulders with pleasure.

She felt his fingers toying with her backdoor, as he fucked her, and then she was so lost in sensation, she could no longer think. There was nothing but his cock filling her, fucking her, taking her to places she'd never quite been before. She wanted it all. She gave herself to the feeling with abandon, feeling the first wave of an orgasm cresting over her. Her head was thrown back, exposing the delicate skin of her throat, her eyes closed in rapture. She cried out, thrusting her hips hard upwards to meet him, not thinking of punishment or if she were pleasing him, just becoming one with his body.
 
Henry Wilkins

As Catherine threw back her head exposing her neck i moved my mouth from her succulent breasts to the softer flesh of her neck. Nibbling and sucking on it i kept pounding in and out of her pussy.

Hands squeezed and cupped her asscheeks as our hips collided in a sensual dance. Grinning i slid my cock from her pussy and pushed it against her ass.
 
Catherine Buchanan

Catherine was dimly aware of Henry's mouth moving from her breasts to her throat, but just barely. The sensations his cock were causing in her pussy, filling her so well, as her muscles clenched and contracted around him, were all she was focusing on. She kept coming and coming and coming, until it seemed the orgasm would never end.

She felt his hands molding and squeezing her ass, and pushed harder into him. At last, it seemed the crashing wave of pleasure was beginning to subside. She began to relax, then felt Henry pull out of her. She almost made a sound of protest, then gasped as she felt his dripping cock pressing hard against the entrance to her backdoor. That was one area, in all her years of sexual experience and playing, that she had never experienced penetration of. Catherine had always felt it gave her too much lack of control. She had certainly used it or caused it to be used enough times on the slaves she'd played with, so now it appeared it was going to be her turn.

Her amber eyes were wide as she looked up into Henry's grinning face. She wondered just what he was thinking, and if he would hurt her badly. She was certain that begging him not to fuck her there would most likely bring punishment, and perhaps even more pain than the experience itself. Resolutely, she bit her lip, and waited for what seemed inevitable.
 
Henry Wilkins

My hardened shaft pressed harder between the cheeks of her ass as our eyes locked together. I wondered what she may be thinking or feeling at this point in time. Having punished her enough already i didn't really wish to continually do it as it could lead to problems at work.

Leaving my shaft resting against her ass i claimed her lips and tongues with mine in a fiery, sensual and passionate dance ignited by the lust within us. Breaking it briefly i let the words flow towards her.

"Catherine if you do not wish for something, let me know ok?"
 
Catherine Buchanan

Catherine felt Henry pressing his thick cock harder against her ass, and she waited for the intrusion, that to her surprise, did not come. His eyes locked on hers and he seemed to be considering his next move, then he bent and claimed her lips in a fiery kiss. Their tongues danced madly, fierce in their shared passion. She was still aware of his shaft resting so near her asshole, but for now, she reveled in the feel of his lips and tongue.

The kiss left her breathless, when Henry broke away. "Catherine if you do not wish for something, let me know ok?" His words caught her completely off-guard, as she had never expected a choice in the matter. After all, she never gave any of her slaves or other "toys" choices. She found herself feeling vaguely ashamed for reasons she could not fathom. Pushing the feelings away, so she would not have to deal with them, she said "Yes, I will. I've never...had anyone fuck me in the ass before, and I'm not sure I'll like it. Perhaps we need a safe word?" She was very familiar with the concept of those, although had never personally used them.
 
Henry Wilkins

"Yes, I will. I've never...had anyone fuck me in the ass before, and I'm not sure I'll like it. Perhaps we need a safe word?"

Catherine's words were not unexpected to me. Having crossed this path numerous times before i looked her in the eyes as i turned thoughts and feelings to words.

"A safe word is fine with me, should we use the word STOP or something else, you make the choice."
 
Catherine Buchanan

Henry's eyes were locked on Catherine's as he answered her. "A safe word is fine with me, should we use the word STOP or something else, you make the choice." She found it hard to understand why he was suddenly being so nice to her, after being so threatening before. Perhaps he was just playing with her...letting her think she had a measure of control again, before pulling the rug from beneath her, so to speak. Warily she studied his face, but could read nothing there.

Catherine decided for the moment she would take his words at face value; there was not much else she could do at present. Nodding, she said "'Stop' will be fine. Are you going to fuck me in the ass?" Before he could answer, she continued, "I'm not saying you can't, I would simply ask that you prepare me as much as possible for it. If I don't like it, I will speak up."
 
