Thwack!

My slender, well-oiled cane dug into the tender left nipple of the middle-aged woman bound so helplessly in my private chamber. She arched her head back and screamed out as the pain raced through her breast.

“Aaaaaaaaaaaaaaaaahhhh!!!”

Thwack!

A second stroke landed squarely on her right nipple, eliciting a similar agonized reaction.

“Oooooooooooooooohhh!!!”

Her nipples, flaccid a few moments ago, now stood forth proudly from their areolas. Her full, perspiring bosom heaved as she struggled to cope with the pain that began to spread from the tips of her breast. She squirmed as the ropes that bound her prevented her from shifting to ease the pain. Her homely double chin quivering, she murmured nervously.

“I’m so sorry, Sir. It was a mistake. It will never happen again, I promise. Please don’t - ”

“Silence, Rita! I told you not to talk while being tortured. Screams only, no words!”

Rita, my new sexy middle-aged secretary, had misplaced a cheque at work. It was not that the money lost through this would affect my business in any way, but the incident gave me the excuse to use Rita the way I had wanted to use her right from the first day the personnel department had hired her for me.

I had called her to my office to tell her that she was being fired for her mistake. As I had expected, she began to plead with me to keep her on the workforce. When she had pleaded for quite some time, I made her a ‘deal’. She would have to report to my house that evening and face up to whatever I had in store for her. If she refused, she would be fired immediately, and because she did not have proper papers allowing her to work in the country, going to court would only make things worse for her. As she realized the full gravity of the situation she agreed, as expected, to my deal and arrived at my house at the appointed time that evening.

I had taken her to my ‘private’ room, which is where I derived pleasure from the women under my control. I laughed inside of me as I saw the terror in her eyes as she entered the room and took a look at the various instruments inside. The purpose of some of them was all too clear, but to her naïve and uninitiated eyes, the rest were a mystery, though she was intelligent enough to understand that their purpose must be equally sinister.

After standing in silence and terror for some time, she swallowed, and asked me nervously

“Are you going to…torture me?”

“Tortured employed secretary, or unemployed illegal immigrant – you can still choose which one you want to be.”

She gasped at the realization of the blackmail she was being subjected to, but said nothing. I concluded:

“Good choice.”

I motioned her to one corner of the room.

“Remove all your clothes. You can keep your panties on for the time being, but everything else has to go. Then stand with your back to that pillar. Move!”

Slowly, and still in shock, she began to strip. When she was in only her bra and panties, I ordered her to stop and face me. As she did so, I admired her beauty. She was in her mid-forties, but had managed to maintain her figure reasonably well. Her breasts were full, and straining slightly at her tight bra. Her cleavage was deep. She had a hint of a paunch, but then you can’t expect middle-aged women to always have flat abs.

“Tie your hair above your head. There should be no hair on your neck or shoulders.”

She began to put away her hair, and I observed that she had shaved her armpits, which now glistened with sweat from her anxiety.

“Good. Now remove your bra and let it drop. Then move towards the pillar.”

Slowly, with a bit of hesitation, she unhooked her bra and let it slip to the floor. Her gorgeous full breasts bounced free. I had dreamed about what her breasts might look like from the first day I had seen her, and now I had a chance to compare the real ones with my mental picture. The areolas were light brown, and her dark brown nipples were the size of quarters. They were still not erect, but I would more than make sure that they would become so very soon. I led her to the pillar and tied her wrists above her head, and then passed two straps, one under her breasts and the other across her waist, so that she could not move too much. Finally, I bound her ankles in the same way as her wrists.

She now stood in my chamber, squirming in pain from the fire spreading across her breasts.

“Let me explain to you in detail how this deal works Rita. You are a very, very inefficient employee.”

I swung the cane and landed it across her breasts to punctuate the point that I had just made.

Whack!

“Oooowwwwww!!!”

“In addition to that, you are an illegal employee, you have no papers to work in this country.”

Whack! The underside of her breasts this time.

“Oooooooooohhhh!!! Oh God!”

“But I will let you continue to work for me, and no one will ever come to know that it is illegal. But in return, every Friday at precisely this time, you have to come over to me to demonstrate your…loyalty.”

Whack!

“Aaaaaaaahhhhhhhhhhhh!!! Stop!”

“In addition, on any other day you foul up like you did today, you have to come over. Understand?”

Silence.

Thwack!

“Yeoooooowwwwww!!! Yes, I understand. Please don’t cane my breasts anymore. The pain is - ”

Whack! Whack! Whack!

“AAAAAAAAAHHHH!!!!”

“Unbearable?”

“Yes.”

“Well, you’re going to have to bear it dear.”

“No sir, please…”

“This will go on till your breasts are a uniform shade of red. Are you ready?”

The caning took on a regular beat and I laid stroke after stroke right next to one another across each of her breasts. She screamed at each stroke in the beginning, but then it became a steady moan, punctuated by a yelp each time the cane caught her nipples or any of the tiny warts on her breasts. As promised, I stopped when her breasts were a uniform red hue.

Rita was literally hanging from her hands by the end of the caning, her head thrown back at an angle, her double chin embarrassingly revealed. I cradled her throbbing nipples in between my fingers and rolled them. She moaned and then looked at me with tearful eyes. I brought my lips close to hers and she backed away slightly.

“Come on, Rita dear. Kiss me.”

She was hesitant at first, and opened up just a bit, and then a bit more as I gently squeezed her nipples. Soon I had locked lips with her, and was exploring her deeper reaches with my tongue as she moaned in a combination of pleasure and the throbbing pain.

But this woman had committed a mistake, and would therefore have to be punished more, much more. Her breasts had just stood up to a severe caning, and it was too early for the whip. Some electricity would have to do for now. Smiling to myself, I walked over to the rack and selected two alligator clamps.

“Rita, have you ever had an electric shock?”

“Yes, sir.”

“Where and how?”

“From a faulty toaster, sir.”

“I see. But have you ever had a shock to your breasts?”

“No, sir, never. But….no sir, please, no, no please, I beg you. Not on the breasts…”

“Silence!”

