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Obsession

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By *azmin999jm OP   Man
over a year ago

wakefield

OBSESSION

Part one

I had always tried to make excuses to get Jane in my office. She was in her late 30's, tall, confident and professional lady, she was a brunette, a full figure, not thin, not fat. A real women. A fantastic body, a -'yummy mummy' and I have lost count on how many times I had been sure she had caught me starring down her cleavage. She had worked for me for the last 5 years. She had just returned from maternity leave and was keen to pick up her career. She was a very strong and forceful women, and whilst we got on, she was always pushing for wage increases, and often critical about the business. I always tried to accommodate some of her wishes, but I was also under pressure to keep my staffing costs down. She was I suppose about average, as far as her work output went, and I did tend to accommodate her, and admittedly some of the reasons where my obsession with her. All of her male peers in the rest of the team were paid more than her. She knew this, but also acknowledged that I would always accommodate her work to suit her family life. She had much more time of sick, and had to juggle work with her kids, and her husband worked so she was always needing time to do the school run, parents’ evenings etc. I also took every opportunity to get sales visits arranged with her. Sometimes I would day dream whilst driving, and take every opportunity to gaze at her legs as we drove, imagining her lifting her skirt up and slowly teasing me, allowing more of her breasts to be seen as we drove, maybe she would place her hand on my leg and gently run her long-manicured nails up the inside of my leg as we drove, smiling at me, teasing me. God I was so obsessed with her. What if we could pull over now and I could bury my head between her legs.

I must admit I was devastated when she told me she was pregnant again, but over time my fantasies adjusted. I remember when she was due to leave in the summer, and on one occasion, a few days before she left for maternity leave she was sitting down in my office wearing a very loose fitting summer dress, bare legs, and very loose over her breasts. As I stood up, I could see that the top of her dress was open, and her breasts were very much on show. They had filled out and her bra was far too small and for a second I could see the top of her nipple. I could not stop fantasising about sucking on those lovely enlarged nipples.

I decided to try and get a picture of her, just so I could have something to remember her by during her leave. My plan was to ask her back in latter, but as she comes in I would be on my mobile. I worked out exactly where to stand, and had the video camera on the phone all set up , so as soon as she sat down, I could just film her - and I would just talk on the mobile, and hopefully capture a few pictures of her breasts.

The plan worked perfectly ... However

I stopped back that night at work and down loaded the video clip, and reviewed the video stream. I had about 50 seconds, and was very pleased with the result. I managed to get some great views down her cleavage and I had to congratulate myself when I took the initiative to drop my phone and try for an up skirt shot, which worked great, even managed to get some good leg pictures, and a glimpse of her panties.

I must have spent many days editing and cutting up the video stream over the next 6 months. I would often sit in my office and look at the video clip, taking many frames and editing them and saving them. I wanked many times whilst looking at her pictures.

It was nearly a year later, and the week after her official return to work that the story really starts.

We were preparing for a sales visit and I had asked her to review a presentation, in my office. Jane looked good, she was wearing a dress, and she knelt down beside me at my desk, and started to suggest changes to the presentation. I kept sneaking a glimpse of her cleavage, and I could smell her perfume and her closeness to me felt warm and nice. My mobile went off and it was my wife, so I got up to take the call outside the office. Jane jumped onto my seat and said she would make a few changes and continued flick through the slides on power point. One of the slides had a video feed, and it would not load. I remember this so clearly, the feeling in the pit of my stomach when she said, I can't get this to load Jack, will see if I can load it through media player. I was in the middle of talking to my wife just outside the office. Time seemed to stand still for a second. An hour earlier I was drinking my coffee, watching the edited video of Jane, together with a number of clips showing men getting spanked by women, as well as an assortment of my favourite CFNM clips. All listed on the history bar. . How could I be so stupid. By the time I had managed to end the call from my wife, and get back inside my office it was too late.

WHAT THE FUCK IS THIS JACK. - shit, shit, shit I thought.

She watched the video and just sat there.

Then she just got up and walked out my office. She looked at me, stood like a child who had been caught reading porn by his mum.

Fuck this could be bad for me. I was shaking. If she went to HR with this I would be sacked instantly, ruined, even arrested. If my wife found out I would be divorced !!!

I was panicking now. I sat down at my desk and looked at the screen. She had watched the whole stream, as well as had a look at the other clips. And she had mailed the clip to her email address.

It was not long before a mail popped up on my screen. If was from Jane, and it went like this.

Jack, I always thought you maybe a bit of a pervert, now I know you are a sick sad old man, and you have secretly filmed me - what other things have you done. Do you have a camera in the ladies toilets, - I am going to have to go to HR with this.

Jane.

An hour later, Jane and Rebecca from HR were in my office and Rebecca was explaining that they would have to contact the police and go to the MD of the business.

My computer would be confiscated and I will be on unpaid leave until the investigation was complete.

I was in tears, practically begging these women not to take it further. I will do anything absolutely anything please. It was just that one video, I will delete it and I have not shown it to anyone. Please I beg you.

Well, said Jane, Rebecca and I have had a chat and we may have a solution.

Anything, please, anything. I begged.

Rebecca was a large lady, and in her early 60's. She did have a crush on me, and I never gave her a second glance. In fact I tended to ignore her and she knew it.

The slap across my face nearly knocked me out and stung like hell. Jane was so angry. You pathetic fucking waste of space, I am so disappointed with you. You have a wife and kids, and you are supposed to be managing this business, and all you do is perve over your undervalued female staff, and I suppose you wank yourself behind that desk whilst looking at women spanking men. What would your wife say what would your male friends in the office think. My face was so red now, I was crying, shaking and so fucking worried. Please, please I beg you. I am so sorry.

Your just like the men in the clips, weak, pathetic shallow boys who can't stop playing with their little cocks - you’re not a man - you’re a worthless piece of shit Jack. Jack the pervert.

Sissy Jack. I bet you dress in your wife’s clothes when you get home do you ? DO YOU have you got her panties on now you sissy shit wanker.

Jane was so angry and Rebecca was smiling and enjoying my verbal assassination.

Stand up and show me what you have on under your trousers.

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By *ubsteffTV/TS
over a year ago

Portsmouth

Liking this story!

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By *ozcdTV/TS
over a year ago

travelling

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By *rickyWire1Man
over a year ago

Warrington

Looking forward to reading the next installment

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By *antiedsubMan
over a year ago

Brighouse /Bailiff Bridge 0

What a great start

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By *aturebottom2019Man
over a year ago

NOTTINGHAM

Really good start .. I'm liking the sound of Rebecca .. a lot of potential ahead methinks

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By *mooth FuntimeMan
over a year ago

Oxford

Interesting start

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By *ust a guy400Man
over a year ago

whitstable

Nice start.

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By *azmin999jm OP   Man
over a year ago

wakefield

Part two

This just could not get any worse. As usual, I had some fem lingerie under my male cloths, and today I was wearing my favourite silky pink sissy panties and white hold ups , !!

I hesitated, it was late afternoon, what if someone walked in ? I can't I said, I was shaking with fear , please no, …. DO IT NOW Jane shouted, do you want me to go and get the MD in …. NOW, DROP THEM , she shouted ….

I stood up as instructed, Rebecca got up and stood at my door to prevent anyone walking in to my office, and took out her phone and started to film me revenge is sweet, laughed Jane , come on, as I un zipped and displayed to Jane and Rebecca what I was wearing.

They were both laughing now as I slowly revealed myself .