Henry Wilkins

Repositioning my cock against the entrance to her pussy i thrust it inside and started to build up a steady rhythm. Our hips collided together as my hands moved underneath her body to cup and squeeze her asscheeks.

"Catherine i will prepare your ass later for my cock's penetration" i grinned.
 
Catherine Buchanan

Catherine moaned as she felt Henry's hard cock sliding into her dripping pussy again. He felt so good inside her, she didn't think she'd ever get enough of fucking him. He moved steadily, building a rhythym that she soon matched, their hips bumping together as they thrust. She could feel her inner walls clenching tightly against his invading shaft, and she felt wave after wave of pleasure sweep over her body. His hands slipped beneath her ass, to squeeze the cheeks as he spoke a bit breathlessly, still fucking her for all he was worth.

"Catherine i will prepare your ass later for my cock's penetration"

She looked up into Henry's grinning face, but was unable to speak, as she was lost in yet another orgasm. ~My God~ she thought vaguely ~I've never gotten off this much before in a single night in my life!~ She found herself trying to spread her pussy even wider for him, her legs wrapping tightly around him to pull him even tighter. His words had frightened her slightly, not knowing what the "preparation" might entail, but again, she was too lost in the moment to care much. After all, he had told her if she didn't like something to say so.

Unable to keep quiet another moment, she let out a cry of fulfillment, as another orgasm took her, this one the strongest yet. "Oh GOOOOD.....Oh Henry....oh fuck yeah.....fuck me more baby....harder........", then all speech deserted her again in one long animalistic cry. "AHHHHHHHHHHHHHHHHHHHHHHHHHHHHH!" Her nails dug into his back, her back arched, offering up her breasts to him, and her head was thrown back on the bed, her eyes closed tightly, as she thrashed about beneath her lover.
 
Henry Wilkins

Continuing to piston my cock in and out of Catherine's pussy i felt the muscles contracting as another orgasm rocked her body. Moaning and groaning a little louder myself i lowered my mouth to each of her breasts in turn to nibble on them.

With each thrust i could feel myself getting closer and closer to orgasm. Nibbling a little harder on each breast i kept up my pounding of her pussy.......

"ohhhhhh fuck yeah , here it cums" i screamed.
 
Catherine Buchanan

Catherine felt Henry's mouth upon her upthrust breasts dimly, as she was completely lost in the tide that overwhelmed her body. Vaguely she could feel his hard shaft pumping in and out of her warm wetness, his balls slapping at her ass. Finally, the tide began to recede, and she became more aware of Henry again.

His mouth pressed harder against each breast, as he tasted them in turn. She could feel his balls tightening in anticipation of his own orgasm, and then he cried out.

"ohhhhhh fuck yeah , here it cums"

Catherine wrapped her legs even more tightly around his hips, trying to draw him into her as much as possible. She wasn't sure if he wanted to come inside her, or somewhere on her sweat-slicked body. He had not said what his preference was, so she hoped that she was reacting appropriately. Incredibly, as his orgasm came upon him, she felt yet another one beginning in her own body again.
 
Henry Wilkins

As my hot sticky liquid sprayed the insides of Catherine's pussy i felt her juices coating my cock. The feelings were incredible as our juices mingled together. I only started to withdraw my cock as it softened inside of Catherine.

Our eyes met and i tried to work out what she was thinking.....since i couldn't i moved my hands from underneath her body.
 
Catherine Buchanan

Catherine felt Henry explode inside her dripping pussy, as she cried out her own passion. Their mutual orgasm seemed to last forever, then she felt his cock begin to soften slightly, and he slid it from her body. He looked into her amber eyes, seeming to try to read her very soul, then she felt him sliding his hands from beneath her. She found that she wanted him to leave them there, but she would not ask. Instead, she studied his face for a hint of whether or not he had been pleased by the sex.

Again, she began to focus on how she felt about him fucking her in the ass. She hoped he'd give her a little time to recover from their last bout of sexual play before he tried something else. Her legs were shaking from all the exertions they had just been through, and her body was slick with sweat and other juices. She lay back, studying him, trying to determine what he would want from her next.
 
Henry Wilkins

Our eyes met as we both tried to work out what the other was thinking and wanting from each other. As i started to get my breath back my eyes took in every inch of her body. Smiling i slowly moved across the bed to grab us both a drink. Putting one in her hands i gathered my thoughts.

"Catherine would you like to take a shower and let me take you out to grab a meal somewhere?" i enquired.
 
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