Caught free porn video

Caught Tied securely the floor to ceiling racking and totally immobile, I could only look on in sheer freefall panic at what was happening before my eyes as Jennifer Danes one of our senior partner solicitors suddenly entered the room and strolled into view! Not only was I bound helplessly from my head down to my ankles, but a shiny red ball gag rendered me speechless as events quickly spiralled out of my control. Not that words could have changed a single thing at that point, but I was now very clearly on show and very openly exposed as the submissive transvestite that I was! You see I was tied up wearing full makeup, a wig, women's lingerie and a pair of heels! Beneath the dozen or so thin, but firm leather buckled straps that secured me, my torso was laced tightly into a black fully boned, back laced under busk corset. A matching black lace encrusted under wired bra was then in place which held a pair of 36C silicone breast fillers and these particular fillers came with their own 'special' attachments. Pulling tautly down from my corset and threaded through a matching pair of satin and lace knickers, were six wide metalled suspender straps, three on each leg. They stretched down and held up a wonderfully sheer pair of diaphanous black back seamed nylon rht stockings. Glass like, they shimmered over my smooth hairless and moisturised legs and ended with my ankles elevated elegantly by the smart heels of my black three inch high court shoes. Glancing to my left I could see my shiny pure satin black full slip edged in delicate lace, my grey knee length fully lined pencil skirt, with matching jacket and my black silk fitted blouse lying neatly over the back of a chair. All of which I had placed there, having stepped out of it all just half an hour before allowing myself to be bound up like this. On the floor next to my female outerwear was my bag, which more worryingly contained all of my male clothing that I'd worn there that day. This also included my shoes, my jacket, car and house keys, my mobile and my wallet. So how on earth had all of this come about? Well, I had come down here into the archive storerooms of our office that day quite voluntarily. In fact I had been coming down here three times a week for several months now and allowed myself to be put into this position. The lingerie I was wearing was in fact worn each and every day by me underneath my male attire, the very same male attire that was now neatly folded in my bag on the floor. To the best of my knowledge or at least so I believed, none of my work colleagues were any the wiser, bar one. My usual task once in the storeroom was to quickly simply strip out of my male outerwear and transform myself fully. From inserting my 36C silicone breast fillers into the cups of my bra, to carefully and expertly applying my makeup and wig, then finally to dress in whatever female outfit I'd chosen that day. Today was my grey office style skirt suit, blouse and heels. However, there was more to my outfit, or at least more than could be seen. Combined with my lingerie and worn through the working day was my male chastity cage. It was tucked back and held firmly by my panties and as such it barely left much of a visible bulge. Even the shiny brass padlock left the barest of outlines and was almost undetectable at first glance. Then, as if that wasn't enough, held up inside of me was a remote controlled vibrating plug! Due to where it was, two thirds of it was hidden internally, the remaining third, a long flanged designed base simply followed the line of my crack and again would have been barely noticed. The effect on me of course was entirely different. Once worn, not one second could pass with me being able to forget just what was up there! Once fully dressed, made up and prepared, I was to simply wait for the arrival of my work colleague Clare. Clare was quite simply my Mistress and I was her submissive. We had both embarked on all this very willingly, knowingly and by this stage both very happily so! Each session down in this storeroom would generally last up to three hours and would include all manner of sexual games, from bondage, to role playing scenarios, punishments, masturbation, oral play and intense sexual edging. As my Mistress, Clare would decide on all that would happen. Today it was to be a bondage evening for me and within half an hour of her arrival I was told to remove my skirt, blouse, slip and jacket and to place myself up against the wall mounted racking as she proceeded to tie me up. She was good at it and in no time at all I was utterly and completely bound from my ankles to my neck and all of this was done with my consent. What more can I say. Turning the clock backwards, Clare and I had become good friends across the same desk where we worked at a firm of solicitors. We held the same position as low level admin clerks and or days were normally spent filing, researching and generally running round and supporting the more senior members of staff and the solicitors. With time we'd gotten on really well and eventually found ourselves going for after works drinks in the local pub and found a great camaraderie between us. There was no obvious romantic connection between us, though she was attractive without a doubt and I had to admit that I did fancy her. But I didn't get quite the same vibes back, or at least I never thought so. Perhaps more importantly I saw no reason to upset our friendship by risking rejection if I asked her out and of course working with her all day long, I knew that it could make things awkward. But I did enjoy her company and humour and it quickly became clear that she had a slightly 'naughty', even cheeky side to her which was always fun and as such few subjects were deemed out of bounds. It was during one of our after work drinks and after she had downed a couple of glasses when she began rattling off just what 'secrets' our other works colleagues might have. It was all just for fun, but some pretty weird suggestions were put forward and much of it was of course of a sexual nature. But of course it didn't take long for the subject to turn towards the two of us and it was then that she was determined to not only tell me hers, but to eventually chip away and see if I had any of my own little 'secrets'! Almost instantly Clare confessed quite openly that she loved being dominant and that she had been that way since childhood. She said all of this in a light hearted way, but she hinted that she'd noticed in my own personality what could be submissive tendencies and she made no secret that it interested her. Indeed she had picked up on that side of me from the very first day we started working together! Now I knew that I quietly leaned that way but I had never given too much thought about it, but she quickly picked up on my obvious unease and she saw a hint of embarrassment in me. On seeing a possible chink in my armour and with fresh drinks on the table, she saw an opening and decided to dig a little further. I was careful what I said, but I could see that she wasn't going to let the subject drop as she gently quizzed me on my thoughts about dominance and submission. Even at that point she had no idea that the two of us could be 'the perfect match', but her devilish mind soon got working and the following week over a drink she broached the subject again. She mentioned that she had often noticed me looking at not only her legs, but the legs of pretty much all of the women at work! As a young man there was nothing wrong with that, but as a sheer gamble she suddenly asked me if it was the legs that I was interested in, or the stockings and tights that she and almost of the women at work wore! My hesitation and indeed the reddening of my face gave her an 'in' and without wishing to scare me too much, she joked saying "It's ok, plenty of men find stockings and nylons sexy and in truth..." she smiled, "...if most tried wearing them, I'd bet they love them!" At that point she then raised one her own legs straight out from underneath the pub table and began sexily running her own hand up and down the black sheer before my eyes. She knew she was teasing me mercilessly, but she followed my eyes and I was indeed staring, in fact I could barely take my eyes off of what I was seeing! "Touch them" she suddenly said. Oh fuck, I knew this was getting awkward as she grabbed my hand and began sliding my hand up and down the sheer black nylon of her lower leg! "I suspect you've wondered..." she said, "...but these are stockings. I do wear tights..." she added, but, "...but these are definitely sexier!" she smiled. I don't recall much of that moment, but she sensed my eyes glazing slightly as I continued to stroke her stocking covered leg. Then slipping her shoe off she placed her leg up onto my lap and told me to massage her foot! I had no idea if anyone was watching us, but she sat back with her glass in her hand she watched me closely smiling as saying "That's nice, don't snag them though! These aren't cheap stockings..." she said, adding, "...but they feel nice to the touch though, don't they?" Then taking a chance she then simply said, "I'd love to see your legs in nylons!" I remember pulling my hand away and feigning disinterest, but she didn't let up. "I'd bet you love wearing them, why do you think we wear them, you could at least try a pair..." she said, "...for me!" I must have looked straight at her as she laughed, saying "Just for fun like, Mmm?" What was clear to her was that I hadn't said no. "You wouldn't need to be embarrassed and it would be our secret, besides..." she smiled, "...men who are in touch with their feminine side are quite a draw to us women and it's only a bit of clothing after all!" Nothing more was said, but a few moments later she had me gently stroking them again and with her encouragement, working my hands up to her calf muscles and to the hemline of her skirt! I do remember wondering if she knew that I had a massive erection at that point! But what she didn't know was that I did have a slight history of cross dressing and a more than healthy interest in women's fashions and yes, a keen liking for nylons! As a child my older sister used to dress me up to play dress shops. These were just innocent childhood games of course and they had long since ended. But the fascination remained with me throughout my life, so to be touching, stroking and rubbing her deliciously soft nylon clad legs at that moment was almost intoxicating beyond all measure. When I was a teenager I had actually pinched a pair of sheer nylon tights and a pair of satin panties from a neighbours washing line, though thank fully I was never caught. But dressing up in them and masturbating very quickly became a fixation for me and I suppose I thought that one day I'd grow out of it, but somehow I never did. Like a lot of young men I