OMG OMG look what he is wearing Rebecca, look what our boss is wearing , Oh how sweet, you look , what a fucking sissy you are , …Come on, don’t be shy, lets see what you have got big boy… lets see, Jane went on goading me.. Get your sissy cock out and show us. I pulled my pink panties down exposing my cock, Ha Ha Ha HA laughed jane, oh dear, just as I thought, sissy limp dick ….. look Rebecca, can you zoom in enough cause its so fucking small , Oh dear, your poor wife , I bet she must get so frustrated. I stood there, in my office, exposed and humiliated, my tiny limp cock on display, - I felt so humiliated.

Let’s measure him , said Jane, and Rebecca who I nticed now seemed to do whatever Jane said, took a ruler of my desk and crouched down beside me, handing the phone to Jane so she could keep filming I looked down at her ample cleavage hidden under her blouse , buttons taught and the faintest view of her flesh between the buttons, as she took hold of my cock between her fingers and placed the cold ruler against it and measured me, she pulled at my cock stretching it from the base. mmm let's see, about 3 inches she said and it’s so thin, no use to anyone. She worked it in her hand, I think she was enjoying it, she pulled it and squeezed it, slapping it back and forth and after a while is began to get harder .. but only slightly, my sheer embarrassment and fear preventing any kind of sexual enjoyment from a situation I had dreamt about so many times. , and feeling more humiliated as Jane filmed me, laughing. Look Rebecca, he is at it again, looking at your breasts, Slap him with that ruler,

And Rebecca pulled back and slapped the ruler against my legs, hard … it made a loud slap and she immediately looked to Jane, who then came over, and pulled me round and slapped the ruler against my naked ass. No one was guarding the door to my office now, and I was in a state, terrified in case anyone walked in…… The pain from the ruler was harsh, it bit deep, and I winced as she slapped me….

Look it's grown, must be at least three and a half inches now she laughed. Milk him Rebecca, let's make him cum over his desk and then we can rub his nose in the mess.

Despite her attempt I could not cum, I kept looking at Jane, and my office door , what if someone comes in I said, - but they ignored me and continued to pull at my cock, and it started to hurt and after a while Jane lost her patience ….

That’s enough for now,, where is your wallet she demanded , and put that maggot dick away, I obeyed, pulled up my trousers and handed over my wallet. Jane emptied all my cash, and took my credit card. Right she said, what's your pin number, I told her, and she said, Rebecca and I are going shopping after work, and then for a meal whilst we discuss and agree your future.

And, ensure my 10 percent pay rise is back dated 6 month.

We will deal with you later ......

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By (user no longer on site)
over a year ago

More please xxx

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By *elly61TV/TS
over a year ago

Burnham-on-Sea

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By *otwillyMan
over a year ago

Scunthorpe

Got you over a barrel

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By *ust a guy400Man
over a year ago

whitstable

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By *i Biker60Man
over a year ago

bitown

Oh oh...

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By *igaz58Man
over a year ago

Clacton on Sea Essex

You will be there play thing

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By *D_SuckerTV/TS
over a year ago

Sileby

Us sissies love this sort of thing mmmmm

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By *azmin999jm OP   Man
over a year ago

wakefield

PART THREE

The next week was hell for me. They both kept things quiet. I managed to arrange the pay rise, much to the surprise of our MD who took some persuading.

Jane’s work output dropped, and I was having to do more myself to cover her and transfer some of my sales to her account to make sure her figures justified her pay rise . She enjoyed teasing me in the office, and making me feel uncomfortable in meetings. I also had to keep an eye out at home for the credit card bill, as Jane and Rebecca claimed to have spent more a grand over the weekend on a shopping spree. My head was spinning and I was in a terrible state of paranoia.

An email arrived from Rebecca and copied to Jane.

You are requested to attend a disciplinary meeting at my home address on Thursday evening. Be prepared to stay overnight.

Shit, what's going on here I thought. How am I going to explain a night away to my wife !

I made the necessary excuses at home- urgent meeting with client etc. , and arrived on time at Rebecca's house.

She instructed me to go into the sitting room and stand and wait.

After about 10 minutes Rebecca and Jane came in together and sat down in front of me.

Rebecca spoke first.

We have a solution for you Jack. It’s simple, you sign this form, that I have prepared, and from here on you agree to become owned by myself and Jane.

Essentially, you will continue your home and work life, however you will also be available whenever we want for whatever we demand. You will ensure we are always kept employed and have an easy work life. We will not go out of our way to make that too difficult for you, but there will be rules and we will expect preferential treatment at all times.

I asked about the form, and she explained that it highlights my admission to in appropriate behaviour, as well as a number of other sexual acts - essentially enough to get me sacked and possibly jailed, and definitely divorced.

Also she explained that the video they took of me would be emailed to all my colleagues.

Whist they gave me my credit card back, and explained that they had spent around 300 pounds, not 1000 as they originally had indicated I also had to pay them 100 per month each in cash, indefinitely.

I signed the form and whilst I felt relived, I also knew that life from here on would be interesting.

Now, as it seems you have some interesting sexual fantasies, maybe it’s time we had some fun.

With that Rebecca stood up and walked towards me and Jane instructed me to show how much I am grateful to Rebecca for her agreement to cover up your exploits.

Rebecca started to kiss me so I thought I best kiss her back. Come on shouted Jane, put some passion into it.

I kissed Rebecca more, slipping my tongue into her mouth and wrapped my hands round her . Now, get on your knees and suck Rebecca's toes. Rebecca sat down and kicked of her sandals, and I started to suck her toes , one at a time. Whilst doing this, I was not enjoying it. I was however hopeful that I may get to worship Jane, so I just imagined it was Jane, and continued to kiss and suck Rebecca's feet and toes. Now stand up sissy, and strip NOW, shouted Jane. I obeyed and was soon back on my knees naked in front of Rebecca, and my cock was starting to get harder.

I think our sissy is enjoying this too much laughed Jane.

One thing is for certain sissy. You will never ever be allowed to touch me, see my breasts or even look at them again without my permission. IS THAT CLEAR. - not what I wanted to hear, I felt deflated.

Now Rebecca has not had the attention of a man for some time, and she would love to have her ass rimmed. Rebecca smiled, and turned round on the chair.

Jane gently lifted Rebecca's skirt, and revealed that Rebecca was naked underneath. Her huge ass cheeks exposed. Now, get your tongue deep inside instructed Jane. I did not want to do this at all. Jane roughly kicked my ass and grabbed Rebecca's cheeks and pulled them apart to reveal her deep hairy ass hole. I moved forward, and Jane pushed my head, forcing it towards her, a stale musky smell filled my nostrils as I pushed my tongue inside her hole and licked deep. I closed my eyes and imagined I was deep inside Jane. I could feel Jane pushing my head against her.

Jane was asking Rebecca if she was enjoying it. Mmmm yes it’s lovely. Never thought I would have my ass licked by the boss she laughed, . But, said Jane, Jack is an expert at licking ass - is that how you became a manager here Jack. Jane slapped my ass and I could hear Jane and Rebecca both laughing.

Maybe you should try out his oral skills somewhere else now Rebecca.

Get on the floor ass licker, Jane shouted, and I quickly moved out of Rebecca's huge ass and lay on the floor. - I think you should sit on his face now and see how he performs.

Rebecca lowered herself over my face and quickly engulfed me with her enormous hairy pussy. It was very wet, and I she rested her weight on me and pushed her clit over my mouth. Suck it Jack, suck on my clit. Mmmmm wow she was in ecstasy. This is sooo good she cried, I licked and sucked on her clit, gasping for breath, but put all my effort into trying to bring her off as soon as I could. Soon she gasped loudly and gave one long hard push down, my head hurt as she pushed down on my face, paused and squirted all over my face. Uuuuuuuuuuuuwowowowowowo. She cried as she came on my face.

