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From Stephen to Stephanie Pt. 01

By: nikkiwest101



It's a beautiful day and I'm sitting writing this at home, my wife is talking to a friend on the phone, in fact an everyday picture of everyday life.

That is until I glance across to the mirror and I see myself beautifully made up, my blonde hair in a ponytail and I'm dressed totally as a woman, this is the story of how Stephen became Stephanie.

I'd always been a bit of a 'Jack the lad', enjoying evenings in the pub and going to sporting events, looking back I'm certain that I wasn't a particularly good husband and certainly didn't support my wife properly in her efforts to grow her own business, she'd opened a small women's boutique and was doing quite well. She tried at times to ask my advice as to what she should stock, in her words to get the man's perspective, I tended to dismiss this as being 'woman's work.

It was still a huge shock for me when she left me, I never saw it coming, I knew she'd gained new friends and a new social life but the time I came home and found a note telling me she wanted a trial separation and that I was not to contact her until she was ready, I did try but was told firmly that if I tried again our separation would turn to divorce, I had to accept things on her terms.

At least life looked up on the jobs front, I'd always worked as a freelance and had been offered a contract by the owner of a small specialist publishing company (a bubbly and very attractive lady called Samantha in her mid-forties), she needed someone with specialist IT skills to sort her archives and I'd been offered a twelve month contract at a very generous salary, the initial part of the job was to sort the archives that were stored at her house on a small Scottish Island, once the archive was dealt with I'd be based in her London office

She asked me to start as soon as possible as the forecasts were bad and she was concerned about me getting to her. I flew out to the main island and took a boat to the outer island, the boat was operated by a young girl who was very friendly, and when I told I was going to work for the owner of the island she seemed amused, I couldn't quite work out why. The weather was pretty foul and I must admit feeling very queasy by the time I set foot ashore. My luggage had been held up at the airport and would catch up with me tomorrow; at least I had my laptop to start work. Samantha greeted me warmly and provided me with an early supper; I went to bed early to be ready to start tomorrow

I had a walk around the Island first thing, it was beautiful, there appeared to be only about six other houses and I only saw one that looked to be occupied, the sun was out but there still was a near gale force wind and the sea was amazing with masses of white horses and crashing waves breaking on to the shore.

Back at the house I had breakfast with Samantha, she gave me the bad news that the boat to the Island was not running due to the weather and that the airport had called to say my luggage had somehow been sent back to London and would arrive back later in the week, she was very sympathetic and said we'd muddle through, it did cause one major problem the fact that I had no clean clothes and more to the point no clean underwear.

Samantha said the fact that she'd had a friend staying who was about my size and who had left some clothes behind would solve the problem, I naturally assumed that friend was male and was very surprised when she returned with a pair of black satin French knickers, the lustre from the rich satin, shone in the light, My male ego insisted that should protest, but as she said no one was going to see them and I was being stupid. When I changed into them I found the caress of the satin really arousing, it was something I enjoyed but at the same time felt unsettled by. I made no mention of them during the day and we caught up with a mountain of paperwork

Little did I know that today was the start of my feminisation, Samantha later told me that she had felt a shiver of anticipation at the enjoyment she was going to experience becoming my Domme, the start had been easy and she had felt a moment of triumph, the first hurdle had been overcome.

The next day after I came out of the shower I found that Samantha had put a pair of a pair of ivory satin knickers on my bed, I didn't protest this time which she told me afterwards felt was a step forward, it was the first moment I had become submissive and was the start of my new role in life.

The gale force winds continued, I asked Samantha about the Island, she told me there were just seven houses on the Island, all of them were holiday cottages owned by friends of hers from London except one occupied by her sister who was an artist, she was working on a large project and it was unlikely we'd see any sign of her till the end of the week.

Samantha gave me the task of moving boxes of files from the archive room, the last dozen or so were much heavier (something she admitted later to have deliberately made so) I spent the whole day working and by the end of it was rubbing my back which was pretty painful from these unusual exertions, she suggested that I should have a soak in a hot bath and go to bed early, that should she reassured me relieve the back pain

The next day the foul weather continued and the Island remained cut off from the world, it was back to the black satin knickers for me, again I didn't protest, my back was still very painful, at this point I wasn't aware that she was planning the next stage of my transformation, she suggested that I needed some support for my back and went off and fetched a black satin corset, when I saw it I thanked her but said there was no way I would wear it, she was really upset and disappointed, she said that was only trying to help, I would only have to wear for a couple of days at worst, no one would know, it would sort out my back problem and she felt that I was being really ungrateful

After a while I gave in, she after all was such a lovely person and I did not want to offend her, the corset was an under-bust one and as she laced it tightly had the effect of lifting my chest to form small breasts, I was very embarrassed by this and kept my arms folded over my chest, at intervals over the next few hours she tightened the laces reassuring me that it would help my back

I noticed that the corset changed the way I moved, even with my loose fitting jeans and shirt I somehow looked more feminine and more worryingly felt more feminine, her plan of which I was still totally unaware of was to speed up my transformation, the thought of me totally feminised and in bondage was exciting her and she felt that her new submissive was appearing slowly before her eyes, she knew however that she would have to proceed carefully to make sure she trapped me completely

The next day we were still cut off from the rest of the world by the weather, my back was little better so once again she laced me into the corset, it seemed tighter than the previous day, I didn't argue about the corset or the knickers however when she produced a pair of opaque stockings I refused point blank to wear them, she pointed out my stupidity, firstly I had been wearing the same socks since I had arrived and they needed washing, secondly the corset had suspenders attached and I might as well use them, her arguments failed to convince me and she burst into tears, she sobbed that she was trying to help me and that I was being ungrateful before storming out of the room. I waited what appeared an age before I decided to give in and asked for her help to put them on, she did and made sure (unknown to me) the suspenders were as taut as possible. 

I was by this stage increasingly confused, I felt that I didn't want to offend my new employer by refusing her loans of clothing but at the same time I found the stockings added another dimension to the sensual nature of what I was wearing, I wondered what my wife would have made of how I was dressed!

It was now Saturday, the day my luggage was supposed to arrive, the weather had actually worsened and not only were there still no boats were running but even the flights had been cancelled, the next one not due for another three days.

Samantha suggested we went over to her sisters for lunch, the jeans I had been wearing all week were by now filthy, she offered to lend me a pair of jeans but explained they were probably a size too small meaning that I would have to wear the corset, I agreed after a little hesitation as I was keen to get out of the house for a while, I didn't even protest about wearing stockings.

Samantha fetched the jeans and also a cream silk blouse, it was quite plain and she told me that it would be hidden under my sweater and that would be better than wearing a dirty shirt, I hesitated for a long eventually I agreed to wear it, we had really good time at her sisters though I did feel embarrassed about my feelings in being dressed almost completely in female clothes realising at that moment that the only male items of clothing I was still wearing were my shoes and sweater.

It was dark and cold when we came to leave, Karen (Samantha's sister), lent both of us coats, mine was a quilted knee length one, I struggled with the unfamiliarity of doing the buttons from the 'feminine' side, Samantha was by this time putting on beautiful large silk scarf as a 'Kelly' style headscarf, the black silk gleaming in the light. Karen went off and returning an identical scarf and handed it to me suggesting that I must wear it as it was going to be cold on the walk, she insisted and helped me with the double knot at the nape of my neck making sure she smoothed the silk over my head, I'm certain that she noticed me shiver slightly as she did so, catching a glimpse of myself in the hall mirror, I was quite shocked just how feminine I looked.

Chapter two

I'd had a lazy day on Sunday and found it amazing that I'd been here for nearly a week, on Monday the gale force winds still blew but were due to drop later in the week which at last would give me an opportunity to leave the island, I had real concerns as to what was happening to me, somehow the process of feminisation had made me more compliant, I found myself asking for help with my corset, by now I was used to dealing with my stockings but the new corset had eight suspenders meaning I had to spend more time clipping them to my stockings. Samantha tightened my corset more this morning giving me a narrower waist and enhancing my 'breasts' more. 

I was eager to hide my new 'feminine' assets and was in a hurry to put on the blouse Samantha handed me, it was a rich dark blue satin one which was satin lined, the cool material against my skin felt amazing, the long very full sleeves were gathered at the wrists with three button cuffs, the tiny pearl buttons were fiddly to do up and I had to ask for help with them. As I was working at in the house all day Samantha persuaded me to leave off my sweater, this of course showed off my blouse to full effect, unbeknown to me she couldn't wait to complete my feminisation and had set herself a target to have me in a skirt by the end of the week.