began exploring the more 'normal' porn images and by chance I found one that featured pictures of men being dressed up as women and being dominated. Those images took me straight back to my early sensations and deep inside I was hooked. As the years passed I managed to buy a few items of silky underwear, but ultimately I would always throw them away almost in disgust as I tried to conform. So to have Clare now suggesting that I wear a pair of stockings for her should have mortified me. But her look and excited encouragement told me otherwise and very quickly she recognised that she might get her way! "It was a great shame more men weren't open to admitting liking such desires!" she smiled. I heard her words, but I hadn't actually admitted any desires, had I? "And imagine..." she said, "...if we rubbed our nylon clad legs together!" Oh fuck. The pub suddenly felt very hot and I quietly wanted the ground to open up and swallow me. But this was the 'naughty' Clare that I quietly loved! Before I could think any further she then began recounting a story of her own from her university days about a boyfriend of hers. She told me that for fun she had explored dressing him up in her underwear and she had been fascinated by the sheer control that she had over him, particularly started making him submit to her as well. Eventually the underwear soon led to full female attire and even make up! I had no idea if this story was true, but said that it was a kink that she took great joy in and always looked back with fond memories of it. Clare of course at that point was now wondering if, just maybe I could be her next project to play dress ups with? The question was would I be willing? Like me, she didn't really want to upset our friendship, but it was a friendship that was becoming a little more interesting and she could envisage possibilities and besides it could be a lot of fun. Two weeks later she decided to take a chance and one day at work she simply passed me a package across our desk. On opening I could barely believe my eyes as she watched on smiling. I'd only caught a glimpse of the contents and quickly closed it for fear of anyone seeing; inside was a brand new pair of unopened black sheer nylon stockings, a black lacy suspender belt and a pair of black satin and lace trimmed panties! "There's no pressure..." she smiled, "...it should all fit and I'd love to know that you're wearing these underneath your clothes at work tomorrow..." she said, adding, "...just for me. No one will know, it can become our private little game" and of course her smile and cheeky way won me over and I knew that following morning I would be at my desk with these delicates on underneath! "Just a bit of harmless 'safe' play, that's all..." she laughed "...though you'll get extra brownie points if you make sure your legs are smoothly shaved for me!" She watched me closely as she added "I think you may just enjoy wearing them!" Jokingly I said, "Do I have any choice?" She didn't answer, but she did give a raised eyebrow and a worrying smile! "And I'll expect to get a sneak peek just to check, so don't disappoint!" she said as we got on with our day, though in truth I found it hard to concentrate. I remember going via the supermarket on the way home to pick up a packet of razors and some moisturiser and somehow I knew that I would be doing exactly as she asked. So sure enough that evening I ran a bath and carefully ran a razor over my legs denuding them of every hair. It felt strange that night in bed as my newly shaved and legs felt sensitive beyond belief and it took me quite a while to get to sleep that night. If it felt strange that previous night, it felt quite amazing that morning as I carefully pulled up the sheer nylon and attached them to the waiting suspenders and I could feel them with every step underneath my thin suit trousers as I headed off to work that morning. Alarm bells should have rang, but I felt I knew Clare and she was great fun, plus I was more than excited by what I was doing and as requested I sat at my desk in my usual shirt, tie and suit, but underneath I now wore for her the sheer black nylons, the satin and lace black panties and a matching black suspender belt! Despite my nerves and thinking everyone could tell, I eventually relaxed and the two of us almost giggled our way through the whole day. She confessed that she loved knowing what I was wearing underneath my clothing and ultimately it ticked two boxes. Firstly for her, as she had told me to wear those things and that I had complied and secondly for me, that I was now wearing what I quietly loved to wear. It actually felt incredibly sexy and I had to focus on suppressing a near constant erection throughout the day! Sure enough at lunchtime she took me down to the basement storage rooms and demanded a viewing! I knew we were alone and safe, but this seemed to take matters up a level! Initially I raised a trouser leg slightly for her to see the taut black nylon and after undoing my fly slightly to show a glimpse of the satin panty and the lace of the suspenders, but she quickly demanded that I drop my trousers fully to the floor! I couldn't believe that I was following her orders, but a few moments later I stood there exposing my hairless sheer nylon encased legs, my suspenders and panty. Thankfully at that particular moment I was too embarrassed to have a hard on at that point, but in a flash she pulled out her mobile and clicked a couple of photos much to my horror! Pulling my trouser back up quickly I protested as she just laughed and joked saying "Well young lady, you'll just have to do exactly as I say from now on!" Again that should have scared the shit out of me, but it also excited me and as it was clearly said in fun and as usual she simply won me over. But sure enough this was now the start of a subtle game of dominance and submission which would ultimately lead us the position that we now found ourselves in! That evening after work we sat in the pub and Clare placed her hand on my right thigh. Feeling and tracing the outlines of the suspender through my thin trousers, as she simply said, "Wear them for me each day." The next morning a second pair of satin and lace knickers were passed to me across the desk as she said, "I can't have a 'girl' of mine wearing dirty knickers now, can I!" So a pattern was instantly put into motion and every day stockings, panties and suspenders were required under my male attire! Likewise, each day at some point Clare would check and indeed inspect what I was wearing. But it didn't stop there. Gradually the level and type of lingerie became more and more adventurous and each day we got into a routine of her dictating what I should wear and carry out discreet checks. It was our little secret and it all became rather thrilling. Initially I was using the small stash of underwear that she supplied, but very quickly I was instructed to purchase items myself. Online links were soon sent to me with specific items and I was given a time line that she expected me to purchase these things and then be wearing them for her! Each time the level increased, I amazingly complied! Within a month I was soon wearing a bra, then a basque and then soon after that a fully boned back laced fully boned under busk corset with six wide metalled suspenders attached! Of course all of this put huge pressure on me to make sure that the outline of all of my straps, buckles and trimmings were kept hidden underneath my outerwear and Clare could see my hesitation, but again I went along with what she wanted and that in turn empowered her to take more control. Our regular trips downstairs also because more daunting for me, as for her to see all that I was now wearing; it required more than just a drop of my trousers! I would have to strip fully and as usual she would snap numerous photos's of me and send them to me later on! Very quickly she insisted on checking my corset lacing and I soon found that she was able to constrict my waistline in considerably further than I could! "I want my 'girl' to be tightly laced," she would laugh as would pull me in just that much tighter herself. Sneakily ensuring she used tight double knotting of the laces which meant that I couldn't slacken it off easily throughout the day and of course it made my task of removing it each night that much harder. I even had to take smaller more gentile movements in the office because of the sheer levels of sexy restriction that I was now regularly being trussed up in. We never vocalised what was happening, but I was clearly submitting to her and she was clearly dominating me. It felt wonderful and if I was honest, I quietly enjoyed the potential risk of what I was doing and she quickly got off on that subtle fear that she could see in my eyes. Without a doubt the risk always felt far greater for me! But as the submissive, that somehow felt right and how it should be. Though of course at that point I had no idea just where that risk would ultimately take me! It was clear that our liaison was being underpinned with strong sexual control and very quickly a male chastity cage soon followed for me. I struggled at first with the concept of this, but soon understood the powerful meaning of locking myself up and initially it caused me numerous sleepless nights. That sensation was propelled to another level when the key to my padlock was eventually requested and handed over. Clare couldn't quite believe that I hardly even fought her on that one and her confidence in controlling me grew by the day. Likewise, she insisted that I shaved my public hairs off and without fail I did. Though in fairness it did result in taking away the painful worry of trapped hairs in my cage and the wearing of it just that little easier. All of which was checked and put on show for her during my regular strip inspections. Quite how I focussed on my work with all of the silken and restrictive layers beneath was beyond me, but I loved what Clare was doing to me and at no point did I refuse. Not once did she have to force me! No one seemed remotely aware as to what the two lowly office 'admins' were up, but Clare was on the constant look out on how to up the ante as it were and sure enough that happened a short while later. One of our roles was to file away dead files and to occasionally hunt for and retrieve archived material, so both Clare and myself had a very good reason to be going down to the basement rooms and sometimes we could justifiably be down there for some time. Our offices were actually an on old Victorian building and subsequently the basement was vast and almost like a hidden underworld. There were a series of store rooms and corridors and endless floor to ceiling shelving and racking. There was lighting and heating down there and a few items of furniture, but little else and it was all accessed via a single two dog