Wow said Jane that was quick.

Mmmm that was good panted Rebecca as she started to get of my face. My face was soaking, covered in Rebecca’s sweet sticky juices.

Jane made me stand up and pointed out a chair that she had prepared for me, and instructed me to kneel on the chair, ass in the air, and hands over the back so she could tie me down. I got into position, my cock now semi erect, knees bent, and she pulled my arms tight and clicked on some handcuffs, connecting me to the legs of the chair. it was far from comfortable, whist the back of the chair was cushioned, I was pulled hard over and my ass was so exposed, as she started to tie a rope pulling my knees into the back of the chair, basically securing me tight so I had no way of moving.

As you know Jack, you have to be punished. Why do you have to be punished Jack. She said. Tell me jack,, and she wacked the cane across my exposed buttocks so hard I felt I was going to pass out. The pain was incredible. I cant here you Jack, said Jane…..

I mumbled, please Jane, I am sorry, I should never have took them pictures of you, please I am sorry,,,,,

Before I could compose myself, Jane stuck me again, and continued counting the strokes , 2, 3, 4 the pain was so fucking intense I thought I was going to die, one after another, after another, no time in-between for any form of composure, I was screaming, and as I screamed louder, the cane kept coming down , burning into my ass. Stinging strikes, one after the other, I was screaming, and then Rebecca stuffed one of my socks in my mouth and slapped my face telling me to be quiet and take my punishment. I could feel the welts burning into me. I thought I was going to pass out with the pain, it was so intense.

This is just the beginning. Your ass is mine now Jack...

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By *antiedsubMan
over a year ago

Brighouse /Bailiff Bridge 0

This is fantastic

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By *ockhorse31Man
over a year ago

mallow

Keep it going

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By *otwillyMan
over a year ago

Scunthorpe

Ouch

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By *ust a guy400Man
over a year ago

whitstable

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By (user no longer on site)
over a year ago

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By (user no longer on site)
over a year ago

love this

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By *ucky.jMan
over a year ago

folkestone

Hehe mmm love this

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By *azmin999jm OP   Man
over a year ago

wakefield

PART FOUR

After about 30 hard whips of the cane, she stopped, and walked round to my face, knelt down so she was looking into my eyes. I was so close to her face, she was beautiful, I felt so drained, the pain had been intense, but I could see her so close, her makeup so clearly, her lipstick, the powder on her face, her eyes, I could smell her perfume, and I just wanted to kiss her - how I wish she did not hate me so much. I could sense her anger but I also thought I could tell in her eyes that she was enjoying punishing me, enjoying the control she now had over me.

I thought this was what you wanted Jack, to be tied up and dominated - just like them web sites - now you know what it feels like to cross me..

This is just a taste of what’s to come, now you are owned by me, You are lucky, you get to experience what you have dreamt and fantasised about, and in return you pay me ,I will cane you whenever you step out of line, but it won’t be soft and sensual, it won’t be something you can wank about, it will be real and it will teach you how to be my sub sissy..

She pulled out the sock from my mouth and spat in my face, full and hard, and then she spat again; I felt her cold salvia on my face , so degraded, so ashamed, - you are just a worthless fucking waste of space Jack, she went on scolding me, No one takes advantage of me and gets away with it, just who do you think you are, how dare you invade my privacy, what were you expecting to archive taking those pictures of me, its illegal to do that now , don’t you know jack ….. You’re a piece of shit - you’re a weak and pathetic excuse of a man - you don’t deserve to get away with what you did to me...

Then she surprised me,,, changing her tone as she walked round me and returned, would you like to see my tits Jack, and she smiled at me, and looked down towards her cleavage, grasping her breasts together , then back into my eyes. She griped my chin and ordered me to open my mouth, I did and she spat into my mouth again, - this time I tasted her saliva , as she spat into my mouth again then slapped my face hard….. I own you now jack, …

And then she proceeded to unbutton her blouse...

I was so confused, so aroused

,,

I tasted and swallowed her spit and it excited me, I enjoyed the fact that I had some contact with her. She was a goddess and I was hers. I didn't care anymore in a sad and pathetic way I now had what I wanted...

You need to be trained Jack, I like a challenge.. You thought you could get away with it, but now you belong to me, I have the power jack, and I will break you, I will train you and soon you will not have to think, it will be instinctive , you will be my owned sissy jack..

DON’T LOOK - keep your eyes looking at me Jack - if I see your eyes dip once, I will torture your ass, and punish your cock until you scream like a pig... I could smell her breath and see her face so close... I was lost in her now and she owned me. I was hers.

The moment was snatched away when she instructed Rebecca to stand behind me and grab my balls... Within seconds, Rebecca had a firm grip of my balls and started to squeeze them gently. Jane, then proceeded to un button her blouse more, and kept looking straight at me... remember Jack, I am going to slowly take out both of my breasts and play with my nipples, I will squeeze them gently, and if you fucking dare for a fraction of a second to look down Rebecca will crush you balls so hard you will pass out.

This was hell. ..God I wanted to look down so much. I just looked at Jane and she smiled and her eyes were looking down as she took out her breasts, I was so desperate to see them Mimm Jane said, there both out now, my tits are just here Jack, do you want to see them,, mmmm my nipples are getting harder Jack, she pushed her finger inside my mouth .. Suck my finger Jack. And then she played with her erect nipple with her finger wet with my saliva. , I was so fucking desperate to look, god I wanted to see them, I wanted to just suck them, this was hell, please Jane please - PLEASE please I beg you. Can I look?

WHAT - what do you want Jack do you want to see them, go

on, take a look, what would you do to suck this nipple now Jack - it’s here - just for you - go on - Jane put more of her fingers in my mouth, lick my fingers Jack, and I did, I sucked them gently and she pulled them out of my mouth and pinched her nipples, rolling her fingers round what I imagined where her large nipples,

The pain in my balls was incredible, but I had to look,

As soon as I dipped my eyes down, Jane slapped my face and just shouted crush his fucking balls ... squeeze him hard Rebecca,

Jane had already covered herself up, and she laughed so much. I was so fucking annoyed and frustrated, and the pain was hell as Rebecca crushed and pulled on my balls, slapping them hard.

You are so fucking weak Jack. So weak and pathetic. Did you think I would actually let you see my breasts?

I think you deserve another beating for that Jack. What do you say?

I was breathing deeply, so thankful that Rebecca had released her grip on my balls.

What do you think Rebecca, shall we punish him again, maybe this time we use his belt, and thrash him between his legs? Shall we take him into the chamber now…. Its going to be a long night. One of many …..

Rebecca hesitated and said she would prepare me. I sensed a slight change in Rebecca , maybe she felt Jane had gone too far.

Ok Rebecca, said Jane, I will leave you to prepare the sissy, I am going for a drink, and Jane left to go to the lounge and Rebecca knelt in front of me. I think she went too far Jack, but you deserved it. I will do what I can to calm her down; did you know she is a professional dominatrix?

I was very surprised when she said that but it is obvious that Jane had done this before.

No I didn't, but I know now.

Rebecca untied me and I laid down on the floor whilst she cleaned up my wounds on my ass. They were very sore and a few had cut my flesh. Rebecca gentle soothed them and wiped me down.

