Caroline closed the door behind her and walked towards the desk at the far end of the large room. The man sitting behind it smiled as he watched her coming towards him. He was in his late forties, a diminutive figure, with thinning grey hair. He was also slightly overweight. In contrast, there was a certain elegance about the beautiful 19-year-old girl; she had an air of maturity about her, and with her stature she would not have looked out of place on a catwalk.
Caroline was stunned.
“You are firing me?” She asked.
“Yes.”
“You can’t do that!” she told him.
“I just have. Now go!”
Tears filled her eyes as she moved away from him and walked out of the room. She had been out of work for the last six months, and had been so happy and relieved when she was offered the job. She was broke and needed the money. Caroline sat at her desk in stunned silence for almost fifteen minutes before getting up and walking back into his room.
He looked nervous and unsure as she approached his desk with her head slightly bowed. “I’m sorry Mr Bradshaw. I should not… I should not have spoken to you like that. Can I have my job back please?”
It had taken all her dignity going back to him like that, but she was desperate. He got up and walked around the desk and put his hand on her shoulder. “Of course you can, Caroline, and please… call me Tom.”
She smiled at him, holding back her anger and shame.
“Maybe we should discuss this outside the office, Caroline?” he suggested. “Perhaps my place tonight?”
She nodded and listened as he gave her his address and directions.
The Caroline of today was different to the Caroline of six months ago. Then, she was a good PA with excellent prospects and in a relationship with a wonderful guy two years older than herself. But one night she came home unexpectedly and found him in bed with her best friend. Her world fell apart. Not only that, she discovered a few days later, after kicking him out, that he had raided her bank account and stolen one of her credit cards. It had all been too much to cope with and she had walked out of her job.
She realised afterwards that it had been a rash thing to do and she suffered because of it, but through it all she resolved never to let another man ruin her life again. If keeping her job meant screwing her boss, then she was prepared to do it. Six months’ work would put her back on her feet financially and make her CV look much more attractive.
She selected a red, loose-fitting dress to wear, something not too revealing but easy to get in and out of. She also decided to wear black stockings and suspenders with her matching black lace underwear. “This should get the old bastard excited quickly,” she thought to herself. “Maybe even give the dirty sod a heart attack!”
As she gave herself one final look of approval, she smiled wryly to herself as she pondered on who was really screwing whom!
Tom greeted her with a glass of wine and showed her round his two-bedroom apartment. It reminded her of the flat she had once shared with her boyfriend. He talked incessantly about himself and she nodded politely, not taking in a word he said. As he guided her to the settee in the lounge she glanced at her watch. Caroline just wanted to get it over and done with.
“I expect you have a boyfriend, Caroline!” he said as he sat next to her.
She shook her head. “Not at the moment,” she told him.
“I am single too,” he responded. “Wife divorced me five years ago.”
Caroline held back her smile of cynicism.
“I expect, like me, you miss the company of the opposite sex?” he asked as he placed his hand on her knee.
“Look, Mr Bradshaw!” she said, brushing his hand away. “Let’s cut the small talk and get down to business!”
He was startled. “It… it’s Tom, by the way!”
“Okay Tom,” she responded. “Where’s the bedroom?” she asked as she stood up.
“Whoa!” he said as he stood up as well. “Let’s not rush things.”
She looked down at him, suddenly realising that she was at least six inches taller than him in her heels. “Mr… Tom,” she said. “You want sex from me… let’s make it easier all round and get it over and done with!”
“I…I…I thought we could chat about things first?” he responded. “You make it sound so… so businesslike!” he added, finding it hard to respond to her.
“Well it is, isn’t it?” she snapped. “You need a shag, I need a job. It’s business, Tom!”
He shrugged his shoulders. “Well, putting it like that… I suppose,” he responded. “I…I just thought we could…” he added as he walked away, motioning her to stay.
A little puzzled, she stood waiting for him. He returned a few moments later with some things in his hand. He said nothing as he placed a riding crop, a pair of handcuffs, and a black silk scarf down on the table. Caroline gulped. This was something she had not been expecting.
“Are… are you into this sort of thing?” he asked.
