Pursuit Of Happiness - Part 1 free porn video

Pursuit of Happiness Part I ? by: Amanda More At last I was at liberty. Free to explore the real me, free to do what I wanted to do. Married for ten, often painful, years from the age of 22, my divorce was finally through, I had a new job and was living in a new area far away from my ex-wife and old 'friends'. Now only fear of the unknown would stop me from leading the life I needed to live. My problem or gift depending on how you view it was that I was a TV and I was increasingly realising that I was one with strong submissive and, to my initial horror, seemingly bi-sexual leanings. Was I to give into these yearnings? Could I live the life I thought I wanted? Well I certainly had the means. Although I had left my marriage with nothing, unsurprisingly, I did not get anything out of it while married, I was financially secure. My ex-wife had always been the main breadwinner and we did not have any children so I did not have to contribute towards her life. I had taken voluntary redundancy from my college job, so I had received a large lump sum from them and my Grandmother my only living relative, apart from a father I had not seen for years, had given me my inheritance after my wife and I had split, and shortly before she died of cancer. The two sums I placed with my existing savings. So I had some money and was largely alone. A new life was what I needed. I moved 70 miles away and took a job as an administrative assistant with an up-market antiques shop in the little market town of Milton. It did not pay as much as the college, but it was restful and largely stress free, and I liked the two guys I worked for, Simon and Jonathon, though they were the first overtly gay people I had ever spent much time with. The job paid me enough to feed and cloth myself and to rent a small isolated unfurnished cottage on a three year lease. This gave me the opportunity to indulge my predilections. I used some of my savings to furnish my cottage in a rather feminine style and with my bosses help some cheaper antiques, so I ended up with a rather cosy and chintzy feel to my home. Additionally, I bought a wardrobe of new female clothes and a new bright red coloured Fiesta car, a real chick's car, though for fitness I cycled to work only using the car when dressed. Finally, I opened a new bank account using my fem name, Geraldine Thomas (my birth certificate had Gerard Matthews on it). I was ready to begin my new life. At first I enjoyed simply being able to dress and feminise myself. I removed all the hair from my body save for a small triangle around my small set of male equipment. This was quite easy to do as I was fair- haired and never hirsute, with just a few easily plucked straggly hairs on my stomach, and arms, which were merely downy like a girls, and before I moved I had laser treatment to remove any beard growth and the pitifully sparse cover of chest hair. I also had my ears pierced. Furthermore, I appreciated being able to pluck my eyebrows and I wore them as shaped and thin as I could practically get away with. It was great that having met me after I had begun this mild feminising process, no one seemed in the least bit suspicious about my looks. Having progressed thus far I was willing to take another step and enrolled on a hormone therapy course to feminise my skin and to see if I could begin to develop breasts. When dressed as Geraldine I was really very convincing. Only 5'7", I was very slim and slight; in particular my face was small, heart-shaped and with an unmasculine pointed chin and my Adams apple was slight and not really noticeable. Only my nose did not quite fit with the delicacy of the rest of my features and even that was within acceptable limits, being small for a man. When only lightly made up in profile I looked feminine, delicate and pretty. Whilst face on I was not so attractive I was still very presentable and when well made up could easily pass for a nice looking early 30 something year old woman. As my confidence in my new appearance improved so I began to go out dressed, first at night and then on market days, when Milton was busy, or into the city on my Saturdays off. Each trip increased my confidence and developed my feminine persona; I had even begun to confidently speak in a low rather posh sounding female voice, which I had perfected using a tape recorder. Something was missing and I knew what it was. I was isolated and not relating to other people as Geraldine; I needed a social life and I was beginning to suspect I needed a relationship. So I had begun to write letters in my quiet moments at work to possibly suitable people advertising in dating magazines. I was not really sure of the type of person I wanted to meet. I had written a couple of letters to females interested in TVs, and had surprised myself by being excited and interested by a guy who described himself as straight but a TV lover who would treat a good looking, feminine TV as the lady she wanted to be. So I wrote to him as well, enclosing a photograph, but as with the other letters my courage left me when it came to sending them. The letters remained locked in my desk draw at work and my life continued along its mundane course until one Monday morning shortly before Christmas. On arriving at work I was summoned to Jonathon and Simon's office. Jonathon, who