I have to warn you Jack, Jane has a long and painful night ahead for you. She owns me as well Jack, and has done so for a few years now, so be careful. She is very strong and I have to obey her as well. Please do not tell her I have told you this.

I was surprised by this. I had known and worked with Rebecca for many years, she was even involved in my interview and many of my promotions. I suppose I had taken her for granted, she had always been Rebecca from HR, and she always came across as a very reserved sensible lady. I suppose it just goes to show that you never know what goes on peoples private lives.

Rebecca's story. ....

Rebecca had married young , but now divorced. Her ex was a bully, and she remained single , living alone, ever since her divorce. She had no kids, and a nice house , nice car , but she had let her self go over the last few years. Since her divorce she had lost confidence in herself as far as men and relationships was concerned, She had always been in awe of Jane, and had been very confused as to why she had these feelings for her. From the first day she met her, when Rebecca was sitting in on the interview she was mesmerised by Jane’s eyes, her face, and her beauty. Why, she had never had feelings for a woman before and just could not understand it. Jane gave a very confident interview and was quick to pick up on Rebecca’s attention, and from that day on she played Rebecca very well.

Many times Jane would seek Rebecca’s advise on HR issues, and always listened to what Rebecca had to say, and was always respectful and attentive. She could tell Rebecca fancied her, and she took advantage of that weakness very well. Rebecca had always had a weight problem, and as such after her divorce, put all her effort into her job. Her spare time was spent on line; she had a virtual life, mainly in chat rooms, swinger sites, and had a number of near meets, but never had the courage to go through with it. Her profile developed on line over the years and she portrayed herself as a willing submissive slut - to be used and abused - she loved the whole bdsm scene but never even posted a picture and never ever had the courage to meet anyone. She hid behind the web and kept her fantasy life firmly locked away inside her head.

Things changed 2 years ago when Rebeca was asked into a disciplinary hearing - and she was devastated when she found out that Jane was the employee. - miss use of company phone - apparently too many calls in work time to non-work related numbers, as well as a lot of lateness, .. All through the hearing Rebecca struggled, and at the end of the hearing Jane got off with a written warning - mainly down to Rebecca. That night Rebecca and Jane met after work - Rebecca’s took the opportunity to ask Jane if she was ok and they ended up having a drink together. - One thing led to another and by the end of the night Rebecca had got herself d*unk and opened up to Jane about herself. The next day Rebecca could not remember much, but she had said enough for Jane to get access to her Swinger profile and - well - that was enough for Jane to take control of Rebecca.

Rebecca's soon became Jane's on-line slut and Jane made sure that she kept Rebecca's secret for a price.

This ensured Jane’s very generous maternity leave and a regular bank transfer ever month.

Jane used Rebecca’s house as her base and Rebecca paid to transform her basement room into Jane's chamber, fully equipped with every possible device you would expect to see in a pro dome’s chamber.

Rebecca was Jane's maid and arranged all her appointments. As she worked full time, she would only see 2 or 3 clients a week, but they paid well. Even whilst Jane was pregnant, she would see clients, getting Rebecca to more work.

Every now and then Jane would take Rebecca into the chamber and punish and humiliate her. At first she enjoyed the thrill and the excitement but this soon changed when Jane lost interest in Rebecca and just used her to try out new ideas... Rebecca took every possible form of punishment but hated it when she was used as part of a scenario with paying clients. Fantasy was one thing but the reality of been strapped down over a bench gaged with her huge breasts tied , nipple clamps pulling on her swollen nipples and the humiliation of having cocks up her ass , men pissing on her face and been forced to take prolonged cane and strap over her ass legs and between her legs . Sometimes Rebecca would cry and beg Jane to stop but this only increased Jane's desire to push her further.

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By *uss4funMan
over a year ago

.

Great story xx

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By *azmin999jm OP   Man
over a year ago

wakefield

PART FIVE

Back to the present.

Come on Jack, said Rebecca, I have to Tie you up again, Jane wants to have you up on the cross in her chamber. What the hell was this I thought, but I knew I had to obey.

For gods sake Jack just do as she says, I will try my best to keep you safe.. whispered Rebecca

I got to me feet and walked with her to Jane's chamber in the basement. My ass stung like hell and whilst the bleeding had stopped I could feel the welts and the tops of my legs. All I could think was how am I going to hide this from my wife.

It was a dark cold room, stone floor and a damp smell filed the air. As we entered the room the lights got brighter and ahead of me at the end of the room I could see a larger metal cross. I stood in position and allowed Rebecca to fasten my legs and arms to the leather straps.

It felt surreal, me naked tied and helpless, allowing Rebecca, control me like this , Plain, ordinary, Rebecca from HR, fully clothed as if she was at work, who would have though this could happen….

When Jane arrived in the room she immediately started to take photographs of me naked on the cross. She explained how they would be saved on an online server and be shared with all my business and private contacts if I ever fail to obey her.

The metal cross was made of thin steel tube and fixed to a revolving base. This span to her touch and as such she started to spin me round so she could admire her previous work canning my ass and legs. Mmm what next. She ran her hands over my body and between my nipples down to my groin. She roughly a grabbed hold of my cock and pulled it down. Between my legs then fastened some rope around it pulling it right and up to a hook on the collar at the back of my neck.

She then took out a short flexible cane and started to gently cane my legs and my ass.

Teasing me she ordered me to open my mouth.

She pinched one of my nipples hard and pushed her face close to mine and spat in my mouth. Then she told Rebecca to fetch the glass on the side.

This is full of my piss. She laughed. And you’re going to drink it. My boss is going to feed on my Piss now. She was enjoying this. Rebecca ... Feed him.

Rebecca brought the glass and proceeded to pour it slowly into my open mouth. Jane kept her hold on my nipple and pulled it hard. Her Piss was warm and sour. I drank it down and decided that it was no use trying to fight this. I have to obey. In a strange way I enjoyed it. To be this close to Jane to be able to smell her, see her so close, have her touch me and now to taste her pee. I was actually enjoying this despite the pain and humiliation.

Well done Jack. You will have to wait for your next course. She laughed again and slapped my face hard...

I have many plans for you tonight, however for now you need to be punished some more. Jane span the cross again slow at first then faster. I started to feel dizzy and sick. Please stop I asked. Jane slapped my face again and proceeded to cane my ass each time I span round. Jane was enjoying this.

Finally she stopped and instructed Rebecca to release me and take me to her bedroom. Clean him up and get him dressed she said. The clothes are laid out on the bed.