legged flight of stairs and through a locked door. It was on one of her regular inspections of my underwear that Clare decided to take things up a notch or two for me. We were nearing our lunch break, Clare had ordered me to strip to view my lingerie beneath and I was just about to get dressed before heading back up when she asked me to walk for her. "Come on..." she smiled, "...just down to the end of that corridor and back. I've already locked the door and it is just the two of us of down here!" she said. So there I was in my corset, panties, my sheer black nylons, a bra, my chastity cage and even a shimmering black satin full slip sliding against my stockings as I walked for her! As returned she simply said, "And again" she said as I set out again. From behind I heard her say "We need heels for you," she said as she watched me, "I want you to order some. Three inches, court shoes, black!" She said, adding, "Will you do that for me Chrissie?" Fuck, where did that come from? A female name! She called me 'Chrissie'! My eyes shot to hers as she quickly said with a smile "Well I can hardly call you Chris when you're dressed like this now can I?" "And once more" she smiled as I turned and headed off down that corridor yet again. My male clothing had been neatly placed over a chair where Clare was standing and as she encouraged to walk along that corridors I heard her say "Promise me you'll order those heels darling?" I remember saying 'Yes Miss' back in jest, but of course I knew that I would. It was only as I turned to come back towards her that I saw she'd grabbed all of my male clothing and in flash she turned and ran for the door! Oh fuck! Running after her as fast as I could in my nylon covered feet, by the time I'd reached the door she had closed it and locked me in! As I tried the handle I heard her laughing through the door saying "I'll be back I promise you. I'll cover for you. Just enjoy your little bit of 'girl' time..." she then added "...and no talking to boys!" Then without waiting I heard her giggling and the sound of her heels clicking on the stairs as she left me there! I knew that all of this was out of ear shot from the door at the top of the stairs and that even that was accessed via a short corridor that no one ever went near, but... ! I also knew that, at least to the best of my knowledge, both Clare and I held the only set of keys to this catacomb of storerooms. But regardless of that, there I was now locked down here wearing nothing but women's lingerie! Fuck! Clare had told me that she liked to push limits and that she liked the idea of 'danger'! But this was now very dangerous for me, or at least it could be! I didn't see this coming and my initial reaction was one of rage! This could literally see me being sacked, yet alone the sheer embarrassment and humiliation of it if I was caught! Eventually I sat down, clad in just my corset, nylons, knickers, a bra a full satin slip and with my chastity cage padlocked on! It was a good hour later that Clare returned. Approaching me carefully, she did apologise profusely, but equally told me no one even noticed that I was missing and that in truth we both knew that I'd be safe and besides, "It was a great bit of fun." Frustratingly it was actually quite hard to be annoyed with Clare for long and I had no option but to calm down. After work that evening we went for our usual drink, me still wearing all of my underwear underneath we did laugh at my predicament, particularly when she told me that she'd frigged herself off under her desk just knowing where I was and what I was wearing! "I adore the idea of you being 'stuck' whilst dressed as a girl..." she said,"...it turns me on no end!" I couldn't even begin to give an answer, but I knew that I loved that idea as well and the look in her eyes told me that this most definitely wouldn't be the last time it would happen! Fuck, this all just felt amazing, scary but amazing! And strangely, it all still felt 'safe'! There was a side of Clare that scared me, but in truth I was becoming addicted to her and her control of me and sure enough I did order those heels later that evening and the following week my walks up and down were accompanied by the sound of my very own pair of 'clicking' heels. And sure enough I was left locked down there again this time for well over an hour with my male clothing removed once again, only this time Clare didn't have to sneak out! Soon a skirt and blouse were added to my attire, but it didn't stop there. A wig was bought and make up soon followed, though all traces had to be carefully removed by wet wipes before I could head back upstairs. An unusual pair of silicone bra fillers soon appeared that Clare's had bought and much to her delight these particular pair had hollowed out cavities with purpose built nipple clamps attached! I winced severely as she attached them to my chest and replaced my bra, simply telling me that "All 'girls' had to suffer just a little for their beauty!" These were worn only worn when I was down in the basement and fully dressed of course, there would have been no way to have disguised the addition of a pair of 36C breast forms under my office shirt and jacket! But she gleefully read out the packaging literature to me when she first attached them to me, stating that with the clamps attached every bounce accompanied with almost every step would serve to remind me that they were there and by fuck they did! Likewise, she soon took to groping my new breast forms through my female attire and relished the immediate reaction she got. With every pinch or even gentle massage that she carried out on me, it caused the instant transmission of a sharp pinch directly onto to my tortured real nipples beneath. The response she got just thrilled her all the more as I would gasp, yelp and try to twist away from her touch. "Oooh yes..." she would snicker. "...now you know just how real girls respond when their nipples are pinched!" But the lunchtime inspections and dressing sessions soon became too limiting for Clare and she was soon wanting more time. Her next idea was to wait until everyone had left one Friday evening. Both of us were already trusted to lock up, so being the last to leave wasn't completely unusual and sure enough as we headed down stairs to out secret place, our twenty minute sessions soon became two and more often than not, three hours in duration! As time went by and with a growing confidence Clare began to expand her domination over her by now willing feminised subject and sex in particular was soon becoming one of the main drives and focuses for us both! Bondage followed and in no time at all I was subjected to being tied up as a matter of cause. It started with a few simple ties here and there, but it didn't take long for her to get inventive and all manner of straps and professional harnesses and implements began to appear. Punishments were next and varied from hand spanking sessions, to being struck with a leather paddle and even on occasions a vicious riding crop! I can't say that I enjoyed the pain and in time she would even extract real tears from me, but allowing her punish me did feel right and I confess that it always culminated to sending a warm sensation of arousal through my body! It was hard to explain, but I learnt to accept it and I somehow told myself that it was what she wanted and she was in charge. That was the bit that I really liked. As her sexual control over me increased, her next toy appeared. As I gingerly opened the new package that she slid across our desk I gulped as I saw its contents. To my horror inside was a remote controlled vibrating butt plug, along with a tube of lube! It was four inches of vibrating semi firm silicone to go up inside me and it came with a flanged base that would nestle against my perineum and vibrate there as well! It had seven settings and like everything else that seemed to be happening to me by now, the wearing of this wasn't a request! Initially she wanted to use this on me whilst I was fully en femme down in our basement during our Friday night sessions and even as I was tied up! But very quickly she changed her mind and I was soon required to wear it up inside of me throughout the day whilst I worked! Fortunately she did allow me some time to adjust to it by wearing it for an hour or two each time, but within a few weeks that soon progressed to full days. How I coped I'll never know and even the simple tasks such as walking and sitting became a challenge, especially as she would randomly activate it without warning all very much to her amusement. The very first time I wore it for her she could barely stop laughing as I gingerly had to sit myself down in my chair and feel the phallus shaped plug push up just that little further! Combined with all of my sexy restrictive underwear that I was trussed up in meant that even simple tasks and movements would cause me to gasp slightly. Even with just the lingerie and chastity on underneath, not a moment would pass without me knowing I what I was wearing or indeed that I was plugged! Yet not once did I refuse or object. Why we didn't just do all this in the safety of her flat, or even my own I'll never know. Though the 'danger' and 'risk' element was a powerful aphrodisiac that sometime overruled what should be common sense! Before long we both couldn't wait to get down into that basement each Friday and eventually my task would be to head down before her to prepare myself fully at about 5pm. I only had the use of a small mirror but in time and with her help I had become practised at applying my makeup and I was expected to be fully ready and fully dressed for her arrival. I was to be her sexy submissive secretary and she was to be my strong dominant lady boss! A bit clich?d, but still great fun and besides, I was the one being 'told' to do so and of course I complied! With my chastity cage locked on, a vibrating plug up my backside and the ever present nipple clamps tormenting me beneath my 'breasts', all manner of role play and often bondage would inevitably follow. We both very quickly fell into role and we're ultimately in our element! I was used regularly to pleasure her as I was and often on my knees, or whilst tied down with my tongue between her legs. Sometimes I would be made to bring her to orgasm three or four times, even with a strap harness that I would wear over the front of my chastity cage. I would then have the frustration of being so close, yet so far with my own caged and swollen member just millimetres from her vagina! The evenings usually ended up with me tied down in my underwear with her using a vibrator against the front of my chastity cage. Much to Clare's delight, I was either 'edged' to the point of sheer despair, which was her favourite torment for me. Keeping me close but not coming was a mixture of desire and agony that I soon grew