Hi,
Here is a story I wrote and posted on another site. I have written many more and if you like this one, I'd be happy to post more.
Feedback is always welcome.
Regards,
MW
Tables Turned
Jack had only been with the company for two weeks but was already beginning to feel like a fish out of water. 24 years old, fresh out of university with a degree in business administration & finance and this was the big wide world…
He thought back a few weeks & how he nervously waited outside the interview room like a worried schoolboy sat outside the headmasters office, and then bang. In the distance he could make out a tall slender figure striding towards him. As the figure got closer and he could make her out he felt his stomach twist & crunch in that never ending pang of gut wrenching desire. She was about 5’8, long deep red hair with piercing blue eyes surrounded by dark make up with pillar box red coloured lips. He could make out a black business suit under a long black leather trench coat that flowed with her sway of authority. Then it hit him. As his gaze lowered, he saw them. Black ‘over the knee’ stiletto leather boots with at least a 5 inch heel. Click-clack click-clack. The boots…
Jack had been a boot admirer for as long as he could remember. His earliest recollection was a family get together over the holidays when he was 16. Mandy, who was Jacks 19 year old step cousin, wore some black cowboy boots all day long – he was sure she had caught him staring at her, more than once (did she?). That night, the adults all settled down for an evening of cards & wine whilst the children were all packed off to bed. Mandy had kindly agreed to share her sisters room so that Jack could use her room.
After saying goodnight to the family, Jack found his way up to Mandy’s room & started getting ready for bed when there was a knock at the door. Answering, Mandy apologised & said that she had forgotten to collect her pyjamas. As she took them from her drawer, she slipped off her boots & threw them on the floor outside her wardrobe. Slightly giggling, she said goodnight to Jack and closed the door as she left. Jack paused. Why was she giggling? He got changed into his shorts and got into bed. Laying there, Jack was feeling very strange. There was the pungent aroma of Mandy’s perfume along with this strange other smell that was mesmerising him. Jack tossed & turned, struggling to settle when out of the corner of his eye he glimpsed the sole of a boot. Not able to take his eye off of it, Jack just stared. For about 20 minutes. A mixture of feelings & emotions were whirling through his mind when he could resist it no more. He quietly leapt out of bed and picked up a boot. Touching the black leather immediately sent a shiver down his back. He held it closer and deeply inhaled the aroma. It was intoxicating. Never before had Jack felt anything like this. The smell of leather combined with the smell of Mandy’s feet had Jack feeling very dizzy – as though he was high on emotion. He picked up the other boot & inhaled. ‘Hmmm. That’s nice’ he thought. As he run his hand all over the boot, Jack noticed the size was stamped onto the sole – 6 ½. ‘I wonder’ thought Jack, as he automatically lifted his foot to put it on. He was only a size 7. The boot went on, a little tight at the toes, but it was on! He tried the other & on it went. Wow, this felt good. Strange, but good. There had been a lot of stirring going on, now Jack was deeply aroused but worried. Nervously, he took them off and crept towards the door. Turning the lock, he felt better now he couldn’t be suddenly interrupted. Jack opened the wardrobe to put the boots away but was hit by a stomach churning thump. Neatly arranged at the bottom of the wardrobe were 4 other pairs of boots. Immediately, Jack was on his knees pulling a pair out for inspection. Light brown, knee high pull ons, 2 inch stacked heel with a rounded toe. He sniffed the aroma. Mmmm, there it was again. The next pair were calf length 3 inch heel white stiletto’s. The next were a dark brown pair of knee high chunky 3 inch heeled suede boots. These smelt different, almost musty. But nice. The last pair were black leather 4 inch stiletto heeled knee high lace up with a side zip. These were the best. Jack deeply inhaled. He had to try these on. They were very squished at the toe, but he managed to pull them on & quietly zip them up. Pulling himself up, he sat on the bed staring down at his booted feet. Almost automatically he grabbed the cowboy boots & started inhaling. Feelings stirred and Jack couldn’t hold off anymore. As his lips softly brushed against the leather, the musky aroma of Mandy’s feet was like a drug through his nose he felt himself cumming. Instantly he turned & stood, positioning himself so his knees balanced him against the bed as he shot a load of hot white cum all over the shaft of Mandy’s cowboy boot.
Shaking with excitement, quivering with relief, Jack felt amazing. He looked down at the black cowboy boots now covered in his own cum. He was sure there had never, ever, been this much before. Whether it was the feelings just experienced or not, Jack hadn’t noticed but he was standing tall relatively comfortably in Mandy’s 4 inch heeled boots. After cleaning up the cowboy boots with a damp towel from the wash basket, Jack neatly arranged the other pairs of boots back in the closet. He then sat to take the boots off, not resisting the urge to run his hands up & down them once more. After taking them off, he replaced them in the closet & crept into bed. Laying there with a huge smile on his face, it wasn’t long before he drifted off – content & amazingly relaxed.
The next morning Jack went down for breakfast to find Mandy sitting already dressed & eating. He warily glanced down at her feet to find she was wearing the lace up boots!
‘Morning Sleepy Head’ she said. ‘Sleep well did you?’.
‘Err, yes thanks. You?’ Jack replied.
‘Not too bad, although I missed my bed. At one stage I almost got up to come & join you just to keep warm!’
Jack went a bright shade of scarlet as he bowed his head.
‘You must have been out of it as you didn’t notice me come in this morning to get my stuff’ She said. ‘Anyway, I’m off out. I’m off shopping with some girlfriends. I’ve just been paid & have seen a really sexy pair of boots that I must grab before they sell! By the way…’
She said with a wry smile curling across her face, bending down to give him a peck on the cheek as if to say goodbye, then whispering into his ear
‘Thank you for tidying up my boots for me. I hope you liked them as much as I do’.
Jack was stunned. With that, she beamed a huge smile & went out of the back door. Jack smiled & thought to himself ‘I suppose that’s that then.’
Jack hadn’t seen Mandy since that morning. She had gotten herself a fantastic job in Manchester - something in fashion, and had moved away. He sat there in the corridor with a sly grin on his face.
‘Peters?’
Jack was startled.
‘Are you Jack Peters?’
It was her. The redhead was now standing over him.
‘Err, yes. That’s me’ replied Jack
‘You’re here for the Assistant Finance Manager’s Job? Well then, lets get this started shall we? I don’t have all day’
With that she turned & pushed open the office door, leading him in.
‘Here goes’ thought Jack nervously.
Jack followed the red head into the office and nervously looked around whilst she made herself comfortable. She removed her coat to reveal a sharp business suit with a white blouse & Jack could not help himself but to glance at her cleavage gaping through the top. As she sat at her desk she beckoned Jack to sit.
As she sat opposite him at her desk, she delicately & slowly removed her black leather gloves (almost seductively thought Jack?) to reveal immaculately manicured long red painted nails which tentatively stroked the leather as they were being peeled off of her hands
‘Coffee?’ She asked
‘Err, no thank you. I’m fine’ he nervously replied
‘Well I will. One thing you will learn about me is that Coffee is a big part of my daily schedule.’ And with that she pressed a button on her phone which must have acted like an intercom. Without waiting for an answer, she snapped into it ‘My usual, & make it quick’.
‘Mental note with the coffee’ thought Jack.
‘Ok, well lets start then shall we? My name is Helena Sharp, but you can call me Miss Sharp’ she said and without pausing continued ‘Now tell me a little about yourself, your qualifications & experience’
‘Well…’ stammered Jack ‘I finished my Uni degree in July & since then have been gaining practical experience in a placement at my Uncle’s company. I assisted with the setting up & implementation of a new local radio station – THB.FM, you might have heard of it?’. Jack was quietly confident that this would impress Miss Sharp, as the station launch had been a blaze of publicity & had been set up in record time coming in well under budget – something of a local success story.
‘I have your application & CV here & that sounds very impressive.’ She replied. ‘I had heard something about a new station, but this company prefers to focus on national & international media. We leave local media to the amateurs & has beens.’ ‘So, before we start the process off, I am going to tell you the finer details of the job & the expectations that I have of you’ She said, as she glanced up from the papers in front of her & piercingly stared directly at him through her dark smokey eyes ‘Is that understood?’
‘Yes Miss Sharp’ answered Jack
‘Good. Now, the advertised position & job title is Assistant Finance Manager, for which the starting salary initially is £37,500 per year with other company perks & benefits which we shall discuss in detail at a future time. I am the Finance Manager, & you will report directly to me. The primary purpose of your position is to assist me by completing tasks & projects that I set you within the scheduled time scales, as well as any other menial jobs that may need attending to.’ With that, she sat back in her chair & wryly crossed her legs so that one of her boots became visible out of the corner of Jack’s eye & as she placed one of her hands on her knee’s – tenderly yet inadvertently, starting to stroke the top’s of the leather with her red nails.
‘Is that understood so far?’ she finished, with a glazed twinkle in her eye & a mesmerising smile starting to appear across her succulent red lips.
‘Yessss, Miss Sharp. That all sounds fantastic’ Stammered Jack, almost drunk with excitement & exhilerence.
‘We will also shortly be implementing a new IT system, with digital conference accessibility & wireless stations placed all on this floor. This will need to be project managed by myself, with my new assistant overseeing implementation & set-up. How are your IT skills Mr. Peters?’ she asked
‘Good Miss Sharp. As an extension of my Uni degree, I undertook advanced IT programming & data transfer management to central servers, linking to a central HUB providing online access & broadcasting.’ Jack replied. This was one subject that he had confidence in. If he could impress her with his IT know, this could be his ticket to a well paid job with instant benefits!
‘Excellent. Well, it sounds as though you know what you are talking about. It will be a double win for me to have you Mr. Peters as unfortunately, my own IT skills are a little vague. I can use office functions & know my way around basic operating system. It would seem that you were meant for me Mr. Peters.’ With that she reached out a hand. Jack did not know whether to shake it or kiss it. He gingerly took her hand in his and tenderly shook.
‘Good. Well, it is Friday afternoon & that is me done for the weekend. I am sorry to cut this short, but I must be going. I have to head to my stables as I have an urgent task to take care of. I have a riding competition this weekend & must prepare.’ She snapped.
‘A riding competition!’ Jack thought. Suddenly, the images of Miss Sharp in full riding attire drifted into his mind. ‘No, that’s no problem. Do you need any help at all?’ Jack stumbled as the last sentence left his lips. He was sure it was wrong. No, he knew it was wrong – she would think it very strange that an interviewee would offer help in this way?
‘Actually, you can assist me to my car with some items. Consider it your first task!’ she exclaimed as she pointed to two brown paper shopping bags & an oblong shaped box. ‘There, take those & follow me’ she said as she was finishing putting her coat & gloves back on.
As they left the office, Jack loitered behind watching & admiring. As they stepped into the elevator Jack became entranced by the combination of the smell of musky leather & her sweet scented perfume. His head was swimming with all sorts of dreams when suddenly there was a ‘Ping’ and the elevator doors opened. Miss Sharp led the way, with Jack gladly following, to a small but sparkling convertible.
‘Put those in the trunk’ she said as the trunk popped open automatically. As Jack lowered the bags & box, the lid came ajar & he could see a pair of shiny polished riding boots. Miss Sharp was doing something inside the car, so Jack gingerly lent forward and quickly sniffed the riding boot. ‘Hmmm, recently used’ he thought as he inhaled the musky aroma. He quickly gave the toe of the boot a kiss then slipped the lid back on & shut the trunk. As he stepped around towards the drivers door, he noticed that Miss Sharp had one leg in & one leg out of the car as she fiddled with something in her handbag. Transfixed on her long booted leg, he glanced upwards to see the split in her skirt revealed a silky stocking top & suspender clasp. Mesmerised, he stood there for what seemed like an eternity.
‘Lift?’
Suddenly he was snapped back to reality. He must have looked extremely guilty & could feel himself turning bright red again.
‘I’m sorry?’ he babbled
‘Do you want a lift. Where are you headed?’ She snapped, as though in a rush.
‘Err, I’m heading home – to Ashcroft’ he answered.
‘Get in. I’m going straight to the stables so I’ll be passing Ashcroft. I’ll drop you off.’ She replied.
Jack shot round to the passenger door and got in. Fumbling with his seat belt, he cold feel his stomach doing what felt like cartwheels. His heart was racing. As they left the car park, he couldn’t help but stare at the way her leather gloves gripped the wheel & slid round as the wheel turned. When she changed gear, he glanced down at her hand gripping the gear stick. He felt sick with envy. As the car sped along the road, he glanced down and noticed her booted feet pressing on the pedals. Never before had Jack felt so intimidated yet so excited in his life.
‘Whereabouts?’ Miss Sharp asked.
Jack looked up & suddenly found himself in his own neighbourhood. He hadn’t noticed the journey at all or where they were. The last twenty minutes had been a hazy whirl.
‘Err, just up here on the left thank you.’ He murmured.
‘Not a bad area. Have you been here long?’ she asked
‘No, I moved into my flat 3 weeks ago. I am still putting it all together really.’ He gingerly replied
‘Well, enjoy your weekend because the real work starts on Monday. Prepare yourself as I am going to work you hard!’ she said, with that wry smile once again appearing on her lips
‘Yes Miss Sharp. Good luck with your competition this weekend. Sss see you on Monday. Thank you for the lift.’ Jack stammered as he got out of the car.
As the car pulled away, Jack could not help but stand and stare as it sped into the distance. ‘What the hell just happened?’ he thought. He couldn’t answer, but was looking forward to finding out!
Jack had spent the first few days finding his way around the office & the various departments on their floor. His desk was in a small lobby immediately outside Miss Sharps Office. He was quite pleased with his little ‘world’ it was like an office, within an office. In a strange way, he was like a guard to Miss Sharps personal area. Anyone wanting to enter Miss Sharps office had to go through his own. He liked that.
He had been set some menial tasks, which – once he had learned the various sections – had been accomplished with relative ease. The hardest thing Jack had so far was to avoid making himself look like a gibbering wreck every time Miss Sharp waltzed by his desk on her way in each morning. Every morning was the same. That glamorous look, that glint in her eye. The sharp suits that she always wore, and of course the boots. Jack paid particular attention to this detail. Given his own dark past & personal feelings, he found that whenever he was in her presence his heart would beat faster. His breathing got faster. He was nervous, tense, & extremely excited. It was all he could do, not to become a gibbering wreck! But the boots… He thought back to his interview & remembered the black patent knee high’s. On Monday she wore some brown knee high stacked heel pull on’s. Tuesday it had been some black slouch ‘cowboy’ style, but still with a stiletto heel. There was a distinct pattern – they were all heeled.
