Note: This story was dynamically reformatted for online reading convenience. First Time Feminised : by (c) Lady Joyce Hamilton. tv 'You look very feminine, Claire, sexy and every inch a pretty young girl. Have you been cross-dressing all your life?' 'No, Max, the idea never even crossed my mind till a couple of years back. Would you like to hear how it happened?' 'I'd love to.' 'Well, you go and fill those glasses up, and I'll tell you about it.' The pub was getting more crowded now, and While he was at the bar I shifted my chair so it was closer to his and we would be able to talk without being overheard. A guy asked nicely and took the third chair away to another table, which suited me. I took a sip of my white wine and started in. 'I left school at sixteen and took up an engineering apprenticeship at the Aircraft Factory. That was September three years ago. I had been a good footballer at school, and almost immediately was in the works team, which played in the Sunday Leagues. I am very fast and have got good ball-control skills, and I was soon a key player with my ability to get behind the defense and cross the ball from the bye-line. Nearly all our goals came from my crosses, and I also took all the corners and free kicks around the penalty area, so I was a popular guy with the rest of the team, especially the strikers, despite being six inches smaller, three stones lighter, and ten years younger than the rest of them. They were all very nice to me and I became almost the team mascot. It was largely down to me that at the end of the season we had won promotion. We always had a few beers after the Sunday match, but to celebrate out Champion status our Captain, Simon Harker, said we should all go out for a meal together the next Friday, chosen so we would not have to worry about getting up for work the next day.' 'I know Simon Harker. Tall, muscular, good-looking guy with wavy dark hair, in Personnel Department.' 'That's the guy. So come the Friday evening it was down to The Golden Lion in Market Square at eight o'clock and a real beery session with the whole team, our Manager, and a couple of guys who had played occasionally. We were a big, noisy, and very boozy crowd. By ten thirty we were all drunk when Simon Harker told us it was time to go to the Taj Mahal where he had reserved a table for fifteen. Looking back I feel sorry for the other diners that evening as along with the curry we had a lot more beer, were very noisy, and getting drunker by the minute. We had finished our meal by midnight, by which time all the pubs were closed: this was before twenty-four hour licensing came in. Simon suggested we all go down to The Criterion, a club where we could get more beer and might even pull a few girls. Most of the crowd had had enough and got cabs to go home, but five off us staggered off to the club. The Bouncer at the door took one look at us, decided we were far too drunk, and would not let us in. There was a bit of argument but then Simon Harker suggested we go back to his flat and have some beers there. He said his wife was away at her mother's so that was no problem. He lived in one of those new flats near St James' so it was only a five minute walk, or stagger.' 'Nice flats those.' 'Yes, and his is a big one on the top floor, views across the town. Anyway he opened some more bottles for us, but before I even touched mine I had dozed off on the sofa. When I woke up everyone had gone except me and Simon. I was still drunk, and badly wanted a piss. I went to the bathroom, unloaded and washed my face with cold water, feeling better by the time I sat down again on the sofa, still drunk, but ready to drink my bottle now, still on the side table. Simon came and sat beside me. He was well-drunk and as he sprawled there his body touched mine, and stayed there. I scarcely noticed, but thought for a second that most guys would have shifted away a bit so as not to touch. He started a monologue about his troubles. His wife was not at Torquay with her mother as she said, but probably with her lover somewhere in this very town. Her mother had actually phoned him yesterday to ask how she was, so he knew his wife was lying. She had a lover somewhere, the bitch. He seemed close to tears, drunk as he was, and I felt sorry for him despite being embarassed by his confessions: he was a grown man and me hardly more than a boy, and I still had to listen to all this. He put his hand on my thigh, gripping it, as he told me how he gave her everything she wanted, nice home, good clothes, everything, but it was never enough. Then with his hand still on my thigh, he put his arm round my shoulder and started to pour into my young ear how unsatisfactory their sex life was, how his wife never came and did not really want it, how it was just "missionary position" in-out and off and nothing else, no pussy-sucking and no cock-sucking, and he would not dare even to suggest anal. She was a real sexual prude but he had suspected she was having an affaire, and now he was now certain she was. On and on it went. He was nearly weeping into my shoulder, and I could hear the anguish in his voice as he sobbed, his hand gripping my thigh, his arm pulling me close to him. I felt sorry for this big, strong, handsome man who any woman would fancy, I thought, reduced to such a mess. I put my hand over his, on my knee, and squeezed it to show sympathy. He must have interpreted the gesture as meaning something quite different, because before I knew what was happening his lips were on mine in a passionate, open-mouthed kiss. I must have tensed, but to tell the truth I had very little real human contact, human warmth at that time, and the kiss was not at all unpleasant. I had no girl friend, and had never had one, and certainly no boyfriend so this was my first sexual kiss. I let him put his tongue in my mouth, and he must have hugged me for a couple of minutes, before he stopped. 