Silently she shook her head. Caroline knew fairly little about this sort of play. She had read articles on it and had once seen a video at a party with an S&M scene, but it had never crossed her mind to ever indulge. As he reached down and picked up the crop she began to shake. Screwing him was one thing, but she had no intention of letting him beat her.
“No…no…” she told him as she stepped back. “Shagging me is one thing, but this… No way!”
“You have it all wrong!” he told her as he held out the crop to her.
She looked bemused as he stood there with the crop resting in his outstretched hands. “It’s for you to use. Not me!”
It took a few moments for it to sink in. “I…I…I’ve never done this sort of thing before!” she confessed.
“Now is the time to learn,” he told her. “I am sure you would make a very good Mistress!”
She found herself reaching out to take it from him. Gripping the thick leather handle in her right hand, she tapped her left hand lightly with the tip. It all felt so strange.
“I am sure you have a lot to punish me for, Mistress!” he said as he slowly sank to his knees.
The word ‘Mistress’ resounded through her mind. As she saw him kneeling at her feet she suddenly felt different. No man had ever knelt at her feet before in such an act of submission.
“I have treated you badly, Mistress,” he told her in a soft voice and with head bowed. “Treating you like a whore…you must be very angry with me.”
Caroline suddenly sensed a rush or power flooding through her veins. “Yes you have,” she snapped. “Expecting me to fuck you…fuck a grovelling wretch like you!”
He bowed his head. “I am sorry, Mistress.”
“You will be!” she snapped.
“What are you going to do to me?”
For a moment she was at a loss as to where to proceed from here, but her mind flashed back to that S&M video. “STRIP!” she shouted at him.
He quickly but shakily got to his feet and began to undress. She had watched previous boyfriends undress for her before, but the context then had been different. This was a man obeying her orders. There was nothing sensual about watching him. He hardly had the type of body that would attract her anyway, but just having a man standing naked before her stirred erotic feelings deep within her. She glanced at the handcuffs on the table and decided to restrain him. She would feel safer anyway, with them in place.
“Hands behind your back!” she ordered as she took the key out of the cuffs and stood behind him.
As she clicked them into place she felt him tremble; another rush of power flowed through her as she sensed his apprehension. “So you wanted to fuck me then?” she asked him, as she faced him.
“Yes, Mistress.”
She glanced down at his erection. It wasn’t particularly big but it was fairly thick. She reached for it and took it in her hand. “You think you could possibly please me with this thing?” she asked as she gave it a derisory tug.
“No, Mistress.”
His cock was uncircumcised and she could see cum forming at the tip from all his excitement. Her mind flashed back to a former boyfriend. He too used to get very excited, and it used to excite her as well, knowing that she had got him into that state. Those same feelings came back to her now. “Bet you would like to see me without this dress on, wouldn’t you?” she teased as she took hold of his cock again.
“Yes, Mistress,” he sighed.
“Kneel!” she ordered.
He sank down to his knees as she reached for the silk scarf. Standing in front of him, she folded it and placed it over his eyes. “We can’t have you looking while I undress,” she told him as she tied it tightly around his head.
Caroline slipped off her dress and walked up to him after hanging it over a chair. She felt good standing in front of him, in her underwear and with crop in hand. She still had no real idea of what do next. She knew she was going to beat him. She intended using the crop on his fleshy bottom; she was going to leave her mark! But she also wanted to tease and taunt him. Having a man naked, bound and blindfolded and at her mercy excited her in a way she had never experienced before.
Leaning over him, she spoke into his ear “You know I am going to use this crop on you, don’t you?” she said, tapping his thigh with it.
“Yes, Mistress.”
She squatted down in front him and reached for his erection again. It was leaking profusely now. “I bet you wish you could see me, don’t you?”
“Yes, Mistress.”
“I put stockings on especially for the occasion,” she said as she teasingly rubbed her leg against him.
He groaned.
“I think I will take my panties off!” she said to him, giving his cock another squeeze before standing up.
As she stood in front of him, she slipped her thumbs inside the waistband of her panties and pushed them down her thighs. She waved them in front of his face, knowing that he could smell her aroused state, before tossing them to where her dress lay. For a few moments she stood directly facing him, enjoying the power she had over him, before stepping forward so that her groin was only inches away from his face. “Why did your wife divorce you?” she asked him.