In the afternoon Karen called and picked up my male clothes, she had a washer drier and had offered to wash them ready for my departure later in the week, she even took my suede shoes to clean off the scuffs I had collected on them, I was so grateful to her

On Tuesday morning I got up and took a shower, Samantha had provided me with a black silk dressing gown to wear between the bathroom and the bedroom, back at my room I found my clothes laid out for me, the only thing different was the blouse which was now an Ivory one in heavy satin, it had long sleeves and a high collar, more importantly it was back fastened, I struggled with the buttons at the back and had to ask Samantha to help me, I heard a faint click as she fastened the top button of the collar, there was no way that this blouse could be seen as anything but totally feminine, I tolerated this as I knew that tomorrow I'd be able to leave all this behind me when I left the island

We worked through the morning, at lunchtime the doorbell rang, I heard Karen's voice, I rushed to put my sweater on to hide my blouse, then realised that she'd had taken it yesterday as part of the washing, I then went to find one of the slightly less feminine blouses, when I tried to change I found a small padlock had replaced the top button at the back of my neck, I was trapped and could hardly raise the issue of the lock with Karen present, I had no option but to join them in the living room.

When I got there I was amazed to find that both of them were dressed identically to me apart from the knee length high heeled boots they were wearing. 

Karen said how lovely I looked and I was fairly certain that she referred to me as 'she', I wanted things to stop but could hardly raise the subject of my locked blouse with Samantha with Karen present, Karen realising she still had my shoes found a pair of boots similar to hers and somehow persuaded me to wear them, at least thank goodness they had flat heels!

Before it got dark Karen suggested we all went for a walk, she handed me a jacket saying that we had to get going before the light went, I put it on and was hustled out the door, it was only once I was outside that I realised that it didn't conceal my blouse, was buttoned on the wrong side and was cut in a tailored way to accentuate my corseted waist.

Once outside my discomfiture was made worse when Karen and Samantha both put on Kelly style headscarves and insisted I did the same, I caught sight of my refection in the French windows realising that I was not wearing a single piece of male clothing, I just wanted to hide but at the time was disturbed as to just how I felt surrounded by all of the sensual materials. Both Karen and Samantha were so happy, little did I realise that it was due to the fact they had taken me even further down the road of femininity.

When I went up to my room at the end of the evening Karen followed me up the stairs, she helped me unlace my corset before handing me a full length lace trimmed black silk nightdress with a matching gown, she explained that she needed me to wear the nightdress as I had a habit of getting up during the night and wandering down to the kitchen with little on, that had been ok when there were only two people in the house but now she was staying over it wouldn't be acceptable, I was to sleep in the nightdress so that I wouldn't forget to put it on if I got up, I would simply slip the gown over it if I needed to leave my room, I was too tired to argue, later she told me that she loved the thought as she closed the door of my room that there would be no escape from the touch of silk for me, I would now have spent a 24 hour period largely en femme. On my part I was incredibly aroused and found myself masturbating, I really was puzzled by what had happened to me

Wednesday morning, at last the day had arrived, the weather had calmed, the boat was due later in the morning and Karen had gone home to get my clean male clothing, I'd decided that once back on the mainland I'd resign my position, it was all getting too strange for me as I had very mixed emotions as to what had been happening!

We all had breakfast together in our nightdresses, the girls insisting that I joined them, Karen then went back to her cottage to collect my male attire and we started packing the items for our meetings.

Karen returned empty handed, she'd slipped on the cliff path and the bag containing all of my clean male clothes had slipped out of her grasp and fallen down a hundred foot drop, there was no chance of recovering them, Karen was devastated and I was distraught, I just wanted to leave.

Samantha took immediate charge, We had to visit two clients on the mainland, these meetings were as soon as our flight landed, once we had done that we could go shopping for some new clothing for me (this was of course a blatant lie on her part, the shopping would be of an entirely different nature!), she then laid out my clothing for the trip, it consisted of the feminine jacket, my normal corset, stockings and knickers, the ivory satin blouse, a satin gaff, a pair of soft woollen trousers with a side zip and a pair of low heeled loafer style shoes, she explained the point of the gaff, the trousers were tight fitting and because of the side zip would make my male parts very obvious, the gaff would hide these, I was so eager to escape from my captivity in silk and satin that I agreed to wear all of the clothes..

As I walked downstairs Karen commented as to how she could see that the heels made me walk differently, she handed me my 'briefcase' which was in fact a large handbag with a silk scarf tied to the strap. Once again I heard her make an aside to Samantha as to how lovely 'she' looks, all I actually wanted at this point was to get to the clothes shop and to be able to change out of these ultra-feminine clothes I was wearing, I would have made a bolt for as soon as we landed but for the fact that Karen had my wallet in her handbag, just a little longer I thought and I would be free.

From Stephen to Stephanie Pt. 02



Chapter one

Samantha and Karen had set up the two meetings; they were both with friends of theirs, both with domme tendencies. My role was purely to take notes, at the first meeting I was introduced to their friend Louise as their secretary which I clearly found embarrassing, both Karen and Samantha both appeared to inadvertently used the word 'she' rather than 'he' to describe me, saying things like 'she'll be taking notes'. Karen made quite a lot of mistakes in her presentation which I without thinking corrected.

Once the meeting was over and we were alone Karen vented her fury on me telling me that I was there to take notes and not to contradict her, at the next meeting there would be no possibility of this as she would be taking the precaution of gagging me beforehand, I could not believe what I was hearing.

On arrival at the next appointment while we were waiting for their second friend to join us Karen produced a small black silk scarf from her handbag asking me as she did so to open my mouth, I refused to be gagged, Karen reminded me that I was dressed in female clothes, had no money on me and no ID, and if I refused she would just walk away and leave me, I simply had no choice but to agree. She forced the black scarf as a ball into my mouth then took the scarf from the strap of her handbag and after folding it into a strip tied it tightly between my lips forcing the first scarf deeper into my mouth. The final touch was for her to take the scarf from the strap of my handbag and liberally spray it with perfume, she folded it into a triangle and tied it over the lower half of my face bringing the two ends around to the front and tying them tightly in a double knot beneath my chin

This scarf has three effects, it hid the fact I was gagged, the tight silk moved in and out with every breath heightening the feel of it against my skin and the perfume filled my nostrils with every breath. I found my arousal rising again and longed for this whole charade to end

Jayne their friend at this second meeting joined us and fussed over me, she even commented how much she liked the scarf mask I was wearing, they all during this meeting at all times used the words 'she' and 'her' to describe me.

Once the meeting was over I felt huge relief, I reached up to remove my gag and mask, Karen insisted I kept it on until we arrived at the shops, at last I found myself thinking I'm going to escape from this nightmare

Chapter two

We arrived at the shop owned by another friend of hers, it had a plain exterior that gave away none of the secrets that lay within, in the foyer Karen told me to put my hands behind my back, before I realised what was happening she swiftly handcuffed me, I was now completely helpless.

'Now for some shopping' she said, I shook my head trying to loosen my gag and at the same time was trying to wriggle out of my handcuffs, both were much too tight for that, she led me through the door and I saw a shop very far to my expectations.

There was rack upon rack of skirts, blouses, dresses and gowns, one area at the end had a range of bondage equipment and crops and whips, there was obviously no male clothing anywhere and it was dawning on me that getting away might not be that easy.

Kate the store owner joined us, her first idea was that I should change my shoes, these were the low heeled ones I had worn all day, as I sat down I had a moment of relief thinking that I might be returning to normal male shoes. Kate then untied my gag; things seemed to be getter better however my relief was short lived as she almost immediately replaced it tying it painfully tight.

I saw that Karen had found a black satin hood on the bondage shelves, it was made with double satin so looked thick enough to exclude all light from the wearer and at the same time meant the wearer had the slippery satin against their skin, she pulled the hood tight over my head, I struggling and kicking out all the time, there was to be no escape for me, as she pulled the hood down over my head I'm sure that I sensed a shudder of excitement passed through her, perhaps it was the feeling of having total control over me that she was enjoying so much.

I gave up my struggles and immediately became still, all resistance had gone from me, I felt Kate remove my shoes and replace them with a new pair.

I was helped to my feet and made to walk, I was very unsteady initially, Karen said afterwards that she saw an immediate change in my walk; my shorter steps really began to make me look more feminine

I was then helped to sit before my blouse was unbuttoned and something placed on my chest, whatever it was appeared to be then glued in place. 