On Wednesday morning when he got into work he found an envelope on his desk with a folder inside. Settling down at his desk, as soon as he picked the envelope up he knew who it was from. That sweet smell was unmistakable. He opened the folder & started to read. It contained a list of do’s & don’ts, including a set of office rules & compliances. The folder also contained Jack’s first ‘proper’ task which was to research suitable IT packages and software programmes that allowed for multiple streams to be fed into a central hub for networking & video conferencing. The project sheet stated that Jack would be required to have a meeting with Miss Sharp at 13:30 to begin making notes & preparations.
Jack felt immediately nervous. Looking at his watch, he realised that he only had a little over four hours to come up with some plans. He immediately set to making some headway.
Just after lunchtime, Jack heard the lift doors ping open & that familiar ‘click-clack’ swoon down the corridor. He felt a lump developing in his throat & nervously kept his head down pretending to be hard at work. He heard the door to their lobby open & immediately, that smell hit his nostrils. Standing to the side of him, Jack’s view went straight to Miss Sharps feet in a ‘head bowed’ position. He could see that again, she was wearing incredibly high heels. And he could see no visible end to these boots, they seemed to disappear up into her skirt which was knee height itself & quite flowing. She perched herself on the side of his desk & started to remove her black leather gloves. Again, he could not help but notice her long immaculate red nails.
‘Ah, Peter’s. I see you received my instructions. Good. I have a few calls to make then we shall begin. Make sure you bring a tray of coffee with you. You remember how I like it? This is going to be a long afternoon.’ She said.
‘Yes Miss Sharp.’ Jack nervously replied ‘Black, double strong with plenty of sugar.’
‘Good boy. You’re catching on. I’ll summon you when I am ready for you.’
With that Miss Sharp went into her office, closing the door behind her & shading the blinds that prevented Jack from maintaining eye contact.
Jack had just finished printing out the rough outline of his initial findings when the buzzer on the intercom went off. The two red lights meant she was ready. Jack had prepared the tray & knocked on the door.
‘Enter’ he heard from within. As Jack entered her office, he saw that she was laying on the couch in a half sat up position. Incredibly, he noticed that she had changed her outfit. His heart raced knowing that less that 5ft away from him, she had been naked. She was now wearing a light blue business suit with a white blouse, natural coloured stockings & some knee high white boots. Stiletto of course. Jack glanced around the room, looking for her previous outfit – hoping to glimpse the other boots and complete the jigsaw image from earlier. Nothing.
‘Put the tray on the table & close the door’ she demanded. ‘Come & sit, let us begin.’
Jack put the tray down on the large circular table in the middle of the room & sat. As Miss Sharp rose from the couch to join him, he noticed the split in her skirt revealed a lacy stocking top & white suspender clasp. Standing tall in her boots, Miss Sharp straightened her outfit & brushed her skirt down. Jack was mesmerised as he witnessed her soft hands & red nails almost caressing her legs & bottom in a teasing tantalising fashion. She came and sat next to him & started to pour the coffee.
‘Now, where are we then?’ She asked
‘Well Miss Sharp, I have looked at a few different possibilities & it all depends on the budget. The most reliable system will obviously cost more, but there are different methods of achieving a consistent stream.’ Jack nervously stated.
‘I admit Peters, I don’t really know the ins & outs of all of this. The objective is to install a system where we can hold conferences with our other offices & certain clients. How we achieve that is down to you. I have been given a budget of £285 thousand pounds to overhaul our IT systems & after a discussion with the chairman, I have managed to persuade him that any surplus from our budget will come directly to me as a bonus for delivering. Obviously, we can come to an arrangement whereby you will receive a percentage of that bonus. So again, I ask where we are?’ Miss Sharp responded, with a wry smile curling up in those luscious red lips. Jack was in a trance. He was unable to think clearly about anything but those lips.
Miss Sharp stood up and moved to stand directly behind Jack, bowing down beside him leaning over his shoulder to glance at his notes.
‘Wellll, well, Miss sharp, I am sure that we can come up with a viable solution. I have already made some preliminary investigations & will continue to work on this.’ Jack replied
‘Good. Make sure you give this your all. This could be very beneficial… for both of us’ she quietly whispered into his ear, and with that she brushed her nails gently along his neck.
‘Now’ snapped Miss Sharp as she walked over to the closed in the corner of the room ‘I have a meeting this afternoon with the distribution manager. It seems that he does not understand the meaning of the word ‘budget’ so I am going to give him a lesson by firing a quarter of his staff. I have an appointment this evening at the theatre & so will be going straight from the office. I need you to do some jobs for me this afternoon.’
Jack was still in a trance. His head was spinning, almost as though he was high on her intoxicating charm. Miss Sharp opened her closet & took out a bag, handing it to Jack.
‘I need my boots re-heeled. There is a shoe repair store a few streets away, which I believe is on your way to the bus stop?’ She said. Jack noticed how he had now broken into a major sweat. His hands felt very moist as he reached out to take the bag she held in front of him. She also handed him a piece of paper.
‘My riding boots are already at the store as they needed resoling. This is the receipt for them. Unfortunately, you will need to wait for these boots as I will need them tomorrow. Would you mind taking them home with you & bringing them back into the office tomorrow morning.’ Miss Sharp said. It wasn’t really a question, more of a demand. One which Jack could not believe he was hearing.
‘Ab, Absolutely no problem Miss. No problem at all.’ Jack responded.
‘Good. Now, don’t forget our little project. I have to make my presentation to the board first thing on Monday morning. We will have another little get together on Friday just after lunch to fine tune.’ Miss Sharp said. ‘I want you to focus entirely on this. Can you do that for me?’ At this point, Miss Sharp was pulling on some white leather gloves & putting on a white leather long coat.
Jack was focusing on nothing at the moment except her pure mystique & sexiness. His mind wandered to the bag now clutched tightly in his sweaty hands & the thought of what was yet awaiting him at the shoe repair shop.
‘Of course Miss. I will give it my all.’ He meekly replied.
‘Good boy. Now, I shall see you bright and early tomorrow morning.’ She said, as she glided by him on her way out of the office. Jack made his own way out, shutting her door behind him & sat at his desk.
Trying to concentrate for the rest of the afternoon seemed an impossible mission. He kept glancing at his watch, and then down to the bag which was down on the floor beside his desk. Attempting to focus, he was visiting various websites & making notes on web cam’s, wireless hubs, mini servers and the like. After saving all of his notes & files onto his USB stick, he decided that enough was enough for today. He needed to leave a little early anyway to visit the shoe repair shop on the way home if he was to stand any chance of catching his bus. Packing up his satchel, & grabbing the bag, he whisked himself off out the office & out into the street below. Jack stood in the shoe repair shop, not really remembering how he’d actually gotten here! He stood at the counter waiting for the attendant.
‘Can I have these re-heeled & also pick up another pair. Here, I have the receipt for them’ Jack spoke nervously to the attendant, almost embarrassingly.
‘Sure’ the attendant said with a cheeky grin on his face ‘are you going to pick these up tomorrow?’ he said, referring to the boots in the bag.
‘No, I’ll wait’ Jack replied.
‘Ok, be about 20 minutes’ said the attendant.
‘No problem. I’ll pop along to another shop then come back’ said Jack. As he wandered up & down the high street his stomach felt like it was doing cartwheels. Nervously, he kept checking his watch. After 15 or so minutes he went back to the shoe shop.
‘All done’ said the attendant ‘They were well worn, it won’t be long before the sole needs replacing too.’
Jack paid & took the bag with the two pairs of boots in. All the way home on the bus, he felt his palms getting sweaty whilst he resisted the urge to get them out for a closer inspection.
Jack arrived home somewhat later than usual. He decided that he couldn’t be bothered to cook so instead phoned for a Chinese take away order.
After dinner, Jack decided to have a shower. Sitting on his sofa wrapped in only a towel drained after a long day, he sprung up remembering the boots. Almost flying off the sofa, he grabbed the bag and excitedly took both pairs out. Almost shaking with a mixture of fear & excitement, he bought one of the stiletto boots up to his lips & gently inhaled the sweet aroma. The boot was unzipped so he could easily notice the unmistakable smell of worked feet combined with soft leather. He felt overwhelmed & was visibly shaking with excitement. Turning the boot over to look at the sole, he glanced that the boot size was 7. Was he dreaming? He picked up one of the riding boots and quickly searched for a size imprint. Size 7 as well.
‘Oh my god’ Jack thought as he sniffed and ran the soft leather tenderly over his upper lip. Leaning forward, he bent over to place his foot inside the riding boot. He pulled on the stirrup’s that stuck out of the top, stitched to the inside and the boot gently slid on snugly. He picked up the other one and did the same. Once both on, he sat and looked down at his newly booted feet. Gingerly, he reached down and gently caressed the leather – running the tips of his fingers of the well worked leather. They were immaculately polished. Glimmering in the light with every crease & crack reflecting small darts of light. He stood up and took a step forward. Wow, they felt incredibly light on his toes & feet. He paced around his living room waiting for his feet to start aching or his heel to start rubbing but it didn’t happen. ‘That’s incredible’ Jack thought as his bare flesh was completely covered by Miss Sharp’s riding boots. ‘There’s no rubbing at all’ he said to himself. After wandering around his flat for a few minutes his eyes caught the sight of the other pair of boots. Excitedly, Jack sat on his sofa and tugged at the riding boots. Amazingly, & with complete ease they slipped off of his feet. He looked down at them & placed them beside him. He picked up one of the heeled boots and admired the way the shone in the light. He ran his finger along the seam, leading up to the arch, working his way towards the stiletto heel. Excitedly, he reached down & placed the boot over his toes, slipping them into the pointed tip. Pushing down, he worked the heel of his foot snugly into place. ‘A bit tighter’ though Jack ‘But I’m in!’ Ever so carefully, he pulled up on the zipper. It was a little tight around the ankle but after some gentle persuasion it worked its way to the top. Jack then did the same with the other boot. Once both on, he crossed one leg up & again, lightly worked his fingers across the soft leather. Pulling himself up, he stood for a moment. Not entirely sure if he was balanced or not, he looked down at ‘his’ new boots. Admiring the way the light caught them he gingerly put one foot forward. Then another. After a few light wobbles, he found he was walking around his living room. The arched feeling on his calves was something he was not used to. Although aching, he felt that this only intensified the feeling in his toes. Imagining Miss Sharp’s toes being exactly where his now were was overwhelming. Pushing down with his foot, he knew that the sole of her foot was where his was now only a few hours ago. This turned him on immensely. Jack walked over to the sofa and sat, picking up the riding boots. He put his hand & arm down inside one of the boots bringing it up to his lips. Gently kissing & smelling the boot, he found himself slowly staring to wank himself.
He laid back & dreamt of Miss Sharp. He imagined being there, hiding in her bedroom sneaking a look while she got herself ready for the theatre. In his mind he imagined how she would be dressing. Long seamed black silk stockings with a basque. One of the many different pairs of stiletto heeled boots that she owned, coupled with a sexy little black dress & throw. Completing the imaginary outfit was a pair of elbow length black leather opera gloves. He imagined her bright red hair, seductively put up. Her sexy dark eye make up that made those blue eyes twinkle like stars on a clear night sky. Her luscious red lips, seductively curling at the edge whilst her long red nails reached down and gently caressed her boots.
With that image, Jack couldn’t hold off anymore. He swung his legs round & positioned a riding boot near his now exploding cock. Jets & jets of hot white cream shot out across the boot & started trickling it’s way down to the foot.
After a few minutes, Jack regained control of his body. That was quite possibly the most intense orgasm he had ever had. He looked down at the riding boots that were covered in his cum. ‘Hmm, I’ll have to clean those up!’ he thought, and stood grabbing the riding boots and headed to the bathroom. As he walked through the flat, he still could not believe how comfortable the stiletto boots were. Reaching the bathroom, Jack cleaned the riding boots, taking hold of an old towel & buffing them back to their former shininess. Still admiring them, he made his way back to his bedroom. Sitting on the edge of his bed, he reached down & started undoing the zipper on the stiletto boots. After removing them, he looked at the riding boots & a wicked thought entered his head. Reaching down, he pulled on the riding boots once again. He had decided that he was going to sleep in them tonight.
As Jack’s head hit the pillow, he felt his feet tingling at the thought of being enclosed in Miss Sharp’s leather boots. Snuggling himself down into the duvet, he reached one hand down and gently strolled the top of the boot. With that, and with the many images of Miss Sharp firmly at the front of his mind, Jack drifted off to sleep.
Jack awoke with a startle. Had it all been a dream? Ripping the duvet back, he looked down to see a shiny pair of glistening leather riding boots on his feet. Looking down over the side of the bed, he saw the other stiletto boots.
Instantly, Jack could only think of one thing & he slipped off the riding boots & put on the stiletto boots. Leaning back on his bed, he imagined Miss Sharp snuggling up with him – herself wearing one of her many pairs of boots. He imagined her with one leg draped over him rubbing her boots up & down his skin. He reached and put his hand inside one of her riding boots and simulated her rubbing his now throbbing cock over the supple shiny leather before his imagination got the better of him & he exploded all over it.
He managed to pull the riding boot off his arm & shoot the last few drops down into the inside. He beamed as he thought of the next time Miss Sharp wore these boots, how her feet would inadvertently be rubbing against his dried cum. That was one hell of a sexy thought though.
Jack entered the office bright & happy, inwardly excited about the last 24 hours & the unexpected pleasures that this job was having on his life. Settling down at his desk, he started more research with his IT project. A number of different options presented themselves, but how would he achieve Miss Sharp’s goal given the financial implications she had set the previous day.
After spending the best part of the morning searching websites for suppliers, researching systems & protocols, matching up hub’s with cameras Jack was beginning to formulate a plan. There would be a significant amount of work that would need completing ‘in-house’ either by hiring a specialised IT co-ordinator or by outsourcing a contract. Jack compiled a brief presentation & e-mailed it off to Miss Sharp.