“She…she found someone else…someone younger, Mistress!”
“Someone who could fuck better?” she taunted.
“Yes, Mistress,” he replied softly.
“Perhaps he could satisfy her with his tongue better than you!” she said as she pushed her groin against his forehead.
“Maybe, Mistress.”
“Well, I am going to find out just how good you are,” she said as she rubbed herself against him. “I am going to give you the chance to reduce your punishment from twelve strokes of the crop to six!”
“Thank you, Mistress,” he said as she pulled away.
Grabbing the back of his head, she pulled him forwards, closer to the settee. As she sat down, she pulled his head between her thighs and lay back. “Let’s see how good you are!” she said as she tapped his shoulder with her crop.
His tongue went to work quickly, flickering between her pussy lips and opening up her labia. She groaned and reached down to pull his head harder against her. It had been so long since she had felt a tongue down there. It was the only thing she missed about her last boyfriend: his ability to bring her to a shattering climax with his tongue. Whether Tom was any good or not was difficult to tell, because any tongue would have done at that moment. Any tongue that could delve deep inside her, slide up and down her labia, and flicker over her clitty would have satisfied her. Tom’s was certainly doing so. Caroline abandoned herself to him, forgetting where she was and her circumstances as she spread her legs wide to allow him all the access he needed to please her. He brought her through one climax and took her to another as she pulled his head tighter against her and thrust her groin against him.
A few minutes passed before she stirred again. Opening her eyes, she could see him there on his knees still between her legs, his face glistening with her juices. She smiled satisfactorily and sat up. “That was quite good!” she told him, gripping the knot of the scarf at the back of his head.
“Thank you, Mistress.”
“But not good enough to let you off a beating!” she told him, as she guided him to his feet.
She said nothing as she guided him to the side of the settee and made him lay across the arm. For a few moments she just stood at his side, taking in the spectacle of a naked man lying there expectantly. His white, large, fleshy bottom was inviting. She tapped him with the tip of the crop and saw him tense as if expecting a stroke. Caroline did not oblige; instead, she stroked his cheeks with it, taunting and teasing him. “Are you ready for your beating?”
“Yes, Mistress.”
“Do you regret treating me the way you did now?” she asked him.
“Of course, Mistress.”
Suddenly she raised her arm and brought the crop crashing down on his bottom. The sound of leather against flesh resounded round the room seconds before his ear-piercing scream filled the air. It startled her.
“I don’t think you do regret it!” she said as she hit him again.
The stroke was not as hard as the first one, but his scream was just as loud.
“Please, Mistress, no more!”
“Are you telling me no more?” she asked as she hit him again.
“Mistreeeeeeeeeeeeeeeess!”
There were crop marks on his bottom now and Caroline was apprehensive, but the last thing she wanted was to show weakness. “Are you sure this will never happen again?”
“Yes…yes, Mistress.”
“It had better not,” she told him as she tapped him lightly with the crop before guiding him to his feet.
As he stood there shakily, she smiled to herself. The man standing naked, cuffed and blindfolded with red and bruising marks on his bottom seemed totally different to the one a while earlier who had her in a state of fear and shame. This was the man who was supposed to be her superior! She smiled again.
She also noticed his erection. If anything, he seemed harder following his beating. She reached for him again and took it in her hand. “Thought you would get this inside my tight pussy, did you?”
“Yes, Mistress,” he groaned, as she moved her hand backwards and forwards.
She pressed herself against his side so that he could feel her almost-naked flesh, as she slowly masturbated him. She could feel him trembling. “Is this good?” she asked.
“Yes, Mistress.”
She stopped. “And what do I get if I continue?” she asked as she rubbed her stocking-clad thigh against him.
“W…What does Mistress want?” he asked her.
She began stroking again. “Do you think I am being sufficiently remunerated for these additional duties?” she asked softly as she increased her strokes.
“Nnnnnn…No, Mistress!” he responded. “I will put that right tomorrow morning, Mistress.”
Caroline smiled, quickening her hand strokes, as she tapped his thigh with the crop. Moments later he began to grunt and groan as he started to cum in her hand.