I was led across the room and was forced to kneel on some type of stool, my captors were quick enough in releasing my handcuffs and then attaching my wrists to the straps on the side of the stool giving me no time to resist, my ankles were then to the stool, I was by now totally helpless with my bottom raised slightly

This was obviously too much temptation for them, they began to beat me with what felt like a riding crop, I tried to call for mercy through my hood and gag, those cries seemed merely urged them on to make them want to beat me more, I heard one of the girls say how aroused she was by the scenario.

After a while the beating stopped and someone began to caress my hood and blouse, ensuring the satin rubbed into every pore of my skin, they stopped and I relaxed only for the beating to resume again.

This process of pleasure and pain for continued for around an hour, I found myself intensely aroused and was leaking pre-cum into my panties, why was pain arousing me I thought. At last I was left alone with my thoughts, I just wished at this moment I could return to my old life, I wished that I treated my wife better, her leaving had been the start of a chain of events leading to the situation I was now in.

Chapter three

I passed a very difficult night, my restrictions were tight and I could hardly move, my jaw ached from being gagged and had virtually no sleep, on top of all this I was terrified as to what was to happen next. I then heard the click of high heels on the stone floor of the shop, whoever it was took their time knowing full well that the fact I was still hooded would increase my sense of anticipation, I tried to plead for release as the person came closer but the only sound the tight gag allowed me to make was a mumble, my useless pleadings became more urgent as this unknown person ran the soft leather of some sort of flogger down my back

Quite suddenly my hood was removed, once I got used to the light I saw Karen in front of me, she was dressed in a long leather fishtail dress with matching full length leather gloves, she looked very feminine but at the same time very dominant, what alarmed me more was the leather flogger that she was carrying in her gloved hand, I was terrified and I'm sure that fact was obvious to her, I realised I was totally under her control and she could do anything she liked to me. She gave me a few strokes with the flogger, just hard enough to sting and to give me more pain.

At last my gag was removed and I was untied, I stretched out trying to remove the cramp from my night in bondage, I was taken aback at the sight of my 'breasts' straining the satin of my blouse, these had been applied these after I had been hooded the previous night, I then reached down to remove my high heeled shoes quickly realizing they were locked in place, I looked at Karen pleadingly, She shook her head saying that she would decide when they were to removed.

Karen and Samantha and sat in front of me, I was thinking 'what have I done to deserve this?'

Karen and Samantha spoke in turn telling me that they would let me ask questions in a minute, firstly they wanted to discuss the fact that they were sure that at this moment all I wanted to do was escape. They pointed out that physically would be difficult as I still was locked into the high heeled shoes making running impossible, I was in fact still dressed exactly as when we had left the island all of my clothing was feminine, again they said even if I did escape it would be very difficult for me to explain that! The final thing to ensure my compliance appeared on a TV screen across the room, they must have had hidden cameras everywhere for there was a slide show of me during the time on the Island, the pictures showed me dressing in my room with no apparent coercion, showed the moment I asked for my corset to be tightened and even showed me asking for help putting my stockings on. The final pictures showed me smiling as we left Karen's house as I fastened the knot on my headscarf and being gagged in the office of Karen's friend, my hands down at my side and apparently very compliant. They were damming shots, I appeared due to the way they had been taken to be happy and very willing to be female.

Just as though that wasn't enough Samantha explained that Karen would confirm her story that I had asked to work on the Island so I could express my feminine side, they had even used the bank details I had given them for my pay to make most of the clothing purchases so it looked as though I had bought them. Kate the owner of the shop joined us as did the two ladies who had been present at the meetings earlier in the day, all three of them gave what would be their version of events if I tried to get help, those versions showed me as a willing participant, I was by now shaking with fear, this before Karen said if I tried to get help or escaped she would publish all of the photos on the internet, I knew now that I was totally trapped

They asked me for any questions that I might have, my mind was racing at this point, the first question was why me? Karen answered that one 'because you were lucky enough to be chosen by us, you happened to come into our lives at the right moment'; my next question was' how long was I to be kept a virtual prisoner?' Samantha dealt with that one 'until we choose to release you, that could be weeks, months or even years, you are totally in our hands'; Next question I had was why the feminization? Karen's turn to answer; 'because eventually you will accept it and it will make you a better person, you will not be allowed to wear any male clothing again and in fact even female trousers are banned, you'll always be in skirts or dresses, we will be the ones who decide what you wear'; The next question I had was about the bondage, Samantha spoke ' Because it emphasises your submission to us and you will grow to enjoy it', my final question regarded the punishment I'd received would the beatings continue? Samantha smiled as she answered that ' it was all about submission and dominance, it gives us a great deal of pleasure to inflict pain on you, pain and pleasure will to be a permanent part of your new life.'

At this point I started to plead with her to let me go and return to my old male life, she was prepared for this and while the other two girls held me down she took a large ball gag with a leather strap and forced the ball into my mouth and locked the strap in place, despite the fact my hands were free there was no way I could remove it.

Karen then told me that my next job to choose her my wardrobe, I had the run of the shop for the next two hours, she wanted me to choose the most feminine items I could find, they had all to accentuate my new persona, as an encouragement to be careful what I selected, any item I selected that I deemed not in keeping would result in five strokes from the flogger.

I walked into the main body of the shop, my corseted body felt even more feminine with the addition of the breast forms and the high heels really did change my walk, there was one thing missing Karen realised, she called me back and placed a leather shackle around each of my ankles before linking them with a short chain, my stride was now effectively hobbled..

Two hours later they came back to the shop, I had placed a pile of clothing on the counter and I stood meekly beside it her eyes downcast, I was obviously desperately hoping I had made the right decisions.

They went through the clothes separating the items into two piles, one that they found acceptable, the other pile the clothes that they did not find feminine enough. I appeared to have done well, virtually all of the clothes were in tactile materials such as silk, satin, leather and PVC, they were in the main very feminine with high neck and back fastened blouses included, the longer skirts were a mixture of hobble and pencil whilst the mini-skirts were all pleated or just simply flared and all short enough to ensure they would barely cover my stocking tops, the dresses I had chosen included some really tight fitting gowns which would have the effect of restricting my movement. I had also done well with the underwear and nightwear with a selection of corsets and suspender belts catching their eyes, they were pleased to see that I had without prompting selected some bra's, I obviously had accepted that the breast forms were to be a permanent part of her future life, I had chosen a selection of scarves, this included several small black ones, the only purpose of these would be to use as gags, again showing my acceptance of future bondage.

Where I had failed were two cotton blouses, (these were definitely not sensual enough), two pairs of tights (something they would never allow me to wear in place of stockings), I had also failed to select the satin maids outfit and the cream satin wedding dress which they had placed in a prominent position. They collected all these things into one pile slowly counting them out. I must have looked crestfallen; these errors meant I would receive thirty strokes with the flogger!

They wanted to make the anticipation part of my punishment so they blindfolded me with a silk scarf and told me to stand facing the wall with my hands in front of me. I was to wait there until they decided the time was right to start

Obviously my hands were free and I could remove my blindfold (unlike my gag which was still firmly locked in place), they told that if I did remove my blindfold my punishment would be much more severe. They left the room making sure I heard the click of their heels on the hard floor, there was a web cam in the shop which they could watch from the back office, it was fascinating they told me afterwards to watch me, I had remained motionless waiting for my punishment to start, Karen had deliberately tied the blindfold quite loosely and being slippery silk it gradually slid off, I was so frightened by the possibility of more punishment so I re-tied it myself, doing so really tightly, another sign of my submission.

The thirty minutes that I waited seemed interminable, I felt myself tense as I heard someone in high heels walking slowly and very deliberately towards me, I was expecting the sting of the flogger at any moment, and was also uncomfortable from standing motionless for such a long period in the unaccustomed high heels. 

I felt a heavily perfumed silk scarf being tied over the lower half of my face just as it had done before with the double knot at the bottom of my chin, I could feel the silk moving with every breath and my senses were increased by the removal of my power of sight and speech, the silk against my face coupled with the perfume filling my nostrils was be a very erotic sensation, she walked away slowly after telling me not to remove either of the scarves

Afterwards they told me that watching me on the webcam I could see me shifting my weight from foot to foot to relieve the effect of the high heels, they could also see the silk of my mask move with every breath the lustre of the material catching the light.

Another thirty minutes had elapsed before Karen returned, I could somehow sense it was her, I was led to what I later found out to be the St Andrew's cross on display in the corner of the shop and my arms were raised above my head before they were fastened to the straps at the top of the cross, she ensured they were high and tight enough to make me stand on tiptoe even with the benefit of high heels, this she knew would increase my discomfort further, my legs were then forced wide apart before my ankles were strapped to the bottom straps of the cross, I was now totally helpless and immobile, next Karen ran her obviously gloved hands along the inside of my legs carefully avoiding any contact with any of my sexual areas, I felt myself shiver visibly at her touch. Her final action was to replace the satin hood over my head confining me to total darkness.