It was just after when Jack heard those infamous ‘click – clacks’ of heels fast approaching. Trying to keep his head down & not make it blatantly obvious that he was like a prison guard on the lookout, he nervously tapped away at his keyboard. The office door sprung open & in she came – almost gliding.
‘Good Afternoon Peters’ she said. ‘How’s our little project coming along? You know, I was thinking about what we could do with my bonus. I have a few ideas, and a special treat lined up for you!’
‘Good Miss Sharp, I think it’s going well. I have sent you a small presentation with some ideas to start off with’ Jack nervously replied.
‘Excellent. Why don’t you organise a tray of coffee & we can go & have a read through.’ She replied ‘Did you remember to bring my boots with you?’
‘Yes Miss Sharp. I waited at the store while your stiletto boots were repaired & also collected your riding boots’ Jack said. He felt incredibly turned on discussing the boots with Miss Sharp, especially knowing the adventures that had taken place in the last 24 hours.
‘Good boy. Bring them through with you, with the coffee’ and with that, she waltzed through to her office.
Entering Miss Sharps office, he turned to see Miss Sharp laying on her couch reading something on her laptop. He noticed that today she was wearing a pair of black patent stiletto shoes. Feeling somewhat disappointed, put the tray on the centre table & waited for instructions. While he stood there, he analysed her outfit, imagining what hid beneath. Black seamed stockings, no doubt reaching up to those silky smooth thighs, attached with a suspender belt with a matching silk thong. Her smart knee length black skirt, with a small split just to the side tantalisingly revealing more of those goddess like legs. A white blouse, buttoned up just enough to keep those magnificent breasts caged in – yet open enough to reveal a startling cleavage. Her make up was immaculate. Dark smokey eyes, scarlet red lipstick to match her nails. Not over powering, just oozing pure sexiness.
‘Come & sit Mr. Peters’ Miss Sharp said, beckoning Jack towards the couch. Miss Sharp didn’t move, so Jack tried to squeeze at the end near her feet. As he sat, she pulled her knees up & lifted her feet whilst he made himself comfortable, then relaxed her legs so that her feet were perched upon his thighs. Dangling her stiletto heels right in front of his nose while she lay there was enough to send him into a frenzy. He could feel himself getting aroused, shifting uncomfortably while mesmerised by the dangling shoes.
Suddenly, Miss Sharp glanced up. ‘I know this isn’t strictly professional, but would you be a darling & give me a foot massage. I’ve been in these heels all day. For some reason when I wear heeled shoes, after a while my feet ache enormously. I don’t know if you’ve noticed, but that’s why I wear boots all the time. Wearing boots doesn’t have the same affect on me’
‘Of, of course I don’t mind. I didn’t really notice Miss.’ Jack excitedly responded ‘Bbbut if they help with the problem, it makes perfect sense to wear them all the time.’
‘Exactly what I think.’ She replied with that familiar sexy smile
Jack nervously removed one of her heels & tenderly started rubbing his fingers across the balls of her feet. Delicately, he lightly trailed his fingers up & under her toes noticing the through the nylon her toe nails were painted the same scarlet colour as her finger nails & lips. He gently applied pressure on the soles of her feet, rubbing back & forth whilst occasionally allowing his fingers to come up over the toes & gently massage the sides of her foot.
‘Hmmmmm that’s lovely’ she whined, laying back further so that her feet now stretched tentatively across Jack’s crotch. Nervously glancing up & down her body, Jack saw that the further she slid down, the further up the hem of her skirt rode. He was now directly within touching distance of those sexy stocking tops. The suspender clasp shot out from under the hem, revealing the soft tender thigh which poked out from above the top of her silky stockings.
Jack carried on rubbing, up & down. Side to side. He was sure he hear a slight moaning.
‘The other one, don’t forget the other one…’ was all Miss Sharp could say as she continued to lie back apparently reading on her laptop.
Jack was now getting braver & braver. As he was about to switch to the other foot he gingerly replaced the shoe on the already massaged foot & rested it on his crotch. Removing her other shoe, he started to rub the other foot. He had guessed right & the immediate reaction to the pleasure was for Miss Sharp to press down with her other foot – the heel now firmly resting on Jacks now throbbing cock. As the waves of pleasure passed through Miss Sharp, she pressed farther, harder & deeper with her heeled foot. Jack was at the point of exploding in his own trousers when she let out a tiny gasp & slumped back down on the sofa.
‘That was lovely Mr. Peters. I see you are more than just a University Graduate. You have a way with your hands. Now, pass me up my boots.’ Miss Sharp said as she lay there – looking like a woman who had the world at her feet. Well, she did in Jack’s eyes.
He passed her up the bag containing both pairs of boots & she took out the stiletto boots to examine them. Rubbing her fingers over the black leather, along the sole & scraping her nails across the bottom up to the stiletto tip, Jack was almost drooling. Sitting speechless, while her stiletto court shoes rested on his crotch, she must have known he thought.
‘Be a sweetie & put these on for me while I check my riding boots would you?’ she said, with ‘that’ sexy little smile whilst handing him the stiletto boots that only 6 hours ago he was wearing himself.
Gently removing the shoes, he placed one foot inside one of the boots and gave it a little tug. Instantly, it was snug around her ankle. As he delicately started doing the zipper, he glanced up to see Miss Sharp admiring her riding boots. Whilst it looked as though she was closely inspecting it, he was sure she was smelling the leather as it gently touched those scarlet lips. She was sniffing them & kissing them!
Jack finished one zipper & reached for the other boot. The booted foot then found it’s way back to his crotch as she laid back continuing to admire her riding boots. The more she longed over her riding boots, the more she pressed down with her stiletto boots, right into Jack’s crotch. He purposely took his time with her other foot so that he had an excuse to enjoy the sensation for longer.
When he had finished, she sat up with that sexy little smile and said ‘Thank you for that. I feel completely refreshed. And thank you for looking after my boots. You’ve done a marvellous job with them.’
Did she know? Jack wondered. How did she know? What exactly did she know? He started getting worried.
‘Well Mr. Peters, I have had a read through of your brief & it looks excellent. I have a query regarding the IT specialist required to install & maintain the system. What sort of person would we need for this role?’ Miss Sharp said.
‘Well Miss Sharp, it would need someone with a relatively good understanding of IT systems, wireless technology & data maintenance systems.’ Jack replied.
‘Good, so you can do it. We can make an allowance in the budget & have that proportion of a salary adjustment made to you for undertaking additional responsibilities. More budget saved than taking on another employee. More for us remember!’ Miss Sharp said excitedly.
‘Of course, it shouldn’t be a problem.’ Jack said.
‘Excellent. I shall make my presentation to the board on Friday & all being well, we can make a start on Monday next.’ She said. ‘Job well done Mr. Peters.’
‘Thank you Miss. Thank you very much.’ Jack beamed. Right at this precise moment in time, if she had told him to open the window & dance the fandango on the balcony, he would have done it. She had him. Hook, line & sinker. Entranced by her every move. He was hers.
Jack had spent the last few weeks busily organising a schedule & completing requisition forms in preparation for the installation of the new system. He had made the final presentation to Miss Sharp, who in turn had made her recommendations to the board & had been given the go ahead for the project. It was now up to Jack to make it happen. Items started arriving & he was busily wiring up the new hub & admin centre, which needed to be central to the office. He acquired the main floor plans for the office & directed the work crew in their instillation of wiring & network cabling. Each main office was required to have web-cam capability as well as a conference facility in a new meeting room. Conveniently this meeting room was next to Jack’s office, which was the foyer to Miss Sharp’s office. Camera’s had been installed in all of the senior managers suite which were all networked to the central server.
Throughout the week, Jack had been required to log in to each terminal to install upgrade & ensure that the new conferencing software was set up for each user account. This meant that Jack needed user details & passwords for each user. As system administrator, Jack was also required to set up new access codes enabling system scan’s & general maintenance whenever required.
Late on Thursday evening, Jack had finished setting up user profiles when he had a devilish thought. With his new access privileges, he could easily check each user details for browser history. Innocently, or not, he decided that he should complete a test of his admin access codes. He logged into Miss Sharps terminal & brought up her personal browser details. The new server linked all devices, including her personal laptop to the system back up’s. Jack’s eye’s lit up when he saw the list. Fancy lingerie sites, various footwear shopping sites including some very fancy ones Jack had only heard of in fetish magazines, some different shopping sites, then Jack came to a couple which immediately caught his eye ‘victoriasboots.com’ & ‘datingsingles’co.uk’.
‘Hmmm’ thought Jack. In a separate window he clicked on dating singles & bought up the site. It was a site for professional people who’s lifestyles prevented them from finding potential relationships & intimacy. He clicked on the profile page, & Miss Sharp’s profile & username ‘missyh-sharp’ came up. Jack browsed through the various sections including ‘bio’ It listed her as being young, outgoing yet determined, ‘blog’ listed the most recent few entries which mostly revolved around her hectic work schedule but one entry included a section on her recent horse riding competition which she won her category for. Jack then noticed a title called ‘fetish’. Without hesitating, he clicked on that. This page was different. It listed various details, including bra size, shoe size, height etc but as Jack read down the page he came to ‘Turn ons’ & ‘Desires’. Clicking on ‘Turn ons’ Jack scrolled through to read the listings ‘Things that turn me on: Snappy Dressers (Smart & Classical), Facial Stubble, Cool Water by Davidoff aftershave, Firm Handling’
Jack re-read the last line ‘Firm Handling’??? What did that mean?
Clicking on to ‘Desires’ the page loaded a list of things that had different meanings: ‘Controlled yet secure, publicly dominant but secretly submissive, romanced yet humiliated’
Jack could not believe what he had just read. A whole new world was opening up to him, one which revolved around Miss Sharp.
Clicking on the other site ‘Victoriasboots.co.uk’ Jack found a site dedicated to a passion for boots. There were a number of pairs of boots here that he had seen Miss Sharp wearing herself. Reading the ‘bio’ for Victoria and her love for boots, Jack instantly thought of Miss Sharp and the various boots she had worn during their time together – let alone the many other pairs than must adorn her wardrobes at home. Excited by this new found discovery, Jack’s mind wandered to the many different scenarios that now formulated in his mind. Shutting his system down, he headed off home – his mind in a whirl.
The next morning, Jack decided to be a little risky. His usual routine was to shower, shave, dress then dash out of the door grabbing some juice & a pastry at the stall near the bus stop. This morning however, he decided that he would forgo the usual shave. On the way to the bus stop, he stopped in a chemist & picked up a bottle of ‘Cool Water’. Spraying some on as he stood waiting for his bus his mind wandered, yet again.
Entering his floor, he felt his heart racing. As he walked towards his office, he wondered what Miss Sharp would be wearing today & he remembered the many different outfits & pairs of boots he had seen her wearing. Opening the door to his office, he felt his heart sink when he realised that Miss Sharp was not in her office. Checking his e-mail, he saw on her personal calendar that she had meetings all day out of office. Now feeling dejected, Jack settled down to his desk & got on with the tasks in hand.
It was around lunchtime on the Friday that Jack finished bench testing all the new systems, cameras & links. He sat back in his chair, blew a huge sigh of relief & grinned. The budget for this project had been set at £285k & after finalising all of the accounts, the actual cost came in at £197k. Admittedly, he had put in a hell of a lot of overtime & used all his own knowledge – which had saved a fortune with outside contractors, and by taking on additional responsibilities himself saved more long term. That was £88,000 saved against budget, of which he was sure Miss Sharp would be delighted. He summarised all account details & made a final presentation & e-mailed it off to Miss Sharp before heading out to lunch.
When Jack returned from lunch, he found a note on his desk. He opened it & read
‘Dear Mr. Peters, Thank you for your e-mail. I am so very pleased that this project has been mutually beneficial for the both of us. Unfortunately, I have a meeting this afternoon but would like to meet up & thank you personally. Please drop by at my house on your way from the office later on this evening. I will be going out this evening so should be home between 6pm & 7.30pm. Regards, Helena Sharp.’ Also enclosed was her business card, with her home address written on the back.
Straight away, Jack was turned on. He never thought he would be seeing the inside to Miss Sharp’s house – and she wanted to thank him personally! He had to use this opportunity to make an impression. He decided to buy a new suit on his way. Something a bit more classier, classier than his usual office wear. With nothing more on the calendar for the day, he tidied up his desk & headed off to the shops.
Strolling down Finsbury Avenue, Jack felt nervous but excited. He’d gotten his new outfit. A smart black three piece suit, new shoes (actually they were ankle boots – with a slight western style), smart new shirt & tie. He had even had a new haircut. Approaching number 86, he pause outside the entrance to the driveway. Reaching into his bag, he pulled out the aftershave & freshened himself up.
Walking up the driveway, Jack thought that it was more than big enough to accommodate at least five cars Knocking on the heavy door, Jack thought that this old Victorian house must be huge inside. Nervously waiting on the door step, he felt his palms starting to get sweaty. The door creaked as it slowly opened & there she was. Miss Sharp stood, greeting him at her doorway. Taken aback, Jack guiltily allowed his eyes to wander up & down. She was towering over him, wearing a sleek black vinyl all in one & a pair of black matt leather thigh high boots which must have been at least 6 inches high. Her make up was slightly more ‘aggressive’ than usual which gave her a stern appearance.
‘Ah, Peters. Please come in’ she said.
As Jack brushed passed her at the doorway, he was sure he heard her take a deep breath. He paused & looked around at her to see her eyes glowing. Was she eyeing him up?
‘Err, Peter’s, thank you for coming. I, I know it’sss short notice but I wanted to thank you for your hard work with our project’ she said.
She was eyeing him! up & down! Jack felt a little pang of excitement inside.
‘No problem Miss Sharp, you know I would do anything for you. That’s what makes our relationship so special, it is all about devotion’ Jack replied with a huge beaming smile on his face.
Miss Sharp stood there, not sure what to say or do next. She didn’t like being in this situation. Caught off guard. ‘What was it?’ she thought. ‘What’s so different about him? He looks good, and that smell! It’s driving me wild. I can’t concentrate. Must remain professional. Must.’
‘Ok, where were we? Yes, well Peters. Jack. Can I call you Jack?’
‘Yes Miss, I would like that’ replied Jack, now feeling quite confident seeing the impact he was having on Miss Sharp.
