Strange Meeting free porn video

I posted this god knows how many years back on Literotica under an old nick. Thought I had lost this until I was going through some old disks and found it. Having just reread it, and given it a bit of an edit, I though I might as well as post it. A Strange Romance. Although I was over qualified for such job's after I graduated, I could not resist accepting a post as an Internet operations officer for one of the high street retailers. With my qualifications I was offered better jobs, but I took the one with the retailers because it paid reasonably well, and more importantly meant that I would have to relocate down to the East Midlands. Ever since my parents decided when I was 14 to move back to their home town of Newcastle from Bedfordshire, I had wanted to go home. The post offered the opportunity to do just that, and I could not turn it down. I have often wondered if the move up north at a vulnerable age triggered my cross-dressing, or if the latent desire was there all along? Anyway I was like a duck out of water in Newcastle, my accent did not fit, I did not understand football or any of their cultural references, which left me feeling isolated and lonely. One day during the school holidays when I was bored I found myself dressing in my sisters old school uniform. Looking at myself in her uniform really turned me on... The discovery that I got a sexually buzz from looking like a girl just compounded the isolation I already felt, and that sense of being different stayed with me even through university. Although there were cross dressers and the like at the university, I was to ashamed to admit my linking. Also having lost access to my sisters things when I left home I no longer had the opportunity to dress up. I guess with the pressures of my course, and everything else, I sort of forgot about cross-dressing as I got swept up in the undergraduate work hard/play hard lifestyle. Obviously having to make new friends forced me to become a little more outward going, but even as a boozy first year I was never the most gregarious of people. Although moving back to Bedfordshire was not going to fix all my problems, it did emotionally allow me to to erase some of the baggage carried over from the unhappy years I spent in Newcastle. I found it easier to talk to people, and even starting to build up something approaching a social life through work. Everything was starting to look up for me until the company I worked for merged with another retailers. After a merger the company restructured. Much to my dismay they were centralising both retailers IT operations in Newcastle a place I never wanted to see again! For a few weeks it looked like I would have to move again, which to my mind was not an option! Thankfully as all my job required was a fast internet connection and a phone line, my new boss gave me the option of either moving, which would cost me a bomb in penalties on my flats mortgage, or working from home. Since I had finally got back to Bedfordshire I really did not want to move again so I said yes to the home working offer and rather foolishly expected that working from home would be great but in truth it it was awful. I was used to working with people face to face and now my human contact was cut down to emails, IM's, the old lady in the corner shop and the supermarket check out! I think I could have gone a little crazy if I had not found a kitten, or rather had one adopt me last winter. I had been shopping and when I got home I found a little kitten sheltering from the biting winter wind shivering on my doorstep. When I bent down to pick him up intending to take him to the RSPCA he meowed at me and my fate was sealed I was now a cat owner! Even with Soggy (as I came to call the cat) to keep me company it was not long before the lack of human contact wakened my old cross-dressing habits, and as I no longer had the expense of travelling, I suddenly had a sizeable disposable income. I had the money to indulge myself and I did! Although the freedom to dress for work was fun the distraction did not solve the underlying problem which was the lack of human contact in my life. I still found it really hard to make friends and started to using some of the chat pages on the websites I frequented. At first it was just the news and technology places but one day out of curiosity I drifted into a transvestite room and had a whole new world opened to me. Before I knew it I was frequently chatting with strangers as Jane. I was too shy at first to post a profile image but when someone asked what I looked like around Christmas I plucked up the courage to add one of me dressed to my profile and I got a real kick from the compliments that came back about my appearance. On the same day, I began to attract a significant number of private messages off men. I had got messaged by men in the past and I usually ignored them until I got one that evening which caught my attention off someone called 'Sissy Trainer'. This was unusual for me as I normally chatted with other CD's and my new Internet friend made no secret about being dominant and male. It was around 10pm on a Friday night and having needed a couple of glasses of 'Dutch courage' wine to take my profile photos, my inhibitions had been artificially relaxed before he hit on me with a private message. Sissy Trainer>Hi Sissy! You look cute! Jane-CD> Why thank you, its nice to know my efforts have been appreciated. Sissy Trainer> Oh they are. I had seen him in the room before but never chatted to him directly either by IM or in the open room but his comments about general topics were usually entertaining and a little naughty so I added my ASL (age, sex location). Jane-CD> 23, m-cd, uk Sissy Trainer> Nice! We type chatted for may be twenty minutes about nothing much more than him addressing me as 'Sissy' while he quizzed me about my dressing habits. It was kind of embarrassing and exciting to be called that, and I felt a flicker of regret as his chat had been entertaining, when he told me he had to log for an hour or two. Jane-CD> OK, I'll see you over the weekend? Sissy Trainer> Oh sooner than that I hope Sissy! I'll be back on once I'm home. Jane-CD> Oh, well I'm not going out so I'll likely still be on line but may be not in here? Sissy Trainer> You got Yahoo messenger then Sissy? Jane-CD> I don't have yahoo IM sorry. Sissy Trainer> So its free? Download it now girl! I expect to find when I get home that you have it set up an account under the name Sissy Jane and sent me (Sissy Trainer) an invite to join you, understood Sissy? Jane-CD> Yes. Sissy Trainer> Yes what you dumb bitch? Jane-CD> Yes Sir. Sissy Trainer> Close enough for now! With out any ado he logged out leaving me sat in front of my PC feeling shocked, and shamefully strangely turned on. I guess like many deeply closeted cross-dressers I have something of a submissive side, and Sissy Trainer was clearly familiar enough with closeted psychology to know how push the right buttons to get the likes of me to comply, because I did as he wanted. As promised he was back on line about ninety minutes later and I got an erotic shock when my IM dinged for the first time. Sissy Trainer> Good! Already on line and waiting! I like a sissy who does as she is told. Sissy Jane> Er Thank you sir Sissy Trainer> Which makes me ask the question just how submissive are you Sissy, because I think you could be just the kind of submissive sissy bitch I'm looking for? Now normally I would have ended a conversation after a message like that from a bloke with a handle like his, but, he had been very persistent in his questions earlier, and I'd be lying if I said I was not thrilled that he had got back to me so soon and I answered him. Sissy Jane> And what kind is that? Sissy Trainer> One who knows her place is to please her owner, Sissy Sissy Jane> Oh? Sissy Trainer> Would you like to please your owner Sissy Jane? To surrender your pathetic attempts at pretending to