I was left for fifteen minutes on this occasion, despite my restrictions I felt myself tense as I heard the sound of her heels approaching, she began my punishment, and five very hard strokes with a minute between each one, then a wait of five minutes before a further five were administered with a two minute interval between each one. She stopped at this point, I was of course was expecting at total of thirty strokes and remained tensed expecting at any time more pain, she left me for a further fifteen minutes before returning to administer a final five strokes with a three minute interval between each one.

At this point she released me from the cross and removed my hood, blindfold and gag.

Chapter four

Karen took me to Kate's flat above the shop where I had some breakfast, I was completely exhausted by the events of the morning and the previous night, Karen suggested I took a bath which she would run for me, she called me once it was ready, helped me out of my clothes and left me to soak, she had unbeknown to me added a depilatory foam to the water, she knew it would sting slightly nut fortunately I fell asleep, only realizing the effects when I awoke and was shocked to have a nearly totally hairless body, all she needed to do afterwards was to help me shave any remaining areas.

Once I had dried off and put on a satin dressing gown she took me through to the adjoining room where Karen had laid out my clothes from the selection I had made from the shop. The first thing she did was to put on a black satin gaff, this one was lockable, incorporated a butt plug (which I initially resisted) and effectively worked like a chastity belt, she reminded me that her control over me was to be total and that included sexual dominance, I would only be allowed sexual relief when she chose. The thought of this was quite delicious to her, she knew that I was aroused by all of the new sensations she had introduced me to, allowing me little or no relief was another part of my domination that she clearly really enjoyed.

Next she took the responsibility of ensuring my breast forms were securely fixed, the removal of my bodily hair made the adhesion firmer made it impossible for me to remove them for at least twenty four hours. she helped me with my corset, this time an over-bust one in heavy black satin, I was by now becoming used to extreme corseting and it was easier for her to tie the laces even tighter than before giving me a really narrow waistline, this when combined with my breasts made me look so much more feminine than previously, black seamed satin topped stockings and a pair of black satin French knickers completed my underwear, she took her through to the next room where Kate was waiting to do my hair and make-up.

The room deliberately had no mirrors, they wanted me to wait until I could see my total transformation, despite my apparent submission so far they wanted me to feel dominated even at this point so they tied both my arms and legs to the chair making me totally helpless, Karen went back to the other room to wait for Kate to finish and for me to make my first public appearance totally en femme.

It seemed to take a long time for the make-up and for my nails to be painted, Kate put a bobbed blonde wig on me and then helped me dress, and Kate had changed Karen's selection of clothes to some that made even more feminine. I wore a black blouse, this was made of rich and heavy satin which caught the light as she walked, it was back fastened (and had I knew a small padlock at the top of the fastenings making it impossible for the me to remove it) it had a high collar and long very full sleeves gathered into long narrow cuffs, this blouse was teamed with an elegantly restrictive mid-calf satin hobble skirt, this had no splits just a small decorative kick pleat at the back, my shoes were high heeled stilettos in patent leather.




From Stephen to Stephanie Pt. 02



I was quite amazed when I went into the next door room, the walls were mirrored and I could not believe how totally feminine I looked. They made me walk around the room to show off my new clothes, the hobble skirt made a perfect companion for my stilettos being much more difficult to walk in than a pencil skirt, my stride was already shortened by the high heels, the narrow tightly tapered skirt made the heels more manageable but also visually made my walk more desirable. My mesmerizingly slow walk made me the focus of their attention, I was being forced to walk as the skirt dictated and the butt plug added a sense of arousal that I struggled to deal with. Karen knew that once I was used to it I would grow to enjoy the sensation of being elegantly hobbled by the skirt and of course it would restrict my freedom of movement with me having to make subtle little hobbled movements in order to go about my daily routine.

Kate at this point mentioned she had added two more of these skirts to my purchases, one classic style one to just below the knee, the style of which was based on the more extremes examples from the early 1960's, this one was in soft nappa leather and a satin ankle length one narrow all the way down with no kick pleats or vents which would restrict my movement even more.

A short tailored black soft leather jacket with matching gloves completed my main outfit; this emphasized my figure even more. I then noticed some of the details of my appearance, my skirt had a gold chain belt, this would be ideal for fastening my wrists to when they wanted to emphasize my restriction, I was wearing a pearl bracelet and necklace and I wore small pearl earrings, every one of these details made my look more complete.

Kate particularly wanted me to wear a headscarf, she had found a beautiful silk one with patterns of a riding motif including riding crops, very ironic she thought as these would be very much part of my life from now on. There was a particular way that I wanted her to wear it.

She made me tie it with a large knot at the front, it was tied so high up at the front that from a distance it would almost seem to be covering my mouth, it was in fact single knotted just below my lips, the top of the scarf was positioned towards the rear of my head showing the front of my hair, the line of the folded edge of the scarf when viewed from the side crossed high over my cheeks at a dramatic angle, the closeness of the knot to my lips would mean that during conversations I would have to carry out little adjustments to keep it in place and to prevent the knot from sliding into my mouth.

We finally were ready to leave, I was made to thank Kate profusely for all of her help and we set out to return to the island, a mirror in the hall giving me a glimpse of my new self, I was still shocked by the change in my appearance, I could do nothing other than walk to the car with a hobbled and very feminine walk, I was scared as to what was to happen next and wanted so much to have my old life back.



From Stephen to Stephanie Pt. 03



Chapter one

 As we drove towards the airport my mind was a mass of emotions, the last ten days had been a complete transformation in my life, one of the things I was struggling to understand was how permanently sexually aroused I was, it seemed that I was enjoying expressing my feminine side, something I still wanted to fight against.

 I found this really difficult, the sensation of the tight corset and of the silk and satin around my body seemed to raise every part of my sensuality, the tight skirt forcing my legs together further increased my arousal, even the way my headscarf was tied with the silk on the edge of my cheeks and the silk knot just touching my lips was a part of this new sensuality I was experiencing. The fact that I still had the butt plug inside me made the feelings of femininity stronger

 I closed my eyes and tried to blot out everything and tried to think of things outside of the sensations I was experiencing, I felt myself drifting off to sleep and beginning to relax as I remembered life as it had been and as I could forget about the situation I was in.

My peace was short lived, a low buzzing noise started and the plug inside me began to vibrate, it was almost unbearably arousing, I opened my eyes to see Karen smiling at me from the front seat of the car, she held a small remote control in her hand, I saw her fingers move and the vibration started to increase. I tried to fight against the sensations but found myself crying out as I got closer to orgasm, at that moment her smile broadened and she switched off the plug, I was trembling violently and almost sobbing with frustration. Karen's smile broadened as she said that next time she might just leave it on!

 My headscarf had slid off during this interlude and Karen told me to put it back on and to ensure that it was tied exactly as before with the silk just caressing my face, the action of doing this made all of the sensations and sensuality of my femininity heightened, Karen made these feelings even stronger by asking me if the satin of my blouse and skirt felt good, I at this moment both hated and loved feeling feminine.

 We stopped for lunch at a small pub, this was the first time that I'd been in a totally public place, I tried to insist that I wasn't hungry and that I'd stay in the car, Samantha and Karen would have none of this and insisted that I joined them reminding me that all of the photos of me were just at the click of a button waiting to go on to social media, as I walked from the car to the pub the high heels and hobble skirt I was wearing at least helped making me walk in a very feminine way that matched my appearance

 At one stage during lunch Samantha suggested that as I was not hungry she might as well gag me, she opened her handbag a little and I could see the ball gag inside, I was so frightened but luckily she laughed and said on this occasion she was only joking.