to love. Very often I would be left without 'satisfaction', but being treated this way and tormented so wonderfully was my satisfaction and I loved it! Though when it suited her she would simply keep going until I tipped over that edge and came long and hard, forced to ejaculate through the slit of my cage housing. She would simply delight in seeing my bound feminised body flex, buck and convulse as my pent up juices were finally released. Often my cries were muffled by either a ball gag or sometimes by her own damp panties that had been pushed into my mouth! One of her little acts of humiliation for me was to force me to ejaculate through my cage into a waiting paper cup. She would hold the vibrator against me until every drop would be drained out of me and then usually whilst still tied down, my gag would be removed and she would make me ask nicely to be allowed to drink my own cum! "This is not about what you want Chrissie, it's about what I want..."" she said, adding, "...and you're doing this for me, remember!" "And what Mistress wants, Mistress gets!" "Besides..." she laughed, "...it's only weird the first time!" Clearly making it known that this would become the 'norm' for me and sure enough it was. I hated it first and often would gag as she would slowly pour my sperm down into my waiting mouth. "It's all part of being a 'girl' my darling and as you look like a pretty 'girl', this is what I want you to do!" she said. Soon she would have me have me hold it in mouth and make me swirl it round before eventually being told to swallow and she would ensure that every drop was! I suppose after a while I got used to it, or at least I became less repulsed by the idea of it and reasoned in my own head that if a fantastic orgasm was granted for me, then this was a relatively small price to pay! Then usually by 9pm with my male clothing back on over my lingerie we would sit in the pub, glowing and smiling quietly at each other knowing what we had just done, though my first drink was of often tainted by the taste of my own salty juices! Likewise in the pub, she would even switch my plug back on and off as if the three hours in the basement weren't enough! Sometimes I would sit there amazed at this journey both of us had undertaken and at times none of it seemed real. But God I loved it all. We were both hooked and I think I would have almost done anything for her at that point and she knew it. Each Friday as we finally parted, Clare would say "I expect to see Miss Chrissie in 'my office' at the same time next Friday!" My response would be an unequivocal, "Yes Miss, of course Miss." Then Mondays evening were added and a week later, Wednesdays. I was also encouraged to dress up at home in the privacy of my own flat. Clare didn't ever appear physically into that space, but an expectation of me sending regular photo's to her and even zoom calls to show and prove that I was indeed feminising myself pleased her all the more and again I complied. She soon requested that I remain sleeping in my full underwear at home, removing it all for bath and shower times only! A degree of trust was needed, but certainly on the first few nights she telephoned me in the early hours and demanded a quick zoom call for proof and I knew that I was that far down the line with my submission to her, that I simply acquiesced and did as I was told. Pushing my boundaries was her big thing and just as my submission slowly took over my every waking thought, likewise her dominance and control of me became stronger and stronger. So the next session back in that basement would suddenly see our play taken out of what was our 'safe' space and up the stairs and into the larger office expanse above! It scared the living daylights out of me when she first announced it, but I knew there was no point in even trying to reason with her. This was going to happen and I would simply have to do as I was told. To be fair she had double check the building first and we knew that everyone had gone home, but on seeing my fear it just spurred her on. Initially I was given a small task to retrieve a specific item that she had left for me to find. But after the first successful venture upstairs, the flood gates opened for much more and gradually each task got progressively harder, until eventually the items that I'd been sent for were on the top floor and at the furthest most point away from me. All whilst I was fully en femme! Again these games progressed and it didn't take long before she had me handcuffed with my hands behind my back and sent to locate the keys; on one occasion it took me nearly forty five minutes to find them and all whilst my vibrator was buzzing away up inside of me! This then developed into having my stocking covered knees bound together, forcing me to take small girlish steps, all designed to make my task just that little harder! The gag would be used and even a partial blindfold designed to limit my vision, all of course designed to make me struggle! At times on some of these journeys around the building whilst bound and fully dressed with the plug working away, in my sheer frustrated state I would try to push my skirted groin up against a door frame or a desk, humping any firm object in an effort to try to get some friction to pleasure myself. Clare would be in fits of laughter watching me whenever this happened as she followed me round and spankings would follow as she would often place time limits on me completing a task or not. Usually they were designed to be completely unachievable and more often than not it would result in my being held down over her knees, or tied down to receive a punishment. She would film me and photograph me and later on I would be shown the pictures and the footage in stunned amazement. That was me and we both got off on what we were seeing and doing! I remember our days sitting at work as 5 / 5.30pm approached. Clare would look at me and smile whilst tapping her watch, counting down the minutes. I of course was already trussed up underneath in my silken finery and with my cage and plug often being used throughout the day, knowing that I had a good two or even three hours of play ahead of me. We were both addicted and now worryingly blinded to the possibility of anything going wrong. The office had now in one sense become our playground and after nearly four months of our regular 'overtime' sessions in the basement and beyond, no one had seemingly been even remotely aware. But routine had resulted in a degree of complacency and maybe we had simply got away with it for too long. Complacency of course was ultimately our undoing. In truth we had been reckless from day one, but that recklessness was to have consequences for the both of us. However, those consequences would have far more reaching implications for me. Completely unbeknown to us, one of our female solicitor partners had indeed returned one Friday evening to pick up some paperwork. Fortunately we weren't roaming the building at the time. Instead we were down in the basement. In fact, on that particular evening I was bound tightly to a bench, face upwards in just my underwear and heels. The solicitor in question who had returned was one Jennifer Danes. She was one of the partner solicitors of the company and as such, pretty senior. By sheer sloppiness or chance we had left the light on to the stairway that led down to the stairs and subsequently into the storerooms. There was another door at the bottom of the stairs and that was locked. But normally we would have turned the light in the stairwell, but this was simply the inevitability of human error! It had only left the barest of cracks of light emitting from the bottom of the door, but Jennifer had noticed it. Why she was even in that particular corridor or that part of the building we'll never know, but her initial reaction was to simply turn the light off, presuming someone had gone home for the weekend and forgotten to do so. Thinking nothing more, she opened the door to the top of the stairs to switch off the light when she thought she heard the faintest of sound coming from below. It turned out that at that precise moment Clare who was straddling my face came long and hard and screamed out in sheer joy. Although slightly muffled by the closed door at the bottom of the stairs, it was just enough of a noise to alert Jennifer. Intrigued, Jennifer quietly made her way the stairs, half way down she heard further moans and groans as Clare by now was now grinding herself into me as she rode out a series of mini orgasms that rocked her body. For a second Jennifer stopped presuming that there was an intruder, her immediate thoughts were to go back upstairs and call the police. But before she turned, she heard a woman's voice clearer this time repeat "Yes, Yes, Yessssssss" From my position I was of course trapped and barely able to get a breath and Clare was lost beyond all measure as I kept licking away as instructed. So in our world of sexual lust and desire, we never heard the sound of Jennifer's heels on the stairs. Seeing the keyhole at the door, Jennifer crouched down to take a look. It would only ever give a limited view, but what she saw almost made her fall backwards! Quickly regaining herself, she looked again almost in disbelief. She saw enough to see Clare sitting astride my face. It was two women. One was bound tightly down in her underwear and the other, Clare was forcing herself onto the poor girl who was tied up! But of course it wasn't two women. As Jennifer watched in sheer amazement, Clare finally dismounted me and standing to my side she then began using a hand held vibrator on my now all too clear to see opened, but tied stocking covered legs and a visible male chastity cage!!!! Jennifer could barely believe what she saw. Barely breathing herself she watched as my body flexed against its bonds until I ejaculated. All the while her own free hand had fallen down and almost subconsciously began rubbing her own sex at the spectacle before her. Realising she had caught Clare the office admin, she still couldn't see just who the other character was. It was obviously a man in women's underwear, but who? As she continued to observe through the tiny opening of the key hole, Clare again straddled me keeping tied down to remove my wig and makeup with several wet wipes. Eventually I was untied and as I sat upright, with Clare now off to my side, Jennifer saw my face full on to realise just exactly who the other 'girl' was! Realising our shenanigans were presumably winding up she had to be careful that she wasn't discovered herself, so carefully standing up Clare then gingerly retreated back up the stairs and then made her way up to her own office to hide away. Watching carefully from her office window, she continued to masturbate herself as she recounted her discovery. It fascinated her and although at that moment she