was very much the male in their relationship though not the brains behind the business, invited me to sit down and began what he called an appraisal of my employment with them. They both agreed that they were very happy with my work and hoped that I was happy with my job, as they wanted my employment to be long-term. Just as I was relaxing and enjoying the praise, Jonathon dropped a bombshell, he said, "Gerard we'd like to know all there is to know about our employees because the antiques business relies on trust, for example we could not allow an employee to place themselves in a situation where they might be blackmailed. Take your situation you are a transvestite aren't you"? I was stunned at first I was speechless then I managed to stutter "I... er...um." "Its okay Gerard," interrupted Simon, "we know you are, you see whilst looking for some invoice details over the weekend we came across your cache of letters and photographs. We did not mean to pry and be assured we don't mind, how could we?" "No it is alright, really," said Jonathon coming around the desk and reassuringly squeezing my shoulder, he went on, "actually we kind of suspected anyway, your nails are a little bit too long and well manicured for a man, and occasionally I thought I saw remnants of polish." "Not only that," continued Simon, "but your face and skin generally is so smooth and you pluck your eyebrows don't you?" "Er yes," I mumbled. Jonathon asked, "Would you like to dress and act like a woman all or most of the time, because if you do we don't mind, we can see from your photographs you are quite convincing and provided you can act lady like we would have no problem in treating you as a female employee". I could not believe it, here I was being offered my dream come true by my employers, a chance to live my life as the woman I now felt I wanted to be, but all I could stammer was a hesitant, "I...I'm not sure." Simon looked sympathetic and said, "Fine think about it and if you like, once you are over the shock, come and have a chat at lunch time." Three hours later I had calmed down and convinced of their sincerity made up my mind. I went to see Jonathon and Simon and told them that I would like to give working for them as a woman a try. "Excellent," announced Simon, "I am sure you will be much happier and having a 'female' employee will be good for the shop. Now I was going to suggest you started coming in for a trial period as Geraldine, nice name by the way, after Christmas but its Jonathon's birthday tomorrow so why don't you start then and we can all go out to lunch." Finally committed, without hesitation I replied, "Okay, sure why not." "In that case," said Jonathon, "take off the rest of the day and start getting ready for tomorrow." "It isn't that hard for me to become Geraldine," I said gaily. "No I am sure it isn't but I want you to look your best," said Jonathon with an odd knowing smile. With Simon also insisting I took off the rest of the day and went home. That evening I began my preparations, as I did not want to be rushed the next morning. I had a long soak in a bath full of my most favourite fragrances and moisturising oils, and there I shaved my legs and underarms. Before going to bed I varnished my toe and finger nails in coats of a deep plum red and plucked my eyebrows much more finely than usual; now there would be absolutely no doubt that they were plucked. My sleep was blissful, surprising as I was so excited and a little nervous. The next morning I arose early and showered. Having moisturised my face and legs and powdered my body I was ready to dress. I had chosen an outfit suitable for a 30 year old woman working in an antique shop, a short-sleeved mid calf length, flared Laura Ashley print, front-buttoned dress with a delicate flower pattern, over which I would wear a long cotton and wool mix unfastened beige jacket. On an impulse I decided that as my exterior would be rather prim and proper I would wear some of my sexiest undies underneath. First I put on matching skimpy red bra and thong panties. The thong was sufficient to keep my equipment in place with the help of a few strips of surgical tape, and the bra a 36A with uplift and extra padding was sufficient to give my hormone induced budding bosom a cleavage, whilst giving my figure convincing small breasts. Next came a red with black lace trim waspie style corset. Pushing the garter tabs through my panties I fastened tan coloured sheer shiny matt stockings to them. Now I was ready to do my face. I decided to go for as natural a look as possible, so I used a light liquid foundation base, which I could easily get away with because laser and hormone treatments had given me a women's facial skin tone. A tiny touch of blusher, a coat of mascara, kohl under the lower lid and a light beige eyeshadow. My make up was completed with lipstick, only within my natural lip line, in a light plum hue which both went with my nail polish yet only suggested a deepening of my natural lip colour. The effect was to feminise my face yet give the appearance to all but the closest observer that I was only wearing a little mascara and kohl. Having completed my make up I put on the dress and jacket, slipped my feet into a pair of 2" high-wedged pumps and selected my wig. I chose a to the bottom of the shoulder length mid-brown real hair wig in a ragged