When I got to the bedroom Jane had laid out a blond wig, red dress, heels, corset and stockings

I had to dress in the cloths laid out by Jane, Rebecca helped me with the corset, which was so bloody tight, and spent an age getting the make up on. I had to admit when she had finished I looked amazing. The red satin dress was shaped prefect for my frame, my legs were encased in sheer black nylons, no panties, and my cock felt good touching the nylon of the pantyhose. The 4 inch heels had me towering above Rebecca, and when she presented me to Jane, I felt an incredible mix of embarrassment, humiliation, and excitement. Jane was clearly not interested in how I felt she just wanted more pictures of me. Laughing to herself as she had me pose in the room. Stand by the bed, yes, lift your skirt up, turn your head away, we don’t want anyone to recognise you, YET.. Mmm I was enjoying the attention. I suppose we need some more interesting pictures now, she said. Rebecca, get his cock hard please, - go on girl, get on your knees, I am sure you have been looking at his cock – now’s your chance to give it a suck… Rebecca bent down in front of me, lifted up my skirt and proceeded to gently caress my cock inside the nylons, rubbing it gently, and then taking it out and without any hesitation, she had me inside her warm mouth, gently massaging my cock with her lounge, followed by some long deep sucking. Jane continued to take pictures, pull it out, yes, tongue out, and come on, I want a cum shot, keep going.. . I was now really enjoying Rebecca’s oral skills. She was good, and I could myself get ready to cum. Rebecca, when he cum’s, keep it all in your mouth, shouted Jane, I need to use the cum for the pictures. She knelt closer and gave me a glimpse down her cleavage – that was it – the combination of Rebecca’s expert oral, and Jane’s closeness to my cock, the brief glimpse of my goddess’s cleavage, and I exploded , pushing hard into Rebecca’s mouth. Stop, shouted Jane, pulling Rebecca away, show me she ordered, Rebecca opened her mouth and showed Jane a clear picture of a mouth full of cum. Good boy Jack, no – or is it good girl, now don’t spill it Rebecca, that’s it, open wide, let me take a picture, now stand up, and I want you to slowly pass all of that sissy slut’s cum back – open wide – I obeyed and Rebecca kissed me deep, and soon our tongues were touching as she passed me all my cum, - open wide sissy boy, let’s have a pic of you with cum on your tongue before you drink it all down.. Jane continued to take pictures.

What she said next shocked me to the core.

Jack, or should I say cum slut Jacky, You are going to earn me some money now, , once I get your profile on the web site, I am sure the guys will be queuing up to fuck your sissy ass. You have a new job, a side line, you are going to be my cock sucking whore.

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By *uss4funMan
over a year ago

.

Such a horny story xxx

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By (user no longer on site)
over a year ago

This is hot, would love this to happen to me

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By *ust a guy400Man
over a year ago

whitstable

Love it.

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By *azmin999jm OP   Man
over a year ago

wakefield

PART SIX

6 months later.

Work, home and life in general continued as normal. Well as normal as could be expected whilst I ran a double life as Jane’s whore. Jane conducted herself impeccably whilst at work. Professional and courteous when in the presence of colleagues, and never took any risks with me at work. You could say it was almost back to how it was before. I had to be careful not to upset her at work, always made sure she had an easy life, paid my monthly fees on time, every month, and ensured that I never got caught looking at her cleavage or legs – even though I could tell on many occasions she was testing me. When we had one to one meetings, she kept it professional, however on some occasions she made a sly comment about a meet, or asked me how I got on, telling me how she enjoyed looking at video stream from the hidden camera she has installed in Rebecca’s flat.

After the first few weeks, the activity with Jane reduced, and she never really bothered with me. Rebecca had told me that with the income she was generating from me, Jane had reduced her own pro dome sessions to just a few regular clients.

Rebecca opened up more to me and told me about how she had become Janes maid, she felt she could open up to me but was obviously terrified of Jane. Whatever you do, do not tell her I have told you about how she trapped me and how she controls me. I reassured her that I would not but could not help feeling worried about my own fate and what lie ahead for me.

She admitted to me that she was in love with Jane at the beginning and whilst she hated some of the things Jane made her do she did not have the courage or will to break free from her. Jane had told Rebecca’s that she would make sure everyone at work would get to see many pictures of her and here about what she does and Rebecca did not want to risk losing her job, she was an intelligent woman but like me was too weak willed to challenge Jane.

Essentially Jane was our pimp, and taking a new income from our activities.

When Jane had clients arranged for me, it would be Rebecca that would let me know times, dates and an idea of how long I would be needed for. It started with 1 a week for the first month, then steadily increased. I was now having to handle at least 3 a week. Sometimes during my dinner break if it was a quick session, maybe just to give a guy a blow job or longer ones that had to be arranged on an evening whereby I had to be even more adventurous with my excuses at home. Each time, I would have to get to Rebecca’s house, make my excuses with work or home, and endue whatever scenario Jane had sold to her clients for me to play out. Sometimes it would be a straight forward fucking up the ass. Striped and tied over the bench, followed by oral clean up, or on occasions, with her more perverted clients a long elaborate scenario whereby I was dressed in my sissy clothes, and repeatedly fucked and punished by fat overweight perverted and sometimes smelly old men. Rebecca allways kept my face disguised, either with a mask or excessive make up – protecting Jane’s income stream !!.

The turning point came last week. A few things happened in remarkable quick succession. Almost fate.

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By *uss4funMan
over a year ago

.

This is getting even more interesting, can't wait to read more xxx

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By *ipling56Man
over a year ago

worthing

Great story

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By *ust a guy400Man
over a year ago

whitstable

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By *illyTV/TS
over a year ago

Coleford

Wow great story, really looking forward to the next installment.

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By (user no longer on site)
over a year ago

This build up sounds good

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By (user no longer on site)
over a year ago

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By *azmin999jm OP   Man
over a year ago

wakefield

PART SEVEN

Firstly, I had been approached by one of our competitors to head up a business overseas. This would take me out the country for long periods, and to be honest I quite fancied the job but knew that my wife would not go for it. I kept them warm, and even attended the interview. They gave me a couple of weeks to think it over.

Secondly, I accidently bumped into Jane and her husband whilst shopping. For some reason my wife and I decided to go out of town and just called into a new Tesco that had just opened. My stomach turned when Jane and her husband walked past me. We exchanged gentle smiles, but my fear and terror made sure I manoeuvred my wife away from them both. I did not want Jane to see my wife, and I sensed that Jane felt uncomfortable with me seeing her with her husband. Anyway that gave me the idea – if I take this job , why don’t I threaten to tell Jane’s husband about what she gets up to. Still a risk that she will tell my wife – but – maybe if she reacted in such a way she may back down.

I had to arrange an overnight trip and book in at a hotel. Rebecca told me after that Jane was getting a big fee for this one and Jane was going to be involved as well. I had to book Jane and Rebecca a hotel room, and as usual, I had to foot the bill. This took over 3 weeks to plan. When we got to the hotel, Jane instructed Rebecca to get me ready in the hotel room whilst she took the opportunity to have a few drinks at the bar and meet and greet her clients. The plural did prick my attention, although Rebecca refused to go into detail as she helped with my make up and get me dressed into a short black mini skirt, blond wig, fishnet stockings, 4 inch heels and the usual unbelievably tight fishbone corset that managed to improve my shape and push up my small smooth man boobs, just about generating a small cleavage to complete the transformation. I must admit I looked very hot. The thick red lipstick with a fair coating of lip gloss aided the final touch. Rebecca suggested I rest for a while whilst she set up 3 small cameras round the room, along with a few well positioned lights. The hotel bed was covered with a large white sheet, and the scene was set.. I awaited my fate.

Soon Jane came back to the room and informed Rebecca get me into positon for scene 1. She said they were going to film 3 scenes. I could not hear very clearly, however I managed to make out the 3 titles , line up, punish and piss up. Shit, this did not sound good.

Rebecca and Jane positioned me on the floor, handcuffed my hands behind my back .. Then Jane kneeled in front of me and with her usual smile took great delight in explaining my fate.

I took the opportunity to ask her a simple question. Why me…. All I did was take some relatively tame pictures of you.. It’s not you she replied – its men,, I just lover the power and you gave me an opportunity. You see Jack,, I am a bitch,, I just love having the power and control – and I enjoy the additional income it generates. You see Jack, I have a life outside work, and it’s what makes my life so much better than yours. Your just my whore…. Ok Jane – what if I was to have a word with your husband then. Silence. She slapped my face hard, then grabbed my face and held it tight. What’s this Jack, decent, has the worm turned, do you think you can take back control she laughed.