be a man and become the sissy of a Master's dreams? Could I? I felt a strange shiver that mixed humiliation with a darkly erotic thrill which made my cock twitch in my panties as I typed. Sissy Jane> Perhaps Sissy Trainer> Don't you mean, "Perhaps" Master? I guess it was the booze that made me reply. Sissy Jane> That is a title that needs to be earned sir. Sissy Trainer> (Grins) Does it now you pretty little tease? Then I'll just have to see about earning it off you sissy Jane! Since I was usually on-line from about 9am until midnight, we were able to chat when ever he was online, which was usually from around 2 or 3pm so I assumed he was in the States. He had a decidedly dominant edge to his messages, but that edge was tempered by a teasing sense of humour, which I warmed too. It got to the point when we were chatting most days and little by little he manoeuvred the conversation from my vanilla dressing, until we were into our sexual fantasies. Although it took him a while to break down my reticence, I started to tell him about my kinky desires, and, at some point along the way I started to call him Master! Perhaps it was the way he took my kinky ideas, and fantasies, and then put his own spin on them which kept me chatting with him, and with out realising it was happening his words were slowly altering the way I perceived my darker fantasies. It was a real turn on for me as Sissy Trainer taunted and teased me with promises that if we ever met in real life he would make me wear a polished steel collar with Sissy Jane Property of Master ST engraved on it. He also took a comment of mine about a fantasy I had about being forced to get vivid bikini lines suntanned onto my body, and twisted it into how he would make make me take hormones and transition into his full time feminised slave. Permanently bonded to him by making me get his initials and slave mark indelibly tattooed on my body. Only a few weeks earlier topics like this would never have turned me on, but after talking about such things with him I was now more than willing to roll play being this man's sissy sex-toy! I was hooked. I did have a little wobble when he told me to send him photographs of me posed to his taste, wearing everything in my small wardrobe of feminine clothing at first I tried to avoid it. I'll be honest, I was not keen on doing it, but he took the first step, and sent me a some of him. A head shot, one of him wearing a minuscule swimming costume, in a business suit and finally leaning against a huge motorcycle wearing leather biker gear. Even though I felt I was straight I could see he was a real 'hunk' of a man! He was in his mid to late thirties with a gym honed body, commanding slate grey eyes dominating his handsome face under a head of dark cropped hair. On his chest was a thick mass of wiry dark hair and his right upper arm was tattooed with one of those American Greek university fraternity symbols. Sissy Trainer> I bet just looking at your Masters virile manly body has your useless sissy clitty aching in your lacy panties? I am sure you cannot wait to get them framed and hanging all over your boudoir so you can look at me from your bed and dream of serving me like the slut slave you desire! Sissy Jane> Mm. Yes Master! What I did not realise was now he knew what I had in my feminine wardrobe it allowed him to dictate to me how he wanted me to dress when we chatted and he did. With out realising what was happening I was starting to become obedient, and some two months after we started talking on-line he asked. Sissy Trainer> Have you a web cam Sissy Jane? Sissy Jane> No master, I don't own a web cam. Sissy Trainer> Go and buy one today bitch. I have decided that if I am at home with you, I wish to see what my property is doing! Sissy Jane> Yes Master, what sort shall I get? Sissy Trainer> Any will do, just make sure it's got good resolution, and a microphone. I was that into out little game that I went out and bought myself a wireless one first thing the following morning. Thankfully I had enough sense to change into something feminine before I set up the software and plugged it in because he was already waiting on-line for me as I logged in. Sissy Trainer> Did you get it slut? Sissy Jane> Yes Master. Sissy Trainer> Good, turn it on now slut, and activate the microphone I want to be able to talk to my sissy bitch! Now he had me on his screen, and could speak rather than type Sissy Trainer upped the anti little by little. First he got me to show him my undies, then he got me to kneel before my web-cam when he was speaking to me. He began to insist that I curtseyed to him when ever he came on or went off line. I'll admit tarting dressed as a girl in front of my web cam for him and learning to give him a virtual lap dance was a lot of fun. We used the web cam a lot or rather I did, as Master only turned his on when he was at home and could use his microphone. Sometimes when he was busy at work he would ask me to leave my cam on so he could 'keep an eye on me' even when I was not dressed for him. I never knew when he would be watching, but I willingly played along not seeing that what he was doing was extending his control over me into my 'real' life. With almost telepathic timing just as the thrill of using the web cam started to fade Master showed me a pair of slutty chandelier earrings and a belly button ring with a heart shaped pendent engraved with ST hanging from it. Sissy Trainer> I would like to see you wearing these my Sissy. I was that caught up in our on line fantasy that I gave him my address with out thinking about it! May be a week later the postman delivered me a large box containing the ear and belly button rings along with a set of very sexy looking lingerie and a pair of fully fashioned seemed stockings. To complete the look the box also included a seriously spiky pair of five inch heels with locking ankle straps. Much to my surprise the label included the real name of my internet friend, Scott Temple which explained the ST but instead of an address all I got was a return code. Obviously I could not wait to show off the outfit he had sent me and I waited feeling like I was about to explode with excitement until he logged in from work mid afternoon with the comment. Sissy Trainer> Have you got your new rings in? Sissy Jane> Not yet Master. My ears were not pierced at this point, and before I could continue tell him, he typed. Sissy Trainer> Do not to contact me again until you have the photographic evidence that you have been a good sissy slut and got holes pierced for your Masters presents! Then he promptly logged off! The idea of losing my on-line Master was enough to scare me into going out almost immediately and getting both my ears and belly button pierced for him! Considering that until I started hanging in TG chat rooms I never would have done anything like this my behaviour astounded me! I like to think he was waiting for them because with in minutes of sending him the photographs that evening Master Scott logged in and we chatted for an hour or so before I began to fall asleep! The rings, lingerie and heels were just the start of his presents. Although I did not see it at the time all the outfits and items had one thing in common, they reinforced my submission to him. He sent me a very sluttish secretary's outfit, which he teasingly told me to wear during his work hours so I could get used to wearing sexy office wear before he made me come to work for him. He also sent me submissive girl fetish club outfits, and best of all a very sexy maids uniform, which he told me to always wear when I did my housework, so I was properly outfitted if he decided to look in on my web cam while I was (as he put it) training for my future as a slave wife! He knew I got off on surrendering control, and kept reminding me about how he was going to have me transformed into his idea of the perfect trophy sissy to decorate his arm. Reiterating how I would one day be forced to take