 After lunch we drove on to the airport and took the flight back to the main Island to catch the boat back to the smaller island where Karen and Samantha lived, it was evident to me that climbing on to a boat in my hobble skirt and high heels would be impossible, I asked Karen how I would deal with it, she replied that I shouldn't worry as we were going to stop at a friend's house to enable to change into a pleated skirt and some flat shoes, I reflected at this point how much had changed over the last two weeks, if anyone had suggested at the start of that time that I be relieved to be putting on a pleated skirt I would have thought it a mad idea

 We stopped at their friends house, they were away and Karen had a key, we let ourselves in and Karen handed me a carrier bag and told me to change , the bag contained a pair of flat shoes and a pleated skirt as promised, it was only when I took the skirt out that I found it was made of heavy black satin and was incredibly short, I put it on and found it just covered my stocking tops, it would be very difficult to wear and to retain any form of modesty, I asked if there was an alternative but was told firmly that I had to wear what I was told to, I had no choice in the matter. At least I found some relief once I was dressed in wearing flat shoes, I was allowed to retie my headscarf in a Kelly style and I was ready to go

 At least the weight of the satin of my skirt stopped it blowing up too much with the wind, I found however that I kept having to adjust to remain decent, both Karen and Samantha were obviously amused at this, when we arrived at the island they had one last trick up their sleeve as they handed me two carrier bags to carry, this of course meant that as I left the boat I gave the crew a flash of stocking top, I felt so embarrassed but at the same time was quite enjoying the breeze around my legs, another confusing emotion for me.

 We supper together and Samantha after unlocking the padlock at the fastening of my blouse asked me to change into my ivory nightdress and dressing gown so we could watch television together, It felt lovely to be out of my corset after wearing it all day and the flowing satin of my nightdress was cool and slippery, for a brief moment I felt relaxed

 When I got back to the living room both Karen and Samantha were there, Karen was carrying oddly enough an ice bucket and Samantha was holding something behind her back, they told me to lift up my nightdress, this of course left me exposed and showed that I had an erection, Samantha took her hands from behind her back revealing that she was wearing satin gloves and had a blindfold in her hands, she blindfolded me and then I felt her hand gently brushing my erection, the satin of her glove making it even more sensual, I thought for a moment that my sexual frustration might just be relieved

 At that moment I suddenly felt something very cold, my erection shrank away and I felt something being slid over my penis with a click happening next, I took off my blindfold to find something like a plastic cage around my penis, I tugged at it but it was firmly locked in place, Karen spoke first saying that it was a CB2000 chastity device, I would be wearing at any time that I didn't have the locked gaffe in place and that meant I would be sleeping in it, the girls had decided that their domination of me must be total.

 I started to cry, this was just too much for me to bear, Karen sat beside me her arm around me as she stroked the satin covering my body, she began to tease my nipples and I felt myself becoming hard, of course the CB2000 prevented any full erection, it was so frustrating, the other issue with the device was that I now had to sit down to pee, yet another item of feminisation

 Chapter two

 Karen and Samantha liked to taunt me, I discovered that my male clothing had never been lost but had in fact been in the house the whole time, Karen had a glass fronted cabinet in her study and all of my male things including my ID and my wallet were locked inside on clear display, the cabinet had toughened glass and a substantial lock, even if I was alone in the house it would have been impossible for me to break into it.

The worst thing for me was that the whipping horse that Karen had installed faced directly at it, the result was that during my punishments I was within inches of this vision of my old life.

I did on one occasion manage to use Karen's mobile to call my wife to ask her to forgive me and to come back to me, my wife's response was very cold, that upset me greatly.

 The next two weeks were a blur, my training continued, I had to wear heels all day to allow my feet to adjust to them, by the end of each day I was so relieved to take them off! My training in walking and moving like a woman was continuous, the training even covered my hand movements, as the time went by I could feel it almost natural. My corset training continued with it being tightened every day and included me sleeping in a training corset; I was also taught how to do my own make up. I was disciplined if I got things wrong and had quite a few beatings during each day. A voice coach was brought in and I did daily lessons to change my voice to a more feminine one. On the last day of my initial training Karen and Samantha said how pleased they were with my progress.

 What they said next was alarming, they were planning a party for a few of their girlfriend's, the whole idea of this party was to show off Stephanie, that was to be my name in future, I was to act as maid greeting the guests and serving drinks during the party, Karen showed me the dress I was to wear, it was a classic French maids outfit in heavy black satin, it had a high collar with a lock at the back, long sleeves with locks on the cuffs and a very short skirt pushed out by a layer of petticoats, I could see that it would barely cover my stocking tops when I was standing upright, bending over to serve drinks would make me feel incredibly vulnerable, Karen also said that I would need training in how to curtsy properly before the party. I pleaded with her not to make me wear this dress; the reaction to my pleadings was to be gagged for the rest of the day until I learned some manners.

 I was going through real uncertainty; it now felt normal to be dressed totally as Stephanie, wearing high heels and a tight corset were part of my everyday life and being surrounded by satin and silk everyday almost made me forget my old life. However I was still determined to escape, the fact that I could see my male clothing on display gave me hope that one day this nightmare would come to an end, the opportunity to escape came sooner than expected.

 Karen and Samantha were going to be away for a couple of days, they had no concerns about me trying to escape as I had no money, no ID and no access to male clothing, they left on the Sunday and I was now desperately trying to think of a plan of escape

 I went into Karen's study not thinking clearly, I noticed the roll top of her desk was ajar by a fraction, opening it up revealed the keys to the cabinet that contained my male clothing, she had obviously failed to shut the desk properly, this was my chance. I opened the cabinet and retrieved my clothing; I was pleased to find my wallet intact with cash in it and my driving licence and credit cards that would mean once on the mainland I could hire a car.

 I took the clothes upstairs and firstly removed my make up before undressing, the major problem I had was that my breast forms were securely glued to my chest, the adhesive had only been replaced that morning and I knew from experience that it would be at least 24 hours before I could remove them, I then remembered that to wear during my exercises to lose weight that had been part of my training I had been provided with a sports bra, I put this on and it flattened by breasts enough before I got dressed, it felt strange to be wearing male clothes again, my waterproof jacket hid the shape of my breasts and I was ready to go.

 I just made it to the last boat and got a taxi from the quay to the Island Airport, I managed to get a ticket for a flight that was due to depart within an hour, all looked good so I enjoyed a drink at the bar and began to relax, the check in desk opened and I went straight through to security, taking my jacket off for the scanner did expose my 'breasts' a little but not enough to arouse suspicion, the scanner however did bleep despite me removing my watch and belt, the female security officer checked me over and I'm sure she felt the outline of my bra under my shirt, she asked me if I'd mind stepping into a side office so she could fully check my ID, I could then be on my way as this was merely a formality.

 Once in the office she left locking the door behind her, I thought that a bit strange but dismissed it quickly; it was only when the other door at the back of the office opened to admit Samantha and Karen that my heart missed a beat. They were both smiling, Karen spoke first saying she knew that I would try to escape and that they had set the whole thing up with friends to test me, I was to return to the island with them or I would be exposed via social media, she showed pictures and videos of me on her phone which had been edited by them, these showed me asking to be feminised, if these were in the public domain my life would be impossible, I had no other option but to accompany them back to the island.

 Chapter three

 Once back I had to change back to Stephanie, once I had done that they asked me to come out into the garden, they then burnt all of my male clothing and ID in front of me. I was now trapped completely and have to admit that I wept at that moment.

My training for the party continued, I was made to wear the dreaded French maids dress and made to continue with every aspect of my feminisation, there seemed to be no chance of ever escaping

 One morning Karen called me into her study, she handcuffed me and then produced a pill, by simply pinching my nostrils she forced me to open my mouth, she slipped the pill in and held her hand over my mouth until I had no option but to swallow

 It was at that point she revealed what the pill was, it was a female hormone pill, my attempt to escape had led her to think that she needed to speed up my feminisation, I would in future take them every day, the results would be less body hair, a reduction in my waist as fat moved to my hips and a growth in the size of my nipples with a resulting increased sensitivity

 Again I pleaded with her to stop and to release me, her answer was an emphatic no, I would never be going back to my old life, I would never wear male clothes again and I would slowly become more feminine. My feeble attempt at escaping had confirmed to her that the hormones needed to start earlier than they had planned, however there was one small piece of good news; as a reward,I would be allowed to have sexual relief soon.

 The party was getting ever closer, I was taking my hormone pills on a daily basis, there seemed little immediate change apart from the fact I was a little more emotional at times, my skin felt softer and my nipple sensitivity was definitely increasing. My training was now all day, my movements were now really feminine and I had mastered wearing heels to such a point that I was regularly wearing 4'' ones. I still was embarrassed about wearing my maids dress and hated the clicks as the locks closed on my wrists and neck that seemed such a moment of total submission.

 The day finally arrived, I was in the hallway waiting for our guests, my dress flared out by the petticoats, my apron in place, my wrists chained to my belt, my ankles joined with a short chain in a way that gave me some movement and my mouth filled with a locking ball gag, I looked the perfect submissive, I wished at that moment that I was anywhere else but in that hallway.