‘Yyyyou must think I look a bit strange wearing all of this?’ said Miss Sharp, as she took a step back & looked down at her feet ‘I’m on my way to a fancy dress party later & I am going as Cat woman. I don’t normally wear things like this’
‘That’s a shame Miss, you look amazing. You look stunning all of the time, & even more so when I close my eyes & think of you’ Jack smartly replied, seeing Miss Sharp blush a deep shade of red.
‘Oh Jack, thank you. You know, you actually look good yourself. Somehow more mature? Anyway, we need to discuss business before pleasure. Shall we go & sit?’ Miss Sharp responded, gesturing Jack into the sitting room.
Entering the sitting room, he saw the room was spotlessly clean. Beckoning him to sit on a large leather sofa, she sat herself down next to him. Turning to look directly at him, she went to speak – then hesitated.
‘Well then Jack, at the start of our project we had a deal didn’t we. Now, we came in under budget by £88k. I would like to propose that you take 20% of that for yourself as your bonus. How does that sound?’ Miss Sharp said, in an unconvincing voice – almost as though she were doubting herself.
‘Well Miss, I think that is very generous of you. Very generous indeed.’ Jack replied.
‘Now, on my workings out that makes you a little over £17k’ she said.
‘Well Miss Sharp, that sounds really generous. But, I was thinking that you would like this arrangement to continue. I mean, with the two of us working together? I believe we make a good team?’ Jack said.
‘Oh yes indeed, oh yes Jack. I need you now, I think we make a perfect team. I have never had an assistant like you before. One who understands my needs & is willing to put the extra effort in like you have’ Miss sharp replied, and she hesitantly rested one of her hands on Jack’s thigh. Slowly & carefully, touching up & down, gently moving further & lower with each stroke before caressing with her long red nails through the material of his trousers. Jack suddenly realised & tensed up. He needed to remain focused.
‘That’s how I feel about you too Miss Sharp. I am very happy with our arrangement, except that I would like to push it up to 25%. I believe that figure would be more reasonable, given our ‘special’ working relationship’. Jack hesitantly, but defiantly stated.
‘Hmm, well Jack. You do drive a hard bargain. Normally, I would have kicked a subservient to the ground & booted them out for being so brash’ she snapped whilst still rubbing her hand up & down his thigh ‘but I like you. You have passion, & clearly a drive for bigger things. It’s a deal.
‘Thank you Miss.’ Jack replied. He was feeling so excited about actually manipulating her into a raise in the stakes that for a moment, he forgot SHE was the boss.
‘Well Jack, It is a shame but I really must finish getting ready. Would you like me to drop you off on my way?’ Miss Sharp said.
‘Yes please’ Jack replied, excited at the prospect of spending another few minutes with his sexy cat woman boss.
‘No problem at all. Let me finish getting ready, I won’t be a tick’ & with that, she walked out of the room. Hearing her heels click clacking up the marble stairs, Jack glanced to the adjoining dining table to see her long leather coat draped across a seat. Quietly walking over, he also saw placed on top a pair of her elbow length opera style black leather gloves. Discreetly, he picked one up & started to sniff. The used leather smelt sensational, the combination of her oily hands mixed with the aromatic leather sent a shiver down his spine. Brushing one of the gloves across his cheek & lips, he imagined her on her knees in front of him.
Remembering where he was snapped him back to reality, just in time as he heard her heels clacking down the stairs.
‘Ready?’ she said
Jack stared as she pulled on the gloves, tightening & clenching her fist as she pulled them up as far as they could go. He gulped a couple of times, so wanting to take things further. Next she pulled on her leather coat. Walking out into the hallway, he notice her bend down to pick something up. She turned and faced him, & he saw that she was holding a long black whip.
She beckoned him towards her, Jack felt his balls tightening & his now throbbing erection straining against his underwear. Surely she noticed.
‘I would like to thank you Jack, for all your hard work.’ And with that, she put her arms around him & gave him a kiss on the cheek. She held the position for a moment, almost as though she were inhaling the scent off of his neck. Jack instantaneously allowed his hands to wander to her hips, tenderly brushing & caressing the soft leather of her coat. After what seemed like an age, they took a step back from one another. Miss Sharp seemed confused & thought ‘I need to get a grip, control yourself woman’
The journey to Jack’s was a strange one.
He kept glancing across at her thighs, her boots tentatively within reach yet seeming so far away.
She kept drawing deep breath, as though fighting the urge. She nervously tried to make small talk, but ended up stammering through a conversation.
Pulling up outside Jacks, he decided to take one last risk. He reached across, placed on hand on her booted thigh & gave her a long lingering kiss on the side of her neck all the while stroking the leather on her thigh down to her knee.
Feeling her whole body tense up, he could hear her take a deep breath & let out a huge sigh.
‘Thank you for bringing me home’ Jack said.
‘Nnno problem at all’ Miss Sharp replied. ‘See you soon’ she said, whilst giving him a loving look with those big blue eyes.
With that, Jack got out & walked up to his front door. In his own mind he now knew the buttons to press. As much as he instantly wanted her, he knew he would have to make this last. He would have to play her at her own game to keep the excitement alive. He would have to come up with a plan, to ensnare her forever…
Jack spent the next few days finalising the user details of all system operatives. It was an arduous task, but a necessary one. After all, with his system admin privileges he could easily keep an eye on the goings on with the staff members accounts. The account which was of particular interest was Miss Sharps. Jack noticed that Miss Sharp regularly used a fetish forum, almost like clockwork – every lunchtime & every evening. It didn’t take him long to work out the pattern. Jack logged in as ‘guest user’ and monitored the conversations in the main lobby. It was the type of forum where there was a central lobby for universal chat, various topic rooms & specially ‘user’ created rooms for private chat.
Jack noticed that Miss Sharp mostly tended to hang around in the rooms labelled ‘Lost Souls’ & ‘Unforgiven’. This gave him an excellent opportunity to watch… And learn…
It had been two weeks since the new IT systems had become active. Jack was called into Miss Sharps office for a test review, which was to be a presentation / conference to the main board.
‘Now Peters, we will shortly be making the final presentation to the board in the conference suite. Are you up to speed with all the checks & findings?’ Miss Sharp nervously asked Jack
‘Yes Miss. The test results have all been listed & I have put together a training pack to release, along with a user manual. Everything’s set.’ Jack replied
‘Good boy. What would I do without you?’ she smiled back at him, almost with an exalting glimmer in her eye.
The meeting kicked off & Miss Sharp explained the initial investigation, financial workings out & the test package that Jack had organised to link in with the other main offices around the world. All systems were looking good.
Jack continued by demonstrating a conference set up, various methods of inter-department communication, e-mail set up & usage & file saving archive system. Each senior manager was given a personalised training pack with their own user details & user manual – relevant to their own departmental requirements.
Mr Frederickson, the chairman of the board, stood & made his customary speech.
‘Well Miss Sharp, it all seems to be coming along very well. You have done a fabulous job with this new system & more importantly, managed to accomplish everything on schedule & under budget. And you young man, well done to you.’ He finished off, looking directly at Jack.
‘Thank you sir’ Jack replied. ‘It was all about teamwork really.’
‘Yes, I do believe you are right. Well, carry on & well done once again.’ Mr Frederickson said, beckoning the other senior managers up & out of the suite.
Jack & Miss Sharp were left to pack away their things, both with beaming smiles & a sense of huge satisfaction!
‘Mr Frederickson was right Peters. It was teamwork, & I don’t think we are quite finished. With the amount of bonus we earned with this little venture I can see a very bright future for us.’ Miss Sharp exclaimed
‘I think you are right Miss’ Jack replied, with a wry little smirk creeping across his face ‘I think you are very right!’
Later that evening, Jack sat at his PC in his flat. He had been watching a conversation develop between Miss Sharp and a couple of other users in the chat room. Jack decided that now would be a good time to ‘enter the fray’. He registered a new account & created the user-name ‘Sir_Vitude’. He completed the profile, entering all the details about himself conveniently matching the wants & desires of Miss Sharp.
Jack logged into the main lobby and waited. The customary ‘greetings (user-name)’ appeared, swiftly followed with a ‘welcome’ or ‘hi’ from the other users in the lobby. Jack latched onto a conversation that was happening about loyalty & co-operation. He noticed that Miss Sharp (username ‘missyh-sharp’) was agreeing with another user that loyalty was one of the most important things in the modern world & that it was seldom found these days.
Jack chipped in, echoing missyh’s initial sentiments – and adding that without loyalty there could be no foundation of trust & the building of intimacy in relationships that allowed the resulting fantasies to build into extreme boundary exploration. Control over these boundaries allowed people to release themselves into the other partners will, allowing themselves to be given up. To be pushed to the edge. To be freed from any & all inhibitions.
‘Wow – that is 100%. Exactly the way it should be & all us desperately searching souls desire it to be!’ was all that came back from user missyh-sharp. ‘Gotcha’ Jack thought.
With that, an invite to a personal chat popped up. It was Miss Sharp. Jack had obviously caught her attention.
‘Hi’ it said.
‘Hello’ Jack replied.
‘nice train of thought. Is that what you really think?’
‘Yes. Without trust & loyalty, there is nothing.’ Jack typed back to her.
‘Oh my god. Where have you been all my life!’ Miss sharp responded.
Jack paused for a moment, trying to think of the right words to reply: ‘Never mind that. What’s important is that we have found each other now. But I must warn you. This is not a game for me. This is my life. This is my world. These are my rules & these are my terms.’
‘I understand’ came the reply, then immediately after she typed ‘I agree’
Jack was overwhelmed with the feeling of elation & excitement. Right at this moment in time he imagined Miss sharp sat sprawled out on her leather couch, probably still dressed in her office wear. He visualised everything about her, her hair, her immaculate make up, her clothes & most importantly, her boots. The fun he is going to have with her boots. It was almost too much. Jack had to come up with something special.
‘Do you understand what you are entering into missyh-sharp? Are you completely aware of the world you are signing up for?’
‘Yes Sir, I am. I want this. I need this. I have yearned for this for so long now. I am yours’ came her reply.
Game on.
Jack woke the next morning & the first thought that popped into his head was the conversation he had with his ‘boss’ last night. The conversation developed into the basic level of control, finding out desires, exchanging e-mail addresses, exploring finer details (location, age, basic description). Miss Sharp had described herself as an executive that worked long hours & had a successful career. She looked after herself & dressed smartly, but added in her particular fixation for fine underwear & leather. Jack of course knew all of this as he had been well aware of Miss Sharp’s background and wanted to gauge her own description of herself.
Jack had given a basic description of himself stating that he was in his mid 20’s, fair height, worked out when he could, had an office job in the city & was fairly comfortable. This was even truer since the bonus had cleared his account the day before. He hadn’t had that much in his account before so to him, he was comfortable!
Setting off for the office that morning, as the bus wound it’s way through the slow journey, Jack thought of a way to set things rolling. He pulled out his phone & started typing out an e-mail to Miss Sharp:
‘Good Morning MissyH,
I hope our conversation last night was a gratifying for you as it was for me. It would appear that we share some common interests. You told me last night that you are now mine. I would like you to demonstrate that to me. You are to send me an instant message on your phone at 10:30am this morning, to which you will receive further instructions.’
Jack didn’t even sign the end of the mail. He was keen to see how Miss Sharp would react to the short, curt demands that he had outlined. Now he would wait.
Striding into the office, Jack felt a mysterious feeling when he reached his office door. Did Miss Sharp know? Was he about to be found out? That could well spell the end of his career before it even got started. All of a sudden he felt nervous. Settling himself down at his desk, he opened his e-mails & checked through the day’s schedule. Trying to concentrate on organising the next week’s planner & fitting in all Miss Sharps appointments became an impossible task. Jack found himself wondering, waiting for that tell tale ‘click-clack’ of stiletto heel. And then it came.
‘Morning Peters. How are you this morning? Lots to do today. Lots to organise. I am most likely going to be in the office all day & have quite a bit of scheduling to arrange so I do not want any disturbances. Coffee please.’ And with that, she whisked herself into her office.
Jack was amazed. She seemed excited. Almost agitated into a state of pure ecstasy. He logged on to the remote server & highlighted the conference camera in her office. He could see that she had settled herself down at her desk & was reading something on her PC.
‘Knock, knock. Coffee Miss’ Jack said as he entered her office.
Almost startled, Miss Sharp seemed to notice Jack’s entrance until he was almost at her desk. ‘Oh, yes, Peters. Thank you. I was er, just checking my e-mails. Leave it on the side. Here, I have some files for you to take down to archiving.’ And with that she got up from behind her desk & walked over to the filing cabinet. Jack peered around and saw his e-mail on her screen. A broad grin came over his face. He watched as Miss Sharp almost glided across the room, her 5 inch stiletto’s click clacking on the tiles, the creases in her black leather boots glistening with every tiny crease & fold. Her seamed black stocking gliding up her legs, disappearing beneath a tight black suede skirt. Her white blouse, bursting at the cleavage point, with signs of a black lacy bra peeking out almost as if to tease. As always, her hair & make up was immaculate. Dark eyes, sensual & on fire. Her scarlet coloured lips matching as always those perfectly manicured nails. He glanced across to the round table in the centre of the room & noticed her long leather overcoat draped across one of the chairs with her black leather gloves teasingly poking out of one pocket. Jack realised that he was gawping with his mouth wide open. What seemed like an eternity while he ogled & mentally undressed her happened in an instant. She slammed shut the drawer to the cabinet, files in hand and spun around. Jack suspected he had been rumbled, but a wry grin appeared at the edge of her lips.
‘Here you are Peters. Straight to archiving. And remember, no disturbances. I have a lot to organise.’
‘Yes Miss.’ Jack replied and turned to leave. He paused, glanced back around to see that she was already back behind her desk & continuing to read ‘his’ e-mail.
Jack had made the delivery to archiving & Emily the clerk was happily arranging for Jack to fill in the sign-in list. Emily was a recent addition to the company. 17 years old, probably straight from school. Very innocent looking, casual but smartly dressed, her blonde hair shining in the sun.
‘You’re new here aren’t you?’ Jack asked
‘Yes, it’s only my first week’ Emily replied
‘I remember my first week. It’s a bit intimidating isn’t it. If you need anything, give me a shout. I’ll be happy to help. My extension is 3535.’ Jack almost felt a little sorry for her. New in the big bad world, but she was cute.