I approached her with the alligator clamps, and fastened one to each of her nipples. She winced as the serrated jaws bit into the tender flesh of her buds. She watched in horror as I connected the wires to each of the clamps, and then plugged the control box into the mains. The control box hummed to life, and I could see Rita already breathing heavily in anticipation. I tightened the nipple clamps and she screamed as the jaws bit down harder on her tits. I leaned into her cleavage and kissed a wart that stood out on her breast, and then sat down on a chair in front of her, with the control box in my hand.

I turned the dial to a low setting, and then pushed the power button. The hum from the control box increased to a low buzz, and simultaneously, Rita flinched and wriggled her breasts. At this setting, the current passing through her nipples was like someone tickling them with a stiff feather.

“How does it feel, Rita dear?”

“Aah…aah…aaaahh….sir…”

“Perhaps you will like the next setting more.”

I turned the knob to medium and squeezed the power button.

Buzz!!!!!

“Aaaaaaaaarghhhhh!!!! Aaaaaaaaaaahhhh!!!! Oooooooooooohhhhh!!!”

I chuckled as I saw Rita’s face contort and redden with pain as the current surged through her deliciously tender nipples. Her breasts were now bathed in sweat, and ripples passed over them as Rita shook from the surge of current flowing through her breasts. I played with the power button, stopping and then resuming the flow of current, till her breasts were dancing wildly as the electrical torture subsided and then restarted.

“Aaaaaahhhhhhhhh!!!!! No, please stop!!! Oooowwwwwwwwww!!!!”

There was another setting left on the control box, and I could not resist trying it, though I knew it would probably knock her out for a short while. I flicked the knob into high and then squeezed the power button. The buzz was louder than before, and Rita arched backwards, her proud breasts jutting outward, and then she bellowed at the top of her voice in agonizing pain.

“AAAAAAAAAHHHHHHHHHH…..”

Her voice drained into oblivion as her head lolled backwards. I turned off the device. She had lost consciousness. It was now time to give her a break before the next phase of her torture could begin.

She came round in just about a minute or so, and moaned softly as her full breasts throbbed from the surges of electricity that had ravaged them just moments ago.

“Rita? Look up at me.”

“Mmm…yes, Sir. Please don’t torture me anymore. I can’t take it.”

“I’m afraid you have no choice. You must face up to the consequences.”

“But Sir, my breasts are burning from the caning and the current.”

I drew close to her and took her hard-as-acorn nipples in between my fingers and tweaked them slightly.

“Aahhh!!! Hurts!!”

I drew my face close to hers, and then whispered into her ear

“They might hurt a bit more when they feel the kiss of the whip, Rita.”

She gasped at my almost limitless cruelty.

“Master…” Her voice faded away into a series of anticipatory moans and whines.

I picked up a whip from the table behind her. She had probably not seen it before, and shuddered as it came into her view. I held the strap tightly between my hands and played it across her erect nipples like a violin. She swooned from the sensation the leather strap caused on her tits and moaned.

I continued to whisper into her ears, just to play on her psychologically.

“You know, the whip is the classic torture device, and its history of use on women has been, shall we say, somewhat directed at certain parts of the body more than others.”

“Mmmm….no, Sir please. Have mercy on me.”

“It was used to extract confessions from witches in the middle ages, and then during the Inquisition. It’s amazing how responsive and obedient a woman becomes once she’s tasted the sting of the lash on the tender parts of her body, you know.”

“Please, Sir, don’t lash me with the whip. I can’t possibly bear it.”

I continued.

“There are so many parts of a woman’s body where one can use the whip: the back, the thighs, the breasts and nipples, the vagina…as for you, Rita, I am not interested in whipping either your back or your thighs. I will give you a choice. You can choose to have either your breasts or your pussy whipped. The choice is yours.”

“Sir, how can I choose like that. I-”

“Well, if you don’t choose, I’ll choose one for you, or possibly…both.”

“No, please Sir. Breasts. Whip my breasts, but not my pussy.”

“Good choice, Rita dear.”

I tightened the bounds that held her till she was almost on tiptoe. Her breasts were bunched together and rode high on her chest, and a deep cleavage invited the whip to explore them thoroughly. I stepped back and cracked the whip in the air. She jumped at the sound, then moaned at the thought of what would soon follow. I swung the whip behind me and then let it fly at her breasts.

Crack!!! The leather strap struck against the upper part of both her breasts. Her entire body recoiled at the impact, and ripples passed over the skin of her bouncing breasts.

“Aaaaaaaaaaghhhh!!!!!!!! Stop!!!”

Crack!!! The strap dug into her tender left nipple.

“Aaaiiieeeeeeeee!!!!!!! You’ll kill me!!!”

Crack!!! She threw her head back and yelled in agony.

Crack!!! Her legs gave way and she hung by her wrists from the bounds.

Crack!!! She squirmed, trying in vain to avoid the lashing.

Crack!!! Her head jolted back and her breasts jutted out more.

Crack!!! She began to sob as her bosom became criss-crossed with the angry red marks of the whip digging savagely into her boobs.

My pants bulging from the pressure of the beast contained within, I continued to lash her breasts from all possible angles and on all possible parts. By the end of the 25th stroke, she was hanging from her hands again, her legs unable to bear her weight against the assault that her middle-aged body was being forced to endure. After the fiftieth stroke, I strode towards her and thrust her head upward with the handle of the whip. Her face was flushed red, her eyes glazed from the flogging meted out to her. She whimpered softly as I glared into her pleading eyes.

“If you had known you’d get all this as punishment, you’d have been more careful with that cheque wouldn’t you?”

“Mmm…Yes, Sir…I promise to be more careful from now on…”

“Don’t you dare think that your punishment for today is over, Rita.”

“Not over? Sir! Please…You have no idea of the pain my breasts are in right now!!”

“I have a fair idea. You see, you’re not the first woman that’s been bound and beaten in this manner, Rita. Do you know Nadia, Michelle and Jennifer from work?”

She nodded, eyes wide at what was being revealed.

“Well, at some point of time or the other, they’ve all made mistakes like you have Rita. And they’ve all been tied to this frame, just like you are, and I’ve watched each of them fidget and squirm and scream as I thrashed the living daylights out of them.”