hormones, get breast implants and tattooed eye-liner to reinforce my place in his life as his feminised bitch! One rather worrying development was alongside one of his little presents, a butt plug that he cast in front of me over his web cam from the top three inches of his cock was a blister pack of tablets! Although he called them vitamins I had a sneaking suspicion they might have been hormones as he insisted on me taking them when he was watching over the web-cam link. I kept meaning to ask him but worried that he might 'dump' me I obeyed his command that I took them in his presence! The butt plug was a scarily exciting looking thing, and at first I had no intention of ever using, but as ever Master Scott got his way and when I finally plucked up the courage to use it for him my cock had never ever been as hard! I guess it was the total escape from the repetitive reality of my life that made Master Scott's demands, and our long daily chats the highlight of my life, because by now we had gone well past just chatting about our kinks. I learned he managed his own business, was 36 years old and although he had been in the States since his teens his family was British. The relationship might have been over a pc link but it had become for me a quite real for me and when the credit crunch started to bite I could not stop myself telling him my worries about the security of my job when it became apparent that my employers were getting into difficulties. Sissy Trainer> Well if the worst comes to pass, that offer I made still stands for a years contract? Sissy Jane> How, you are there and I am here? Sissy Trainer> It depends on what you are doing. You work from home just now, and I can make use you in the same way. Sissy Jane> Doing what, updating website's? Sissy Trainer> Something like that, and I am sure you would enjoy the bonuses (lewd wink). Let me think things through and I'll put something together just in case. I did not think anything would come of it and started sending out my CV to anyone and everyone I could think of. I was not thick and had kept up with the news and I felt sure from the sudden drop in business I was seeing in the on-line operation, which had been the one part of the business making a profit that my employers were going to go bust! My fears were proved right when a week or two later when the company went in to liquidation and I was made redundant. I was at my wits end my savings, and what was left of my inheritance, after buying my flat would just about meet my mortgage payment and bills for this month, and with my redundancy payment may be another two but after that I was in the shit! Making things worse was Master Scott was away on business for a couple of weeks, so I could not talk to anyone about my fears... I was in a rare old state when a day or two after I lost my job the postman delivered me a large official looking letter. Preying that it was an interview offer, I tore it open and saw it was from a solicitors with an a London address. Dear Mr Lane In reference to your application for the advertised post of private personal UK assistant to Mr Temple of WS&T Development at the salary ($120,000 US) agreed at interview. We are pleased to inform you that your application was successful. As per Mr Temple's request the appointment to this post is for a minimum of one year, and is subject to your agreement to undertake to his satisfaction certain conditions during the three month probationary period. As a PPA to Mr Temple, WS&T undertakes to maintain your mortgage payments, the properties running costs and associated expenses. However after the payment of a signing bonus of $10,000 US, you will only receive a weekly allowance for personal expenses while the balance of your salary is to be paid into a trust account that you will gain access, assuming you have met Mr Temples criteria, on completion of the contract. Should you wish to accept this position please complete the attached forms with the signed contract of employment and return them along with all the listed personal identification in the provided envelope as soon as possible. Yours Truly. J Howard. Satchel and Butler Solicitors. I could not believe what I what I had in front of me. A quick bit of rough maths in my head told me that the job was offering nearly four times what I was on at present! Over a cup of tea I re-read the part about conditions and was able to take a guess at what some of them would be. "Oh my god!" I whispered to myself, aware that when Master Scott had said I could work for him I thought he was joking, but as I read through the letter a second time, and looked through the forms I saw that that his offer was very real. So real that the there were forms for the Inland Revenue for resident UK nationals receiving annual salary in foreign currency, along with the usual National Insurance pay as you earn and health forms. Health forms which also included rather scarily a couple of releases for breast augmentation and associated treatments. Obviously the enormity of the letters contents caught me off guard, and left me feeling a mixture of relief, excitement, and the somewhat embarrassing realisation that if I accepted the position, then the feminine roll Master Scott envisaged for me would step from fantasy into the realm of cold hard reality. I spent the next twenty four hours unable to think about anything other that what I should do? I did not dress or even touch my PC as I sat there reading and then re-reading the letter and forms. In the end it was the realisation that I needed the money and had no other choice. Sure I knew that if I was lucky and lived very frugally, I might be able to find something that covered my mortgage and living expenses. With the way the economy was going down the pan, I knew that finding a post that paid anything even close to what I had been earning was unlikely, and getting another job offer like Master Scott was offering, well that was just a pipe dream! The question I was asking myself was could I actually go through with it, especially after I read through the contract, which laid out in black and white that to meet the Master Scott's employment conditions I would have live 24/7 as a woman at home. It also stipulated that I would only be permitted to possess only one set of male clothing which if I wished, I could wear in public until they either wore out, or I ceased to be able to pass convincingly as a male. Before I made up my mind I looked up WS&T Developments. Sure enough there was a photo of the board including the CEO, Master Scott. Working my way though the information it did not take me long to find out that it they were listed venture capitalists specialising in financing technology start ups, which was reassuring that there was something real about the offer. In the end I knew I had no other choice and signed the forms... Sealing the envelope feeling a little like I was walking to my doom, I slowly walked to the post office and posted them feeling more than a little freaked out by the enormity of what I was letting myself in for. I spent the rest of the afternoon wandering round Bedford in a daze. I did wonder what on earth the neighbours were going to say, until it occurred to me that they probably would not even notice. If I had said ten words to both of them since I moved in last year I would have been surprised. Like me they kept themselves to themselves, and as the three flats all had separate entrances I only saw them once in a blue moon. I heard nothing back for over a week and I was beginning to think that it had all been a sick joke when I got a second letter containing a return train ticket to London and a pair of appointment cards. The first one for 10.30 in a morning was to see someone called Linda Scott, and the second at 2.00 in the afternoon was more worryingly for a consultation with a Harley Street doctor. Strangely even though I knew he was back off his holidays after he sent me an I'm back email