The doorbell rang and I hesitated, Karen told me not to keep the guests waiting, I opened the door to greet an older but very stylish and attractive lady called Emma, she greeted Karen warmly then stood back to look at me, she complimented Karen on what a wonderful job she'd done and said she loved my gag, after all she said servants should be seen but not heard, there was a stream of guests after this and I was soon in the living room serving drinks, my chains just giving me enough movement to do so but at the same time ly reminding me of my restrictions. As I moved around the room I constantly felt wandering hands reaching up my skirt, it seemed that every time I leaned forward it was too much temptation for one of the guests, I had a whole new outlook on the words 'sexual harassment' as the afternoon drew on.

 I ended up on in one corner of the room offering Emma (the lady I had met earlier) a drink from my tray, she very deliberately and very slowly ran her fingers around my stocking tops, my chained wrists making it impossible for me to fend her off, this was in full view of the other guests and incredibly embarrassing and at the same time very arousing, I groaned with frustration the noise just audible through my gag. 

Emma immediately apologised and asked Karen for the key to unlock my gag.

 I stretched my mouth which by this time was feeling a quite numb having been gagged for nearly three hours, Emma smiled at me before sliding the large heavy silk scarf from around her neck and then stuffing it fully into my mouth, I could taste her perfume on it. once Emma had tied a second scarf in place I could make no sound.

Emma said to me that she was sure I felt better now! I disliked it intensely, the moment of freedom was had been lovely but so very short, being gagged again seemed to heighten all my senses and bring back feelings of arousal and frustration in equal measure

 What was interesting was the fact the nobody else in the room took the slightest notice as to what was happening, it seemed quite normal to them that someone could be dominated and humiliated in equal measure in front of them, I went back to serving drinks to the rest of the ladies and continuing to be groped by them as though I was their plaything.

 I was really glad when they started to leave, they were all staying in the holiday cottages on the Island and several said as they left how envious of Karen and Samantha they were for having such a delightful maid and how much they loved my outfit, several of them taking another opportunity to stroke the satin of my dress sending shivers through my body.

 Emma was the last to leave, she kissed me full on the lips through my gag, it was very erotic although I tried to think of anything else that would remove these thoughts from my mind, she said that I could keep her scarf as a present. Karen then asked Emma if she would like to tighten my gag before she left, Emma was delighted and took great pleasure in doing so ensuring that it was painfully tight 

 Karen and Samantha were delighted as to how the party had gone, they said that Emma had been really taken with me and I needed to watch out as she had both lesbian and domme tendencies, if I didn't behave myself they would lend me to her

 They were so pleased with my work that I was promised a reward, I thought that it would perhaps a relaxing evening or even a chance to dress in a less formal way, this was not the case, the reward consisted of having my nipples clamped for the first time, even more painful due to the fact that the hormones I was taking had already made them more sensitive, the second part of my reward was to have a larger butt plug inserted before being taken to the living room where I was tied in a chair with my nipple clamps attached by thin wires to the arms of the chair. The vibrating butt plug was turned on at a very low speed, just enough to keep me incredibly aroused and on the very edge of orgasm, I found it impossible to keep still with the result that every movement I made tugged the wires of my clamps on my nipples heightening the pain I was experiencing. I wished for once that they had gagged me as my cries of frustration and pain greatly amused the girls as they watched television

 Eventually I was allowed to go to be bed, my CB 2000 clearly locked in place, and I was exhausted and still very sexually frustrated!



From Stephen to Stephanie Pt. 04



Chapter one

The morning after the party I answered the phone, it was Emma who had tormented me so much the previous day, she asked to speak to Karen who then told me that Emma wanted her scarf back and wanted me to deliver it to her.

Karen insisted that I go and change into my maids outfit, she surely didn't intend for me to walk to Emma's house dressed like that! I refused point blank to change; I'd had enough and still had a spark of rebellion left in me. This decision would have been more sensible had I not been locked into high heels and was not wearing a short chain between my wrists, for my insolence I received the hardest thrashing I received to date, with tears running down my eyes I surrendered and dressed as directed, Karen used Emma's scarf to gag me as she said that was the most appropriate place for it, she fastened a steel collar around my neck, linked a chain to it and led me to Emma's house, the experience was so humiliating especially as with my wrists restrained I could nothing to keep my skirt from blowing up, I felt totally vulnerable and exposed especially as whilst I being led we met some of the other girls who had been at the party, Karen insisting that we stopped and chatted to each one to make my embarrassment worse.

Emma opened the door as soon as we arrived, she must have been waiting for us, she was dressed from head to toe in black leather, a halter neck top, tight leather trousers tucked into knee length high heeled boots and long leather opera gloves. Karen handed the chain she was leading me with to Emma.

I felt humiliated; I was being handed over to a stranger who I had only had the briefest acquaintance with. Emma smiled, her eyes however remained cold, and I felt a shiver run through me as I was led into the house.

Emma told me that my time with her for the next week would be tough, she believed in discipline and would not tolerate any infractions of her strict rules, I was told that I must only refer to her as 'Mistress' during my stay. Emma asked me the question 'what should you call me?' As I was still tightly gagged I was unable to reply, I grunted through my gag and immediately received a slap across my face, Emma said I was being rebellious, a trait that must be punished. 

She dragged me through the house, my wrists were still chained so my resistance was ineffectual, as she opened the door at the end of the corridor my blood ran cold, what I saw in front of me was a fully equipped dungeon, Emma fastened me to a whipping horse, pulled my knickers down and began to beat me on my bare skin with a riding crop, it was harder and more painful than I had ever experienced before, I struggled to get free but the straps holding me down were impossibly tight, there was a mirror above me and I could see red wheals appearing on my skin.

The beating seemed to go on for ever, what made it worse was that it seemed to arouse me, something I found impossible to comprehend; my erection was painfully constrained by its chastity device, at last the blows stopped, Emma stood back breathing heavily before reaching down and unlocking my chastity cage, my erection sprang out as Emma took a step back, I relaxed slightly as she removed my gag. Before I had time to think it was replaced, this time forced tighter between my lips, the effect of this was to increase my state of arousal and also my state of fear. 

She then surprisingly apologised for her treatment of me and began to gently stroke the very tip of my erection before asking me again to call her mistress, the tighter gag made speech even more impossible, my muffled speech was not the clear answer she wanted, I felt I was in the hands of a maniac who made the most impossible demands of me

Emma said at this point she would not beat me with the crop again; the marks it was leaving were too much, I thought that my punishment had ended, that certainly was not her intention as she then set about me with a paddle, in her words to show me mercy! By the end of this time she was sweating profusely and I was near to total exhaustion, the beating had now finally stopped, any resistance in me had been extinguished. 

Emma at last removed my gag, for a minute I thought she'd put it back but I was at last free from it, she took down her leather trousers and as she approached I could actually smell her juices, she very aroused, she held her cunt against my face holding the back of my head with her hands, I could not pull away from her, it was obvious that she wanted me to orally satisfy her and tired as I was I tried to do so thinking that another beating might come if I failed, luckily I succeeded, I had never been good at oral love with my wife but this situation seemed very different, Emma shuddered to an orgasm and wiped off her juices with the scarf that had gagged me, she then took perverse delight in stuffing that back into my mouth before blindfolding me, I was left helpless with the aroma and taste of her all around me.

Chapter two

My time at Emma's continued, I longed to get back to Samantha and Karen's, and whilst I had to suffer feminisation and bondage there life had been much easier than it was now. My yearning to be away from the island had been replaced with a simple desire to escape from the daily ministrations of Emma

I was locked in a maids outfit virtually every day, Emma had had a second one made for with hidden flaps above my nipples enabling her to attach clamps at will, she had increased twofold the amount of hormones I was taking and this dosage increased further the sensitivity of my nipples with a resultant increase in the pain the clamps caused, it was worse when they were removed and the blood rushed back into them. Emma had removed both the chastity device and the locking gaff from my wardrobe, she had a thing about seeing my erection straining against the satin of my French knickers, she said it gave her an incredible feeling of power knowing that she controlled me totally, she did however take the precaution of putting me into restraints at night, this of course prevented from masturbating in secret.