She shuddered at the thought of her friends having been treated in the same way as she had been. I walked up to her and touched her perspiring double chin with my fingers. She swallowed nervously, as I guided her head up slightly, giving me a good view of her lovely feminine neck, dotted with numerous warts.

“You might wonder,” I continued, fingering her neck warts, “what the point is, in torturing women employees like this. Well, in the normal course of work, I get to know how efficient each of my female employees is, but I don’t get to know their inner character. But when you have a woman tied to this frame, and when you torture her till she breaks, you get a pretty good idea of their inner characters. And I use this knowledge in managing my employees. You understand what I mean?”

She shook her head slightly from side to side. Obviously this was too much for her to take in.

“Well, let me put it simply. Take Michelle’s case for example. She’s a total pussy when she’s tied naked to the frame. She started crying the moment I approached her with my cane in hand. So you can well imagine what she must have been doing when I was through with her.”

Rita’s double chin quivered as she swallowed in nervousness.

“So that day, I came to know that Michelle doesn’t have a strong character. And that knowledge has influenced my choice of the work that I’ve given her since then. She’s never been given any task that really requires strength of character.”

Rita’s tortured eyes looked into mine. I knew she wanted to know about the other two ladies.

“Now coming to Jennifer. She really has audacity, you know. When she was having her breasts tortured with electricity, she offered to have sex with me as much as I wanted in return for sparing her from the torture. This is an example of lack of character, and she paid for it after that. She had to stay away from work for a week, and since then she’s been stagnating in the lower echelons, and she’ll continue to do that for as long as she works here.”

Rita gasped at the thought of someone having to stay away from work for one week because of torture.

“And last, we come to Nadia. She has the strongest character of any woman employee I’ve had in my company ever. Not once did she complain about the pain. She held her position stiffly and presented her body to me, never once trying to escape the blows that I rained down on her. And no matter what I tried, I could not get her to bitch, complain or do anything else on those lines. That day, she earned my respect, and today, she’s manager of her own department. Because I knew that she would be able to handle the job.”

I approached Rita and released the clamps that held her wrists to the frame. She was a bit surprised, because just a few moments ago, I had told her that her torture for the day was not over. I bent down and undid the ankle restraints as well, and she gingerly stepped off the frame and on to the tiled floor. All this while, she had had almost every movement of hers restricted, and now that she was completely free to move, she found herself unable to decide what to do. Finally, she tightened her lips and made up her mind, and then moved forward and gave me a hug. This surprised me, and I smiled as I clasped her tortured body close to mine.

“I have one final surprise for you before you are on your way Rita.”

She gasped.

“Don’t worry. It’s not as violent as any of the other things. Just pick up your bra and wait right here.”

I returned to my room and returned with two identical small cup shaped objects.

“Okay, Rita. Stand with your hands behind your head. That’s right. Now present your breasts nicely. Let’s see now…”

Slowly, I pressed each of the cups against her nipples and areolas and then waited till the adhesive held them to her bosom.

“Now, put on your bra, as you would normally.”

Slowly she did so, wondering what the strange devices were meant to do. Once her bra was on, I spoke to her.

“See, from tomorrow, when I want to call you, I won’t ring the bell anymore. It makes too much noise. Instead, I’m going to push this button on this control pad I’ll carry with me, and when I do…”

I pressed the button. There was a slight buzz from underneath the tips of her bras, and she jumped at the impulse.

“Eeeeeeeeeee!!!! What’re those? Aaaaiiiiiii!!!”

“They’re called ‘buzzers’. They do give you a buzz don’t they Rita?”

“Yes, but – Ooooohhhh!!!! Owwww!!!!! But how?”

“Oh through a combination of rapid vibrations and tiny bits of electric pulses. The nipples respond rather well to that kind of treatment don’t they?”

Rita giggled, looking at the control pad in my hands.

“You want more don’t you?”

She blushed and giggled some more.

“Yes, I suppose I do.”

I gave the button a longer squeeze. She backed into the wall.

“Aaaaaahhhhh!!!! This is crazy.”

Her face, previously flushed red from the strokes of cane and whip, was now blushing red as she laughed and giggled. Then she did something that surprised me more than I’ve been surprised in several years. Slowly, she sank down on her knees, and began to unzip my pants.

“Are you sure, Rita?” I asked.

“Yes, Sir, completely.” she said, and gently took the control pad from my hand.

Slowly, she began to suck at my manhood, and simultaneously her fingers played with the button on the pad, stimulating her nipples as she went about it. I rubbed her warts to add to her sensation, and at the same time, I too was driven closer and closer to a climax. She sensed that I was about to come, and took my member out of her mouth and held it over her reddened breasts as I covered them with a thick layer of cum. She massaged the load over her bosom, and looking up at me with her big eyes, she said,

“A few more sessions here, Sir, and I’ll be ready to take your load all the way down here.” As she said so, she traced a line with her finger down her throat, in between her breasts and finishing at her navel. My limp shaft gave a twitch at the thought, and I knew that I would have to bring her back soon. From the way the session ended, I knew that she was probably dying to get back too.

I helped her on with her clothes and overcoat, and then watched as she left the building to her car, parked outside. As she opened the door, she looked up at me as I stood on the balcony, and I gave a playful squeeze of the control pad. Her hands quickly clutched her breasts, and she nervously looked around to see if anyone had seen. Then she looked up at me, smiled, and blew me a flying kiss before driving off.

I went back into the torture chamber. The frame was still covered with beads of sweat from her body. I closed my eyes and ran the events of the last couple of hours through my head.

I had discovered a woman with character, for sure. But what kind of character? She was certainly not the little pussy that Michelle had been. She was most definitely not the lowly slut that Jennifer tried to be. Nor was she the Amazon warrior that Nadia had been. She was different. She felt pain, and reacted to it. She complained against the torment too, but at the end of it, when she saw that she left with pain, and not scars, she was able to accept the torture, and maybe even like it a bit.

There was no way I was firing Rita for the next couple of years. She was the secretary that I had always dreamt of having.