layered early 90s style. It matched my own hair colour and I was able to comb some of my natural hair, which grew thickly to the base of my collar, into it to give a very realistic look. A red hair band completed the effect. I looked in the full-length mirror at my reflection approvingly for I was to all intents and purposes an attractive, very feminine woman, respectable but with a hint of hippyishness about her. I completed the look with a thin gold chain and locket around my neck, loads of assorted gold coloured bangles on my right wrist and a gold lucky charm bracelet and simple Timex ladies watch on my left. On my left marriage finger I slid on a diamond and ruby engagement ring and wore two chunky semi precious stoned rings on my right hand. I placed all my necessary bits and pieces in my shoulder bag, checking that I had money in my purse, sprayed my neck and cleavage with my favourite perfume and confidently headed out of the house. From now on I would drive to work as Geraldine, I realised with a thrill as I started the Fiesta's engine. I parked near the shop and walked to it, meeting the gaze of anyone who happened to catch my eye and in a couple of cases eliciting a friendly smile to which I responded. I arrived happy that I had no fear of being read, unless may be someone spent a very long time examining my face and neck closely. When I entered the shop, Simon looked up and said, "Yes can I help you madam." To this day I do not know whether or not he was kidding or he really did not recognise me. "It's me Gerri, Geraldine," I replied. "Geraldine my you do look lovely, a real lady, Jonathon come and see." When Jonathon saw me his eyes widened and a huge grin split his face. "Wow I guessed you would look good, but you are so convincing and very attractive," he said indicating to me to twirl around. That first morning at work as Geraldine was strange, Simon treated me the same except perhaps he was a little camper with me, Jonathon, however, treated me like a woman, opening doors, helping me move bigger objects and at times flirting with me quite outrageously. I remained throughout the morning in the rear small office away from the public, as we had agreed would be the case until such time that they were convinced I could carry off my deception continuously without faltering. Towards the end of the morning as I was filing some invoices, Jonathon asked me if I would like to go to the pub for lunch as it was a double birthday celebration, his 40th and my first day fully as Geraldine. I was a little hesitant to be in such a public place, but he reassured me he was convinced that I would pass for a woman in everyone's eyes. The pub he and Simon occasionally went to was more of a wine bar bistro, being primarily a gay bar at night but during the day favoured by the local business community. So that lunchtime I found myself accompanied by Simon and Jonathon to lunch. The pub was crowded and the only people who noticed us were friends of Simon and Jonathon, one in particular joined us, a man in his mid 30s, called Glyn, whom I had briefly seen before but never been introduced to as Gerard. He was a local antiques collector of oriental art and a computer systems analyst. The company was charming, though no one paid undue attention to me, and I acted in a generally shy and quiet manner, only contributing to the conversation when expressly invited to or asked a direct question. Glyn asked how long I had been working for Simon and Jonathon and I said I had just started having taken over from the previous employee that very day! I claimed I had only recently moved into the area but had worked in an antiques shop before. I kept my previous history simple and told him that I had moved to the area following a divorce. Throughout lunch quite a large quantity of wine was drunk and Jonathon, in particular seemed to ensure that my glass was never empty. I became quite tipsy and hardly noticed when Jonathon began to be quite proprietorial with me with the odd brief arm around my shoulders and one gentle pat on my knee. I did note that Glyn regarded Jonathon very quizzically at this point. On the walk back I was in danger of staggering so I happily acceded to Jonathon gently supporting me with the offer of his arm. Once in the office Simon announced he had to go out and Jonathon said that he wanted to close the shop for the afternoon to do the monthly stock-take. Together we began to do the audit, Jonathon having given me a sherry to help time pass he claimed. At one point I nearly fell off some library steps and Jonathon caught me; as I giggled I lingered for longer than I need have and when he let me go I queried my own behaviour; clearly as Geraldine I seemed to be attracted to Jonathon, but he was gay and my boss so I told myself to forget it. Concentrating on my work, as best I could, and facing a bookshelf in the backroom, which served as Jonathon and Simon's office, I was startled to feel Jonathon's arms encircling my waist. A greater shock came when he turned me towards him bending my back and tilting my head, as his face came down to mine and his mouth engulfed my lips swallowing my gasp of astonishment. His hot tongue invaded my mouth and in my aroused and inebriated state I offered only token resistance and after only a few seconds parted my lips wider to allow him access. Jonathon's tongue