She would often walk about the house naked apart from high heeled thigh boots and long leather gloves, she said that her idea was to train me as her lesbian lover, to make me her total submissive, her training obviously worked but she still seemed insatiable despite the number of orgasms I was providing her with on a daily basis. Emma also now kept me butt plugged most of the time, gradually increasing the size of them, I still tried mentally to resist the pleasure these gave me but by now the combination of the hormones, the continuous feminisation and submission were slowly overcoming me, I was a very different person the man whose wife had left him at what seemed an age ago

One day and with no warning Emma told me that I could move back to Karen's, I felt a huge release of emotion and didn't even mind the shame of being led across the Island in my maids outfit, Both Karen and Samantha greeted me warmly saying that I looked exhausted and suggested an early night, I didn't even mind them putting me back into chastity, I was just so relieved to leave Emma's

In the morning I was introduced to a hairdresser who they knew, she coloured my by now long hair and cut in a style that was totally feminine before piercing my ears, a few weeks ago I would have protested violently at would only be seen as more permanent feminisation, my relief at my escape from Emma meant that there was no way I would upset Karen and Samantha, they chose my outfit, black satin underwear including a corset, black opaque stockings, a very short leather pencil skirt with a side split that showed off my stocking tops, a black silk halter neck blouse and a pair of knee length high heeled boots. With my new hair style, the changes to my figure that the hormones had started and the joy of being away from Emma I felt so happy and so relaxed, I realised later that this was the first time I relaxed as Stephanie, however that was only to last for a short time.

Chapter three

The doorbell rang and I went to answer it flicking back a stray blonde hair as I did so, my smile froze when I saw Emma framed in the doorway, she stood back to admire me and as Karen came up behind me Emma thanked her profusely for making me look so truly feminine, I turned around and looked at Karen pleading with my eyes and asking her not to send me back to Emma's, Karen just smiled and gently pushed me out of the door closing it behind me, as she did so Emma put her arm around me saying how much she'd missed me, that same cold smile I'd seen before coming over her face, I turned around and tried to push the door open but in a flash Emma had grabbed my wrists and handcuffed me.

We walked slowly back to her house, I for one was in no hurry to get back there! Emma chatted pleasantly until one part of the conversation stunned me. Emma said that she'd met my wife at a trade show the other day, Emma owned several dress shops and was now advising my wife on how to improve her store, she'd actually shown my wife some pictures of me but I had been unrecognisable to her in my new persona. I found myself crying at this point, I just wanted things to go back as they were. Emma continued chatting having dropped this bombshell only to follow it up with the fact she was planning to seduce my wife into a lesbian relationship as soon as possible, my tears flowed, I pleaded with her to leave my wife alone, the only result of that pleading on my part was to find myself gagged once more, Emma laughing as she did so.

We'd arrive back at Emma's house by this time, Emma led me to a tree in the garden and fastened my hands to a chain hanging from a branch, the chain was then pulled up so that I was on tiptoe before Emma added a spreader bar between my legs making me totally immobile, she went into the house and came back with a satin hood, my attempts to stop her pulling this down over my head plunging me into total darkness

I seemed to wait for an age before I heard voices around me, unseen hands started to stroke every part of my body whilst someone pulled down my knickers, I felt a finger coated in lube being pushed inside me, once that was removed it was replaced by a vibrator which was expertly handled, I was kept on the very brink of orgasm for an age and then left tingling with frustration,

After an hour I was lowered to the ground, I was still hooded whilst I was fastened to posts in the ground, my arms above my head, I was lying flat and unable to move a muscle, my hood was roughly pulled off and my gag removed, blinking I saw a group of women around me watching Emma squatting over me, I could see she had no knickers on and was thinking that she would lower herself on to my mouth for oral sex

I was horrified when I saw a stream of warm pee descending on my face, a so called 'golden shower', was there no end to my humiliation, at least I kept my mouth firmly closed and did not have to suffer the indignity of drinking it, I noticed one of the women go off into the into the house and return with something in her hand, Emma had by this time moved away from me, two of the women knelt down and strapped a gag into my mouth, this one was different with a ring at its heart holding my mouth open, the point of this became obvious as another woman peed copiously and directly into my mouth, I had no option but to swallow, It was a new low in my time of being dominated by females

There was a swimming pool in the garden with an outside shower, as much as I could be grateful to my captors I was at least pleased when I was stripped naked and taken to the shower, I felt clean again.

My breast forms had remained adhered, a bra was clipped on to support them, a garter belt and black stockings were the only other two pieces of clothing and my hands were chained to the shower head.

I felt worried as to what was to happen next, the women gathered around me and it was only when they parted that I saw Emma wearing just her thigh boots, what was terrifying was the strap-on she wore, it looked very realistic and pretty large, as she approached one of the other women began to lubricate me, it was like some kind of ritual, I felt the strap-on begin to enter me, I pulled away and screamed for mercy but Emma grabbed me round the waist and pulled me back, the strap-on was now fully inside me and touching my prostate, Emma slid backwards and forwards, I became more and more aroused despite me trying to block out what was happening to me, she moved faster and I felt the pent up orgasm that had been delayed for so long getting closer.

When it came the stream of cum was amazing, I tried to stop myself but I was gasping with joy and emotion, I scarcely noticed one of Emma's friends collecting the cum in a jar. As I came down from my high Emma stood in front of me still naked apart from her boots and holding the glass, I think this belongs to you she said as she took a spoon and scooped out a heaped spoonful, I realised that I was expected to eat this, the thought disgusted me and I shook my head, there was still a very tiny spark of resistance in me. I felt an unseen person hands hold my head in a vice like grip, Emma asked if I wanted another beating, I shook my head, she brought she spoon closer now just touching my lips, she said you have two choices, eat this or I will beat you harder than ever before. I opened my mouth, the taste was salty and pretty awful, I choked a little wanting just to spit it out but knowing what would happen if I did I just swallowed, Emma made me eat the whole contents of the jar, she took a long time to feed it to me which made the experience even more vile, this and the golden shower were the two lowest points on the island, hertotal domination of me had now been achieved.

Chapter four

The next morning Emma said she had some really good news for me, she looked pleased and I was hoping that at last my chance to return to my old life might be just around the corner

The news was not that, it was not even good news. One of the women who had a holiday cottage on the island had seen the pictures and videos that had been made of me. She had asked for an arranged marriage with me into a female led relationship, this news seemed to cement the continuation of my feminisation and probably meant no escape. Emma said I should be pleased, it was an honour to be asked, I felt very differently about this and remained silent. Emma said we should celebrate; her idea of celebration was to tie me down and beat me!

I was determined to make one last attempt to escape, I didn't care that I'd have to do so as Stephanie, I didn't even think how I would deal with things once off the island, I just wanted to be free and certainly did not want to be married to some stranger. I walked across the island to the quay, smiled nicely at the girl who operated the boat and said that I had to collect some paperwork from the main island for Emma. Things went like clockwork, no questions were asked and I settled down in the cabin for the short journey, after a few minutes I realised that the boat was not heading across the channel to the other island but was following the coast of the island I had been living on, I got up to ask what was happening thinking perhaps that it was low tide and we were taking a different route

It was at this point I found the door of the cabin was locked, I pounded on and shouted for help, the girl in the wheelhouse studiously ignored me and concentrated on steering the boat, I suddenly realised where we were, we had arrived at the small quay below Emma's house, I could see Emma and her friends waiting for the boat to dock, I think at that moment I would have had it been possible thrown myself into the sea.

I was bundled unceremoniously out of the boat, my wrists forced into painfully tight handcuffs and a very large ball-gag pushed into my mouth and locked in place, there was a whipping stool already in place on the lawn, I was stripped naked and quickly fastened to this and left wondering what my fate was to be. It became obvious very quickly as both Karen and Emma came back out of the house, both of them naked apart from high heeled thigh boots which gleamed in the sun, they looked incredibly powerful, my concerns when I saw they were both wearing strap ons, these looked very large and the thought of being penetrated by them was terrifying, I wished I had been blindfolded, at least then I would have not had to see them.

I asked to be blindfolded, this request was refused, I tried closing my eyes, however all that did was reward me with a painful slap in the face and a demand from Emma that I keep them open, I did as asked and saw that Emma and her enormous strap on were inches from my face whilst Karen was behind me, Emma came closer, the smell of her arousal combined with the leather of her boots filled my nostrils, I realised that she wanted me to take the strap on into my mouth, I had no option but to comply, I found myself nearly choking on it but was told in no uncertain terms to suck on it, it was a sensation I hated but it somehow aroused me. I then felt Karen's strap on penetrating me from behind, she pushed harder sending waves of pleasure through me, at that moment I felt used like never before, I realised that I had to accept whatever my fate was, and there was no chance of escape.