had no idea just what she would do with her discovery, she knew one thing and that is what she saw turned her on immensely. Not long after she came to a shuddering orgasm herself, she saw us leave from the main entrance below whilst she waited in the darkness. She could see that I was now dressed in my male clothing, though of course my lingerie, cage and plug were still in place underneath. Clare and I then headed for our usual after 'after play' drink, both none the wiser that our world was about to implode! Jennifer waited for almost another half an hour before shaking herself awake as to what she'd just seen. In her office she had a drinks cabinet and poured herself a stiff drink, almost downing it in one. The big question next was what should she do about this? That night she went home with her mind filled with thoughts. Clare had been right with her cheeky conversation starter all those months ago in the pub, it most definitely wasn't just the two of us who had secret fantasies! Although Jennifer had only witnessed a little of what had happened that night, she'd seen enough for her to put her mind into overdrive. Of course she knew that she could have us both dismissed in an instant, but she also pondered about the power that her discovery now gave her. What she had seen could so easily be turned to her advantage. She didn't like the idea of blackmail or threats, but the threat of exposure would be a powerful tool to wield if she chose to? This had to be thought about carefully. Having barely slept that night, Jennifer returned to the office the next morning before 9am in search of the key to that basement room. Ensuring no one was around, Jennifer them rifled through both Clare's desk and my own until she found a set of keys and ultimately the key to the basement storeroom. A quick trip to a local key cutter soon gave her a key of her own and the borrowed set was quickly replaced back where she found them. Straight back into town she then purchased three low light wireless cameras with microphones from a computer store and soon they were hidden very carefully in the racking downstairs to capture all that she would need. She had no idea if what she had seen was a one off event, but if it wasn't, she was determined to film it and save it to her hard drive. Back upstairs to her office, she did a quick test on her personal ipad to make sure she had the right angles and after a few more adjustments, she was finally confident that our next visit down there would be nicely filmed and saved! The cameras were tiny, well hidden and were motioned operated, but they could also be turned on and off manually. She'd even set an alert to notify her if activity was underway. All she had to do now was sit and wait and she didn't have to wait long. Sure enough for the next three to four weeks she watched. She also noticed that we even seemed to leave the basement at times and subsequently she purchased another three cameras and hid them carefully in different locations around the building. To her amazement she watched as Clare sent me on my 'tasks', feminised and partly bound. This was all too good to be true as she amassed considerable footage that was downloaded onto her hard drive. It was all catalogued and dated. Jennifer had become enthralled by what she saw. More often than not she would masturbate herself off at home endless times at the images of dominance and submission that she saw and she wanted a piece of it. In fact she wanted all of it! Jennifer was 50 years of age. Single, slim, attractive and the epitome of what you'd expect a female successful partner in a firm of solicitors to look like. She wore the 'uniform' to perfection to perfection, the black pinstripe skirt suits, the killer heels and the sheer black nylons. She looked good, in fact she looked fantastic and she knew it. She'd climbed the ranks quickly and her partnership was almost a destined path of assured confidence. But she was also an 'alpha' female and always had been. Thinking back to her school and university days, a little like Clare, boys were somewhat scared of her. The more confident ones soon walked away realising that she wasn't a pushover and that she had a strong mind. Throughout her life she'd had plenty of relationships with both men and women, discretely of course to know that she could take her pick. But nothing seemed to last. Most weren't able to cope with her desire to take charge and by her own admission she wasn't what you would call good marrying material. She would need to find someone, male or female who was happy to acquiesce and most definitely take second place! Her personal interests in perhaps leading a more openly dominant relationship had never been allowed to flourish. She knew those thoughts were there, but she liked to conform at least outwardly. Respectability was important to her and would of course be expected if she wished to rise further still within her profession. But watching the pretty little Miss Clare dominate and use her feminised plaything Chris made her envious. Clare actually seemed to have obtained something that Jennifer hadn't! Likewise Clare as a girl was young and very pretty and clearly dominant, though Jennifer knew that she could match her dominance tenfold. A part of her desired Clare for herself, but also she desired what Clare now owned - me! In Clare Jennifer could see a feisty young girl, but one who would need breaking in. It would be a challenge, but fun turning Clare into her very own little submissive pet and she knew that she would win. She decided there and then that Clare would be easy pickings. I on the other hand would be a different kettle of fish. One thing for sure was that she would have no interest in me as a male, but... ...as a 'girl', now that had possibilities and she knew that if Clare could be broken in, I would be a doddle! I was clearly already submissive and being caught feminised, along with the veiled threat of exposure, would mean that I should be putty in her hands! But not having much knowledge of transvestites, she put google to good use and began researching and the more she found, the more she liked and the more she liked ideas came to mind. Suddenly she could see that she could have both of us and actually use Clare to do much of her donkey work for her. After all, she'd read that training a submissive sissy took effort. Why not have Clare do that for her, after all Clare had already started and she could be rewarded handsomely the more she feminised me! At that stage she hadn't quite decided on what my overall role could be for, or even whether to keep me on at work, but there would be time for those decisions. On reading up on sissies she was liking the idea of maybe having me as a maid, but she equally loved the secretarial role that Clare had clearly favoured. Would she want me full time? Or maybe I could maid for both Clare and Jennifer, the possibilities were potentially endless! Jennifer could see that she could easily sell this to Clare. Alongside pleasing Jennifer, Clare could be given free rein to train and feminise me. Of course Jennifer would be the overall boss and although she doubted Clare would need a great deal of prompting, failure to feminise me to Jennifer's high standards would unleash the risk and the wrath of her own punishments from Jennifer and of course Clare would still have me for her own enjoyment! There was the matter of getting her to submit to Jennifer of course, but Jennifer even had the authority to promote Clare at work and winning her over would be easy. A ten thousand pound pay rise would be hard to turn down and likewise, Clare would soon do whatever Jennifer wanted. It could be the perfect pecking order of domination. At the top would be Mistress Jennifer, in the middle would be Miss Clare who would learn to submit and dominate and probably end up between Jennifer's legs and languishing at the very bottom of the pile would be me, their helpless sissy and I could be there for whatever they both wanted! Momentarily Jennifer even began to feel a little sorry for me, but only for a moment. Let's face it, Jennifer knew that she could destroy us both if we refused, and at least the threat would always be there. She had enough damning evidence to pretty much blackmail us into anything she wanted, hadn't she? This was an opportunity and one that could fill endless gaps in her life and it was literally on her doorstep, waiting to be plucked. By the time she planned to pounce, she had made up her mind as to what our fates would be. Mine would be pretty huge and the mere thought of it made her wet with excitement. She hadn't rushed, if anything on occasions she had forced herself to wait even longer to ensure every detail of our ensnarement was considered. She would act only when she was ready and everything was in place and when she did she wanted to be fully in control. So finally the fateful Friday evening came. Jennifer turned out the lights to her office and sat quietly. In fact, she sat in the attached en suite with her laptop watching and waiting. In reality she needn't have hidden particularly well as Clare had only given a cursory check of the floors before heading down for yet another steamy session. It didn't take long before she saw me parading up and down for Clare with me wearing my by now usual 'secretary attire'. On this particular occasion I was wearing a lovely high waist grey fully lined pencil skirt, a smart black satin blouse and a fully lined fitted grey jacket that matched the skirt and a pair of black patent 3" court shoes on my feet. Looking every inch the sexy secretary, I was soon told to strip down to my underwear and remove my full black satin slip. Jennifer had watched enough of our sessions to realise that tonight was going to be a bondage session for me which was even more perfect as it would make her job all the more easier. Still she waited, rubbing herself gently as she watched Clare secure me standing up with my legs neatly together and my back up against the shelving system. It was calm and unrushed as Clare methodically threaded numerous straps all the way up and down my body. Within ten minutes I was left helplessly and very firmly tied in just my corset, stockings, heels and panties, with the final touch of a ball gag being pushed into my mouth and buckled up behind my head. At that point Jennifer had no idea that Clare was using a butt plug on me, or indeed nipple clamps. Those discoveries would just be an additional bonus! But with me utterly secure it was time to pounce. Grabbing the newly cut key, she quietly made her way downstairs. Once there, she carefully inserted her key into the key hole and after taking a deep breath, she walked in! Looking at me I saw her smile, I remember closing my eyes quickly out of sheer shock and embarrassment, but of course I was stuck. We had been caught! Jennifer