and a request not to mention the D&S games we had played on line, Master Scott had not been on-line, but having looked up WS&T I assumed he was just busy getting caught up with work. A week and later and suffering from a gut wrenching bout of apprehension I caught the train into London, wondering what was going to happen. In the end it turned out to be a waste of good worrying, as Linda turned out to gender psychologist who after ninety minutes of chatting actually put my mind somewhat at ease about why I had always felt isolated and found it hard to make friends. With an understanding smile she explained that it was a very common issue for people who suffered from gender identity issues like mine. "I see you been self medicating hormones for three months?" She asked, glancing at one of the forms she had on me, "That was very foolish you know?" I blushed shocked that Master Scott had been making me take hormones for weeks with out telling me, even though a little voice in my head was telling me I told you so! Thankfully she did not pry any deeper, and I assumed she read my blush as embarrassment. "But seeing how you have everything planned, I can see no reason why you should not be officially on such medication, and since you are going to take them anyway, I would rather you were taking ones I knew about." Commenting that many 'girls' like me did the same she handed me a script for hormones saying. "I will see you three weeks and I'll expect you to attend dressed." She smiled and added, "Because of as then you will be officially starting your real life test, okay Jane?" I nodded, swallowing dryly. Linda nodded, "Good your appointment is for 10.30 again, and after a little chat we'll go for a walk round and may be a coffee if you feel up to it?" I was not sure I was ready to actually do that with her, but it was clear that I was going to have to, and I was still worrying about that, when I arrived at Harley Street. Seeing the doctor was a little nerve racking mainly because he did not say very much as he gave me complete examination commenting as he glanced through the forms (which I recognised as the releases I had signed the previous week) that he would fit me in next week for my first treatment. Annoyingly he did not tell me what the treatment was for but I could guess as he spent rather a lot of time examining my chest and in particular my nipples commenting that I was already showing signs of development. With a half smile he handed me an appointment card for the following week at Charring Cross Hospital as he informed me in that brusque way doctors have to make arrangements to be away from home for up to 72 hours and ended the consultation. Since I had two hours to kill before my train back to Bedford I left the doctors debating whether or not to do some damage to my credit card with a little retail therapy when a tall raven haired woman waiting outside said, "You must be Jane?" I blushed and nodded. "Good! I am Miss Evans, and your Master has hired me to insure that you keep to the conditions he has discussed with you. Now come along girl we have a lot to do and discuss and we don't have much time before your train home." The do consisted of shopping with a card that Miss Evans had, and the discussing was her telling me that she would be making at least one personal visit to my home a week. These visits would be at random times, and with out warning, as well as checking on me via my web cam to insure that I was always in compliance with Master Scott's condition that I lived 24/7 as a girl. It was all a little overwhelming as the enormity of what I had agreed to began to sink in when she explained that I had to inform her of my every absence from my home regardless of if it was for say a hairdressers appointment or even if I was just going shopping. I was to email and inform her of the times I would be out, and where I was going as well, as carrying with me at all times a pink 'Barbie' mobile phone with a camera, so that if she needed to check on me she could contact me at any time. When I asked why she said firmly. "For the next twelve months you are no longer a free person sissy! You are property, owned by your Master, and don't you forget it! As I am your Master's appointed agent it is my responsibility to make sure that his property is kept safe." "Oh!" I blushed at her words, asking myself what was to become my favourite question over the next few weeks. "What the hell had I got myself into?" "Now I believe you are booked in at Charring Cross next week?" She asked during the 'supermarket sweep' she took me of around a half dozen shops and boutiques that left me laden down with bags full of lingerie, make up, shoes, along with 'business' and casual wear. "Um yes Miss." I said, "Next, Tuesday, Wednesday, and Thursday." "Any problems with that?" "Not really Miss," I said adding, "Other than getting hold of the cattery and booking Sog in with them, but that is about it." "Sog?" She laughed, "Strange name for a cat?" "Short for Soggy, which is what he was when I found him soaked to the skin last winter on my doorstep." "Well a cat is a very acceptable pet, but don't worry about the cattery, I will look after him for you since I will be there while you are in Charring Cross." She must have seen the question in my face because she added before I could ask. "Your Master has instructed me to install a web-cam network so he can observe your development as well as asking me to oversee any alterations I see fit to your home so that his property resides in a fittingly feminine environment." Time was getting on and with out any more ado Miss Evans got my keys copied, and put me back on the train to Bedford telling me that I was to dispose of all my male clothes and accessories except for one pair of pants, one shirt, one pair of shoes and a jacket that had to be of a unisex design. Oddly although Miss Evans scared the crap out of me when we met, I quickly came to like her, and before my contract was done saw her more as a friend than my keeper. I was just through the door of the house when my new mobile trilled with the tune of Donna Summers 'I feel Love.' "Hello?" I said sheepishly. "Hello Sissy Jane." Master Scott said into my ear, "Its your Master here?" "Hello Master." I felt myself blushing. "Did you have a good day today my pet?" "Oh yes Master, it was a little strange but fun." I said, feeling rather shaky with the relief at hearing his voice. "Good girl I want you to have fun." He chuckled. "Have you tried any of your new outfits yet?" "Um no not yet Master, I'm only just home as the train was delayed at Luton for 40 minutes." "Well I am just calling to say I will be a little busy with work over the next few months and wont be on line to chat as often as I would like, but I will be keeping tabs on your progress and will call when I have the time. Now I believe Miss Sandy has explained how things will proceed over the next few weeks?" "Yes Master." I said feeling a mixture of emotions. "Good then I have a few instructions for you," he chuckled, "I would like you to turn on your web cam and keep it on when ever you are home from now on so I can watch you when ever I require. I have set my computer to record your stream and will decide what outfits I would like you to wear each day, and will email or message you with the instruction for the following day each evening is that understood?" "Yes Master." I answered. In the background behind him I heard a voice calling, "Mr Temple your car is here sir?" "Good girl, now I am very busy just now, so I must leave you. Now I expect you to obey Miss Sandy as she speaks for me, good bye my lovely sissy." "Good bye Master?" I whispered, to the sound of him laughing. The following week I was suffering from every kind of anxiety under the sun as I signed into Charring Cross, and was shown to my room. After confirming that as requested I had not eaten or drank anything in the last six hours I was examined by the surgeon