Fifteen minutes later, Caroline was dressed and on her way home. There was a spring in her step and a smile on her face as she contemplated the new duties she would be undertaking in the future!
Caroline was stunned.
“You are firing me?” She asked.
“Yes.”
“You can’t do that!” she told him.
“I just have. Now go!”
Tears filled her eyes as she moved away from him and walked out of the room. She had been out of work for the last six months, and had been so happy and relieved when she was offered the job. She was broke and needed the money. Caroline sat at her desk in stunned silence for almost fifteen minutes before getting up and walking back into his room.
He looked nervous and unsure as she approached his desk with her head slightly bowed. “I’m sorry Mr Bradshaw. I should not… I should not have spoken to you like that. Can I have my job back please?”
It had taken all her dignity going back to him like that, but she was desperate. He got up and walked around the desk and put his hand on her shoulder. “Of course you can, Caroline, and please… call me Tom.”
She smiled at him, holding back her anger and shame.
“Maybe we should discuss this outside the office, Caroline?” he suggested. “Perhaps my place tonight?”
She nodded and listened as he gave her his address and directions.
The Caroline of today was different to the Caroline of six months ago. Then, she was a good PA with excellent prospects and in a relationship with a wonderful guy two years older than herself. But one night she came home unexpectedly and found him in bed with her best friend. Her world fell apart. Not only that, she discovered a few days later, after kicking him out, that he had raided her bank account and stolen one of her credit cards. It had all been too much to cope with and she had walked out of her job.
She realised afterwards that it had been a rash thing to do and she suffered because of it, but through it all she resolved never to let another man ruin her life again. If keeping her job meant screwing her boss, then she was prepared to do it. Six months’ work would put her back on her feet financially and make her CV look much more attractive.
She selected a red, loose-fitting dress to wear, something not too revealing but easy to get in and out of. She also decided to wear black stockings and suspenders with her matching black lace underwear. “This should get the old bastard excited quickly,” she thought to herself. “Maybe even give the dirty sod a heart attack!”
As she gave herself one final look of approval, she smiled wryly to herself as she pondered on who was really screwing whom!
Tom greeted her with a glass of wine and showed her round his two-bedroom apartment. It reminded her of the flat she had once shared with her boyfriend. He talked incessantly about himself and she nodded politely, not taking in a word he said. As he guided her to the settee in the lounge she glanced at her watch. Caroline just wanted to get it over and done with.
“I expect you have a boyfriend, Caroline!” he said as he sat next to her.
She shook her head. “Not at the moment,” she told him.
“I am single too,” he responded. “Wife divorced me five years ago.”
Caroline held back her smile of cynicism.
“I expect, like me, you miss the company of the opposite sex?” he asked as he placed his hand on her knee.
“Look, Mr Bradshaw!” she said, brushing his hand away. “Let’s cut the small talk and get down to business!”
He was startled. “It… it’s Tom, by the way!”
“Okay Tom,” she responded. “Where’s the bedroom?” she asked as she stood up.
“Whoa!” he said as he stood up as well. “Let’s not rush things.”
She looked down at him, suddenly realising that she was at least six inches taller than him in her heels. “Mr… Tom,” she said. “You want sex from me… let’s make it easier all round and get it over and done with!”
“I…I…I thought we could chat about things first?” he responded. “You make it sound so… so businesslike!” he added, finding it hard to respond to her.
“Well it is, isn’t it?” she snapped. “You need a shag, I need a job. It’s business, Tom!”
He shrugged his shoulders. “Well, putting it like that… I suppose,” he responded. “I…I just thought we could…” he added as he walked away, motioning her to stay.
A little puzzled, she stood waiting for him. He returned a few moments later with some things in his hand. He said nothing as he placed a riding crop, a pair of handcuffs, and a black silk scarf down on the table. Caroline gulped. This was something she had not been expecting.
“Are… are you into this sort of thing?” he asked.
Silently she shook her head. Caroline knew fairly little about this sort of play. She had read articles on it and had once seen a video at a party with an S&M scene, but it had never crossed her mind to ever indulge. As he reached down and picked up the crop she began to shake. Screwing him was one thing, but she had no intention of letting him beat her.