‘Thanks! I might take you up on that’ she said & smiled.
Jack made his way back up to his office, checking his watch on the way. 10:20. He settled himself in & waited.
At exactly 10:30, a message popped up on his phone.
‘Good Morning Sir. After last nights conversation, I feel so uplifted. A weight has been taken off of me & that has made me feel revitalised. Please let me demonstrate that to you.
Yours, always, MissyH.’
Jack sat back in his chair & smiled. The thought of Miss Sharp only 10ft away from him typing these words made him almost want to scream with excitement. He thought for a moment, how to reply.
Sat inside her office, trembling with anxiety at what might await her Helena Sharp felt her subconsciously submitting to the whim of a man that she had never met. And it excited her.
Helena Sharp was 28 years old, a senior manager at one of London’s top PR & Media Relations firms. It could be considered that she was a very powerful woman. Plenty of high profile contacts, plenty of drive & ambition that helped in her meteoric rise to the top of her profession. Her ability to be quick thinking, her powers of persuasion, & her charm were all essential tools of her trade that allowed her to become the woman with a big reputation for accomplishment.
Yet, despite all of this she felt a void in her life. Something was missing & she could not explain it. From an early age she knew she had ambition & on the outside she always took the lead & took charge, yet on the inside she yearned to be led. Yearned to be the one receiving the instructions rather than giving them out.
This led to a conflict within her that was always a constant battle. Throughout her teens she experimented with subtle mind games. She used her powers of persuasion to intimidate & control her friends into controlling her. She allowed their own subconscious to guide her, to teach her, to reveal their innermost desires & wishes & she did her utmost to fulfil them. This was enough for now, enough to keep the wolf at bay but she knew it could not last. Soon, she would need release. Soon, she would need to find a channel for all of these pent up emotions & feelings.
Jack Peters was 24 years old, Assistant Finance Manager and personal assistant to Miss Sharp. Fresh from uni, Jack was in his first ‘proper’ career job. He had just earnt his first company bonus, successfully overseeing the instillation of a new IT suite & software system. He had also discovered some interesting facts about his boss, coincidently these facts exploded into his world at the same time he was discovering his own feelings on the same subjects. The fascination started with Miss Sharp – her attitude, her persona & her dress sense. He was instantly drawn to the air of confidence & supremacy that she oozed. And of course, her clothes – more over, her boots.
Jack had always had a fascination with boots. Ever since that fateful day back at his aunts, staying in his cousins rooms, wearing her boots & sleeping in them. They felt so right. They completed him.
Miss Sharp sat at her desk, trembling with a mixture of fear & excitement. Awaiting the message from her new found companion, a message from someone who she could finally share her innermost thoughts & desires.
‘Ping’ as a message popped into her inbox.
Almost launching herself off her chair, she clicked ‘read’ and nervously read the words:
‘MissyH, Describe to me in full detail what you are wearing, where you are & what you are thinking of right now…’
Lingering over the words, Miss Sharp immediately started her reply:
‘Sir, Today I am wearing 5 inch stiletto heeled black leather boots with seamed black stockings held by a lacy black suspender belt & a black lacy thong. I am wearing a black suede skirt with a white blouse with a matching black lacy bra underneath. My make up highlights my dark eyes, & my scarlet coloured lips match my nails. On my way in to my office today I wore my long black leather overcoat & my long black leather gloves.
I am sat in my office at my desk. My office consists of a large space with a desk, circular meeting table in the centre & a couch with coffee table on the side. Outside my office is the foyer in which my assistant works in his office. Our offices are separated by a partition wall with blinds at the windows for privacy when required.
I am thinking of our conversation last night & how my feelings towards where this is going excites me. In my business I have to be forthright & strong, decision making & leadership are qualities that have helped me get where I am, but I long for someone to become MY leader. Someone to cast their power over ME & allow me to serve.
I hope what you read pleases you. It would be my honour to serve.
MissyH.’
She clicked ‘send’ & sat back feeling worried but very excited at the same time.
Sat at his desk, Jack was tentatively watching the webcam broadcast on his PC screen. It was locked onto Miss Sharp who was sat in her office at her desk tapping away on her keyboard. He could see that she was beside herself with excitement but kept on pausing as if she were thinking nervously. When he saw her relax back in her chair he knew she had sent it.
Silently, his phone vibrated in his jacket pocket. Pulling his phone out, he read her words and smiled to himself.
‘MissyH, On your mobile phone I want you down download the app ‘insta chat’. This will enable me to give you ‘live’ instructions. Then, I want you to lie on your settee. Spread yourself out so you are comfortable. Put on one of your leather gloves & gently caress your body. Imagine I am there with you, touching you, holding you, tentatively brushing my fingers up and down your body, moving to your boots and your nylon covered legs, up to the point where the nylon ends and your smooth soft thigh begins. Stroke yourself with your leather covered hand, moving up to your breasts. Think of me being there, standing over you whilst you touch yourself for my pleasure. I will contact you with further instructions.’
Miss Sharp was on another level reading this message. Her mind wandered off to another plain as her head absorbed the words. She was that distracted, she did not hear the knock at her door. Or the second knock. Or the fact that jack entered, peering inside the door grinning. He approached her with a ‘coffee refill’ as the premise for interrupting her. Clearly, he could she that she was entranced by his message.
‘Miss?’ He spoke softly.
‘Miss Sharp?’ he said in slightly louder tone, which made her startle
‘Jack! What? Oh, I’m sorry I was reading. What is it? I told you I was busy’ she stammered out in an almost non coherent reply.
‘I’m sorry Miss. I thought you might want a refill?’ Jack replied as he leant in towards Miss Sharp carrying a tray with her fresh coffee. As he leant in towards her, her nostrils flared. She inhaled the scent of his after shave and her mind scrambled into a dizzy feign
‘What? Oh, yes. Very, err, very thoughtful of you Jack. Very thoughtful indeed.’ She stumbled as she almost drooled with a pang that turned her into a gibbering wreck.
‘Now, please. Leave me. I have some, err, paperwork to complete. It will take most of the, err, morning. Intercept all calls & take messages. Do you understand?’ she purred at him.
‘Yes Miss. I understand’ Jack replied as he turned and strolled out of her office with a grin on his face that could easily be compared to a Cheshire cat! As he reached his desk, he saw the blinds in Miss Sharp’s office close.
Closing the blinds to her office, Miss Sharp almost bounced over to the meeting table where her coat & gloves lay. She took one of her gloves and leapt upon her sofa. Snuggling herself down, she pulled out her mobile phone. She quickly installed the app & opened it. Waiting.
Jack sat at his desk, phone in hand, his eyes transfixed to his PC monitor. A small window on his screen displayed the image that was laying less than ten feet away from him. His lips curling up to a wry grin, he started to type.
Helena Sharp cautiously pulled on her leather glove. She was nervous because she had never contemplated doing anything like this at work. This was her patch. This was her ‘power zone’, where she had built up her reputation for being a stern & efficient manageress. But for some reason, she was compelled to follow the instructions of this mystery ‘Sir-Vitude’. She pondered the name & thought it genius. Without realising, her hand wandered up her thigh and across her stomach. As her leather gloved hand caught the bare flesh under her blouse, she exhaled as if being tantalizingly tickled by a light breeze. The leather glided across her flesh, heading upwards towards her bra. She cupped her breast and gently squeezed. Her phone vibrated & almost made her jump.
‘I hope you are touching yourself’ she read.
Nervously and fumbling slightly, she typed back
‘Yes Sir. I am. With my leather glove as you told me to.’
Her gloved hand wandered back down to her legs. Her skirt had scrunch itself up & she could not breeze the leather against her soft skin just above her stocking top. She traced the outline of the suspender strap down towards her stocking top, gently pinging it with her leather covered thumb. Tenderly moving down, she almost teased her nylon covered legs – every now and again allowing her fingertips to trace a pattern towards her inner thigh.
‘Good girl. Now, enable to voice function so that I can hear your breath. I want to hear you as you touch yourself for me.’ Came the reply.
She fumbled with her phone & switch the audio to ON. Switching hands, she held her phone with her gloved hand. She now reached down and teased her other leg with her fingers, rising up to her thigh & softly scraping her long red nails teasingly across her inner thigh causing her to let out a loud gasp & sigh as the tingling sensation shocked her. She brought one leg up to a bent position & crossed her other leg so that she was now within reach of her boot. Reaching out, she gently caressed the black leather of the top of her boot. Allowing her fingers to trace down to her ankle, stopping & tracing her slender fingers into every crack & crease of her gorgeous boot.
Staring, almost jaw droppingly, Jack sat glued to his monitor. By now, he was ready to pound through the door and take Miss sharp in his arms but the submission was not yet complete. He had to instigate a balance, a measure of control so that she could not resist. A control that would make her fall to her knees in front of him & ensure that she would be his forever.
‘I can hear you MissyH. I can hear your breathing getting louder & louder. Faster & Faster. You sound very excited.’ She read, as another insta-message came through.
Without even thinking about it, she blurted out
‘Yes sir, I am. So very excited!’
Now listening with his earphone secretly plugged in, Jack was shocked. She had spoken, without giving it a second though to type a reply. Watching her wriggle about on his screen he could see that this was going better than he could possibly have thought.
‘Continue then my little leather girl. Show me how turned on you are. Show me how much you want to touch yourself. Prove to me that you want me to allow you to continue’
When Miss Sharp read this latest, her hand went straight to her crotch. She hooked down her little thong and flung it aside. Swapping hands, she traced the outline of her pussy with her leather gloved fingers – electrifying sensations engulfing her with the slightest of touches.
‘Yes Sir, thank you Sir. I do. I am. I will.’ She gasped as if she had been given the green light.
‘Please sir. I am touching myself for you. My leather glove is teasing my wet pussy at your command. Please Sir, may I touch myself. Sir, Pleeease…’ Came her reply.
Jack almost fell off his chair. Hearing this was music to his ears.
‘Yes slave, you may begin. Let me hear your squeals. I want to her your soft moans as your leather takes you over.’ Jack replied, transfixed to his PC monitor.
‘Oh Sir, thank you Sir, Yessss…’ Was all Miss Sharp could reply as she gently worked her leather finger over her now soaking pussy. She could hear the wetness squelching as she rubbed. Pulling her gloved hand away, she examined her own juices, bringing her hand to her nose & inhaling deeply. Reaching out, she rubbed her wet fingers along the shaft of her leather boot allowing the leather to touch leather, seeing her juices now trailing up the length of her now glistening leg.
‘Please Sir, I need to cum. Will you allow me. Please, I need to cum. I want to cum all over my leather glove & then taste myself. Sir, Please…’ she panted, now forgetting any possibility that someone might hear her.
Jack typed back, himself almost bursting at the seams.
‘Not just yet my little leather slave. A condition of this control is that you cum on command. You will only cum when I believe you have earnt it, and only then upon the proper instruction. Do you understand me?’
Reading this made Miss Sharp even more excited. Now there was a target to aim for, now there was a goal to achieve rather than the normal anti-orgasm approach she had resigned herself to usually feeling.
‘Yes Sir, I understand. I need you Sir, I want to taste my cum covered leather glove Sir, upon your command Sir.’ Was the only reply Miss Sharp could pant through her phone.
Jack hearing this, glanced up towards Miss Sharp’s office. Should he go in? No. He would let this little charade carry on just a little longer.
‘You are close my little leather slave, I can hear you. When I send you the command, you are to cum. You are to continue rubbing yourself while you cum so that your leather gloves are coated in your sticky juices. You are then to taste yourself, and finish rubbing your juices along your glistening boots. I want to hear this for your master. Your command will be the two words: ‘release bootslave’. Jack sent the message then sat back watching his monitor. X rated gold.
Reading this last message, Miss Sharp was not on the verge. She rubbed herself violently. She twisted & rubbed her clit in a frenzied like fashion. Breathing heavily & panting, she continued to whimper.
‘Yes Master, I am your little leather boot slave. I am yours to own, while I pleasure myself at your command. Yessss, Yess Sir. Please sir, I am so close. Sir… Sirr…. Sirrrrrrr… Leather… Oh my lovely leather… Sir, I need you, please….’
With that, Jack send the final command.
‘Release Bootslave.’
‘Oh My Goddddd, Yess Sirrrrrr, Cumming, cumming, yes sir, yes master…. Bootslave is cumming…. Oh, Oooohhhh, Ohhh…’
Jack watched as her body spasmed. He watched as her whole body shook with wave after wave of orgasm. She lifter her gloved fingers and tasted. Then she gently rubbed her boot. Seeing the glistening trail on her boot, Miss Sharp smiled intently.
She slumped down into her sofa as though she had gone 10 rounds with a heavyweight boxer. After going through the most violent & physical orgasm she had ever encountered, Miss Sharp was like a rag doll. Deep breathing & panting, she struggled to lift her weary arms.
Jack watch intently. That was quite possibly the sexiest thing he had ever witnessed. Congratulations were in order he thought, as he typed a final message.
‘Well done bootslave. That sounded fantastic. You have proven your devotion to me, and to our continued relationship. If you want it to continue, I will contact you this evening. I look forward to moving it to the next level.’
Spread out on her sofa, Miss Sharp jumped when her phone vibrated. Mustering the strength to focus on the words, she felt pleased. She felt excited. She felt appreciated, which is something she hadn’t felt in a long time. All she could reply was ‘Thank you master.’
Jack thought it best to give Miss Sharp some time to recover before he attempted to call her. He was tempted to barge in while she laid there, bare and exposed but a wicked thought crossed his mind. Now that there was a key word in play, he could use that to his advantage.
It wasn’t until well after lunch that Jack knocked on Miss Sharp’s office door & awaited her reply.
‘Enter.’
Jack almost bounced in, grinning broadly.
‘Miss, I thought I would bring you some lunch as you have been so busy. I hope you don’t mind me interrupting you?’ Jack noticed that she was still lying on her sofa busily, so it seemed, glancing at some papers.
‘Oh that is sweet of you Jack. Thank you. Yes I have been so busy today as you can see.’ She replied.
Jack looked down at her, noticing that she looked very dishevelled. He could see the affect it had had on her & it was electrifying. Looking down, he noticed that her glove had dropped onto the floor underneath the sofa. Jack quietly brushed it with his foot so that it disappeared out of sight.