performing my augmentation. After a quick examination he left me to change into a surgical gown, and a little later I was taken down to the theatre and told to get on to a waiting hospital trolley. Moments later a pretty nurse walked in and injected me with something that put me in la-la land. As I started to drift off I could not believe I was going through with this, and was about to be wheeled into an operating theatre for a breast augmentation operation. Hell only a month ago the concept of something like this was just an on line fantasy and yet here I was about to turn that fantasy a reality! When I came round four hours later I felt like I had been repeatedly punched in the chest by Mike Tyson. When I looked down at my chest I thought I was going to faint because it looked huge! Most of what I was seeing was actually supports to shape my new breasts and bandages but I did not know that at the time and felt sickened by what I had let them do to me. Thankfully not long after I came round another nurse arrived and gave me a little something for the pain, which must have made me doze off for a while because when I came round again Miss Evans was sat beside me with a tender smile on her face, telling me to relax and take it easy. "Well you will be pleased to know that both your procedures went to perfectly Jane," she told me with a smile, "You have a perfect pair of jugs under all that bandaging and a very kissable looking pout to your lips?" I wanted to ask how big they were, but all came out with was, "Both?" In a very croaky tone as she held the water bottle straw to my now tender feeling lips. "Yes Jane," she smiled, "While you were under I got them to sculpt you a nice pair of proper cocksuckers lips with a pretty cupids bow. Want to see? They are a little swollen just now but when they calm down you'll see that you have a the lips of a born cocksucker." Oh god! I could not believe what I was seeing when she held up a small compact mirror and showed me my swollen lips. "I think," she said smiling broadly, "That your Master will be rather pleased with what he's just bought! You have a mouth ringed by big cock pleasing lips and with your bulging 'D' cup knockers, hell girl at this rate you're going to be every guys shemale wet dream!" After thirty six hours my bandages were removed and my new boobs were given a check over by my surgeon. As he replaced the supports and re- bandaged my chest he cleared me for discharge the following morning and gave me another injection. The jab was a pretty potent painkiller because as I started to fade out I distantly heard him talking to 'my' nurse that I should be healed enough not to need the the support and bandages from tomorrow, and that he would send down a prescription for a course of painkillers and antibiotics for me to take after I was discharged. What ever was in the injection was enough to knock me out until around 7am the following morning, and after a surprisingly good breakfast for hospital food, my nurse was back to unwrap me for good. It was not until after she had gone that I finally got a chance to see for the first time my new boobs in all their glory, and Miss Sandy arrived just in time to see my reaction. Oh my god they were huge there was no way I was going to be able to hide them! How on earth was I going to be able to wear my one set of male clothing with these monsters in my chest? As Miss Sandy helped me to my feet I immediately felt the change in my centre of gravity and the strain the added weight in my chest was putting on my back! As I sat on the edge of my hospital bed stunned, Miss Sandy whipped out my phone to record my blushes before she got me to pose for a couple of topless photograph for Master Scott. My breasts were incredibly tender and when she showed me the images she had shot I could see the bruising the surgery had caused on the sides of my body. However that was all secondary to the relief I felt to have them contained in the new black satin bra she had brought in for me. Cupping them into a twin satin bra cups that first time felt really, really weird but to be honest even with the bra they still hurt like hell! The pain was just about bearable and nothing like the agony I had been in for the few moments they were freely bobbing around! Even so they were still extremely painful and just dressing had me biting my tongue as I slipped a soft rose pink blouse over my bra and fastened the buttons. The pain was enough that it did not occur to me that instead of the jeans and sweatshirt I had arrived in I was leaving wearing a blouse and a ? length 'studentish' peasant skirt with my lowest heels! Since I could not lift my arms with any degree of ease Miss Sandy quickly made up my face and fixed my blonde wig on my head before she judged me fit to leave the hospital. I was that shell shocked from finding out that instead of the B cups I expected I had been give D's combined with the agony my chest was in when I walked I did not even notice that I was in public dressed as Jane until we in her car. It might only have been a short distance my room to the car park but it felt to me like a marathon and I was exhausted by the time I was sat in the passenger seat. Every single step had sent sharp stabbing bolts of pain through my hypersensitive boobs. The drive home was equally painful because even though my new boobs were contained in a very supportive bra, every ripple on the road caused them to painfully jiggle about. Thankfully Miss Sandy kept up a steady stream of friendly chatter that went some way towards distracting me from the twin mounds of agony thrusting from my chest. "Oh my god!" I whispered when I walked into my completely changed home. God knows how she did it but in the two and a half days I was away, my once Spartan single blokes flat had been transformed into a completely feminine place decorated in pastel shades with vases of flowers and numerous photographs of Master Scott on the walls, one or two of which had been digitally manipulated to place me as Jane in them beside him! All my old second hand furniture had been replaced with matching fixtures and my bedroom was like something from little girls story, with its huge double canopied bed, a matching dressing table with a large make up mirror, fitted wardrobe and chest of draws containing more clothing than I had ever owned in my life. Along with Soggy who looked very comfortable sleeping in the middle of the pink bedspread, my bed was decorated with teddy bears and soft toys. On the shelves where once a pile of technology books and computer games had resided there were a couple of Barbie dolls and a small selection of romantic novels along a few my old books that Sandy felt were acceptable in my new life! Although I did not notice them at first every room including the bathroom had at least one web cam, a microphone and a speaker so Master Scott or Miss Sandy could watch and talk to me as I went about my daily chores. I guess if anyone had been able to look into my flat they probably would have thought I was crazy woman who talked to herself constantly at times except I was not talking to myself. Although Master Scott was (to my knowledge) in California most of the time his disembodied voice often filled my flat as he commented on my physical 'improvements' or involved me in long conversations about everything from the state of the world to some of the most weirdly kinky subjects imaginable. His physical presence might have been miles away but his personality filled my life and I was constantly aware that he could be observing my every moment. It took me about ten days before my boobs to stopped hurting and get over the operation, and another couple of weeks before all the residual bruising faded. Having dreamed of having real breasts on and off for years the reality of actually having a pair of 'fun bags' was a startling experience for me. At first I found that they got in the way all the time but as I got used to their