“No…no…” she told him as she stepped back. “Shagging me is one thing, but this… No way!”
“You have it all wrong!” he told her as he held out the crop to her.
She looked bemused as he stood there with the crop resting in his outstretched hands. “It’s for you to use. Not me!”
It took a few moments for it to sink in. “I…I…I’ve never done this sort of thing before!” she confessed.
“Now is the time to learn,” he told her. “I am sure you would make a very good Mistress!”
She found herself reaching out to take it from him. Gripping the thick leather handle in her right hand, she tapped her left hand lightly with the tip. It all felt so strange.
“I am sure you have a lot to punish me for, Mistress!” he said as he slowly sank to his knees.
The word ‘Mistress’ resounded through her mind. As she saw him kneeling at her feet she suddenly felt different. No man had ever knelt at her feet before in such an act of submission.
“I have treated you badly, Mistress,” he told her in a soft voice and with head bowed. “Treating you like a whore…you must be very angry with me.”
Caroline suddenly sensed a rush or power flooding through her veins. “Yes you have,” she snapped. “Expecting me to fuck you…fuck a grovelling wretch like you!”
He bowed his head. “I am sorry, Mistress.”
“You will be!” she snapped.
“What are you going to do to me?”
For a moment she was at a loss as to where to proceed from here, but her mind flashed back to that S&M video. “STRIP!” she shouted at him.
He quickly but shakily got to his feet and began to undress. She had watched previous boyfriends undress for her before, but the context then had been different. This was a man obeying her orders. There was nothing sensual about watching him. He hardly had the type of body that would attract her anyway, but just having a man standing naked before her stirred erotic feelings deep within her. She glanced at the handcuffs on the table and decided to restrain him. She would feel safer anyway, with them in place.
“Hands behind your back!” she ordered as she took the key out of the cuffs and stood behind him.
As she clicked them into place she felt him tremble; another rush of power flowed through her as she sensed his apprehension. “So you wanted to fuck me then?” she asked him, as she faced him.
“Yes, Mistress.”
She glanced down at his erection. It wasn’t particularly big but it was fairly thick. She reached for it and took it in her hand. “You think you could possibly please me with this thing?” she asked as she gave it a derisory tug.
“No, Mistress.”
His cock was uncircumcised and she could see cum forming at the tip from all his excitement. Her mind flashed back to a former boyfriend. He too used to get very excited, and it used to excite her as well, knowing that she had got him into that state. Those same feelings came back to her now. “Bet you would like to see me without this dress on, wouldn’t you?” she teased as she took hold of his cock again.
“Yes, Mistress,” he sighed.
“Kneel!” she ordered.
He sank down to his knees as she reached for the silk scarf. Standing in front of him, she folded it and placed it over his eyes. “We can’t have you looking while I undress,” she told him as she tied it tightly around his head.
Caroline slipped off her dress and walked up to him after hanging it over a chair. She felt good standing in front of him, in her underwear and with crop in hand. She still had no real idea of what do next. She knew she was going to beat him. She intended using the crop on his fleshy bottom; she was going to leave her mark! But she also wanted to tease and taunt him. Having a man naked, bound and blindfolded and at her mercy excited her in a way she had never experienced before.
Leaning over him, she spoke into his ear “You know I am going to use this crop on you, don’t you?” she said, tapping his thigh with it.
“Yes, Mistress.”
She squatted down in front him and reached for his erection again. It was leaking profusely now. “I bet you wish you could see me, don’t you?”
“Yes, Mistress.”
“I put stockings on especially for the occasion,” she said as she teasingly rubbed her leg against him.
He groaned.
“I think I will take my panties off!” she said to him, giving his cock another squeeze before standing up.
As she stood in front of him, she slipped her thumbs inside the waistband of her panties and pushed them down her thighs. She waved them in front of his face, knowing that he could smell her aroused state, before tossing them to where her dress lay. For a few moments she stood directly facing him, enjoying the power she had over him, before stepping forward so that her groin was only inches away from his face. “Why did your wife divorce you?” she asked him.
“She…she found someone else…someone younger, Mistress!”
“Someone who could fuck better?” she taunted.