THE END

Chapter 2: Rita gets back to work

Rita parked her car in the parking lot under the office building. She looked around quickly to make sure that nobody was around, and then she felt the tips of her breasts with her fingers to make sure that the ‘buzzers’ were in their right place. Her boss had told her that she would need to wear them every day to work, and she knew that he meant it. And knowing how much of a perfectionist he was, she knew that they needed to be in perfect place.

She rode the elevator up to the top floor, where her boss had his office. Her own office was adjacent to his, and in the course of her work, she would often have to visit her boss to exchange documents, or when he called her.

As she climbed off the elevator, she took a quick furtive glance to check if her boss had arrived. She saw him seated at his desk, working away on his computer. He did not glance up to look at her, and she quickly hurried over to her desk.

When she reached it, she saw that the tiny calling bell that her boss used to call her was missing, and where it used to be was a sticky-pad note reading:

“Removed for maintenance.”

She blushed as she saw this. She knew that there was nothing wrong with the bell at all, because she had heard it ring on her last day at work. Her boss had obviously removed it to test out his new toy, and she knew that she would not be at all surprised if a week later she found another note saying:

“Bell removed permanently. Deemed redundant.”

She sat down at her desk, switched on her computer and began to look through her work and her mails. While doing so, she glanced at the clock on her table. 8:35 am. Work was just beginning. She adjusted her dress slightly to relieve the occasional bit of pain her breasts still felt from the torment of two nights back, and slowly began to sort out her work.

9:05 am.

Rita had just finished replying to all the emails that she had received, and leaned forward to reach for some paperwork that had arrived before her. As she did so, she heard the buzz coming from within her bra. It was a soft sound, and she was sure that if anyone else was in the room they would not hear it. But she could, because it was on her, very close to her.

Buzzzzzzzzzz…..

She jolted back into her chair. Her nipples pulsated from the impulses being given to them. She realized that although she had felt the buzz previously, on the night when she was her boss’ captive, it was only for a brief period. And to add to that, her nipples had already taken a severe pounding, and were probably numb at that point of time. But now they had had two days to recover, and become more sensitive. She moaned softly at the sensation, and clambered out of her chair and headed for her boss’ office. The buzzing continued, and she wondered how long he would keep it up, because slowly it was getting to her, and even mildly hurting.

She approached her boss’ office. The windows looked dark from the outside. They were meant for unidirectional viewing: her boss could look out, but nobody would be able to look in and see anything. She shivered at the thought and knocked on the door.

“May-may I come in?”

The buzzing stopped and her boss’ voice came

“Come in.”

She opened the door and walked in. Her boss was seated relaxed at his desk, and had a broad smile on his face. He was, she thought, probably rollicking with laughter at the device he had forced her to wear. But then again, he could have easily given her another hundred or so lashes of the whip on her breasts, and this buzzer was loads better than that.

“Lock the door behind you and come over here.” Her boss ordered.

Slowly, she latched the door, and then gingerly made her way to her boss’ side of the desk. He looked at her with the same smile on his face, and finally he spoke.

“How are you?”

“F-fine, Sir.”

“I see that you have the buzzers in place.”

“Yes, Sir, as you ordered.”

“Good. And do they feel nice?”

“Y-yes, they do.”

“Better than the kiss of the whip and the cane, for sure, eh Rita?”

She forced a smile. Vivid images of her time at the torture chamber flashed through her mind.

“Yes, a good deal better, Sir.”

“Good. Now, you did notice of course that you came in today at 8:35, right?”

Damn! He had noticed even the fact that she was a tiny bit late.

“Um…yes, I’m sorry. I was held up a bit on the freeway.”

How could she tell him that she had had this tremendous urge in the morning to finger herself, and that she had probably lost those five minutes in knocking herself over the edge?

His cold eyes looked at her without wavering. Then he turned his computer screen towards her and pressed a button. Rita saw a yellow dot moving through a maze of roads and city blocks. At the lower right hand side of the screen was the time. But what was her boss showing her?

“This is a tracking device which shows me where you were and when”

Rita gasped. Her lie would be detected instantly. She wondered where the tracking device was, and then realized with a shudder that it must be embedded within the buzzers. Her boss continued:

“As you can see, the traffic situation is normal. The freeway is just the way it is on other days, and your drive from home to work took not a bit longer than usual. So, Rita, is there something that you wish to tell me?”

Rita realized that the game was up. She would have to tell him. There was no other way.

“I guess…I guess that I came out of my home a bit late then.”

“I see. So that means that when you said the freeway held you up, you…”

Her boss glared at her, leading her into admitting to what she had said.

“..L-l-lied…I’m sorry Sir.”

Her boss nodded.

“So, you lied, that’s crime number 1. And you were late. In my company, that’s crime number 2. You’re guilty of two crimes. This calls for punishment.”

Rita wondered what it could be, when she saw her boss open one of the drawers at his desk. She peeped in slightly, and saw the dull glow of a well-polished cane. Was it the same one that he had used on her so savagely two days ago? She couldn’t tell. But she shuddered at the very sight of it.

Her boss took the cane in his hand and looked at it with satisfaction. He motioned her to the edge of his desk.

“Bend over and lie down, face down.”

Slowly, she obeyed. She flattened her upper body against the cold table surface, leaving her buttocks pointing at him. He felt the fabric of her pants and chuckled. She knew that he realized it would provide no padding at all against the cane strokes.

“Rita, you needn’t remove your pants. This is good enough. Now, you’re going to get five strokes on your bottom for the lesser of the two offences: coming late. You have to count the strokes. Ready?”

She gulped, and murmured

“Yes, Sir.”

Her boss rested the cane on her bum, taking good aim. Then she felt the cane lose contact with her butt, and a moment later she heard a swish through the air, followed by a dull “whack”, followed by a burning pain searing up her spine.

“Aaaaaaahhhhh!!!!! One!”

Whack!! The second stroke landed right below the first, taking both her butt cheeks together.

“Aaaaaiiiiiiiii!!!!! Two!”

Whack!! The third stroke landed at the join between her butt and thighs, and she felt her legs trembling.

“Oooooooooooohhhhhh!!!! Three!”

Whack!!! The fourth stroke dug the cane in between her two cheeks, and the pain made her squirm on the table.