constant presence. I found that they made me unconsciously alter how I moved and went about things, because regardless of what I was doing, I was intensely aware that they were now physically a part of me. Even the slightest movement like picking up a cup a turning a page in my book caused them bob and sway on my chest, constantly reminding me that to feel comfortable I now needed to be wearing well fitted bra to support and control them! To help me settle into my new lifestyle Miss Sandy regimented my days with a detailed timetable that laid out what I should be doing when. She timetabled everything from things like doing my housework to when I should be studying feminine deportment and lifestyle training DVD's, or exercising and improving my flexibility with erotic dancer tutorial disks. After the mind numbing monotony of my old job I suddenly found I was always busy and yet oddly there were times when I felt that it was in many ways my life had hardly changed. This was probably because the biggest difference in my life was the requirement to act feminine, which was something I had already spent much of the last year doing. After all even before I met, or ever considered contracted myself to Master Scott, I had already spent much of my time at home cross- dressed! One thing that did however change now I was contractually obliged to be live as Jane was it somehow actually freed me from the life long feelings of shame I felt about dressing, and acting feminine. Encouraged by Master Scott, Miss Sandy and Linda to explore and experiment with different clothes and make ups, I found that the emotional isolation I had felt since puberty was staring to fade. I guess now I felt free to indulged myself in the fun of being a girl, which erased one of the main causes of why I felt so isolated. Eventually I fell into a routine, of a morning I would do my housework, and if needed get in to 'man drag' and go shopping. Given the choice I would have ordered my weekly shop over the internet from Tesco's direct but Miss Sandy forbade that, which meant I had to put up with the hassle of having to painfully bind up my boobs before I could hide them under a baggy jumper, and regardless of the weather outside I always had to wear an oversized jacket. After getting any shopping I needed I would return home and spend the rest of the afternoon playing with different looks or doing my training DVD's, while accustoming myself to wearing the various styles of shoes Miss Sandy selected for me. These were invariably high heels but could be anything from formal court shoes to the stripper variety, and even a pair of ballet boots. Eventually I began to develop my own style which Miss Sandy called, professional with tarty edge, and it was pretty clear from Master Scott's comments that he approved of my developing fashion sense. Although my life changed enormously during the first three or four months it eventually settled down to a strange normality. My perception of myself was changing, and I had come a long way from the uptight and socially awkward computer nerd I had been when I first met Master Scott on line. Part of this was due to both Linda and Miss Sandy taking me out regularly as Jane to places where I could meet like minded transgendered people, which helped me to see that I was not a freak and could live a normal life. I suppose this adaptation phase finally ended one morning when Linda was due to make a home visit. I was just putting the final touches on my flat so it looked nice when she arrived, when I realised that I had had forgotten to pick up some milk for her coffee. Having spent all morning getting my flat looking nice for her visit I did not have the time to change into man drag, and then be ready before she arrived, so I bit the bullet and went out alone for the very first time as Jane. God it was scary, I could not face the idea of popping down to the local shop so I walked along the river into town and bought a pint of milk at Marks. The walk down was very scary at first but as I realised I was attracting no strange looks I began to enjoy the simple pleasure of walking along the embankment on a lovely late spring morning. Every time I passed a shop window I adored my reflection amazed that the busty young woman wearing a pink North Face jacket with her leather handbag hanging over her shoulder was actually me! When Linda arrived and I told her what I had done she was delighted, and celebrated my freedom by taking me for a walk to a caf? off the old market place for a latte! That evening when I told Master Scott about my adventure he immediately forbade me from ever wearing male clothes again, and told me with a chuckle in his tone that like he had predicted months earlier, I was now living my life the way he wanted. Every time I went out on my own as Jane it got easier until I reached the point that I no longer found it strange or alien to being in public as a woman! Not longer needing to appear with some semblance of masculinity I found having to wear a wig all day everyday really uncomfortable and put up with it because I needed one for the truly feminine look my contract required. I had always worn my hair close cropped until I met Master Scott and even though he had convinced me to start growing my hair out, it was nothing like long enough to meet his minimum requirement that I wore my hair at least shoulder length. After complaining to Sandy about almost losing my wig one blustery day she suggested that I got extensions woven into my hair and after Master Scott agreed I made myself an appointment. Getting used to having long high maintenance hair was something of a trial, but it was a hell of a lot more comfortable than my itchy wig. Having always had short hair I found it hard at first to get used to looking after the blonde mass on my head, but it was fun! Taking that step also altered my relationship with Sandy, as she now became more of a 'best' girlfriend rather than my keeper. That's not to say she did not remain wholly dedicated to enforcing the terms of my contract, but instead of being my 'boss' she was my friend. We went out to the cinema, spent weekends shopping on Master Scott's card and even had a weekend away on the south coast where I got myself a bikini tan and much to her amusement had to use my developing feminine wiles fight off a few overly amorous men! When I told Master Scott about our weekend away, he promptly sent me a diamond ring and told me to put it on my wedding ring finger so that if anyone looked I clearly displayed in a publicly acceptable way that I already belonged to another man! It was around this time that he started to give me 'work' type tasks. These started with doing back ground research for him on the internet into people, businesses and products he was considering investing in. I suppose I worked for him in this capacity for a couple of months before he asked if I felt confident enough to act as his personal representative. At first this was a little unnerving, but after my first engagement, it was clear that all I was there for was to 'look pretty' as I handed over his donations. Still it did give me quite a thrill when I was introduced as Miss Lane, Mr Temple's PPA. Although the 'work' was not exactly difficult or demanding it did make me feel like I was contributing something back for everything that Master Scott had done for me, and it did help calm my darker fears that I was little more that a walking talking Barbie he was playing real life dress up with. I'm sure that some of those worries were mostly caused by the hormones I had been taking. They started to really kick in with a vengeance, a few weeks before he began to give me research tasks for him. From the first nipple rush of excitement when I had been away with Sandy they started to dramatically affect both my mind and my body. I became far more emotional, and for the first time in my life found my self crying sometimes for no apparent reason. Just looking