then marched an equally stunned Clare to the other end of the storeroom. From the corner of my eye I could just see Clare looking distraught as Jennifer talked to her out of my earshot, but seemingly quite calmly. It appeared to be mainly Jennifer doing most of the talking, but I could see Clare's head lowered in shame a she stood like some chastised child. She seemed to nod at times. Meanwhile I remained as I was without choice in my bound and exposed state. The chastity cage that I wore could be just seen through my lace fronted panties on close inspection and I wondered if Jennifer had already noticed it. But of course I had no idea of the endless filmed footage that Jennifer now possessed and indeed what she already knew. What couldn't be seen was the other 'toy', my remote controlled vibrating plug that was inserted fully up my arse! Thankfully that wasn't switched on at that particular point. Not that much else would have really mattered at that moment. Likewise, Clare had also taken to wearing a similar vibrator up inside herself, though she held that remote control as well as mine and although she too was down to her own sexy lingerie, at least she was the right gender to be wearing it! She at least had some level of dignity left. As for me, fuck. What a mess! Both Clare and I had found our little escapades down here such a thrill and a huge turn on sexually, but right now sexual arousal was the very last thing on our minds! Ten minutes must have passed before Clare turned and walked my way. I was desperately wanted to speak to Jennifer, to say sorry, to apologise, to beg for forgiveness, or anything, but the gag and Clare's bondage skills kept my silent and well and truly stuck! We were both stuck, but I was the one physically stuck and in possibly one of the most excruciating situations that I could have imagined! Jennifer remained at the far end of the corridor watching on as finally Clare reached me. Without saying a word, she picked up her own skirt and stepped and wiggled into it. Fastening the zip, she then put on her blouse and jacket all in silence without looking at me. I gave a low level 'Mmgh' through my gag, but got no response. Looking sheepish and by now very red in the face, once she was fully dressed she simply picked up my holdall, the one with all of my male clothing and items in. She glanced up at me and with raised eyebrows and a slight shrug of her shoulders, whispered "Sorry!" as she turned and walked towards the door taking my bag with her! My eyes followed her quickly in panic. My body flexed in desperation as she opened the door and without looking back she simply left the room and closed the door behind her! I tried to call out, but of course all that was heard was a muffled, "Mmmmph" Fuck! Jennifer was watching from a distance. A warm glow of satisfaction came over her as she could see her plan already working. Of course she'd given Clare no real option and out of self preservation Clare was now enrolled and in with her plan, she would be the perfect foot soldier to help keep me in line. This was going to be easier than she thought. With my eyes still straining to look at the closed door I then heard the clicking of heels as Jennifer now made her way back down towards me! Fuck! Where was Clare? My clothes! My bag, my keys, my mobile, my way out!!! Fuck! I felt so unbelievably vulnerable. I'd never been so scared in all my life! How had we let this happen, how had I let this happen? I could go nowhere. My eyes turned as Jennifer then reached me. Standing in front of me she simply said with a broad smile on her face, "Well, well, well..." she said, "... it looks like you're in a bit of a pickle young lady!" For a split second I even wondered if she thought that I was actually a woman. Though her comment was quickly followed up with "Or should I say young man?" My eyes darted to the door praying that Clare would come back in. "Was there something important in that bag, such as your clothes maybe? Mmm?" Jennifer said. She smiled as she walked to the chair and touched my slip, blouse and my skirt suit, adding, "Oh no, here are your clothes..." she said, "...girls clothes..." She looked at me smiling, adding, "...to go nicely with your lovely girls' underwear!" She then took out her phone and clicked several pictures of me. I closed my eyes and tried to turn my head away. But of course there was nowhere to hide. I couldn't think of a worse way to be exposed. I've no idea just what went through my mind at that point, but to my further horror Jennifer then held up the vibrating plug remote! Clare must have given it to her either voluntarily or it was taken from her, though I guess none of that mattered at that point. Jennifer then looked over it quizzically turning it this way and with some added theatrics said, "Let's see what this does?" as she turned the control on! Intentionally or not she switched it onto the maximum setting and in an instant my body jerked and strained against my ties as I gasped into my gag. My eyes caught hers as he watched my body flex and strain to the vibes now buzzing away deep up inside of me! Smiling and enjoying the spectacle before her, she simply said, "Oh my!" as she laughed. Again I gasped into my gag at the sensations below! My breathing was now heavy and laboured as I sucked in air either side of my ball gag. But before I could think, Jennifer moved right up against me and leaned in closely to my left ear. "You young lady now have two Mistresses..." she said almost seductively to my horror! Stepping back slightly, she smiled heavily, adding, "...aren't you a lucky little 'girl'!" As I "Mmmgh'd" again she reached up and stroked my cheek and brushed some loose strands of my wig to one side saying "Oh bless!" "Now don't go anywhere..." she said laughed "...I'm going for a drink and a nice chat with the pretty little Miss Clare!" But before I could think, Jennifer turned and left the room. I vaguely heard her say "Have fun!" as the lights were suddenly flicked off and the door was closed behind her. Now in darkness, I heard her turn the key in the door locking me in! Fuck, fuck, fuck! I pulled against my ties desperately, but we'd done this long enough to know that Clare could tie me up for real. The leather straps that held me were never going to budge in a million years; in fact I'd even urged Clare to ensure that I was always properly bound as it heightened my arousal. I adored the idea of being genuinely stuck and now I really was! I then held my breath for a split second in desperation in the hope that Clare would come back down to untie me and rescue me. But there was silence. At least a silence from the door and the stair well. In the background, behind the noise of my own breathing, my ears soon picked up one ever so slight sound. It was the very slight but gentle relentless hum emitting from the plug firmly up inside of me! Clare had bound me with my sheer nylon encased legs tightly clamped together and as such, that resulted in pushing my tormenter up just that little more! Unbeknown to me, Clare had been instructed to go upstairs and wait for Jennifer and although she was nervous, she had been reassured that all she had to do was to do as she was told and her position would be secure, in fact Jennifer had actually told Clare that she was going to be offered a rather unique and rewarding position! She had given Clare no indication as to my fate, but at that precise moment Clare knew that it was now a case of looking after number one! She was concerned for me, but the reality was that we'd both been stupid and we'd both been caught. Effectively we were on our own! Clare clearly knew that Jennifer now had my butt plug remote control and she did wonder just what might be going on down in that storeroom right now and even felt slightly sorry for me, but there was nothing that she could do about it anyway! Once upstairs, she quickly ran into the nearest ladies toilet and removed her own vibrator and waited nervously. It wasn't long before a smiling Jennifer arrived and told her "Let's go for a drink, you and I have got a few things to discuss!" "Bring the bag with you" she said to Clare, as the two of them walked out of the building towards the pub. Back downstairs, I was left with my feminised body stuck with no alternative than to give in and accept. I somehow tried to think about what now might happen. But also about what Jennifer had just said? I presumed I'd be sacked, but... ? What the fuck did 'I now had two Mistresses' mean? That worried my silly, but at least it didn't sound as if the police were about to be called, did it? Again my body convulsed uncontrollably as I somehow just had to ride this out. Fuck. The plug had been fully charged and I knew that it had a three hour battery life! Fuck! But how long would I be left down here like this? Surely Jennifer or Clare would come back for me and what about my male clothing? We'd fucked up, but common sense surely had to kick in at some point and surely I would be released! The sheer shame of it all, I could barely think. This potentially could even make the media! I wasn't particularly close to any family members and to be honest I had only had a few friends, but this could finish me! I was genuinely scared. Trapped there I began to lose track of time as my mind drifted onto Jennifer and what I knew about her. I knew who she was in the office, but in my normal admin position our paths had rarely crossed, I think I had placed some files on her desk occasionally, but I don't remember ever particularly conversing with her and being that she was a partner in the firm she was effectively god like in terms of seniority. She was attractive, slim and successful and had climbed the ladder with an assured confidence. She also fitted what a partner in a solicitors firm was expected to look like. She wore the almost obligatory pinstripe fitted skirt suits, along with the heels and sheer black stockings. She looked the part and she knew it! I on the other hand was just a lowly male filing clerk, though now I clearly projected something quite different to Jennifer and what about what she'd said? Did Clare know? Was she in on this? Had all of this been planned? I knew Clare liked to push the limits, but introducing one of the female bosses, surely not! But on seeing Clare's initial reaction and even when she picked up my bag, she knew it contained my trousers etc... and she did genuinely look sorry! After all, Clare was potentially in deep shit as well! I had completely lost track of time when eventually the door opened and I was almost jolted to my senses. The lights came on and for several moments I was forced to close my eyes to allow for the adjustment. As my vision finally came into focus I saw an almost shamefaced Clare standing before me. Initially she couldn't look me in the eyes as I gently "Mmmgh'd." Thinking