'Oh Carl, I'm so sorry. I don't know what came over me.' 'No problem Si, I liked it really.' 'You look so pretty, so feminine even. And your lips looked so kissable I could not help myself. Your lips so full, your body so smooth and feminine in the showers....' His voice died away. I knew I had a pretty body, not very masculine, but certainly pretty. I was slender, still am thank goodness and daily gym...but fit, and with my youthful blonde complexion my body was smooth, tanned, and nearly hairless. I was hairless naturally: I had seen him in the showers too, and he was waxed so his torso was smooth, and he was hairless, belly, back, sack and crack as they say. But nothing feminine about him! 'I want to kiss you again.' This time I reciprocated and slipped my tongue into his mouth while he held me close. We did not touch each others' cocks, though I found myself wondering if his was hard like mine. 'So pretty, so feminine. would you do something for me?' 'What, Simon?' 'Wait there a minute.' I took a swig of beer. I was still drunk, but this was moving in a strange and a bit alarming direction. When he came back it was to drop and armful of lingerie in my lap. 'Put these on for me, Carl. I would so like to see you in them. nothing more, I promise.' He lurched a bit. 'I'll wait in the kitchen, and come in when you're dressed.' I was distinctly nervous taking my shoes and clothes off, and nearly decided not to go ahead with this, but I picked up the lingerie, and it felt good betweeen my fingers, so light and flimsy. I sniffed at it and it smelled slightly of lavender. I decided to go ahead and took my underpants off too. You must forgive me if I do the transvestite thing and describe in detail the things he wanted me to put on: we just can't resist that, and when one tranny meets another the talk is often of clothes! They were not new stockings, but they had no ladders and were long enough to come almost up to my crotch when I pulled them up. I ran my fingers up them and it felt good, looked good too, charcoal black and glossy. I had a bit of a problem with the suspender belt till I realised that I could fasten it at the front, and then slide it round my body so it was the right way round, catch at the back and black satin bow at the front. I fixed the front clips easily, but the back straps were the usual fight. Still are! There was a long mirror at the end of the rather minimally furnished room and I looked at myself. The flimsy black lace looked good I decided, and I posed and could see that my legs had become quite feminine. I slipped the panties up over my hard cock, and worried a bit that drops of precum would spoil them. But these, really just a thong at the back between my bottom cheeks and a little strip of black lace with a nearly transparent black nylon panel at the front, not only looked good they felt good as I stroked my cock through the nylon. I felt my naked arse cheeks and wondered what it would feel like to have nylon over my arse as well as cradling my balls. I soon worked out that the tiny, black lace bra, was best fastened first and then stepped into. It was nice and tight across my nipples, though I had no tits of course to fill the small cups. His wife must have beeen about my build, I thought, and with tiny tits. 'Are you ready, Carl?' 'Yes, Si.' He came in, still fully dressed. I half expected him to be in his underwear or naked or something, and to be honest I was just a little bit disappointed, though mostly relieved. This was all moving a bit fast for me. 'God! You look lovely.' He was sitting beside me again, and we were kissing even more passionately. He had his hands all over my legs, bottom and especially my nipples through the fine lace. 'You're so pretty and feminine. Just like a girl.' He kissed me again. 'Oh. Carl, I'm sorry. I shouldn't have said that, and I shouldn't be doing this. I'm so sorry. I think we must be drunk.' 'Don't worry, Si. Just a bit of harmless fun. No need to apologise.' 'But you do look so ....' he hesitated, 'so sexy....' I knew he was hard, and I was hard too. But neither of us dared do anything about it. He wanted me, and without knowing in quite what way, I wanted him. But nothing happened. He apologised again, and we went to bed, me in the double bed, and him on a divan in the spare room. I was still bladdered and I just pulled the sheets over my head and went out like a light. ................................................................... I woke up in the morning with a sore head, wanting a piss, wondering where I was and how I came to be wearing lingerie and stockings. It was just gradually coming back to me, when Simon came in with a tray and two coffees. He was just wearing tight, pale blue cotton under-shorts, hugging his body. He looked so handsome, I thought, tanned and completely waxed hairless, broad shoulders and narrow hips, a lovely smile, and that floppy, wavy, dark hair. 'Jeez! You still look great, Carl, even when I'm sober.' 'Don't feel great.' 