“Aaaaaaaaaaarghhhh!!!! Four!”

Finally, it was time for the last stroke. Her throat was already dry. She wondered where it would land. She heard the frightening swish, and then the whack as the cane buried itself right down the middle of her buttock.

“Umpppphhhhh!!!! Ooooowwwwww!!!! Five!”

Her boss gave her two gentle pats on her ass after the fifth stroke, but in her present state, they felt like full-blooded blows. She moaned in pain.

“Well, that’ll just about do for being late.”

She realized that her punishment was just half over. She shuddered thinking what she would face for her still outstanding crime.

“Turn over, and lie on your back now. Just turn over.” Her boss commanded.

Powerless, she turned over slowly. Her upper body felt so stretched at the front that it almost hurt. She felt her boss’ fingers rolling up her T shirt till her breasts were uncovered, and then he squeezed the rolled up fabric below her quivering double chin.

“There, you hold on to that now, okay?”

Trembling, she pushed down on the fabric with her chin.

Her boss now lifted her bra slightly. He did not take it off, he just made sure the lowest part of her breasts, the junction between them and her body was exposed. She felt the cool air on her normally-covered part.

Her boss took up position. She braced for the blows. He would have to stroke downwards, and that would add to the pain. She felt like crying already, but knew that that would make things worse.

“Once again, you get five strokes, and you have to count them. If you try to move or cover your breasts, five more for each offence.”

She grabbed the edge of the table with her hands, begging them not to move reflexively and earn her another set of five strokes.

Her boss rested the cane across her tender junction. She moaned in anticipation. She saw in slow terror as he raised the cane above his head. Then his motion was a blur as it hurtled down towards her.

Thwack!!! It buried itself with sickening aim across her breasts.

“GOD!! Aaaaaaaahhhhhhhhh!!!!!! One!”

Thwack!!! The next stroke fell right over the first, and she fidgeted from the fire racing across her.

“YEEEEOOOOOWWWW!!!!! Mercy, please!!!! Two!”

Thwack!!! The third stroke was a bit higher, but equally stiff. Her back arched off the table.

“EEEEEEEEHHHHHH!!!!! I’m sorry!!! Three!”

Thwack!!!

“AAAAAAAHHHHH!!!! GOD!!! Four!”

Thwack!!!

“OOOOOOOOOOOOOOOOOOHHWWWWW!!!! Five!!!”

Her breasts heaved from the blows, and she sighed in relief realizing that it was, at least for now, over. Her boss motioned her off the table, and she rolled down her T shirt and faced him, still trembling. He took her by the waist, and pulled her into him for a hug. She gasped as her throbbing breasts were compressed against his chest.

“So, what have we learnt today, Rita?”

“Never, never lie. And don’t be late, Sir.”

“Good. And we’ll remember, right?”

“Yes, Sir. I promise.”

“Oh, I know. They’ll make you keep it.” said her boss, running a hand across the lower side of her breasts and the other across her butt. She yelped in pain as he chuckled.

“Go back to work now, Rita. I’ll call you when I need you again.”

Stiff from the caning, she walked out of her boss’ office. Somehow, she was sure that the next time her boss ‘needed’ her would not be too far off. But the least she could do was not make mistakes of her own and bring the next encounter any close than it would be on its own.

To be continued…

       

Chapter 3: The next Friday

Synopsis: One week after her first encounter in her employer’s private chamber, Rita must now keep up her end of the deal by returning to the same place the following Friday. What might her employer have in store for her this time?

Rita parked her car below the apartment complex where her employer resided. Stepping out, she glanced up to the fifth floor balcony, and saw her employer standing there, looking down at her with a smile on his face. In his hand he held the control pad, and despite the distance, Rita could make out that his thumb moved, and squeezed the red button at the center of the pad.

A buzz from the buzzer pads enveloping her nipples made her gasp and jump slightly. As always, she looked around to see if anybody else had noticed. Nobody had. Her employer was careful enough to ensure that. She looked up at him and forced a smile. He turned around and went back inside. Rita’s heart jumped slightly as she rode the elevator up to the fifth floor.

The door was open for her, she discovered, and gingerly she stepped inside. Her employer stood on the far side of the room, and motioned to her to close and latch the door. Once she had done so, she silently followed him to wherever he was leading her.

She discovered that they went past the chamber where she had faced her first torment a week ago, down a narrow corridor, to the kitchen. It was a nicely arranged kitchen, with everything where it should be. Rita even thought that she would enjoy cooking there. But surely, her employer hadn’t brought her there to make her cook, had he?

As she entered, a long metal rod spanning the length of the room, about seven feet above the floor, came into view. Rita had a hunch that this would have something to do with whatever happened in the hours to come. She was proved right when her employer asked her to remove her clothes and stand beneath the rod.

Rita noticed that she had less hesitation taking off her clothes in front of her employer than she had on the first occasion. In fact, before she realized it, her clothes were in a heap on the floor, and she kicked them aside and stood below the rod in her bra and panties.

Her employer took her hands and fastened them at the wrists to the bar, spreading her arms in a wide V above her head. Was he going to do the same thing with her legs? Apparently not. He had left them alone. Her bra fell away as he unhooked it.

When she was bound to her boss' satisfaction, he came close to her and whispered into her ear

“Welcome to your second evening at my place. Tonight you’re going to face some…shall we say…unconventional torture.”

Rita gasped inside as she heard the words come out. There was something about the work ‘torture’ that made her feel so scared inside, perhaps because she had been a victim to it already. But now there was the word ‘unconventional’ added in front of it, and this only heightened her sense of anxiety.

What was her boss doing rummaging about in the drawer? Soon he returned close to her. What was he holding in his hands? Rita strained her eyes to try and make out. Chopsticks, a pair in each hand, that’s what they were. She tried to think how chopsticks on her tender parts would feel after the cane and the whip, but her mind drew a blank.

Her boss came close and stood in front of her and said

“It’s time for complete truth between us on several issues.”

He gripped each of her nipples with a pair of chopsticks.

“Mmm…truth regarding what, Sir” she asked.

“Oh, you’ll get to hear it.”