she would rush over to me and instantly release me I was surprised and somewhat angry that she didn't. I "Mmmgh'd" again louder, but got no reaction as she slowly walk over to one of the upright chairs, brought it back and placing it a few feet in front of me and sat herself down. Despite my predicament, my eyes were automatically drawn to the sight of her lovely sheer nylon clad legs as they were innocently crossed as she sat down. My gaze wasn't missed by Clare and although she hadn't intended to tease me with that view, it just served to remind her at how much far down that rabbit hole I'd already gone! She was careful not to give anything away from her face, but all the time knowing that at that point I had absolutely no idea as to just how stuck I really was. Although Clare had not been told the full details of just what my route would be, she had been given enough of an idea to know that out of the two of us I was the one now facing some pretty enormous changes. Changes that would take this little 'game' certainly for me well beyond what both of us would have ever imagined or considered. Firstly her own situation had been outlined in the pub and it was a mixture of two things. On the one hand a fantastic offer had been put to her, but there was a payoff to be had and although it initially shocked her, she accepted she had little choice. That payoff wouldn't be too drastic and deep down she knew that she could cope with it and having had an hour to think on it, a part of her was even quietly excited by it. My situation would be different and she wondered how I would take it. Hidden in her right hand was the remote switch for my plug and of course she knew that it was still buzzing away up inside of me. Again she felt sorry for me, but equally knew that being caught was not her fault alone. Just as the outcome of what was now going to happen wasn't being decided by either of us at this point. Finally she rolled it over in her fingers so that I could see the control and again I instantly "Mmmmgh'd" into my gag thinking surely she would turn it off now? Then her words stunned me. "I've been told not to turn this off..." she said, now holding it up in full view "...at least not yet" She looked me in the eye and continued, "Chrissie..." she said, "...you also need to know that we're being filmed and watched right now." Fuck, what did she mean 'told'? Filmed? Where? How? What was she talking about? "We've actually been filmed for the last three weeks or so. Everything..." she said, adding, "...and I mean everything has been captured and saved!" I listened in stunned silence as Clare explained. "You need to listen to what I'm going to say" she said. I heard her words but my body still twitched and spasm'd involuntarily to what was still happening up inside of me. Jennifer was indeed watching, only now from the comfort of her own home. She had been with Clare for an hour in the pub and when she left, taking my bag with her. She had given Clare clear instructions to wait a further hour before going back down to me. This was to allow her time to get home to watch, to give Clare some time to take onboard her own situation and rather wickedly, additional time for me to be tormented! I didn't know this, but my keys, wallet and mobile were now in Clare's handbag, but my suit, shirt, tie and shoes had gone! Clare's own body was betraying her as watching me and knowing what she was about to tell me. She sensed her own nipples hardening underneath her blouse as she quietly enjoyed seeing my tied and feminised body being constantly teased. Subconsciously she squeezed her thighs together and felt a frisson of warmth between her own legs. Then taking a deep breath before she began. "I've agreed to do exactly what Jennifer wants, so that means I'm safe!" she said. "But I'm afraid the next bit affects you," she said. "She's got enough on us to not only have us sacked, clearly humiliated and possibly even enough to involve the police!" "Jennifer is prepared to not only go to the board upstairs if we don't do as she says, but she also go to all of our work colleagues. She's not ruled out letting your friends and family know. She's talking about the media and every online outlet she can think of, Facebook, Twitter, Instagram, you name it," she said. "She has got hours of filmed footage of you and I doing everything we've done down here..." she said, adding, "...and I mean everything!" Clare went on. "She's also prepared if necessary to edit the footage so that both of our faces are shown, just mine, or just yours!" She looked at me. "She's got us over a barrel!" Despite my torment still up inside of me I heard her every word. "If we want to keep this quiet we are going to have to do exactly what she says!" Clare continued, "For my part I've agreed to take a promotion..." she said, quickly adding, "...a very good promotion actually" my eyes shot up and I "Mmmgh'd" again, "By the end of next week I'm being assigned to work alongside her within her own team" "I'm afraid your journey is going to be a little different!" She stopped and looked down, gagged as I was there was no chance of interruptions. "This is not my doing Chrissie..." she said, "...we've both been stupid and we got caught and don't forget..." she said, "...this impacts me as well." Our eyes met. "It's not so bad, this could be worse." In my tied, gagged and exposed state I wasn't sure how it could be much worse, but I still didn't know what was expected of me at that point and before I could think further Clare continued. "She's told me she mentioned to you that you now have two Mistress's. Well, she's right. I'm to continue being in charge of you, but very much under her direction and control. She will be in charge overall!" Clare continued "She's told me that she intends to use me to help dominate you, so you will be directly answerable to me as well as Jennifer and she's looking for me to become even more assertive than I already have been with you!" What the fuck had been agreed? I hadn't agreed to anything and what I was hearing was being decided around me! She wanted Clare to become 'more assertive' with me! Fuck! On seeing the shock on my face and as if to placate me, she added, "Don't look at me like that, I also have to submit to her as well..." she said, "...so don't think this will be an easy ride for me!" She paused again before adding, "I'm in no position to bargain with her and you certainly aren't!" she said. A long silence followed. This was like a one sided no win argument and even the continued vibration of my plug barely mattered at that point. "She..." Clare said, then trailed off as if trying to find the words. Then taking a deep breath Clare continued, "...her plans for you are this. On Monday morning you'll be coming to work as you have been for me with all of your lingerie, cage and plug on underneath." "Jennifer has already called a meeting with the directors and the partners that Monday morning to tell them that you've decided to 'come out' and live fully as a transgendered woman!" My eyes shot to hers as I "Mmmgh'd"again and tugged against my bindings. On seeing my reaction and look of shock in my eyes, Clare quickly added "Don't worry, you're not actually going to 'transition' for real or have to have sex change or anything like that, but that will be the 'official line' that will be said. No she wants you as you are, your 'bit's' are staying my darling, but you also need to know that I no longer hold the key to your little cage!" I tugged at my bonds and "Mmmgh?d" once more in sheer frustration as Clare shrugged her shoulders and simply said, "Sorry." Despite what I was hearing, Clare now carried on in an almost matter of fact manner. "The company has an equal ?op?s? policy and Jennifer will put your case to the board where she will personally champion your cause and offer to become your lead mentor, with me as your secondary mentor alongside you. It will be fully accepted and legally the company will back your decision. Basically you?re going to become this companies first openly ?trans? employee!" ?My decision!" Fuck! All I could do was stare as I heard these words coming from Clare! "Obviously..." Clare continued, "...the company will facilitate you fully on your journey and your desire to present as ?female?. It will be put clearly that you will desire to appear as a ?female? employee" she looked me straight in the eye. "The rest of the staff will be notified on the mid week meeting on the Wednesday, you won?t be present at that, in fact Jennifer recommended that I bring you back down here and tie you up during that time." "You will continue to ?appear? outwardly as a male until the end of the week and on the following Monday morning you will arrive at work in a skirt and heels!" Again Clare looked up at me as I just listened, not that I could do much else! "There?ll be no ambiguity, no half and half. It?ll be full underwear, heels, skirts, wig and make up, the works..."she said, before adding"...and it won?t include trousers, not even ladies ones!" "Jennifer has a letter all ready for you to sign to state clearly that this is your decision, apparently your journey has been a long kept secret that you can no longer live with, hence your need to ?come out? and so on and so on!" "What?s happened here tonight and exactly how this has happened will not come out. This will be kept secret, do you understand me Chrissie?" She knew that I couldn?t answer, but it didn?t look like I was going to be given a choice anyway. "Jennifer even said..." she Clare continued. "...it?ll do wonders for the Company?s profile as a forward thinking and accepting employer!" I tried to take all of this onboard as she carried on "A new contract will eventually be drawn up for you under your femme name, Jennifer has already prepared much of the paperwork already." Fuck! It was all worked out and yet how I felt about this hadn?t even been considered. This was ridiculous and completely out of control, wasn?t it, surely this wasn?t real? "But there?s more" Clare said. "As for the weekends and evenings..." Clare said, "...you will continue in fully in role, this is no longer going to be part time I?m afraid. We are expected at Jennifer?s house tomorrow where she will explain everything. Both of us are going to be..." She paused. "...?owned? as it were. Everything will be explained then and yes, you will be going to her house with me as Chrissie!" A silence followed. At that precise point had I not been gagged I don?t know even what I would have said. But this was madness! Full time! She said full time! This couldn?t be happening. My mind reeled as I kept expecting Clare to break into laughter and then tell me this was all just a joke. But she didn?t. Looking up at me again, she simply said, "What else do we do?" "We got caught." "We were stupid. Both of us and right now we?ve