‘Don’t forget Miss that you asked me to drop your boots in to be re-heeled on my way home this evening’ Jack said. Knowing full well that there were another couple of spare pairs of shoes & boots in the closet, Jack wanted to opportunity of inspecting these boots closer.
‘I did? I can’t recall that? Oh well, I suppose they could do with a re-heel.’ She replied.
‘Shall I change them for you now Miss?’ Jack asked, already making his way to the closet.
‘Yes please, you pick another pair for me will you?’ Miss Sharp said, still feeling the affects of today’s activities.
Jack opened the closet to see a couple of pairs of stiletto shoes, but he immediately went to the boots. There were a pair of brown knee high, chunky 3 inch heel in a sort of cowgirl style. He picked them up and covertly sniffed. Mmmmm, these will do.
Walking back over to the sofa, he sat at the end while Miss Sharp lifted her legs to allow him to sit underneath while they rested on his lap.
Jack reached out and ran his hand up the shaft of her boot towards her knee and zipper. He could see her eyes close & her back arch as she felt his hand through the leather. He teasingly traced a finger around the top of the boot and under the back of her knee and a huge smile appeared on her face. Slowly, he pulled down on the zipper & released her foot from her boot. He was tempted to sniff the inside, but didn’t want to tempt fate!
Almost reactively, his hand reached out & began to massage the ball of her foot through her black seamed bylons. He could see her toes curling, her red painted toe nails glistening & curling as he worked into her foot. He heard that familiar groaning & sighing sound & it made him smile.
Removing the other boot, he massaged her other foot & again the reaction was one of pure pleasure. Pulling her brown boots onto her feet, she looked up at him and smiled.
‘Thank you Jack. You really are a fantastic assistant.’ She said as she sat up next to him and gave him a kiss on the cheek.
‘Now, I have an appointment at 3:30 then I think I will head home for an early finish. Do you have much more to do today?’
‘No, not really Miss. I have a few reports to file. Should be done by about 4ish.’ Jack replied.
‘Ok, well get away early & I will see you tomorrow. Don’t forget my boots.’ She said as she stood & pulled on her coat & picked up her briefcase.
Jack wondered whether she would look for her lost glove, but she didn’t. With that, she had breezed out of her office as though in another world and was gone.
Fantastic, thought Jack. He scooped up the gloves & boots and put them in a bag.
‘Her boots & gloves, all for me to play with! Funtime for me later!’ he thought and went back to his desk, thinking about the fun he was going to have with Miss Sharp tonight.
Jack left the office and headed off toward the bus stop. On his way a devilish though crossed his mind. He diverted towards a shop that he had seen advertised on a fetish web directory – one that he thought could provide the perfect ‘toys’ for the next phase of his plan. Sitting on his bus, he glanced down at the bags resting between his feet. One contained a special tool vital for the culmination of his plan. The other contained Miss Sharp’s cum covered boots and leather gloves. At this precise moment in time, Jack wasn’t sure which bag excited him more!
Helena Sharp had left her office & sped through town, thinking of nothing but the violent & passionate morning she had just experienced. Pulling into her driveway and stepping through her front door she was almost in a state of shock. Helena decided to have a long hot soak in her bath & attempt to sort out her befuddled mind. She felt numb. Almost violated, but in a way that excited her. She had never been in a position where she was not in complete control & although it scared her, it was also the most thrilling feeling she ever had.
Jack arrived back at his flat, took a bath then decided to relax. He thought of the next step in his plan & decided to keep Miss Sharp ‘on ice’ for the night. Sat on his bed naked, he grabbed the bag containing Miss Sharp’s boots & gloves. Reaching out to them, his hand was trembling. Lifting one boot up for closer inspection, he sniffed. The smell of Miss Sharp’s cum was still pungent & it drove his nasal senses wild. Placing the boot onto his foot, he reached down and pulled the zipper up. As the zipper rose up towards his knee, it sent what felt like an electric shock through his foot travelling all the way up his leg towards his cock which was now at bursting point. Jack pulled on the other boot and sat, eyes a glaze, staring at Miss Sharp’s boots now encasing his legs. He stood up and felt the electrifying pulse shooting through his whole body. It felt so right. Taking some steps around the room, he reached for the leather gloves. Pulling them onto his hand, allowing his fingers to fall in place snugly wrapped around the leather sheaths. Raising his leather covered hand up to his nose, that aroma hit him again. He ran the fingers across his lips & tasted her sweet juice. Standing in his bedroom, naked except for Miss Sharp’s knee high black leather 5 inch stiletto boots & her wrist length black leather gloves that only a few hours ago she was wearing, laying in her office touching herself at his command. Instantly, Jack felt his orgasm shooting through his entire body right on to her other glove. Laying back on his bed, Jack cleaned himself up & decided that he would snuggle himself into bed for the night, wearing her boots to sleep of course.
The next morning Jack was sat at his office desk. It was only 8am and there was nobody else in yet, but this gave him the time he needed to make preparations. Placing the ‘gift’ into a square white box, he typed out a note with instructions. He strode into Miss Sharps office & placed the package on her desk.
Checking his watch it wouldn’t be long until the first members of staff started turning up. Perfect time to pop long the street and grab an early morning coffee & then turn up to work like ‘normal’.
Helena Sharp woke early. She lay there, her mind still floating somewhere between bliss & torment. Nervous about today & whether ‘Sir-Vitude’ would contact her she needed to reassure herself. She needed to re-assert that authoritarian confidence that gave her her power & nothing gave her a more powerful feeling than when she dressed to impress.
Pulling open her closet, Helena decided on a pair of black seamed stockings with a black leather suspender belt. Matching these with a tiny black leather thong & bra which rode up between her sensuous pussy made her feel electric. Reaching up, Helena pulled out a knee length black skirt that hugged at her hips but flared out at her thighs. Coupling this with a tight white blouse, she turned to eye herself in the mirror. She looked amazing but something was still missing. Peering into her shoe closet, she lingered wondering what would complete her outfit. Remembering her authoritarian feeling, she reach & pulled out her favourite pair of 5 inch black leather thigh boots. Stepping into them, she tugged them onto her feet & pulled the zipper up. Straightening her skirt down covering the tops of her boots, she sat & touched up her make up. Completing her look was her black leather biker jacket & matching gloves.
Striding through the office car park & through the lobby, she felt a thousand pairs of eyes melting on her & it felt amazing. Her power was back.
Approaching her office, she saw Jack sat at his desk. He smiled up at her & said ‘Good morning Miss Sharp’ with that sexy little smile of his. She felt tingly inside, she knew his desires for her. She knew the power she had over him & it turned her on.
‘Good morning Mr. Peters. Any messages?’ she said to him in that authoritarian tone that excited her.
‘No Miss. Nothing yet. Would you like coffee?’ Jack replied.
‘Yes, good idea. I have some paperwork to finish today so it will be another solitary morning.’ She said.
‘Of course Miss. I’ll get your coffee now.’ Jack said.
With that, Miss Sharp entered her office & Jack grinned – knowing full well that in a minute or so she would be his again.
Miss Sharp took off her jacket & gloves & sat at her desk. As she turned on her computer monitor something caught her attention out of the corner of her eye. She picked up the box and an envelope slipped off the side. Opening it, she read the note:
‘My Dear Little Bootslave, I hope our experience yesterday excited you as much as it did me. I have left a little gift for you in the box & want you to wear it for the duration of the day. It is remotely activated through a WiFi signal. I will contact you when the time is right…’
That feeling of fear coupled with excitement ripped through her as she re-read the note. He was here? How did he know where she worked, let alone able to get in? She became worried, yet could not resist tearing the lid off of the box. Inside, she picked up the object which seemed to be a tiny whispy leather thong. Touching the front, she could feel little sensor pads. At that moment, she heard a knock on her door which made her jump. Immediately, her hands shot under her desk, still gripping the object.
‘Hello Miss, I have your coffee here.’ Jack said as he strode across her office towards her.
‘Th, thank you Jack. Very good.’ She nervously said as he place the coffee cup on her desk. Noticing that the empty box was on her desk, Jack smiled.
‘Jack, did you see anyone here before I arrived this morning?’ Miss Sharp nervously called at Jack just as he was walking back towards the door.
‘Sorry Miss?’ he replied, trying to conceal his excitement & wanting to apply a little more pressure onto her already nervous disposition.
‘Did you see anybody in here this morning, before I arrived.’ She repeated anxiously.
‘No Miss, I’m sorry I didn’t. why, is everything ok?’ Jack replied.
‘Oh yes, fine. I’m fine. No need to worry at all.’ Miss Sharp lied, in her reply.
Jack smiled and returned to his desk, logging in to the webcam system. Bringing up the camera in her office, he pulled his phone out & started typing.
Miss Sharp cautiously inspected the box. It was plain, except for the item inside. She inspected it closely, the sound of her phone vibrating causing her to jump a little. She pulled out her phone & read:
‘Good morning my little bootslave. By now, you would have received my gift. You are to put it on straight away. I will contact you again soon.’ With that, Miss Sharp nervously walked over to her office windows & closed the blinds. Then, she hitched up her skirt and delicately removed her thong, replacing it with the new mystery one. Straightening her skirt back down over the tops of her thigh boots, she sat back at her desk. And waited.
Jack couldn’t believe what he just witnessed. He knew from the moment he saw the blinds coming down it would be good but he couldn’t have imagined the surprise waiting for him as he witnessed the scene on the webcam. Seeing Miss Sharp hitch up that skirt, his eyes were transfixed on the glistening leather of her boots. They kept going, and going until he realised they were thigh high. Was it fate that she would wear these, today? Did she know it was him all along? Watching & listening intently, he saw that she was now wearing ‘his’ thong and had sat down at her desk.
An hour had passed & Miss Sharp was reading e-mails, almost unbeknown to herself, she had been lightly stroking the top of her leather boot & tracing a nail up her thigh when her phone vibrated.
‘How are you my little sexy bootslave. Turn your audio on. I hope you are enjoying your new gift? I thought they were very sexy & would complete you. I am imagining you sat there, wondering what to do with yourself. Shall we play a little game to pass the time? It read.
Flicking the button, she replied: ‘Yes Master. They feel wonderful. Thank you.’ Almost straight away, her phone vibrated again.
‘Now, I want you to hike that skirt of yours up & gently stroke your inner thigh. Every little tingle you feel, I want you to imagine it is me teasing you with the end of my riding crop.’
‘Yes Master. Hmm, that feels good sir.’ She replied, almost instantaneously feeling an electric charge shoot through her body. Her nails scraped along her inner thigh as her legs parted. She could feel her stiletto heels digging into the carpet, balancing her feet as more pressure was applied. One hand reached up and cupped a leather encased breast, gently kneading and squeezing it while the other continued to tease & tantalise her thighs around the tops of her boots.
‘Yessss Master, I can feel it. Your crop, it owns me. You own me master…’ she purred as she could feel herself slipping further & further into his grip.
All of a sudden, she could feel a tingling burning sensation around her pussy. The little leather thong had started gently vibrating against her pussy lips.
‘Oh Fuckkkkkk, Master, please, what are you doing to me. Fuckkkk this is good. Sir, please, sir, I can feel it.’ She almost screamed out as she could feel her blood reaching boiling point. She was reaching the point of no return, her nails clawing at her leather covered breast, ripping at her thigh boots while her thong vibrated against her now soaking pussy. Her phone vibrated again.
‘I think not slave. We shall wait a while.’ She read. And with that, her thong stopped vibrating. She almost screamed.
‘NO, Master, Please! Please, Sir.’
Her entire body was on fire as she sat there. Taken to the edge of excitement, yet cruelly denied at the pivotal point was too much to bear.
Jack sat glued to his cam. He was beside himself with glee at the prospect of Miss Sharp now being in his complete control. Picking up a stack of papers, he walked towards her door.
Helena Sharp was a mess. She was on fire and was only moments ago at the heights of delirium, but had now sunk to the bottom of the ocean. Her heavenly orgasm had been cruelly snatched away from her just at the right point. She could feel her body was now rigid with excitement & could think of nothing else but release.
Just at that moment she heard a knock at her door. Jack walked in & strolled through sitting opposite her at her desk.
‘Hello Miss, I forgot to say earlier. Mr Frederickson asked me to deliver these papers to you. They need signing off & returning to him before lunch today.’ He said almost automatically. Looking up & across the desk at her, he could see that he had broken her. He sensed that she was on another planet right now. So far, so good.
‘What? Sorry. Right now?’ she replied, not really taking in anything Jack had said.
‘Yes Miss. Right now. Shall I stay and help you?’ Jack offered.
‘Err, Yess. Ok, Let’s get this over with.’ She reluctantly replied.
As they started going through the papers, Jack could see that Miss Sharp kept reaching down under the desk with one of her hands. The horny bitch is playing with herself he thought! Still wanting to keep her body ‘on edge’ Miss Sharp was delicately playing with the tops of her boots and thighs. She could see that Jack was talking her through the papers & every now & again, she was signing them but she was not focused. Her mind was firmly fixed on her master.
Jack allowed the situation to carry on for a little over fifteen minutes. He paused & sat back in his chair while Miss Sharp ‘read’ one of the papers. He could see that her heart was not In it. He could also see that she was being driven to distraction with one of her hands. He could almost smell the wetness emanating from beneath her desk. Reaching into his jacket pocket, he slowly hit one of the buttons on the remote control.
Instantly, Miss Sharp felt a sudden reaction in her pussy. She dropped the paper & grabbed the side of her desk with one of her hands, her nails making a vice like grip on the hard wooden edge. Jack smiled. Jackpot.
‘Oh no’ she thought. ‘Not here, not now. Please no.’ she almost said silently in her mind, but her body was betraying her. It was too late. Jack clicked another button & instantly the thong moved up a gear. He could see the affect it was having, as Miss Sharp shifted uncomfortably. He could feel her legs kick out & when he leaned back slightly, he could see her stiletto heels dig themselves into the carpet beneath them. She tried to hide it. She tried to remain in control. The conversation carried on & Jack smiled insanely. He cold see the effect it was having on her.
‘Are you ok Miss? Is everything alright?’ he asked her.
‘Yyess, I’m fffine. It’s. It’s just, getting a little hot in here. That’s all. Mmm. Fine.’ She replied.