back through the photographs I had been taking to track my progress I could clearly see how they were seriously altering the shape of my body. Although the changes had at first been almost imperceptible, beginning with the way the pattern and texture of my body hair shifted and becoming thinner and more downy. This was soon followed by my body developing that feminine under layer of fat which smoothed out my skin and shaped my body along increasingly feminine lines. My bum bubbled out in to a nice feminine pear shape and the effect on my boobs was similar because as they settled the medication developed a layer of tissue over the implants which rounded them out to a double D cup, which gave me a top heavy 'busty girl' look. This more than suited my professional but 'tarty' style, and by the time I started to attend functions as Master Scott personal representative I was a real hit with his business associates. Taking the hormones did not just cause physical side effects, because they were also affecting my mind. When I first started using transgendered chat rooms my sexual orientation might have been somewhat confused but I was primarily heterosexual, and the concept of actually being with a man sexually was just roll playing. However as the hormones went to work on feminising my body they were also doing the same to my mind and as the months past that where once the sensation of being undressed by male eyes made me feel uncomfortable and embarrassed, I began to enjoy being the object of their desires, and I started to look at my former gender in a different light. To be honest if felt kind of freaky when it first hit me how much my mind had changed. It was a week or two before my first outing as Master Scott's representative and as I got home I bumped into the postman, and spent ten minute chatting outside my flat. When I got in it hit me that not only had I had found him attractive, but that I had also been flirting with him. Oddly I found it kind of amusing that he walked away with the kind of gait, that the 'man' I used to be knew was the result of a stiffy in his pants! After attending a few business meetings, handing over a donation cheques to various charities, I think I proved to Master Scott that I could handle being in a business setting with out making a fool out of myself. This allowed him to start using my digital systems background to his advantage by attaching me to the WS&T team who went to look at technology ventures he was interested in investing in. For me this return to real work had it's ups and downs. I did not look like a digital systems expert any more and at first was rarely if ever treated as an equal. Being perceived as a busty blonde, even though I was wearing an expensive business skirt suit and was there as Master Scott's representative, it was pretty clear from the way they patronised me that they assumed I was just their new secretarial eye candy! As far as most of the WS&T people were concerned I was there to look pretty, take notes and fetch the coffee while they discussed the deal. It was no better when we reached the companies we were visiting. At first this often had me biting my tongue when my admittedly shyly asked questions were palmed off to some smarmy assistant who did not have the background to answer my questions, while the development team who did, were more interested on charming a deal out of the head of the WS&T delegation! Oddly given that he treated me as secretarial staff in front of the clients, telling me to help fetch the coffee and the like during meetings, Mr Graham the head of the WS&T delegation was clearly aware of my background. From the moment we met he was always privately very polite to me, and made a point of asking my opinion of the technical potential of what 'we' were being asked to invest in once WS&T retired to consider things. This clearly puzzled some of his team and one evening returning on the train with them I over heard one of the accountants ask Mr Graham why he asked the 'skirt' what she thought? "That skirt as you call her is Mr Temples eye's and ears you idiot! I know dammed well he'll value her opinion at least as highly as mine." "Why?" The account asked, "Well other than that ring on her left hand, I think you'll find that Miss Lane probably knows more about the technology than either of us. When he told me she was joining us I asked him why, and he told me she's got a first in digital systems design from UMIST!" "Fuck me, and I thought she was just along to take notes?" The accountant said sounding shocked. "I think you were meant to!" Mr Graham laughed. After that the WS&T staff were always very polite and respectful to me and the diamond ring my left hand was subject to numerous curious looks. The next few months flew past and before I knew it I had been living entirely as Jane for almost a year and I was really enjoying life for the first time ever. When Christmas came round it reminded me that my contract would soon be up and I was just beginning to worry about what I was going to do when my 'job' as Master Scott's pet cum spy ended, when I got another letter from his London solicitors. I expected it to be notification of my contract being completed, but instead it contained and offer of a bonus payment for taking an extension on my employment contract for another twelve months, under the same terms and salary. However there was a clause that stipulated that to take up the offer I had to agree to getting two tattoos. One was a Temple rose on my hip and the second saying 'Property of Scott' inside a love heart on my buttock. The idea of getting my body indelibly marked as his property had turned me on months earlier, but the reality of getting tattooed felt to me like it was somehow going to put a permanent seal on having to spend the rest of my life as his woman. It's odd that getting two pretty discrete tattoo's put on my body scared me, considering that I had been taking feminising hormones and got a pair of D cup breast implants along with having my lips surgically altered for my Master but they did! Sandy who I now knew had paid her way through university as a high class call girl, had a fairly straight forwards attitude towards men, so long as they paid and it was pleasurable, why not enjoy it? Unsurprisingly her advice was blunt and to the point. "He's paying and you're having fun Jane, so take the bonus after all with seven grand to blow you could jet off to somewhere sunny and get away from the rain and cold for a couple of weeks?" In the end I decided to say yes, and get the tattoos done, after all I had come this far, and a week or so in the sun would be very nice. I am pretty sure Master Scott must have been listening in on that conversation because a few days later along with an appointment for the tattoo's at a London studio, my drivers licence and passport were returned to me. However they were not the same documents I sent to the solicitors last March, instead of my old photograph and identifying me as Mr Alan James Lane, they both contained a photograph of the new me, and the name Miss Angela Jane Lane. The following week I took the train into London and arrived at the tattooists feeling more than a little apprehensive. Sandy had offered to come along but I decided that this was something I had to face on my own, and it came as something of a relief when the tattooist did not even blink when I told him what I wanted inked into my body. Since Master Scott had made me the appointment, and knew the time it should not have come as a surprise that he called just as I was discussing designs for the love heart with the tattooists. Since I was in a public place I did not have to address him as Master, and had been instructed to call him by name or 'My love,' and 'Darling' if he called where I was likely to be overheard. Its odd that when I looked at the caller ID, I told the tattooist, "It's my boyfriend," with out thinking how surreal such a comment would have been