He toyed around with her nipples for a while, probing them, twisting them, flicking them from side to side. Then he began to poke the areolas with the tips of the chopsticks. Rita realized that though it didn’t hurt as much as being lashed with the cane or the whip, the sensation was intense nevertheless. How had her boss gained such extensive knowledge about how and where to touch a woman to make her feel that way?

“Do you masturbate?” The question seemed to come out of the blue.

“Wh-what?” Rita asked, feeling hugely embarrassed.

Her boss tightened his grip on her tits, and for the first time they hurt.

“I asked, do you masturbate?”

“Ouch!! I – well, I guess…”

“Do you or do you not?” his voice was stern, and the pressure on her nipples was now becoming painful.

“Aaaahhh!!! Yes. Yes, I do.”

“How often?”

Rita was genuinely embarrassed now. How could he want to know something that was so personal?

“Uh..um...everyday, actually.”

Her boss smiled. She blushed.

“When? Just before coming to work?”

He had figured it out! He had reasoned out why she was late that Monday, even though she had tried to convince him that it was the traffic.

“Y-yes…just before coming to work.”

“What do you use to pleasure yourself?”

Rita remained silent. How could she possibly reveal that to her boss? She felt the chopsticks tighten around her tits. Her boss tweaked them, and twisted her nipples till they pointed upwards. Rita squirmed, trying to move her body and relieve the sting. But as always, she was unable to do much.

“I asked, what do you use?”

The pressure increased now to almost unbearable limits, and her nipples were stressed because of the position he was holding them in.

“A variety of things…my fingers…some objects…”

“What objects?”

Rita couldn’t believe that she was being made to answer questions like these. But her nipples were constantly reminding her that she was indeed being made to do so, and in this situation, she thought it wise to listen to them.

“A spoon…sometimes….a pencil…pointed things basically…”

Her boss laughed out loud, and released his hold on her nipples. She sighed in relief, and then gasped out in pain as the blood rushing through them brought back news to her body about the pain.

“Ooooowwww!!! Hurts.”

Her boss chuckled and took her throbbing tits between his fingers. She moaned, anticipating that he was going to tweak them again. Instead, he merely massaged them, rolling them between his fingers gently. Rita realized she was already becoming slightly wet.

“Breasts and nipples are quite a liability to a woman, aren’t they Rita dear?”

She blushed and giggled slightly.

“I guess they are.”

“I think so too. I mean, think of the things you can get women to do when you have control over what their breasts and nipples are feeling and sensing.”

She froze inside. Was he suggesting something? She could tell from his face that he had something in store for her. But what? Why was he going to the refrigerator? What was that he was taking out? A tray of ice cubes! And what was he taking out from the cupboard? A large candle stick!

Her boss approached her with the ‘toys’.

“Now, Rita, you’re going to feel some hot and cold treatment.”

“Wha-What’s that?”

“Oh, you’ll find out soon enough dear. Just be patient.”

He lit the candle, and held it in his left hand. And then took one of the ice cubes in between a pair of tongs in his right hand. He moved slowly, and touched the ice cube to her left nipple. She yelped at the biting coldness.

“Aaaiiiiii!!! It’s cold!”

His other hand now moved towards her right nipple, and Rita froze in terror. He held the flame of the candle about five inches below the nipple. At first she felt nothing, but soon the currents of hot air began to rise and brush against her erect nipple. He moved the flame a bit closer to her tit, and the heat was now quite evident to her.

“Sir…they’ll get burnt”

“Not burnt dear. Maybe singed.”

A little closer. Pain began to shoot through her right breast now, as her left was numbed by the ice cube. She couldn’t decide which sensation bothered her more. Maybe that was the whole point of this torture: making the woman struggle to decide which one of her nipples caused her more discomfort.

Her boss held the candle and the ice cube in place for about five minutes. Then he switched them in his hands. He applied the ice cube to her right nipple, and the candle flame beneath her left.

“Aaaaahhh…Ooooohhh!!!” Rita moaned as the ice cube pressed against her right nipple which had been slowly roasted for the past five minutes. The candle flame beneath her other nipple had just started getting through the layer of melted ice over it, and soon she could feel just a touch of warmth. She wondered how long it would be a comforting touch before this nipple too started to get roasted.

For the time being she focused on the nipple being ‘iced’. Her boss rolled the ice cube over the nipple, the sides of it, and then over the areolas, before starting to trace patterns over her breast. When he crossed over to the underside of her right breast, Rita moaned in pleasure as this particularly sensitive part was given the ice treatment.

But now she felt a trickle of irritation coming from her left nipple. The molten ice was gone, vaporized by the flame, and she was feeling the heat on her nipple now. Her boss brought the flame a bit closer, and she stiffened. Her boss moved the candle slightly to the left and then to the right, making sure that her entire nipple and areola could feel the heat from the flame.

“Liking this, Rita?”

“Mmmm….yes….”

She might have said so, but she realized that her defenses were being gradually worn down by the sensations that she was feeling.

Another five minutes went by, and she noticed her boss changing the toys in his hands once again. No! Surely not another change! How many of these changes did her boss have in mind for her? She was getting number and weakened with every single one.

Five more minutes. Another change! Three…four…then five…Rita felt her legs giving slightly under her….six….seven…eight…nine…ten!

Her boss put down the tongs over the ice tray, whose ice cubes had almost all been consumed. Rita found herself panting from the sensations of the past one hour, in which her nipples had been shown the extremes of temperature, like a piece of metal being hardened by heating and cooling. But she knew that in her case, the heating and cooling would only serve to make her nipples more sensitive, not harden them.

Her boss still held the burning candle in his hand, its length now half of what it was in the beginning. Why didn’t he put the flame out? The ice was gone. What would he do with the candle alone? Her boss pulled her head to the left, so that the right side of her neck was exposed, and then he held the candle about a foot above her right shoulder, and tilted it slightly. Rita could not see the candle because her boss held her head fast to the left, and she was left wondering what would happen now. Suddenly she heard a dull splash and then a shot of pain raced through her neck as a drop of wax fell onto the prominent excrescence on the right side of her neck.

“Ooooooohhh!!!! Ouch!!! Sir, I have a wart there!!”