'Get this black coffee down you, have a shower, and we'll see how we feel then!' I had my pee and shower. I didn't need to shave back then, once a week was quite enough with my blonde complexion and really undeveloped body: still is really! There was a toothbrush still in its cellophane, so I used that and began to feel quite civilised. I wondered whether to put the stcokings and lingerie on again. It was tempting as I had enjoyed the look and feel, but I was still a bit embarassed and decided not to. So I was naked when I went back into the room. Simon had finished his coffee and was laying propped up on the bed, still in his underpants, but I could see his cock outlined and erect now. I felt mine stirring at the sight of him, so masculine and handsome. Also he had laid out on the bed wonderful things! I could see a white satin basque with pastel blue trim (same pastel colour as his underpants as it happened), white panties, proper satin panties this time, white glossy nylons, fuly fashioned, white high-heeled shoes, a blonde shoulder length wig, and most wonderful of all a box with a wedding dress half in it and half draped over it. 'Please do this for me, Carl. You'll look wonderful in these. Please!' His voice was almost desperate as he implored me, and I had a brief impression of what it must have cost him to beg me, of how much he really wanted to fulfill this fantasy. I held the dress up against my naked body for a second, looking in the mirror. It would certainly fit! And I quite liked the idea: Simon was an all round nice guy, and I had certainly enjoyed his embraces the night before, as far as I remembered them through the beer-haze. 'OK.' 'Wonderful! Lovely. I'll wait otside while you dress. The shoes will fit. I've checked, and there's some make-up on her dressing table. I'll wait. Call me when you're ready. I made him wait rather a long time, almost half an hour. The basque was tight, and I found it difficult to fasten, but finally I managed and it fitted perfectly. With this one I really need tits, so I hunted around in his wife's drawers finding some really lovely sexy lingerie as I did so. I spent a few moments looking, feeling, yes and pressing the silk to my cheeks and cock. Finally I crumpled up two pairs of pink satin knickers, one for each breast, and they filled the basque out nicely. The stockings were marvellous, silky and slinky, and with the high-heels on I felt, and looked, so feminine and sexy as I admired myself in the mirror. My cock was standing as hard as it could ever be, and looked so good along with all that femininity it almost seemed a shame to pull on the white panties, with their blue bow at the front, but I did of course. I tried to put on the dress, but the zip and catch at the back were beyond me. I took it off again, and instead varnished my nails a very bright red. This was easier than I thought it would be, and I reckoned I had made a good job of it. I hardly needed any make-up as my smooth skin is almost feminine, and I was sun-tanned, but I dabbed on a bit of powder, and lipsticked my lips to match my scarlet nails. I noticed it was guaranteed "non-smudge". Good as I was beginning to look forward to kissing Simon again. I found it was easier than I expected to walk about naturally on the heels. It was fun too, looking at my ankles and legs in the mirror. She had perfumes on the dressing-table, and I chose one I had heard of and dabbed it behind my ears....and as an afterthought in the crease of my arse. There was just the wig. This was easy too, but it needed brushing a bit to make it shine and fall nicely to my shoulders. There was a paste tiara in the dress box, and I slipped it over the wig: it would help to hold it in place, and looked very bridal I thought. I stepped into the dress again, holding it up to my tits as I looked in the mirror. I was astounded! I was a pretty young girl, hundred percent girlie, and would pass anywhere as a sexy little teenager! I called out to Simon. 'Jeez! You are fantastic!' 'You'll have to zip up my dress for me.' 'Of course!' I felt his lips on the back of my neck, and then the catch and zip closed, the dress tight over my false bosom. 'Feel and smell lovely. And just look in the mirror, Carl.' 'Can't call me Carl dressed like this!' I laughed. I was even beginning to act girlish.'How about Claire?' It is amazing how cross-dressing changes your character: I was beginning even to sound a bit like a girl: voice too deep of course, but flirtatious and giggly. 'Kiss me, Claire, darling. My little virgin bride.' I had been looking forward to this, and like last night I melted into his arms and we stood by the bed kissing. I could not help looking over his shoulder at myself in the mirror, a beautiful bride, but also at his triangular, tanned back and hard little butt in those figure-hugging trunks. I raised my leg between us, and felt hism grip it between his thighs. I deliberately tipped us over towards the bed, and we were laying on it, me on my back and Simon half on top of me. He was whispering non-stop, soft love about his bride, his little candy girl, his sweet lover, how feminine and how pretty I was, how he had dreamed of this....all very exciting to me as I stroked and caressed his shoulders and shaven chest. Then greatly daring I allowed my hand to brush the front of his underpants. He was hard, and I longed to feel it, and finally I found the courage to grasp his prick through the soft cotton. It felt like steel, and as he groaned his pleasure, without thinking at all I bent over and closed my mouth on the length of the shaft, still decently inside his pants. I was in a state, heart racing, cock twitching, and still without thinking what I was doing I had his cock out, long and strong and hairless, and "cut" like mine, with a wonderful strong, flaring knob, and