only eleven months earlier, "Mind if I?" Master Scott was obviously full of beans and said before I could even say hello, "I'll treat you and Sandy to a holiday in the Caribbean if you get your tongue pierced for me as well?" I did not stop to think about it and with Master Scott still on the line I asked the tattooist, "Can you pierce my tongue at the same time?" "Sure babe," he nodded, holding up a design for a love heart with property of Scott in a scroll through the middle, "How this?" "Perfect!" I giggled returning my phone to my ear and hearing Master Scott saying. "Good slut," before he ended the call. The tattoo's hurt, but there was something also kind of stimulating in the buzzing vibration that accompanied the pain, how ever that all paled into insignificance in comparison to the shock of having a needle jammed through my tongue and the screw headed ball installed! My tongue swelled up like I had badly burned it, which gave me one hell of a lisp for a day or two. Yet once the swelling and pain began to fade I found myself oddly enraptured by my decidedly slutty new adornments. I would find myself watching myself when I spoke just to catch sight of the flash of sliver in my mouth, and when I did it gave me a thrill. When I combined that with the rose on my hip in my new holiday bikini, I really did think I that I had become Master Scott's tarty plaything. The person that I longed to be! Master Scott kept his word on his offer of paying for our holiday but a week or so before we were due to fly his voice came from my PC speakers unusually early one morning asking if I would run an errand for him the following day? "Of course?" I said, "Doing what?" It did not occur to me that the following day was the anniversary of the day I signed the initial contract, and I assumed he wanted me take make another charitable donation trip. "Nothing important," he lied, "I just want your opinion on someone." "Sure I'd love to... honey!" I giggled. "Thought you might." He laughed, "I'll have a Jimmy pick you up outside the flat at nine in the morning." Jimmy was the WS&T driver who usually took me to where I had to be. "So how do you like your new body art?" I giggled, and said with a tease in my tone, "I love them!" "And tongue ball sweetie?" "Mm." I giggled, "I adore it, and its made me awfully curious about how it will feel to use it on my Master?" By now the hormones had altered my mind to the point that I was itching to surrender to my increasing desire to actually give this man a blow job and have him possess me! "Patience my sweet." He laughed. In the background I heard a voice calling a flight, as he added, "That my call honey, I'll speak to you tomorrow and we can carry this on?" Next morning I was up for six so I had time to get ready before my car arrived, and unsure of what to wear I opted for my business look. Since I knew master would approve I wore seemed stockings, held up by a sexy black satin basque to support my boobs and nip my waist in. Since I liked the look I wore a rose pink blouse and my slate grey business suit with a straight skirt that came a couple of inches above my knees. On my feet were four inch high heel shoes that matched my suit, and as I checked my reflection in the mirror while waiting for my ride I felt like a million dollars. "Good morning Miss Lane," the driver said opening the door for me when I met him on the pavement. "Morning Jimmy." I said with a bright smile, "Where we going today?" "Not far Miss, just Kingston upon Thames." Ninety minutes later I was being ushered into a very nice house by a uniformed housekeeper. Wondering what was going on as she led me into 'the drawing room' and fetched in a tray a coffee saying, "Madam will be with you shortly Miss Lane." A few moments later a small bird like lady with piercing eyes walked into the room and said in a very aristocratic voice as I stood, "So you are the young man Scott has spent the last year or so transforming into his perfect girl?" I went bright red which made her laugh. "Well let me look at you girl?" Wondering what the hell was going on I stood there stunned as she stalked round me and said with a nod, "Very nice, I can see why he's so pleased with you?" Feeling like she was reading me like an open book I finally managed to collect some wits and said, "Um thank you?" She laughed and gave me a faint smile and said, "I am Pamela Temple, Scott's Mother!" My jaw probably hit the floor before I blushed brightly and said, "Hello Mrs. Temple I'm." I did not get any further before she said waspishly. "I know who you are dear." "Oh." My mind was going at a hundred miles an hour and getting nowhere as I tried to catch up with what was going on? "You know you look very pretty when you blush," Mrs Temple said, "However that is not why you are here." "And why am I here?" I asked wishing my voice was not trembling quite as much as it felt like. "So I can decide if you are worthy of that ring you are wearing." She bluntly said adding, "And I do not like the name Jane that is who you were, so should I decide to let you keep that ring, I will call you Angela or Angie if you prefer?" "Angie is fine Mrs Temple." I said with a blush. For the next two hours I was subject to the most in-depth examination of my personality imaginable before I finally discovered why Master Scott had relished so much time effort and money on me. As she quizzed me about myself, the harsh almost distasteful attitude she had shown me at first was mellowing. Even so Mrs Temple was very much the matriarch, and after wringing me out like a dish cloth, she said giving me a faint smile of approval. "Let me tell you about my son?" It was pretty obvious from the moment we met that she did not approve of his sexual taste for transgendered girls! "Even though I tried everything to straighten him out he still wants someone like you so I made him a deal. If he could find someone who I deemed suitable, I would permit him to bring her into the family." I decided to stop pussy footing about with her and asked, "And am I deemed suitable Mrs Temple?" My question caught her off guard and I saw some resembling approval it in her eyes before the shutters came down. "Perhaps, we will see this afternoon Miss Lane," she rang a bell and told the housekeeper who appeared, "Ask James to bring the car round, Miss Lane and I will be going out for lunch." Being careful to watch my P and Q's, Mrs Temple took me to lunch, where I ate with proper feminine manners and politely said hello to the people she introduced me to as, "My Scott's girlfriend." She was clearly pleased with my performance, because just as we were leaving another woman of about Mrs Temple's age called, "Pammy, is that you darling?" She was accompanied by a tall man who I vaguely recognised. "Hello Sylvia?" Scott's mother said with a smile. "How are you dear, we've not hooked up for ages, and Roland you're looking as dashing as ever." "Hello Pam." Roland rumbled giving me an appreciative look, "And who is this pretty little filly?" "Oh this is Scott's fianc? Angela Lane," waving a hand at me she said, "Angie, meet Sylvia and Roland Barns." "Hello." I said with a demure smile just about managing to hide my surprise, the man was speaker of the House of Commons! I suddenly felt very out of my depth, and then I was rescued. I almost jumped out of my skin when an arm slipped round my waist and a very familiar voice whispered in my ear. "Hello darling, you missed me?" I stood there stunned before I whispered, "Scott?" Aware and yet completely oblivious to everyone looking I threw my arms round him and tasted his lips for the very first time. "Hey, hey!" He snickered extracting himself from my arms, "I've not been gone that long sweetheart." "You're back early!" Mrs Temple said accusingly. "I was planning on taking Angie shopping." Master Scott did not bat an eyelid at his mother calling me Angie as he said hugging me to his side possessively. "Yeah, I managed to make the earl