‘Are you sure Miss. You look very hot. And you are swaying, can I get you anything?’ Jack asked and stood up so that she was now looking directly up at him, into his eyes.
‘Nnnoo, I’m ffine. Yesssss, I’m ffineee. Hmmm Mmmmm. Fine.’ She replied, now almost at the point where she had two hands gripping her desk as her whole body was fighting against her will to retain control.
Jack moved round to stand beside her, and almost automatically put his hand under her chin so that he lifted her face up towards his, towering over her. Looking up at him with those passionate blue eyes, he could see that she was biting on that scarlett coloured lip in a way that seductively told him to fuck her right there, right then. Glaring down at her, he smiled and spoke two words.
‘Release Bootslave’.
With that, she gasped & let out a little scream. Looking up at him she dreamt the words he had just spoken to her & her body erupted. Violently shaking, she screamed out as the wave hit her. Over & over. Her hand reached out to grab at him & wrap itself around his waist. Her nails ripped into his skin as wave after wave of orgasmic power rippled through her body. He could see that her legs were shaking & that the tops of her boots were glistening with sweat as her body tore itself apart from within. Her head rested against him as her body took control of her. Her feet spasmed, while her beautiful long heels ripped themselves into the carpet.
With eventual subsidence, her now limp body slumped in her chair. Her head resting tenderly on his side while he stood towering over her.
Gingerly raising her head to look up, she saw that he was smiling down on her.
‘You like my little gift for you then Miss Sharp, or should I say my new Bootslave?’ he said, looking down into her big blue eyes.
‘Yes my Master. Yes. Thank you Master.’ She replied. Smiling.
A full 15 minutes had passed since Miss Sharp had experienced the most powerful & intense orgasm in her life. She was still shaking a little, slowly regaining the control of her legs. Sat opposite her, her assistant was smiling intently at her.
‘How about I go and get us some coffee? And then we can talk…’ Jack said. And with that, got up & walked out of the room.
Now sitting alone in her office, a thousand and one thoughts rushed through Helena Sharp’s mind. How did he know? How much did he know? And more importantly, why hadn’t she suspected? Her heart sunk. How was she played & caught out so easily but her own assistant. In the past she was so focused, focused on her career & how other’s saw her. She had worked hard to get to this level & she’d be damned if someone was now going to take it away from her. But it had felt soooo good. In the last 48 hours she had felt feelings & emotions that she had never felt before. She knew that she wanted to feel that again. To be controlled again. To be owned, again.
Jack Peters was walking through the office beaming as though he had just won the lotto. Fortunately, it being Friday, not many people were in the office. Most having made plans for an early weekend otherwise he might have been stopped & asked why he was bouncing along the corridor! A million & one thoughts, rushing through his mind. He had her exactly where he wanted her, and it felt good. His boss, Helena Sharp, had a reputation for being stern, powerful, executive like. She had build her entire career on knowing how to play people. For him to have ensnared a woman of such beauty, couple with a brilliant business mind, was quite a coup. This had to continue. He knew that she was special.
Knocking on Miss Sharp’s door, Jack opened & walked in with the tray of coffee. He placed it on the coffee table & sat down on the sofa. Miss Sharp was still sat at her desk looking worried. With one swift gesture of his hand, he beckoned her to come & sit next to him. He knew it was a gamble – if she complied, he knew he still had her. If she resisted, he knew that would be it.
Hesitantly, Miss Sharp rose from her seat & stood. Looking across her office directly at Jack, her body took over & slowly started edging towards the sofa. Walking the short distance, her mind was awash with what’s, if’s, how’s & when’s. Sitting beside him, she looked into his eyes & knew. She was his.
‘Now Miss Sharp. I would like to explain a few things. I hope you are up to it?’ Jack said, starting the conversation in an almost business like fashion.
‘Erm, Yes. I think I am.’ Miss Sharp replied.
‘Good. Now, I am assuming that by your compliance with my actions over the last 48 hours you would like this arrangement to continue? Especially now you know the identity of your new Master.’ Jack stated confidently.
‘Yes Sir. I do. But I have some concerns. Some worries…’ Miss Sharp started to say.
‘Shhh’ Jack replied, taking one of her hands in his. ‘Of course you do. I would be concerned if you didn’t, especially given our current arrangement!’ Jack continued.
‘Now, I can assure you that I am more than happy for our current working arrangement to continue as it currently is – for now. We make a good team. I’m making good money. We work well together, so for now I believe we should carry on exactly as we have been, with just one or two minor changes. Now what would you say to that?’ Jack explained.
‘Err, well, that makes sense to me?’ Miss Sharp replied. ‘You are right, we do work well together. We have ever since I interviewed you all that time ago. But, what do you mean when you say changes?’
‘Well, this is only the beginning of our new relationship. But I believe we have laid the foundations for an exciting future. This lifestyle we have chosen to make with each other cannot just be turned on & turned off at the flick of a switch so we have to fine tune it. Make it workable.’ Jack said.
‘I agree… Sir.’ She hesitantly replied.
‘Good girl. Now, we have a lot to discuss. I have purposely kept your schedule clear for the rest of the day. I suggest that we take an early lunch together & then start on those discussions.’ Jack stated, boldly.
‘You have? My you are sneaky aren’t you. Lunch together? Mmmm That would be fantastic Sir.’ Miss Sharp happily replied.
With that, she jumped up and tottered over to her desk. Jack came & stood next to her.
‘I need to clear my desk down for the weekend. I’ll meet you at the car park in 20 minutes?’ Jack said.
‘Yes, that will be great.’ Miss Sharp beamed back at him, smiling.
‘Sir?’ she said, bowing her head to the floor.
‘Yes Helena?’ he replied – knowing full well that he had never called Miss Sharp by her first name before.
‘Thank you Sir.’ She said in a submissive tone, and with that gave him a kiss on the cheek.
Twenty minutes later Jack walked through the car park to Miss Sharp’s private reserved space. She was already there, waiting for him.
He smiled and said ‘Ready?’
Pulling out of the car park, she asked him where he would like to have lunch.
‘Oh I don’t mind, as it is our first date you pick. I’ll have plenty of decision making to do later.’ He replied.
‘Date?’ she thought! Immediately, she could feel her body reacting. She knew she had fallen for this man. The power he had over her was incredible. Never before had anyone given her the explosive & passionate feelings that he had in a little of 48 hours.
Lunch went well. They had managed to get a table at a relatively small but pleasant Brasserie in a quiet part of town. They chatted, gave each other back stories about failed relationships & life’s let downs. You could say they caught up on each others past. Jack knew that Helena Sharp was a fantastic looking woman. She turned heads wherever she went, but to have her sat opposite him talking like this made him feel fantastic. The conversation evolved around to the submissive & dominant parts of their characters. Each admitting that outwardly they were the opposite – her being publicly dominant, hard lined & forceful. All traits that had helped her build a successful career, but inwardly she needed to be controlled, almost tamed. The yearning for someone to have that power over her sometimes holding her back somehow. Jack admitted that publicly, he was tame. Shy. Needed to be guided & directed. Not in a mothering way, but in a way that he was happy to be lead rather than be the leader. But inside, he needed to vent his control. Release the authoritarian inside him.
By now, regular lunch time had passed & there was only one other table occupied but neither of them were ready to finish just yet. So much to discuss & talk about.
Jack asked Miss Sharp why she dressed the way she did.
‘Why? Do you not like how I dress?’ she replied, looking ashamed.
‘Of course I do! In fact, I have longed to meet a woman who shares my own passion for leather, boots & heels. I think they are one of the most powerful aphrodisiacs ever!’ he replied.
‘Wow, that’s good. I thought it was just me?’ she replied ‘I dress in a professional manner due to my career choice but I have to personalise it. Make it work for me. Somehow, I can’t concentrate unless I am wearing at least something leather. Be it underwear, skirts, or boots.’ She continued.
‘You don’t have to remind me about your boots!’ he said ‘Remember? It was me who had to take your many pairs of boots to be re-heeled! Although, I must admit – I liked it. It gave me a chance to be closer to them.’ Jack exclaimed!
‘I knew it!’ she replied excitedly ‘I knew you were up to something!’ she smiled at him.
‘Whenever I got a pair of my boots back that you had fixed, I smelt them. You came on them didn’t you?’ she exclaimed.
‘Yes I did.’ He replied. ‘It’s just a shame you weren’t wearing them at the time!’ he continued, smiling cheekily.
‘Plenty of time to fix that… Sir!’ she said smiling up at him.
‘I think this will work well for the both of us, Sir…’ She said & she smiled at him when he said this.
‘I think so Helena. But listen, you don’t have to call me Sir or Master when we are in public Helena. I want it to mean something when you speak it, not to just become something of the norm.’ he replied.
‘I understand, Jack.’ She replied, feeling a little deflated.
He could see her eyes drop down, and reached to take her hand. Using his fingers, he tentatively teased her fingers & the ends of her long red nails, tracing a line through her palm & up to her wrist.
‘Listen to me. I just want it to mean something. If you want us to continue working together then we have to remain professional. We will have plenty of opportunity, trust me.’ He said.
She looked up at him and her heart melted. Momentarily, she wondered if she was the kind of person to get into all that romantic ‘shit’ that her friends had spoken of. But, she couldn’t believe how strong her feelings were for this man. This was more than soppy romanticism. This was a feeling of real compatibility. A real sharing of the most intimate things that really mattered to both of them. She wasn’t judged, she wasn’t criticised. She just felt release & it felt good.
The hour and a half they had just spent together seemed to reinforce how perfect they were for each other. Both bouncing off of each others private & public displays. Both feeling each others wants & needs. Both sharing the same ideals & goals. As much as she resisted it, she was falling for him.
‘Shall we get out of here?’ he said.
‘Mmmm, yes. Of course, publicly, I can tell you to pay the bill & to fetch my coat.’ She cheekily said.
‘Absolutely Miss. You can. But remember, you will pay for it later!’ he replied, smiling at her in a way that he knew would make her blush.
Pulling into the driveway, Jack felt a little nervous. This was it. The start. As he got out of the car and walked towards her front door he knew that this is everything he had ever wanted. The beautiful woman, the great job, but more importantly – someone to share in his lifelong passion.
No sooner had the front door closed behind them & she had hung her jacket up, Jack turned to Miss Sharp and said ‘Kneel Bootslave.’
Reflecting on his detour on the way home from work the other day when he picked up Miss Sharp’s new underwear, he smiled when he recalled his pondering over his purchases.
Out of his coat pocket, he produced a leather collar with a large metal ring on the front. He placed this around her submissive neck, attaching a lead.
‘There, that looks good. Consider it another gift my little pet.’ He said.
‘Ooh thank you Sir. It’s lovely. I shall wear it for you whenever we come “home”.’ She replied.
Jack thought. Home? Yes – I could do this. I could live here, with her.
‘So, time to do some exploring. What do you think “Miss Sharp”?’ he said – adding on the ‘Miss Sharp’ in a playful tone.
‘Yes Sir. Please allow me to show you to your new bedroom?’ she replied, looking up to him with a wishful look in her eyes.
‘Of course. Lead the way’ he replied. Still maintaining his grip on the leash, his eyes followed the trace outline of her bottom. As she crawled along the floor, it’s shapely curve caused the skirt to ride up so the tops of her stockings with the little black suspender slips came into view – all encased in that gorgeous shiny black leather of her 5 inch stiletto thigh boots. As she started to ascend the stairs he could hear her leather gloves pad against the carpet of the steps. Reaching her bedroom, she turned and knelt looking up at him with those dark smoky blue eyes.
‘Very nice’ he said. ‘We will be comfortable here! Now, why don’t you perform a little strip for me while I make myself more comfortable.’
With that, she stood and slowly but seductively started undoing the buttons of her blouse. He could see the outline of her leather bra, those fantastic breasts almost pleading to be released. She turned round and started fiddling with the zip on her skirt, looking round at him and seductively biting her lower lip – that gorgeous scarlett lip that seemed to tremble upon his glaze. Turning back around to face him, she allowed her skirt to slide down to the floor. Now stood in just her wrist length black leather gloves, her leather bra, black leather suspender belt & black seamed stockings – her long slender legs encased in the gorgeous black leather of her boots & the tiny whispy thong that had been in the gift box presented to her earlier on this morning and of course her new collar and lead.
‘How do I look Master? Does your bootslave conform Sir?’ she whispered, looking down at the floor.
‘Very good slave. Very good indeed. But you have been wearing those boots all day & I know from my strict observations of you previously, you have an extensive wardrobe when it comes to footwear.’ Jack said.
‘Yes Sir. I do.’ She replied.
‘Good. Now, one of my condition’s is that your wardrobe, including all of your footwear, belongs to me. Is that understood slave?’ Jack said confidently.
‘Yes Sir. I understand. My boots are now your boots.’ She replied submissively.
‘Good. Now, outside of this house I will leave your choice of clothing up to you. But, whilst we are at home, you will dress to my tastes & only to please me.’ Jack said.
‘Yes Sir. I understand. I will dress to please you, my Master.’ Miss Sharp replied, with a delicate smile reaching across her succulent red lips.
‘Now, as I said earlier, remove your boots. Remove your underwear & bra. You will then change your stockings into a fresh pair & then choose a fresh pair of boots. Something a little more everyday I think. You will then model them for me.’ Jack boldly stated.
‘Yes Master.’ Miss Sharp replied, and hastily pulled open her shoe closet.
The delights that opened up in front of Jack left him speechless. He knew her range of footwear was extensive, but this was like the doors to a stockroom opening up to him. There were boots in all shapes & sizes, in all manner of designs. Thigh high boots in various colours and materials. Black, white & brown OTK boots with varying heel heights & styles. Knee high boots in an array of colours & heels heights & styles. Five different pairs of riding boots in various materials. Low knee boots. Flat slipper ‘like’ boots, and six or seven different pairs of cowboy boots in various colours. To say Jack was left speechless & dumbstruck was an understatement.
Miss Sharp removed her underwear as instructed, unclipped her stockings from her suspender belt & removed it. She rolled her stockings down her legs, glancing up towards Jack with those sexy dark eyes for approval. Jack was enjoying see her obey his every whim. It made him feel in complete control of the situation, and of her. She pulled a pair of white lacy topped stockings out of her dresser & proceeded to put them on attaching them to a white silky suspender belt. She then picked out a pair of white slouch OTK boots that had a chunky three inch heel. It was then that Jack received a little shock of his own when Miss Sharp asked for permission to remove her collar & replace it with a studded white one. Readily agreeing to this, Jack beckoned Miss Sharp to kneel before him while he changed the collars over. Re-securing the leash, Jack stood up, standing over his transformed pet.