I kissed it, tasting precum for the first time in my young life. I wanted more, and despite all the insults I had heard used of other people, in that instant I became a "cock-sucker", my lips over that firm knob, and the shaft sliding down to meet my palate. I wanted it, lord how I wanted it, and I sucked and rubbed, sucked and rubbed, while he held my head, hands on my blonde wig, guiding my movement. He tried to warn me he was coming, but I would have none of that and made him come in my mouth, filling it with spurt after spurt of slippery hot cum. I found I was trying to murmur "lovely! lovely! lovely!" as my mouth was filled and I swallowed and swallowed. Now it was his turn, and he had his head right up under the hem of my wedding dress. It must have been dark under that heavy satin and brocade, but his hand had my cock out of my panties, and I felt his mouth warm and wet on my knob, and then the shaft as my cock slid down into his mouth. I was dimly aware of his hands caressing my buttocks and nylon-ed thighs, and then grasping my cock and gently squeezing my balls as he sucked and licked at me. I lay back in ecstacy, and could not help looking in the mirror at us. I could see his cock, and he was still erect! amazing after the power of his coming. And I felt so feminine the object of his passion. 'Claire', I thought. 'Claire giving herself to her man on her wedding night.' And with that thought I came. Like me he swallowed every drop. Then, laying side-by-side we were telling each other how good it had been, and he was undoing the clasp and zip on my dress and taking it off me. I lay on my back as he drew my panties down: I must have looked a dream in blonde wig and bridal stockings and basque. I felt him bend my legs back, and then he was applying lube to my arse-crease sliding a finger into my anus. I wanted this: I wanted to be his, to lose my virginity to this handsome, powerful, demanding male. I knew it would hurt, but in fact I was so relaxed and submissive now, so prepared for the final act of love, that there was almost no discomfort even. His cock slid easily up into me, and I lay there quiet while he fucked me. He had already emtied his balls into my mouth, but he was so hyper-excited that it did not take more than a minute or two, and I was aware he was coming deep inside me. The thought that I was no longer virgin, that in fact I was no longer completely male, was so strange that I felt myself coming again, and I squirted all over my lovely white basque. We lay there, astounded both of us by what had happened. Life would never be the same again for either of us now. We had tasted the fruits of long-forbidden pleasure, and there was no going back. ........................................................................... ...... He wanted me to stay all day Sunday and Sunday night too. I agreed on the understanding I would be dressed as Claire all the time. In the afternoon we went into town, me in borrowed blue jeans, top and flatties, my wig and make-up turning me into an attractive girl, perhaps a young wife out with her husband, and I felt so proud to be on the arm of this handsome, confident man. Somehow I was more aware of my own body, and not only my bottom I should add, which was still a bit sore, but which was a constant reminder of what we had dared to do, and the new bond between us. We bought my own lingerie, shoes, and a few dresses, skirts and tops. Yes, and two wigs, one long blonde, and the other shorter auburn, some "sensible" shoes and some unashamedly sexy ones. And some perfume and make-up. A wonderful shopping trip. Then a meal (MacDonalds!) and home to watch some porn he had (mostly male and transexual which shows it was a real compulsion for him!) and then to bed, me in a black see-thru nightie. He fucked me twice during the night! And that, Max is how I discovered by trans-sexuality.' 'What happened with his wife?' 'When we got back from work Monday afternoon, I heard him phone her and tell her he knew she was having an affaire and wasn't within two hundred miles of her mother's in Torquay, and that he wanted a divorce, amicable if possible. He did not regard himself as wronged, he said, 'it was just one of the things that happens'. They agreed he would pack up her things: she could keep the car, could come round for the cases Thursday evening, and take them away to her lover. I stayed out of the way till late Thursday, and Friday evening we packed up my few belongings, I left my bed-sitter and moved in with him. We lived as man and wife for about a year. 'Then?' 'Then I started to get bored with him, and to cap it I met Sir Clive. He's much more elegant, older of course but very virile. and he had enough money to be able to afford an expensive mistress....me. He set me up in my Marlborough Buildings flat, and later actaully gave the deeds to me. He's very generous with clothes, jewelry and even cash. I'm in clover, Max.' 'Are you risking all that with me, Claire?' 'Lord no. He loves threesomes. In fact if you would like to drink up we can stroll round to my flat and he'll be waiting. I'll give him a call to tell him to expect a handsome young man too!'' 'Ok. Sounds good. But will he want to. I mean I've never...' 'Fuck you? No. But he will want you to suck him off while you fuck me. And that's just starters. You'd better take one of these before we leave. It's going to be a long night.' He watched me unpop one of the blue pills for myself, and swallowed the other one himself like a lamb. .......................................................................