From Stephen to Stephanie Pt. 05



Chapter one

The preparations for my wedding proceeded apace, I was never allowed to see my wedding dress and was kept hooded during all of the fittings for it, these fittings were numerous and each time the skirt was made tighter, I wondered how on earth I would be able to walk in it. My training in every area increased, my voice coach visiting daily, my corsets were tightened regularly and I was back to sleeping in a training one (in fact I was only free of one for about an hour a day), I was now regularly wearing 5'' heels and was having daily deportment lessons One new thing was that I was made to wear a lockable pearl choker for long periods, this had numerous strands and was tight fitting, It acted almost like a collar making me keep my chin up. When I saw myself in the mirrors of the training room I realised just how far my feminisation had come, every movement and gesture was nearly perfectly feminine.

The big day came, I had by now accepted my fate, I saw no way of escaping from it, I was roused early and firstly butt plugged before being dressed in my bridal underwear consisting of a ivory over-bust satin corset, matching French knickers, white silk stockings and ivory satin high heeled shoes.

Kate the shop owner from the mainland had come for the wedding, she did my make-up, nails and hair, looking at myself in the mirror I saw this beautiful woman emerging, I was at this point surprised that I wasn't made to wear a gaff as my erection was visible in outline through the satin of my knickers, the ever present pressure from my butt plug ensuring I never lost arousal. I was hoping my dress would hide this

My dress came next, it was an amazing full length gown in heavy ivory satin, it was fishtail style with the dress being incredibly tight right down to below my knees, I could only move with the tiniest steps making my movements ultra-feminine, my erection could be clearly seen as the satin of the dress was so tight, when I asked Kate if could wear a gaff to hide my embarrassment, Kate told me that it was a compliment to my new 'Husband' to show my arousal. A pair of long ivory satin gloves and a tighter fitting pearl choker completed my outfit, we were ready to go, and I found myself trembling.

Chapter two

I was glad that I'd had all my deportment lessons to help me deal with my heels and the tightness of my dress as I crossed the lane to the small chapel, we stopped outside the door for Kate (who was acting as my bridesmaid) to put my wrists into thin decorative handcuffs in front of me before handing me a small bouquet to carry, having my hands there at least the advantage of covering my arousal.

I quickly found there was also a disadvantage, my gloved hands rubbed on the satin of my dress and the handcuffs prevented me from moving them, every step I took therefore made me more aroused. Kate's next act was to gag me with an ivory silk scarf, even on my wedding day I had to be totally submissive, finally she lowered the veil over my face, and I was surprised to find that it was not lace but heavy satin meaning that I was effectively blindfolded.

I was led up the aisle and stood beside my 'husband', I obviously could not get even a glimpse of her but her perfume was very recognisable, I hoped that I was not marrying Emma, life with her would be impossible!

The service started, my 'husband' was told that all of the vows were to be taken by me, she would not be required to speak, and of course this also meant that she would not give away her identity. I wondered how I was supposed to deal with vows as my gag was tight enough to prevent any speech

The ceremony continued, I now recognised the voice of the person leading it as that of Emma, so that was one relief, I was not marrying her. She said she'd ask me questions, no response or no clear response from me would automatically mean that I had agreed with the vow, at that point Emma would confirm my decision. The words I have underlined were the ones that Emma put real emphasis on

Vow one; do you promise never to wear male clothing again and do you promise to always present as a woman? I tried desperately to speak through my gag to say no, I then heard Emma say that the bride had agreed to the vow

Vow two; do you promise to accept bondage at any time directed by your 'Husband?' My gag had loosened slightly and I could almost say a clear 'no', just at that point I felt the back of my veil lifting and someone tightening my gag, Emma repeated the question and said the bride has agreed to the second vow

By this time I was trying to wriggle free of my handcuffs which of course were covering my erection, the wriggling of course made further contact between my satin covered hands and the satin of my dress. To make matters worse just at that moment my butt plug was switched on at slow speed, I moaned with pleasure, the sound I thought barely audible, clearly not the case as I heard the sound of applause from the 'congregation!

Vow three; do you promise to accept willingly any punishment that you're 'Husband' thinks necessary for you? By this stage the plug had speeded up, my moans were the only sound I could make, Emma said that clearly the bride not only agreed with the third vow but was obviously excited by obeying it

Vow four; do you promise to accept and carry out without question any sexual demands made on you by your 'Husband'? The plug was now running at a slow pulse, I longed for sexual release and continued moaning through my gag, and once again Emma said that the bride had accepted this vow

Emma announced that this was now the point of the final vow and that I needed to be prepared for it, once again the back of my veil was lifted, my gag was then removed before a large scarf was stuffed into my mouth, a second scarf was tied over it to hold it in place, both scarves were perfumed, again I recognised the aroma but could not place it, this gag prevented all sound.

The plug again speeded up, I found myself squirming with pleasure which made things more arousing as my movements rubbed the satin of my wedding dress against my skin.

Emma announced the final vow; do you accept your role from this moment onwards is as a submissive to your 'Husband'? Emma again said that I'd agreed before pronouncing us 'Husband' and 'wife'

My veil was removed, I turned slowly and somewhat fearfully to see who was beside me...

Smiling at me was a lady in a beautifully cut fitted black satin trouser suit which showed her figure off to perfection the high heels she wore brought her eyes level with mine, it was Susie my wife! No wonder the perfume I had smelt was familiar

Chapter three

My initial reactions were so mixed, delight in seeing her, embarrassment as to my appearance and a general roller coaster of emotions, there were things I needed to ask her and things I needed to try and explain. Her first action was to kiss me gently on the lips, the scarf gagging me was deeply tied into my mouth and had left them exposed, I expected her to remove the restraints from my hands or at least to remove my gag, she did neither but instead ran her hands over the outline of my erection still showing through the tight satin of my dress her eyes gazing deep into mine.

Susie took my arm and we walked down the aisle together, outside the people on the island showered us with confetti and we went back to Emma's house for the reception

Susie led me through the dining room to the top table, due to my tight dress and handcuffed wrists she had to help me to sit, I could not believe my ears when I heard her ask for help to bind me to the chair, I was so shocked that I didn't try to resist and I was soon completely helpless once again

She began her speech, firstly she said she wanted to thank from the bottom of her heart all of her dear friends who were there, they had made of all this possible and they may well have saved her relationship with me, she went on to say that the wonderful job they had done in feminising me was amazing and that the new Stephanie looked stunning.

She went on to talk about the amazing stroke of luck that had brought about her first meeting with Samantha and Karen, it was their introducing her to the whole idea of female led relationships that had resulted in today, she gave them her deepest thanks

Now to talk about Kate she said, as she thanked thanking her personally for the wonderful clothing you provided for my new wife.

And finally she said, her thanks had to go to Emma, not only for turning my new wife into the submissive I craved but also for providing the technology that had enabled me to watch so much of events as they unfolded

I sat amazed at the planning and detail my wife had gone into, there were more speeches and then I was at last untied from my chair, I held my hands out for my wife to unlock my handcuffs, she smiled and shook her head whispering 'not just yet' as she did so. She led me from the dining room to a small side room and helped me sit in an armchair, she sat opposite me, and she looked so beautiful.

I tried to ask her to remove my gag, the sounds I was making made no sense but I was sure that she would get the point I was trying to make, again she smiled saying, no I want you to remain gagged, you are after all the submissive and you need to listen

She went on to say that she had never really stopped loving me, she had however become bored with the person I was, she had wanted things to change, fling with Emma only reinforced she wanted me but with my submissive and feminine side, the special hormones I had been taking reinforced my feminine side but were clever enough not to remove my capacity for erections, the video link had reinforced her needs.

My wife that there was now a point in our lives that was really important, until now I had been forced into femininity, she believed that now whatever happened next needed to be my decision.

She said that in the next room was a choice of male or female clothes

If I chose the female ones that meant that I had accepted my submissive female place in our lives and would accept our ongoing relationship, it would mean that our marriage would be female led and that I would accept having breast enhancements in the future

If I chose the male ones we'd stay friends but no longer as a married couple, it was to be my choice. She told me that Kate was waiting for me in the next room to help me out of my wedding dress and corset, I went through the door with a clear decision already in my head, this uncertainty and madness had to end

It took me a long time to go back to the dining room, I was really concerned about the decision I had made, it would change my relationship with my wife forever, the moment I walked in the door a big cheer went up, I'd made the decision to be Stephanie, I was dressed in the outfit I'd worn a while ago. Black satin underwear including a corset, black opaque stockings, the very short leather pencil skirt with a side split that showed off my stocking tops, a black silk halter neck blouse and a pair of knee length high heeled boots. I'd even taken the trouble to put a headscarf on in the same way Kate had done all that time ago.

My wife must have known that I'd make the right decision, she was dressed identically, she reached across and move the knot of my headscarf from below my lips to between them before we set off on our honeymoon

More to follow!