Jack, in about 10 minute’s time, my husband will be sticking his cock in your mouth. Why don’t you tell him then,,,

I felt sick inside, what the fuck,,, was she bluffing ,,,,,

. , just then a knock on the door, and her client’s entered the room. – Come on in guys, I have it on good authority that this slut gives and amazing blow job so enjoy and yes, her husband led the way Jane kissing him full on he lips – enjoy sweetie she said laughing. . Later I was to find out that Jane’s husband played for a local rugby team, and some of them where here now all paying Jane for my services and to my utter disbelief Janes husband was well and truly aware of everything Jane got up to.

I felt truly defeated.

8 men, one after another proceeded to enter the room, and I had to blow each one in turn. The first was Jane’s husband who slapped my face hard you know what that’s for you pathetic fucking shit, he said , now suck on my meat . I could not belive I now had to suck his cock , but I had no choice.

His cock was about 6 inch, cut and he did not waste any time, stiffing it in my mouth, and face fucking me, using his hands to position my head, and he came within minutes, as Jane stood close watching, filling my mouth quickly. Jane had told me to catch all the cum, then to spit it out into a bowl that Rebecca held as she stood next to me. I did as I was told as the next guy who was more or less the same, stuffed his cock in my mouth ,and on it went. Yes, I enjoyed sucking cock, but the 4th guy was big, and he managed to have me gaging on each thrust, and I had to work hard to keep my balance. Rebecca held the bowl out and I dutifully emptied my mouth, now starting to feel slightly sickened at what I had become. By the time the last guy had fucked my face, my jaw ached, and I was starting to feel dizzy and drained.

Jane did not waste much time setting up the next scene. She re arranged some of the cameras and then pointed Rebecca to the bowl of cum which she had positioned on the table. Clearly this was going to play some part in whatever was to happen next and whilst I enjoyed sucking a nice cock I never really enjoyed the taste of cum.

I was un cuffed, and Rebecca roughly fingered my ass with lube and inserted a but plug. I noticed that his had some form of cable hanging from it which disappeared under the chair. I was then tied sitting on the chair, but plug firmly in place , legs forced apart, cock on display between my legs. Jane strapped my arms behind the back of the chair – I was helpless.

Jane then went into the bathroom and emerged about 20 minutes later dressed head to toe in pvc suit, shiny black, with thigh high boots, her hair tied tight back and a face mask exposing her eyes and her lips and mouth. She looked amazing. No matter how bad I felt, she was a goddess. The top of her suit exposed her ample cleavage, and she walked towards me and sat down on the chair opposite. Then she started to slap my face, and roughly exposed the top of my chest so my small man boobs were sticking put showing my nipples. She clipped clamps onto my nipples, again these had wires that went down under the chair. Then whilst Rebecca held the camera, she got hold of my cock and spat on the end, and slowly started to massage my cock, needless to say I was hard in seconds. Wow at last she had given me some pleasure, however it was short lived. She took a thin rod out of a case on the table measured it against the side of my cock. MM this will do she said to herself, a small one, but I am sure it will fit nicely, as she slid it inside my cock, and this was clipped to small lead with a cable.

Now, you’re all wired up its time to have some fun with you. Smile for the camera. My clients will pay a lot of money to see you squeal in pain as I electrocute your cock and ass. The pain will be intense as the current races up your ass, and through your cock, spreading up to your nipples. She spat at my face again, and told me to open my mouth. I was terrified, but had to obey her. Rebecca was filming and taking care not to upset Jane. You’re going to eat all this nice tasty man cum, and if you spill it or spit it out the pain will be intense. I want you to ask me nicely, in fact I want you to beg me to feed you,.. if you don’t it will hurt.. how does it feel Jack– Jane looked hard into my eyes, for whatever reason I still adored this woman, she is incredibly attractive , so strong, dominant but .. evil. She is pure evil and has no regard for anyone but herself. I felt Rebecca squeeze my hand and I could see in her eyes that she felt for me.

Then without hesitation she flicked a switch and a jolt of hell raced up my ass making me buck hard against the chair. My whole body bounced up, and my cock seemed to flick up hard and the rod felt like fire inside my cock. A harsh burning ripped up my stomach to my nipples. Are you ready Jack, and she proceeded to spoon feed cold creamy cum into my mouth. I was lost in fear, panic, pain but defeated. I opened my mouth and ate all the cum from the spoon, I thanked her and begged for more and did everything I could to prevent another jolt of pain. But that was not enough, Jane had me eat all the cum, and after each spoonful she would flick the switch and she spent the next 30 minutes flicking the switch on and off, slapping my face and generally abusing me until I felt I finally could take no more..

I just sat on the chair, and waited. I had come round, and my body felt drained. I could hear Jane and Rebecca talking, Rebecca was pleading with Jane to stop this pain, and Jane was slapping Rebecca’s face, hard. She was reminding Rebecca of her place and suggesting to her that she could son have her wired up on the chair. Rebecca was pleading with her, no please mistress, please don’t….

Ok Rebecca, you can you dismantle the wires and clean the whore up and get it ready for the final scene. I have a few of my friends waiting to assist, and I think they would like to fuck his ass first before we take him to the bathroom for the piss up. So get him on the bed on all 4’s. I was going to have them fuck his ass dry but as you seem to have taken a shine to our whore, you can suck the cocks first before they fuck him, get them nice and wet, so get your mask on, and I will get the camera ready.

4 of the previous 8 who had fucked me were soon in the room, but not Janes husband, and Rebecca had their cocks out and was busy sucking them. It was like a production line, they were lined up, first Rebecca on her knees sucking the cock – “the warm up” getting them hard and wet, then they moved on to me, and just fucked my ass hard. I was positioned at the end of the bed on all 4’s, I still had my heels and stockings on, dress lifted over my bare ass, and they all took turns fucking me.

They all fucked me bareback, and Jane had asked them to deposit a load of cum inside me. Jane was keen to get the camera right in as they shot their loads inside me, instructing the next guy to get in quick after the previous one – we want to see lots of cum dripping out his sissy ass … When they finished, Jane could not resist the opportunity to cane my ass again, and then I was left on the bed. Cum seeping out of my sorry ass stinging, my body and soul felt like it had been ripped apart. I felt totally and utterly ruined. I had had enough. Rebecca was ordered to collect some of the cum from my ass and feed it into my mouth, and I could see in her eyes that she felt sorry for me, she was not enjoying this – I whispered to her, please Rebecca, we have to stop his. She hushed me, and gently kissed my cheek. Then pushed her cum soaked fingers into my mouth and ordered me to clean them like a good cum slut, and Rebecca continued to use her fingers on my ass , to gather up the creamy brown cum and feed the rancid mixture into my mouth as Jane smiled and continued to film.

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By (user no longer on site)
over a year ago

This is awesome

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By *acrowmanMan
over a year ago

Dunstable

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By *ubsteffTV/TS
over a year ago

Portsmouth

Woah! I feel sorry for this guy!

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By *hris31Man
over a year ago

Hastings

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By *ust a guy400Man
over a year ago

whitstable

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By (user no longer on site)
over a year ago

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By *azmin999jm OP   Man
over a year ago

wakefield

Penultimate chapter….

Now lets get him into the bathroom for the final piss up – Jane continued to set the scene,, get cum slut Jack kneeling in the shower cubicle, that’s it, on his knees, take your heels of slut, … .

The four men who had just enjoyed fucking my ass were all asked to drink a pint of beer each, and were now waiting for the call of nature, as I knelt in the shower cubicle.