‘Very nice Helena, very nice indeed.’ Jack stated.
A huge smile beamed across Miss Sharp’s face & she bowed her head, acknowledging the compliment.
‘May I make you more comfortable sir?’ she asked softly.
‘Of course, thank you.’ Jack replied.
Miss Sharp stood and began to slowly loosen Jack’s tie. She removed it, and gently began to undo the buttons on his shirt & slipped it from around his shoulders. Moving back down onto her knees, she bent down towards Jack’s ankle boot & tenderly kissed the toe, breathing in the leathery aroma. She unzipped his boot and slowly removed it. She moved onto the other boot & did the same. This pleasantly surprised Jack and he could feel the stirring in his pants getting harder. She then undid his belt buckle the buttons on his trousers. Slowly pulling his trousers down, gripping onto the waistband, she allowed her nails to gently scratch the length of his leg. This sent an almighty shiver up & down Jack’s back causing him to shudder. Seeing the affect this had on him, Miss Sharp smiled lovingly. Jack was now naked except for his shorts. Resuming her position on her knees before him, she looked up to see him smiling down at her. She was pleasantly surprised by his muscular physique & felt her own senses tingling just looking at his naked body.
‘I noticed you kissed my boots when you were removing them from me Bootslave?’ Jack said. ‘Do you like the smell of leather? Do you enjoy them being close to your lips?’
‘Yes Sir. Ever since I was a young girl. I find the smell hugely erotic Sir.’ She replied.
‘Tell me Helena, do you kiss & smell your own boots?’ Jack asked.
‘Sometimes Sir, but I imagine it’s not the same as when someone else is wearing them and you are down at their feet worshiping a worn boot.’ She replied.
‘So that is something you would like to try then is it?’ Jack asked, getting excited at the prospect of wearing a pair of Miss Sharp’s boots in front of her.
‘Oh yes Sir. I have fantasised about it for a long time.’ She replied looking up at him, her eyes full of expectant delight.
‘Well, because you have been so good today & because you deserve a treat, I will allow you to pick a pair of boots for me to wear & I will allow you to worship them. Would you like that?’ he asked.
‘Really Sir? Oh yes Master, that would be fantastic!’ she happily replied, almost bouncing up on her knees.
‘Go on then, find your Master a pair of your sexy boots to wear so that you can kneel before me & worship them.’ Jack happily ordered.
‘Yes Sir!’ she replied & jumped to her feet.
Flicking through her extensive boot collection, Miss Sharp wondered what boots to select. Little did she know that Jack had spent a fair amount of time already wearing some of her boots so he wasn’t completely unfamiliar about the height or type of heel. Picking out a pair of knee high black leather riding style boots with a chunky 3 inch heel, she returned to her familiar position at his knees.
Placing a boot over his toes, she was surprised how easily his foot snugly fitted right in. Pulling up the zipper, she lovingly smoothed out any ruffles & proceeded to the next boot. Completing both boots, she knelt back and admired her work.
‘Very nice slave. They are very comfortable.’ Jack said, standing back slightly admiring the way the soft leather wrapped itself around his leg.
‘Now, show me how much you like your boots. Prove to me that you are worthy to be my own little bootslave’ he said.
‘Yes Master’ Miss Sharp eagerly replied, pouncing down pressing her face firmly against a boot. Her tongue met the soft leather at the toe of his boot, and she slowly traced a line moving up towards his ankle he could see a small trail of juicy saliva.
‘Don’t you dare mark my new boots slave! Lick it all up!’ he snapped, tightening the grip on her leash. With that, she licked and slurped all the saliva she had left. Working her tongue round at his ankle, she pressed her face against the leather and inhaled. The sweet musky smell filled her nostrils & jolted her into a faster frenzy. Her tongue now lapping at his heels, she swung her neck so that she could continue the trace behind his boot & start working up the shaft. Holding his booted ankle, he could see her leather gloved hands gripping tightly. Leather against leather, her tongue was lapping between the two materials. Salivating through the inhalation, she licked & slurped at it working her way up his booted leg.
‘Now the other one slave. And not so messy this time!’ he barked down at her.
‘Yes Master, sorry Master.’ She meekly replied.
Moving across to the other boot she tenderly let her tongue rest on the tip while she delicately traced the lining. Continuing around the outside of his boot she bend further down to engulf the tip in her mouth.
Jack stood, powerful, over her admiring the way she lovingly yet passionately worked at his feet. Again, gripping his ankle, she turned her face to start moving up his boot. Her hands traced up & down the shaft of the boot while her tongue lapped away at the soft black leather.
‘Not bad slave. For starters. Now stand.’ He said as he motioned her to her feet.
She stood before him, head bowed & hands behind her bottom in a natural submissive stance. Jack moved behind her and gently breathed on her neck sending shivers down her spine. Instantly she snapped back to attention when she realised she had started to slouch.
‘Interesting.’ Jack though, acknowledging one of her primary sensitive spots. With one hand, he pulled her hair & flicked it over her left shoulder leaving her right shoulder & side of her neck exposed.
‘Remove your gloves slave.’ Jack said softly.
‘Yes Sir.’ She replied, starting to tug at the fingers of her gloves. Peeling them off of her hand she submissively hung them in front of her ready for him to take. Taking them from her, he threw one of the gloves onto the bed & pulled on the left one. His now gloved hand reached up and gently traced a line from just behind her ear down her neck and across her back. Again, she shivered & started to slouch. Immediately he lightly slapped her bottom with his now leather covered hand.
‘Remain upright my little pet. You must not give in so easily.’ He hissed gently.
‘Yessss Sir. Sorry Sir.’ She replied. Her body was starting to betray her & she succumbed to the inevitable touch of the leather.
Once again Jack traced a leather covered finger down her neck, across her back & down her spine. Her whole body tingled & she felt her legs starting to tremble, but she stood firm. His gloved hand slipped around her waist and worked itself up and down, ever so lightly causing goosebumps to appear all over her body. He could see her trembling in anticipation. His hand moved round her back again & traced the outline of her bottom. Gently squeezing her cheek, he could feel her tense up. Releasing his grip, she stood firm but then she felt him sliding hid gloved hand along her bottom, moving down & back up between her legs. His fingers coming to a rest whilst cupping her pussy, he felt her whole body go rigid. His fingers ever so slightly gyrating over her, while she fought to regain control.
Her pussy was on fire. She had felt leather on her body countless times before. She had regularly masturbated, either with her gloves or her boots but never before had they caused this sort of reaction. She could feel his gloved fingers gently applying pressure on her pussy while his hand made a slow circular motion. She could feel the fire building up inside her as she struggled to focus. All she could think of now was him bending her over and forcibly taking her, sliding his dick inside her tight wet pussy while wrapping his fingers around her hair & tugging with one hand – the other gloved hand spreading her arse cheeks open while she felt that glorious leather all over her.
He could see that she was trying to fight. Her knees were slightly bowed & her back arched. He knew the affect his hand was taking on her pussy. Releasing his grip on her, he spun her around to face him.
‘On your knees. Do you like that slave? Is your body succumbing to my control?’ he said looking down on her.
‘Yes Master. I can’t help it. My body is reacting to your control. It wants you. I want you. Take me Master, please, I beg you.’ She whimpered, not daring to look up at him for fear of displaying the complete anguish on her face.
‘Hmmm, not just yet. First you have to give me a little something I think.’ He said as he pulled down his shorts. His cock was already at straining point, flicking up just in front of her bowed head.
Lifting her chin up with his hand, she looked up and saw his 8 inch cock in front of her. Instinctively, she moved hear head forward and engulfed the head with her scarlett lips. Wrapping her hand around the shaft so that her long red nails gently scratched at his balls, she worked him slowly into her welcoming mouth.
‘That’s a good girl. You’re learning fast.’ He sighed, the pressure of her lips and hand beginning to have a profound affect on him. Removing him from her mouth, she cupped his balls with her other hand and slowly massaged them while running her other hand up & down his cock.
‘Thank you Sir. Does that feel good? Is your little leather bootslave pleasing her Master?’ she said, looking up at him – her dark smoky eyes glistening as a huge smile appeared across her lips.
‘Yes slave, oh yes. That’s it.’ Was all he could reply. Ecstasy had taken over as she worked him. This was everything he had dreamed of, looking down at her. Everything he had fantasised about.
‘Master, please use me. Use me as your little pet. I am yours. Yours to own. Yours to control.’ She said, now working his cock faster & faster. Taking him back in her mouth, she sucked & breathed hard. He could see she was turned on as one hand had slipped down to her pussy, her nails furiously rubbing against her wet lips.
‘That’s it you dirty little bootslut. Play with yourself while you pleasure me.’ He hissed, now fighting the mounting pressure himself.
‘Yes Master’ she hissed back at him. ‘I am a dirty bootslut. Your bootslut. Please Master, please cum all over my boots so that I can lick it off. Please Sir, use my boots for your cum.’ She begged.
Yanking her up onto the bed, she instinctively raised her legs so her boots were now under his cock. Her hand gripping him, her fingers twisting & tugging while her nails scratched at his balls.
With a huge groan, he released. A huge explosion of white cum landed across the shaft of her boots & sprayed across her ankles. Instantly she raised her head so as to catch the last few drops in her mouth, her hand still wanking him into her. Her hand reached up to his lower stomach and he could feel her nails rake across him.
‘Yesssss, that’s it. Suck it. Mmmmmmm.’ He groaned, as she held him inside her mouth taking it all in.
Releasing her grip on him, she immediately started removing her boots.
‘Master, may we swop boots so that I can clean these ones up?’ she panted, looking up towards him – her big blue eyes sparkling with expectation.
‘Yes.’ Was all he could muster. Amazed at her reaction, he allowed her to lay him down while she removed his boots & replaced them with the white, cum covered ones she was just wearing.
Almost instinctively, she then bent down and lovingly started licking & cleaning them off. All Jack could do was lay back and watch in amazement. It was Christmas, New Year & a lottery win all rolled into one as he watched her eagerly licking & slurping all his cum off of her boots.
‘Is that satisfactory sir?’ she said, standing back up.
Jack looked down at the boots & was impressed at the amount of effort & care she had put into cleaning them.
‘Yes Helena, that is a wonderful job.’ He smiled up at her. ‘Although you are not wearing any boots now’ he said, looking down at her stockinged feet.
‘Sorry Master. In my excitement of dressing you I forgot about my own boots.’ She replied apologetically.
‘No matter. Correct it my dear.’ He said, as she turned into the closet. Picking up a pair of shiny black leather cowboy boots, she returned to the side of the bed.
‘How are these Master?’ she said.
‘Lovely’ he replied. ‘Now put them on & come here.’ He motioned, for her to lie down next to him.
Pulling on the cowboy boots, she straightened them up, smoothing up towards her knee then climbed across him to lay on the bed.
Feeding one arm under her neck & wrapping it around her shoulder, he pulled her into him so that she was laying tight next to him. She instinctively wrapped one leg over his so that one of her cowboy boots was resting on his shin. Snuggling up together, he looked into her eyes. They were sparkling with the kind of contentedness of someone who, after years of frustration had finally found relief.
‘Master?’ she said softly, looking down.
‘Yes Helena?’ he replied.
‘I think I love you.’ She said. The words leaving her lips one by one.
Gently turning her face to meet his, he looked into her eyes.
‘I love you too.’ He said softly, pulling her close while her head rested on his shoulder.
Together they lay there holding each other, booted legs wrapped around each others, and gently fell asleep in each others arms.
MY Story - Tables Turned
Moderators: Only Pumps, Richie, Jess, minni, Mrs.HB, cumheels, german bootlover, Heelexploder, heelbone, HighHeelFetish.org
-
Botas_altas1
- Posts: 628
- Joined: Wed Jul 31, 2013 4:52 am
- Location: España
Re: MY Story - Tables Turned
Very good, sugernte and sexy story. I encourage you to keep as telling exciting stories about the high-heeled boots, and I thank you for it.
-
cumonshoe
- Posts: 94
- Joined: Tue Aug 22, 2006 5:24 pm
Re: MY Story - Tables Turned
Wow ! Amazing story. Not a big reader but if it had 800 pages I'm sure that I could easily pass through as the intensity in the story was extreme !!!
Many thanks !
Wish to read you soon.
Many thanks !
Wish to read you soon.
Pointed stilettos are also perfect right up in the air...
-
myst17
- Posts: 13
- Joined: Sun Apr 04, 2010 9:54 pm
Re: MY Story - Tables Turned
Very excellent story! Thanks! Please ma y I have a little more?
-
mw0212
- Posts: 3
- Joined: Tue Jul 24, 2012 1:15 pm
Re: MY Story - Tables Turned
Thanks for the feedback guys. I have another few stories, i'll try to post if I can...
-
fwlolbroek
- Posts: 40
- Joined: Thu Feb 04, 2010 2:04 pm
Re: MY Story - Tables Turned
What a perfectly written story.. unbelievable! Loved reading this!
-
wjpeter
- Posts: 171
- Joined: Thu Mar 07, 2013 12:13 pm
Re: MY Story - Tables Turned
One of the best fetishstories I have ever read.
Would have loved though that miss Sharpt would be forced to walk the streets naked under het long leather coat.
Thanks,
WJ
Would have loved though that miss Sharpt would be forced to walk the streets naked under het long leather coat.
Thanks,
WJ
-
wjpeter
- Posts: 171
- Joined: Thu Mar 07, 2013 12:13 pm
Re: MY Story - Tables Turned
The best fetish stories I have ever read. Would love to read more about miss Sharp - then alos wearing her long black leather coat and balck suede skirt going with the riding boots. And then being commanded to do the things Peters wants her to do. Thanks
-
Hhlook99
- Posts: 21
- Joined: Mon Feb 27, 2012 5:31 pm
Re: MY Story - Tables Turned
encore encore!!!
-
stiletto01
- Posts: 118
- Joined: Wed Nov 07, 2012 5:16 am
Re: MY Story - Tables Turned
More please. 
Who is online
Users browsing this forum: No registered users and 9 guests