literally no choice!" She continued. "Think about it..." she said, "...this might not be what we planned and this might be more than we wanted or expected, but we could cope..." she said, "...you could cope!" She looked at me. "Please Chrissie, you must do this for me, you must do this for us, in fact..." lowering her voice, "...you definitely don?t have any choice!" At that moment she turned off my plug. I had no idea just how long that had been buzzing away inside me, though in reality it had been switched on for more than two hours! "I?m going to remove your gag, but there?s no point in shouting at me or getting angry. We both embarked on this and just remember..." she said, "...you never once refused. This wasn?t my doing; I didn?t know she was going to walk in on us, believe me I was just as mortified as you were and likewise don?t think this is any easier for me. But I had no choice!" she kept saying. "But this wasn?t my doing!" she said again. Standing up she was soon releasing my gag. There was no chance of me even trying to talk at the point. With over two hours of my jaw being stretched there was no hope of me even trying to get any words out, plus I was gasping for some water, though none was available. Whilst still trying to regain the use of my tongue and with my head full of this shocking news, I became acutely aware that Clare hadn?t come back with my bag. The bag that contained my trousers and everything else! "Look..." she said as if trying to make this sound good, "...she could have gone to the police. She hasn?t, so all we?ve got to do is go along with what she wants" Clare said. "All that?s changed is that instead of just you and me, we?ve now got Jennifer along with us..." She paused. "...ok, so the dynamics will change, but they change for both of us, that?s all!" Somehow I just managed to get "I can?t..." out before Clare angrily cut me off. "Damn it Chrissie, she wants us both AS girls..." She paused and took a deep breath before adding, "...both you and me dressed and appearing as girls. As women, as females and submissive to her. This isn?t rocket science. That?s her interest in us. This is no longer a game that we?re in control of!" "We?ll both have to sub to her. Only you will also have to sub to me as well, but that?s what she wants. Yes maybe I?ve got it a little easier, but that?s how it?ll be." She almost laughed, adding, "I told you, this is no longer a game and you and I are not calling the shots here!" "I can?t do this..." I finally managed to say still bound helplessly, "...I just can?t." My words trailed off only to be met by her response. "Chrissie you can do this and you will do this..." she said, "...they?re just clothes at the end of the day. What harm would there be in you dressing in skirts for longer and for someone else, that?s all, the alternative is not an option!" "For longer..." I said, amazed that I had to say this. "...you?re telling me that she wants me feminised full time!" I could hear the frustration in her voice as she continued "I?ve got to do my part to!" she cried. "I?ve also got to submit to her as well you know!" she said. "But you?re a girl!" I threw back. "And you?ll look like one!" she shouted as she stood up in frustration, "What the fuck do you think you look like now," she screamed. "You?ve happily played the part for the last three fucking months so what?s the fucking difference!" "Ok, it?s for longer" as our eyes met she quickly added "Alright, quite a bit longer if you want, but don?t try and tell me you don?t like dressing up in all of this!" she gestured with her hand towards my bound feminised body. "Jennifer knows, she been watching, she watched you dress up on your own accord, she?s watched you prance around down here and then let me tie you up. Don?t you see..." she said exasperated, "...we?re stuck, you?re stuck!" With that Clare sank back down to the chair, still leaving me helplessly bound in nothing but my lingerie. Fuck and it was ?my lingerie?! "I, you, we..." Clare shrugged, "...don?t you see..." her words trailed off. Finally adding, "We?ve been caught" At that point Clare seemed close to tears herself as she knew that this was huge for me, but she had to convince me. "Look Chrissie..." she said, "...the rest of the staff, they?ll be ok. Some might be shocked and no doubt some will sneer, but not openly. Besides..." she looked back up at me, "...it doesn?t matter what anybody else thinks, or says behind your back. You?re pretty convincing as it is and I?ll help. In no time we?ll make you passable and I promise you soon get used to dressing in skirts every day and likewise there?ll all just get used to seeing you in skirts!" She paused before adding, "You really can do this Chrissie and think of it this way..." she almost pleaded "...you?re a cross dresser who?ll now get to dress every day, I mean this should be a dream come true, shouldn?t it?" Fuck! In my fantasies yes, but for real and in real life day after day... fuck! Somehow retain a tiny degree of control I quickly said, "Where are things, my clothes, my keys" only to be met with "These are your clothes..." Clare said as she gestured to my skirt, blouse and heels on the chair "...at least for tonight and you?re already wearing your underwear." Quickly adding, "I?ve got your wallet and mobile, so don?t worry they?re safe." "But I can?t go home in a skirt..." I retorted, "...what if I?m seen, my neighbours..." my words fell on death ears as Clare then said, "You?re going to be moving in with me at my flat for the week from tonight, beyond that..." Her words stopped again. "Chrissie this isn?t down to me, this is not my doing" she said. I tried to ask what she meant by beyond that, but again I was cut short as she continued. "You?ll move in with me from tonight. You?re to be kept in skirts for the weekend, which will include us both going to Jennifer?s tomorrow. Monday you come to work with me and each day that week, full underwear on, cage and plug in place but with your male suit and shirt over the top. Then that Friday you?ll be going home with Jennifer and you will simply return on the next Monday morning as Chrissie, fully, openly and in skirts!" Oh fuck. This was sheer madness! "What then" I somehow said. Clare stared back at me now looking tired and exhausted. She too another deep breath before saying "Chrissie, I?m just telling you what I?ve been told" she said. "I don?t know what she?s going to do with you; quite frankly I don?t even know what she?s going to do with me. I?ll also have to visit her house regularly and I?m also going to have to do what I?m told, this isn?t just about you!" "But I?m not a girl!" I almost cried. "Well you better start dealing with this because you?re going to have to dress as one!" Clare threw back, almost without any concern for me. Or at least that?s how it sounded. "Look..." she sighed, "...how many times do you want me to say this. We?re no longer in charge here!" Again another silence followed before I said, "But you?re not going to be exposed or told you?re suddenly going to dress as the opposite sex, are you!" "No I?m not..." Clare said back, before saying with a raised voice, "...and maybe that sucks for you, but I can?t help that, ok!" She paused, before adding, "Look, if it makes any difference I even feel sorry for you. But in truth whether I feel sorry for you or not really doesn?t make any difference here. I can?t help you!" "I will however help you look the part..." she added, "...I care for you and I will look out for you, you know that. But everything has now changed." A long pause followed before she spoke, "You know Chrissie, I?m going to make a confession to you..." she said, "...If I?m honest when I was in the pub with Jennifer I even got turned on thinking about you, knowing that you were down here tied up, helpless and being vibed. I was even slightly jealous of her, after all she had managed to truly dominate you in a way I couldn?t!" Still helplessly bound I stared at Clare in amazement. "Don?t you get it..." she said, "...you and me down here, sure I was technically in charge and I loved it and so did you. But I never had to force you! But I sat in that pub knowing that someone else had full control over me and I?ve never knowingly submitted in my life and you know what..." she said as she looked up at me, "...I felt aroused. It excited me!" she gave a gentle laugh and smiled. I could barely think as Clare carried on, "And all the while knowing that you were down here, stuck, tied up in your sexy underwear. I knew that she had turned your plug on and just what that was doing to you and I quietly wished I?d left my own plug in me!" "You see Chrissie dominating you turns me on, just as having you dressed as a girl turns me on and I now realise that a part of me maybe wants to be dominated a little myself and maybe..." She paused. "...maybe this way I get to have both. She?s offering me that and the more I think about it, I?m liking it!" She paused, before adding, "Think of it this way Chrissie maybe we?ll both get to enjoy it!" "I sat for nearly an hour in that pub on my own thinking about what Jennifer wants. I?ve wanted to be more assertive with you and to feminise you more and more and now I can..." she smiled, "...it?s making me wet now just thinking about it!" "I know this excites you too!" she said. Fuck, it did but it scared the living daylights out of me as well. Standing up again and looking me right in the eyes Clare said, "Tell me now, tell me straight to my face that this, all of this doesn?t excite you!" I didn?t answer. She continued "Sure it?s more, more than we could have ever planned, but you can?t deny you?re not turned on. I saw your eyes when I sat down. You couldn?t take your eyes of my stockings and yes, they turn me on wearing them just as they turn you on. This is you Chrissie and you know it even if you won?t say it. Everything about you gives you away and maybe I?m the same. This is simply what this is and right now we?re both going to have to do this!" Oh fuck. I closed my own eyes and sensed myself nodding, though no further words came from me at that point. Still tightly bound I knew that I couldn?t even begin to think on what Clare had told me, tomorrow, the following week, my ?coming out? to the office and then there was the impending arrival at work fully dressed and made up as Chrissie! None of this felt real. But that evening?s events had definitely happened and what would happen beyond was too much to contemplate. Several miles away and watching on her laptop Jennifer came long and hard as she rubbed her own sex to a staggering climax. From the comfort of her own bed she?d listened intently to every word and could see my every reaction. She smiled heavily to herself as her two newly acquired subs were slowly realising their fate and she knew that she had a busy day planned for us the next day.