Soon Jane ushered them in, and they stood before me, cocks in hand and now about to empty there bladders all over me.

Cameras on – Jane shouted, come on time to go pee pee - come on guys, one at a time, the toilet slut is in here,

I was sat on my knees in the shower, cum dripping from my ass, my mouth, and my body was in pain. My ass stung, my cock felt like it had been burnt from the inside, and I was about to be pissed on. I had had enough.

The first one took about 1 minute to empty his bladder. The jet of hot stall piss hit me straight in the face, and Jane was shouting at me to open my mouth, but I resisted. – and on it went….

,,,,,,,,,,,,,,,,,,

My whole outlook on life changed after that night, I needed to find an escape, and then something totally unexpected happened.

When I got home the following night, after a long protracted argument my wife told me that she wanted a divorce. It turned out that she was having an affair, and had been for over a year. The last 6 months had made it easier for her and she decided that with the amount of time I was spending at work and traveling with work, she felt I had lost interest in her. We had not had sex for years, and this was all down to my pre occupation with serving Jane, and avoiding my wife seeing any marks on my body. Ironically my wife was doing exactly the same, as she was having an affair with someone she had met at the kid’s school, I even knew him, he had 2 kids at the same school and was a single parent, his wife had died in a freak car accident, and well I had not even noticed.

I had to move out and just stayed at a travel lodge outside of town. I decided to accept the job offer. Now I had nothing to lose...

I started to think of a way I could turn the tables on Jane and did not have much time. Once I put my notice in, Rebecca would find out first and then Jane. So I had to work on Rebecca first, and find a way to get the timing right so I could essentially could work a comprise agreement with the business and jump straight on a plane and start me new career. Yes, Jane could still tell my wife, and friends, but then if she did I could simply just go to the police – call her bluff – I had absolutely nothing to lose.

I managed to talk openly to Rebecca after a meet at her place arranged by Jane. It was just a quick lunch time blow job, a regular client that just enjoyed having his cock sucked on the cheap. I think Jane sold me cheap to suck him of wearing a wig and a dress, heels and stockings, and plenty of thick red lippy. He could slap my face, and slap my ass after, and call me all the horrible names he wanted as well – which was part of the deal for him.

After I had cleaned up I asked Rebecca if she would chat with me over a coffee and I explained everything to her. This was a risk, but I felt close to Rebecca. The plan would only work with Rebecca on side, and she had to see that it would work. Jane had always held the cards on both me and Rebecca. This was going to be a way out and the opportunity for us both to enjoy our revenge on Jane and break free once and for all.

The strange thing is, over the last 6 months I had fell in love with Rebecca, and it turned out that she had developed the same feelings for me. She had looked after me, cared for me, dressed me, cleaned me, yes whored me out (under Jane’s instruction) but had started to feel protective of me. She knew all my secrets, and was the only person to know the real me. It felt warm comforting. Our feelings were difficult to understand at first, but now it was so clear.

Jane left the office that night and headed for Rebecca’s house. She decided against changing, and thought she would just deal with this appointment in her office clothes. She was wearing a knee length skirt, bare legs, heels, and a red blouse. She had purposely dressed in this way as she knew that it added to Jacks discomfort. She knew he would not be able to resist looking at her legs, and trying to steal a glimpse of her cleavage. She could still not believe her luck sometimes. She loved her job, and she loved her hobby, and now with the control she had over her boss at work, Jack, and the HR manager, Rebecca well – everything was just about perfect. Even her relationship with her husband had improved since she had introduced him to swinging and arranged for him to get involved with some of her fun. Also helped to explain the additional income, and allowed her to provide good excuses to be out at odd times. She had not been completely straight with her husband, in that she had explained that Rebecca ran the domination escort service, and had asked Jane to be an assistant. Things could not really have been any better now for Jane. The additional income was fantastic, and she was enjoying the lifestyle and more so the power. She loved more than anything the power she had over Jack. She always despised him from the first moment they met. His roving eyes and patronising attitude to her over the years had built up inside, and when she got the opportunity to expose and exploit his weakness she took every opportunity to make him suffer. She had just been frustrated that it took so long. She knew about his obsession with her for a long time, and even managed to gather some evidence of his internet activities as Rebecca had the key to his office, so on one occasion she took a screen dump of his internet history and started to develop an idea of his tastes and his desire to cross dress and be submissive.

Jane’s last pregnancy was not planned, and this was really frustrating for her. She had wanted to get her career moving, but after she returned from maternity leave, she had more or less given up on the idea of catching Jack, and just settle for Rebecca and continue with her “pro dome” service.

She could not believe her luck that day when she was sat at his desk looking at the presentation and stumbling across the video feed of her in his office. She knew he was weak, and that this would was the key, this was all she needed to give her a lever, and with the hold she already had over Rebecca, and the evidence recorded of Jack’s browser history, she had him, almost a willing volunteer!.

Rebecca had called Jane early that day to ask if she would be available for a meet this evening at Rebecca’s. The usual routine, a client wanted to have a sissy tranny to play with and asked for a dominant female to be present to assist with the scenario. They had arranged to do the scenario in Rebecca’s play room, and Rebecca said she would be ready with Jack for 6pm and the client was expected to arrive at 6 30pm.

Jane arrived, and Rebecca greeted her, and they went into Rebecca’s lounge. Rebecca poured Jane a glass of merlot and proceeded to outline the scenario requested by the client, as Jane sat back on the sofa and feel into a deep sleep.

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By *azmin999jm OP   Man
over a year ago

wakefield

and here is the last part thanks for reading and i hope you enjoyed it xx

Jack and Rebecca’s revenge

Rebecca and Jake stood back to admire their handy work. Jack enjoyed slipping his hand up Jane’s skirt, how many times he had dreamed of this moment. They had to undress her on the chair, and Jack enjoyed pulling her skirt up over her bare legs, pushing her back so he could get a clear view of her legs, thighs and taking his time to enjoy the site of what lie between. They both took their time to enjoy the moment. Jack pulled of her panties, and discarded the skirt. Rebecca got behind the chair and lifted the blouse over Jane’s head and then unclipped the bra from the back. Jack took the opportunity to get close to her cunt, to smell her , and he pushed his face between her legs. He stayed on his knees, between her legs and moved up now so he could enjoy the reveal. Jane remained positioned as she dosed, lifeless on the chair, head to one side in her deep sedated sleep. Jack watched Rebecca release Jane’s breasts from her bra, mesmerised as they both came fully into view, much larger than he had imagined, and he could not resist touching Jane’s nipples, and kissing them sucking them into his mouth. Jack knew this was wrong, but he also knew that what Jane did to him went far too far, and felt justified in taking his pleasure and revenge and at last getting access to what he had dreamed of for so long. He took the opportunity to take a few pictures on his phone. Rebecca came round to the front of the chair and got on her knees beside Jack. They kissed deeply, long and passionately, holding each other exchanging tongues deep and strong kisses. They then both took advantage of Jane’s position and with a breast each, they suckled long and hard.

Soon Jane was naked, and they pulled Jane of the chair and lay her down on the floor. Rebecca opened Jane’s legs wide, and used her fingers to explore Jane’s pussy. Jane was still wet, and Rebecca enjoyed the feeling of having such power over Jane. Are you ready Jack, asked Rebecca, and Jack nodded? He removed his trousers and shorts, and his cock sprung free, hard and erect. Rebecca took hold of his cock and wanked him slowly, before going down and taking his warm erect cock into her mouth and began to slowly suck him as Jack gazed at Jane lying naked on the floor. Soon Jack was fucking Jane long and hard, pushing his cock deep inside Jane as Rebecca lay beside them, caressing Jane’s nipples and enjoying watching Jack finally have what he had dreamt of for so long. Soon Jack gave one final thrust and held his cock deep inside Jane as he let go, and cum deep into her, then he lifted himself of Jane and rested into Rebecca’s arms, nestling his head in her cleavage and rested, exhausted and spent.