“Yes, Mistress,” he replied softly.
“Perhaps he could satisfy her with his tongue better than you!” she said as she pushed her groin against his forehead.
“Maybe, Mistress.”
“Well, I am going to find out just how good you are,” she said as she rubbed herself against him. “I am going to give you the chance to reduce your punishment from twelve strokes of the crop to six!”
“Thank you, Mistress,” he said as she pulled away.
Grabbing the back of his head, she pulled him forwards, closer to the settee. As she sat down, she pulled his head between her thighs and lay back. “Let’s see how good you are!” she said as she tapped his shoulder with her crop.
His tongue went to work quickly, flickering between her pussy lips and opening up her labia. She groaned and reached down to pull his head harder against her. It had been so long since she had felt a tongue down there. It was the only thing she missed about her last boyfriend: his ability to bring her to a shattering climax with his tongue. Whether Tom was any good or not was difficult to tell, because any tongue would have done at that moment. Any tongue that could delve deep inside her, slide up and down her labia, and flicker over her clitty would have satisfied her. Tom’s was certainly doing so. Caroline abandoned herself to him, forgetting where she was and her circumstances as she spread her legs wide to allow him all the access he needed to please her. He brought her through one climax and took her to another as she pulled his head tighter against her and thrust her groin against him.
A few minutes passed before she stirred again. Opening her eyes, she could see him there on his knees still between her legs, his face glistening with her juices. She smiled satisfactorily and sat up. “That was quite good!” she told him, gripping the knot of the scarf at the back of his head.
“Thank you, Mistress.”
“But not good enough to let you off a beating!” she told him, as she guided him to his feet.
She said nothing as she guided him to the side of the settee and made him lay across the arm. For a few moments she just stood at his side, taking in the spectacle of a naked man lying there expectantly. His white, large, fleshy bottom was inviting. She tapped him with the tip of the crop and saw him tense as if expecting a stroke. Caroline did not oblige; instead, she stroked his cheeks with it, taunting and teasing him. “Are you ready for your beating?”
“Yes, Mistress.”
“Do you regret treating me the way you did now?” she asked him.
“Of course, Mistress.”
Suddenly she raised her arm and brought the crop crashing down on his bottom. The sound of leather against flesh resounded round the room seconds before his ear-piercing scream filled the air. It startled her.
“I don’t think you do regret it!” she said as she hit him again.
The stroke was not as hard as the first one, but his scream was just as loud.
“Please, Mistress, no more!”
“Are you telling me no more?” she asked as she hit him again.
“Mistreeeeeeeeeeeeeeeess!”
There were crop marks on his bottom now and Caroline was apprehensive, but the last thing she wanted was to show weakness. “Are you sure this will never happen again?”
“Yes…yes, Mistress.”
“It had better not,” she told him as she tapped him lightly with the crop before guiding him to his feet.
As he stood there shakily, she smiled to herself. The man standing naked, cuffed and blindfolded with red and bruising marks on his bottom seemed totally different to the one a while earlier who had her in a state of fear and shame. This was the man who was supposed to be her superior! She smiled again.
She also noticed his erection. If anything, he seemed harder following his beating. She reached for him again and took it in her hand. “Thought you would get this inside my tight pussy, did you?”
“Yes, Mistress,” he groaned, as she moved her hand backwards and forwards.
She pressed herself against his side so that he could feel her almost-naked flesh, as she slowly masturbated him. She could feel him trembling. “Is this good?” she asked.
“Yes, Mistress.”
She stopped. “And what do I get if I continue?” she asked as she rubbed her stocking-clad thigh against him.
“W…What does Mistress want?” he asked her.
She began stroking again. “Do you think I am being sufficiently remunerated for these additional duties?” she asked softly as she increased her strokes.
“Nnnnnn…No, Mistress!” he responded. “I will put that right tomorrow morning, Mistress.”
Caroline smiled, quickening her hand strokes, as she tapped his thigh with the crop. Moments later he began to grunt and groan as he started to cum in her hand.
Fifteen minutes later, Caroline was dressed and on her way home. There was a spring in her step and a smile on her face as she contemplated the new duties she would be undertaking in the future!