“I know, Rita, not one, but many little ones beside that one too. Let’s tickle them a bit, shall we?”

Before she could react, her boss had locked lips with her in a vicious kiss, one that she could not break free from. As he sucked the breath out of her, his hand manipulated the candle to just the right places above her neck and shoulders, and drops of molten wax rained down on her tender skin and her sensitive warts.

“Mmphh….Mmmpphhhh!!!!....Mmmmm…..MMmmmpphhhH!!!”

Rita’s screams of pain were muffled by the kiss her boss was holding her in. She didn’t know whether what she was feeling could be classified as pleasure or pain. Time and time again she tried telling herself that it was pain, torture, and that she should detest it being done to her. But something inside of her didn’t want it to stop. Something inside of her wanted the hot wax pouring down on her.

The wax was dropping lower now, no longer on her neck. Her boss now held the candle over her breasts, and the drops of wax began to systematically cover their surface. He had released her from the kiss now, and she was free to vocalize as the shots of heat dug into her.

“Oww!!! Sir…burns….Yeow!!!!...Please….AAAHHH!!!”

He soon reached her nipples, and molten wax dripping down on the most tender parts of her breasts was almost too much for Rita to bear. She threw her head back and screamed out.

“AAaaaaahhhh!!! Aaaaaaaaahhhh!!!!”

Her boss did not relent, and held the candle in place for long times over each nipple, completely covering them with a layer of wax. She thrashed her head from side to side and screamed incessantly, the pain mixing with orgasmic pleasure, almost driving her mad and over the edge from the sensation.

When each nipple was covered with a two inch thick layer of solidified wax, her master stopped and blew out the candle. He waved the still glowing tip in front of her eyes, and then pressed it against one of the warts on her middle aged breasts, sending her into another wail of pain.

“Aaaaaiaiiiiieeeeeee!!!!”

He undid the straps that fastened her to the rod, and unable to stand on her own feet, she fell into him. He stroked her sweating back with his fingers, and then patted her affectionately on her bottom.

“You were a good girl all through that, Rita dear.”

“Thank you. Thank you Sir.”

“Now, I’ll give you ten minutes to go to the bathroom and clean yourself up. You’ll find all you need over there. And then you’re to come back here for the next part. Okay?”

She looked into her boss’ eyes and then replied faintly

“Yes, Sir.”

When Rita returned from the bathroom after cleaning herself, her breasts were slightly reddish from all the scrubbing that she had had to do to remove the wax. But other than that, and the slight burning that she still felt within them, she felt good. Her boss was waiting for her in the kitchen, and she stepped inside wondering what he might have in store for her next. She saw that her boss now held in each hand a pair of kitchen tongs, shiny and well polished. He beckoned to Rita to come close. Rita was at first a bit hesitant, because her nipples were still a bit sore, and she knew that those would be among his prime targets. But she knew that she no longer had a choice and that it was a case of tortured (well, with pleasure thrown in) employment, or unemployment. She approached her boss with slow steps.

He took a bottle of rectified spirit from one of the cupboards, and a swab of cotton.

“Stand at attention!” he said

Rita stood with her legs together, her hands at her side, with her slight tummy drawn in and her ample breasts protruding out. She could tell by the look in his eyes that he liked this quite a bit.

Her boss came close to her and began to dab her nipples with the rectified spirit. She wondered why he was doing this at first, and then it became all so clear to her. The rectified spirit was to get rid of the oiliness that is normally associated with nipples, so that the tongs could have a better grip. Once more, she jumped at her boss’ ingenuity and his understanding of the female body. Her nipples were raised to glorious erection as the sharp cold sting of the evaporating spirit encouraged them to rise from the tips of their areolas.

When her boss was satisfied that her nipples were oil-free enough, he ordered her to stand with her hands behind her head. She did so without delay, knowing that he did not like to be kept waiting at any point of time. He caught her nipples between the jaws of the tongs and gave them a firm squeeze. The slightly serrated teeth dug into her soft flesh and she yelped in discomfort.

“Oouuch!!!”

He twisted the tongs in his hands, so that the jaws twisted her nipples, and spirals appeared in the area beside her areolas.

“Aaahhhh!!! Sir, that hurts!”

“Sit down.” He said.

For a moment she did not understand. Then she felt the tongs pulling down at her nipples. She began to sit down slowly. She wasn’t exactly young, and was afraid that doing this without any support from her hands would result in her falling over, and a vicious jerk to her clamped nipples. Somehow she managed to get on her haunches, and waited in that position for the next order.

“Stand up!” he said, and simultaneously pulled up on her nipples.

“Ooooowwww…..” she moaned, as she tried to push herself up. It was difficult, and she put her hands on the floor to get a boost.

“Yeowww!!!!”

The squeeze on her nipples doubled, and she looked up to him to see what she had done wrong.

“Keep your hands behind your head, Rita!”

“Yes, yes Sir. Sorry.”

Somehow she managed to get on her feet. But no sooner had she done so than she heard:

“Down!” and with that a downward pull on her nipples.

Again she went down on her haunches, only to hear

“Up!” and once again she struggled with the pain in her thighs to get up.

Her face reddened with humiliation and effort as she did this, and her boss released his grip on her nipples only after she had done it for about ten times. She stood there in front of him, arms still behind her head, her nipples squeezed into an elliptical shape by the tongs, and her legs aching from the effort.

“That’s about all for today, Rita dear.”

Inside, she heaved a sigh of relief. But again, there was that tiny bit of her that felt sad that it was coming to an end so soon. What was it that she expected? She couldn’t quite get it out of herself.

“Go to the bathroom and take a bath. Don’t lock the door. When you’re finished, knock from the inside. I want to meet you inside. Okay? And don’t dry yourself, okay?”

Her heard bounded. She thought that this would be a most romantic way to end the day’s experience. How did her boss manage to come up with such brilliant ways to make women feel intensely good? Giggling, she went off to the bathroom, leaving the door unlocked as ordered. While she was in the shower, she kept wondering what would happen when her boss came inside in a few minutes. Would he hug her, maybe kiss her again? Her mind raced at the thoughts, and it wasn’t just the water that was making her nether regions wet.