Right, shouted Rebecca, ,Now you have had your dream – it’s time to move on now Jack – remember all the shit she has put us through. We will have to get her on the cross before the sedative in the drink wares of and she wakes up. We have many other things to do yet.

Soon Jane was gagged and blindfolded and strapped to the same metal cross, exactly as Jack was months earlier. Jane’s ankles were tightly secured to the base of the cross, and her arms pulled tight behind the central pole. Her ass was pushed into the cold steel of the pole nestled between her cheeks. Jack’s cum was seeping out between Jane’s legs, and Rebecca wiped it up. Jane was an incredibly fit, sexy and very attractive woman with an Amazonian body. She was nearly 6ft tall, toned and she looked an amazing site, strapped hard and secure on the cross.

The camera was set and filming her as she woke. Jack wanted to capture that moment where Jane started to realise where she was and how helpless she was. As her eyes opened, it took only seconds for Jane to start the muffled screams and shouts,

WHAT THE FUCK was what it sounded like behind the ball gag, as soon as Jane became aware of her current predicament? She was shaking her head from side to side, and Jack enjoyed watching her face contort as she tried to make sense of her situation.

Jack moved towards her and savoured the moment. He then slowly lifted up her blindfold and smiled at her.

Jane felt helpless and for a moment very frightened, until she became fully aware of her situation, then anger took over.

Jane, how you are feeling, Jack asked, as he gently squeezed Jane’s left nipple in his hand, as he brushed her hair away from her face. I am just going to enjoy your tits, mm let’s get hold of them, wow, they are lovely Jane, let me suck those nipples now. Mmmmmm Jack was enjoying this moment as he sucked hard on her nipples, whilst Jane continued to try and speak through the ball gag, and by now her spit was dripping down her body, her anger increasing.

As Jack sucked hard on her nipples, Rebecca had moved behind Jane and started to tease Jane with the cane, swishing it through the air, the lightly tapping her gorgeous ass. Jack then moved his hand between Jane’s legs, first pressing his hand flat against her cunt, feeling the warmth, imagining how many times he has fantasied about touching Jane in such a way. He inserted his fingers inside Jane, and felt the warmth and moisture of her freshly fucked pussy. He could feel his cum on his fingers from inside Jane, - how good that felt… and he slowly circled his fingers round inside her letting them find their way round Jane’s clit, and then pushing past exploring inside her wet warm deep pussy, and started to roughly finger fuck her.

We can do this the easy way or the hard way. As you know Jane, this place is sound proofed, so as soon as I release your ball gag, there is no point is shouting. If you do, then we will just put it back on. Understood. Jane nodded as best she could with the neck collar puling her tight to the poll behind her head.

Rebecca released the gag, and Jane immediately spat at Jack, - get me of this now you fucking idiot. You will regret this for the rest of your life.

Rebecca immediately caned Jane’s ass hard, and the shock must have took Jane by surprise as there was a delay before she screamed in pain. You fucking slut you fucking stupid slut what are you doing – owwww stop, let me go now.. You both will regret this.

JANE – Jack shouted, and slapped her face, then spat at her – how does it feel Jane… NOW LISTEN, it’s over – Rebecca and I are leaving this county in the next few weeks, we have both resigned our job, and I am going to be divorced very soon, there is nothing you can do anymore – we don’t give a shit who you show the pictures to now – if you do – we will simply send all our evidence to the police and you will be done for bxxx mail, forced prostitution, – the list is endless – I have sent a package to a solicitor which includes enough video and picture evidence to put you away for a few years, and all it will take is phone call, and you will be arrested. This is simply our way of saying goodbye.

So what’s it to be. At this point Jane went quiet.

Jane, listen, this is what is going to happen, and Rebecca and I are going to punish you for the rest of the night. Your husband is not expecting you as Rebecca, as she has done many times in the past has already explained to him that you have appointments all evening and will be staying out at a hotel.

By the end of the night you will be in a lot of pain. We are going to cane you, punish your ass hard, fuck your ass, fuck your mouth, I am going to take that paddle and slap your breasts till the bruises match the colour of your nipples. I am going to attach the clamps to your nipples and your clit and squeeze so hard you will pass out. We will place the cross onto the floor, release your legs and Rebecca is going to sit on your face and hold your legs apart and fill your mouth with piss as I kiss Rebecca and fuck your ass with the largest dildo I can find in your collection, and I know them all, as you and your clients have used many of them on me. I will then make you clean the dildo with your tongue, and you can savour the taste of your own shitty ass. You will squeal like a pig. You will suffer every indignity that you have inflicted on both me and Rebecca. Jane – then we will attached the wires to the metal clamps, insert the butt plug, and send shocks of electricity through your ass – just like you did to me.

Or, you can be released now, and join me and Rebecca for some soft and sensual lovemaking on her bed. You will show us both how sorry you are by giving yourself willingly to us, and you will let me fuck you and cum deep inside you. I will be fucking you long and deep, as we spend our last night together in the bed. You will wake us both in the morning and suck me long and hard, then go down and lick Rebecca until she cums.

Which is it to be Jane… what is your preference?

Jane paused, then smiled, Jack, Rebecca she said, please, release me now, I understand, let me clean up and we can go to the bedroom. Let me show you how sorry I am and we can enjoy each other.. Please, I am sorry, give me a chance to me make it up to you both. You know Jack, I have always been attracted to you. Rebecca, we have had some fun, you know I love been with you. I also have some money Saved – it’s locked away in the play room, we can share it out, there is over £5K, I have been saving it.

Jack, and Rebecca both stood in front of Jane. Jack went to Kiss Jane, and she turned her head away. Come on now Jane, show me.. let me get on the bed first please Jack, - no Jane, kiss me now, Jane moved her head round and kissed Jack, and then tried to pull away as Jack slid his hands over her breasts, then moved his hand between her legs. Jane, I thought you said you wanted to show me how sorry you were… Jane resisted … Jack then pushed his wet finger in Jane’s mouth.

Jane, what does that taste like to you asked Jack,

Jane recognised the taste of cum immediately, YOU BASTARD, WHAT , WHEN – HOW – have you fucked me, NOOO how is there cum inside me .. you bastards what have you done….

Jack stood back and laughed, you are a lying bitch Jane, you would have ran as soon as we let you go, you are a lying devious selfish bitch.. I have already fucked you Jane, oh – and we have already found your money – which was technically earned by me. Rebecca – put the video on, let Jane see what we have done to her…

Now – where is that cane, Rebecca, please get the clamps , and whilst you’re looking for the wires and the clips, maybe you should prepare a drink for Jane – we have work to do…….

THE END

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By *ite1Man
over a year ago

Travelling

Outstanding! Love it....Great story and so well written.

Take a bow!

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By *azmin999jm OP   Man
over a year ago

wakefield

Thankyou xxxx

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By *teve67Man
7 weeks ago

pontefract

Wow great reading

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By *igjohn_2Man
4 weeks ago

Worsley

[Removed by poster at 23/03/25 18:30:52]

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By *igjohn_2Man
4 weeks ago

Worsley

Fabulous, wish there was more, I was engrossed from the start to the end.

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