After a thorough shower, she tiptoed over to the door, still dripping wet, and knocked on it from inside as her boss had instructed. Then she scampered back to her place beneath the shower and waited.

Slowly the door opened, and her boss stepped in. She thought that he might come in naked, but instead, she found that he was clothed just like before. And to add to that, in his right hand, he carried a long and slender cane!

Rita gasped at the sight of the cane. She was dripping wet and stark naked, and being caned in this situation would be…her thoughts stopped dead.

Her boss locked the door behind him and walked towards Rita, who began to back away slightly at his approach.

“Don’t move back. Stand facing the wall, right under the shower” he bellowed.

She was jolted into obedience.

“Put your hands against the walls and spread your legs. Do it!”

Again, she obeyed, trembling with anxiety and fear.

He switched on a small wall fan and turned it towards her so that a current of air blew over her wet body. Immediately she broke into goosebumps, and could feel her tits firming up enormously. He also turned on the shower to a trickle, so that rivulets of water began to run down her back. She wondered what was going to happen next, when she felt the touch of the cane on her back. It was a gentle touch, the kind her boss used in order to take a good aim. She knew that she should stand loose in order to absorb the blows the best, but in her trepidation, she stiffened.

Thwack!! The cane made a sharp sound as it struck her on the back, just where her bra strap normally would have passed. The sound echoed in the small bathroom and seemed to heighten the sensation.

“Aaaaaaahhhh!!!!! Have mercy, Sir.”

Thwack!!! A little lower this time, but equally hard. Her body arched at the blow, and she found herself holding on tightly to the shower pipe.

Thwack!!! Half way between her shoulders and her waist.

“Aaiiieeeeeeee!!!! Please, sir. The pain is-”

Thwack!!! Around the waist this time. She thrust her pelvis forward to absorb the blow.

“Ooooooohhhhh!!!”

Thwack!!! The cane flattened itself against her wet buttocks, and drew a red streak right across them.

“Oh god!!! Oooowwwwwwww!!!! I beg you, stop, please-”

Thwack!!! At the join of the buttocks and the thighs. Rita felt her legs giving under her, but her boss put an arm around her to support her weight.

“Aaaaaaaaaaahhhh!!! Dear lord!!”

Thwack!!! On the back of the thighs this time, but at least it was better than the previous shots.

Thwack!!! Across the back of the calves. Rita flinched, and stifled her scream for once.

“Now Rita, is there any part of your backside that you think we’ve missed? Any place we need to go back to?”

She frantically shook her head. No.

“Well then turn around and let’s see your front side. We should be even, right?”

Her head almost swam as she turned around to face her boss and his cane.

“Put your arms above your head. Get your hands around that shower pipe, like before.”

Silently, she obeyed, all the time keeping her eyes fixed on the cane. Her boss laid it across her stomach, and then in a flash yanked it back and brought it down hard across her navel.

“God!!! Aaaaaahhhh!!!!!”

Thwack!!! Higher up this time.

“Oooohhh!!!”

Thwack!!! On the ribs this time. She arched backwards.

“Aaaaaiieee!!!!”

Her boss now paused, and increased the fan setting till the entire bathroom was filled with its hum. He adjusted the shower, so that it sent a trickle of water over her nipples, bringing them into full erection. He then laid the cane across the underside of her breasts, as she shook her head, pleading with him to spare her.

Thwack!!! The cane dug into the underside of her melons, and they bounced up from the impact. But before she could react and just as they were about to come down he landed the next stroke, forcing them back up again. He kept this up, constantly landing the cane on her tender undersides, and not for once allowing her breasts to regain their normal position.

She threw her head back and howled out in a combination of sobs and cries of pain. Her hands tried to shield her tortured breasts, but they were held fast to the shower pipe by her boss’ free hand.

“Aaaahhh!!!...Ouchhhh!!!!....Eeeeeeeeee!!!!....AaaarghhhH!!!!!”

Her boss now rested the cane on her nipples, and she howled out in complaint and began to sob.

“Just two strokes, Rita dear. I promise. One on each teat. Now, tighten up. Be a nice girl. Stand straight! Come on. That’s it.”

Thwack!!! The cane ripped into her hard-as-acorn left nipple, making it tuck in and then bounce out.

“Yyyeeeeeaaaaaooooowwww!!!!”

Thwack!!! Her right nipple throbbed in and out as the final cane stroke landed on her.

“Aaaaaaaaaarrghhhhh!!!....OOOhhhhH!!!!”

Her breasts were on fire. She knew nobody could understand just how they felt at that moment. She was finding it difficult to stand, and difficult to control herself too. She never knew that pain could take her so close to the edge. But what was her boss doing now? Slowly he bent down, and teasingly took one of her nipples in between his lips and began to lick it and suck on it.

Rita lost all control of her innards then, and came in a torrent of juices. She moaned in embarrassment at having come in front of her boss, but he continued sucking on her nipples, and she knew that she was thoroughly enjoying it.

She could feel herself sinking down on the bathroom floor, till she was lying on her back on the cold wet tiles. Her boss was on top of her, and she noticed that he too had stripped. But when he had done so had escaped her. He gently inserted his member into her cavity, and she moaned as she felt the thrusts. His lips were playing with her upper body, caressing her areolas, nibbling at her throbbing nipples, kissing her feminine neck. When they both came to the edge, she found his lips locked passionately around hers and they rolled over on the bathroom floor together.

When she was dressed and ready to go, her boss gave her two conical shaped objects which she knew was for her nipples.

“But Sir, I already have two of these.”

“These are different Rita. Do put them on.”

She did, and then stared at him intently, waiting for him to give her a taste of what they were like.

“Not today,” he said, “You’ll find out in due course of time.”

Her boss smiled, and gave her a kiss on her lips, and an affectionate (but stinging) press of her boobs. She rode the elevator down to her car. It was dark and the road outside was deserted. Her chest felt a bit constricted. Suddenly she had a brilliant idea. She took off her T-shirt and then her bra. Then with her seatbelt on, and the conical nipple cups acting as her pasties, she drove home thinking about her first sexual encounter in years.