teased and danced with mine as he crushed my body to his and without a conscious decision my hands rested lightly and receptively on his upper arms. I blocked out the thoughts flooding my mind and gave in to the moment as tingling electricity coursed through my body and unrecognised yearnings grew in my stomach. As suddenly as he embraced me he let me go and with a look of anguish cried out, "Oh my God what am I doing, I'm taking advantage of you because you are a little drunk. I'm so sorry Gerri I shouldn't have done it please forgive me." Even more shocked by his remorse I could only stutter, "but Jon its okay. I was surprised at first but surely you could tell from my reaction I enjoyed your kiss, but I guess you are worried about Simon." "No he set this whole thing up I'm sorry," he answered. "Look Simon knew I was attracted by your pictures and as it was my birthday he thought he would engineer a situation where you would be willing for me to take advantage of you. We both guessed that in the woman's role you would be attracted to men. But we never thought it through; that it would be so wrong. I am so sorry." "So I was to be your birthday treat," I shouted angrily. "Yes I'm so sorry and ashamed for allowing this to happen," he answered collapsing in tears onto the sofa. My affection for Jonathon overcame my annoyance and I sat down beside him and said gently, "It was Simon's idea then but you went along with it because you were attracted to me? Its quite flattering really but I'm afraid that like this, whilst I do seem to fancy men, I want to be attractive because I am seen as a woman not a guy in drag, which given that you are gay is presumably what attracted you to me." "No, no you don't understand," Jonathon implored hotly, "I'm more bi than gay, and I can assure you that it is your femininity that I am attracted to. It's just that I find that combination of feminine behaviour and appearance in a natural born male irresistible. But basically I'm attracted to you because you are you, a very beautiful person who is at last expressing their true self." Now I began to cry. "Oh I'm sorry Gerri," said Jonathon slipping a comforting arm around my shoulders, "I didn't mean to upset you, oh this is terrible I have behaved like some insensitive macho boss with a secretary he fancied." I looked up at him and through my sobs smiled and sniveled, "Yes you have, but you also just said something very nice did you mean it?" "Yes Gerri every word you are lovely and very desirable. Any guy who could honestly win your affections would be a very lucky man." I continued to look up at Jonathon with wide tear filled eyes. "Gerri I'm going to ask you something but I will understand if you say no." "Yes?" I whispered. "May I kiss you again?" I replied, "Jon, I know it's probably the booze, but the signals I was giving you were asking you to." His smile answered mine and then our lips met once again. The firm pressure of his mouth and the sweet taste of his tongue were intoxicating and I slid back into the couch my long-nailed fingers gently massaging his neck. Jonathon sat to the side and above me, his bulk dominating me and making me feel even more vulnerable and feminine. His tongue inside my mouth was a delight and my impassioned responses soon raised the heat in both of us, so that when Jonathon began to unbutton the front of my dress I did not resist, nor did I when he undid my bra. Instead I pulled it through the sleeve of my dress to give him unhindered access to my small breasts. "Whoa sexy bra very nice," he said adding on observing my tiny titties. "Ah I thought as much you've been taking hormones. They are small but very sexy." "I am glad you like them," I sighed as his hand roamed over my right breast. "Oh yes, pretty nipples," Jonathon said before his mouth descended on my left breast and suckled its teat. The feeling this induced was indescribably gorgeous. I arched my back and held his head to my breasts as his mouth wove its magic. "Ooh that's so good, nobody has ever done that before," I sighed. Jonathon drew back replying, "But I bet you have wanted some man to do it haven't you. I bet you would like a man to do a lot more eh? Just look at you full of passion your nipples standing so erect and proud." I gazed at my chest and indeed he was right, my nipples were very erect and swollen, standing at least half an inch proud of my chest. Jonathon's left hand began to push up my skirt and roam across my thigh, stroking my legs through their nylon covering. "Mmm, yes," I murmured in response totally given over now to being the female with this man. He ground his body against mine so that I could feel the heat and hardness in his groin. Instinctively my right hand reached down to his tumescence and lightly caressed and squeezed. Jonathon gasped, "Ah," then composed himself saying, "Yes Gerri that's nice, here let me help you"; he gently pushed my hand aside and unzipped his trousers then pulled my hand back to his crotch allowing my fingers to slip inside the trousers and the opening of his boxers, so that for the first time my finger tips encountered the silky smoothness of another man's erect penis. My fingers stopped, sensing hesitation Jonathon more vigorously renewed his suckling of my nipples. Previously unknown sensations exploded inside me and I melted into him my fingers deftly freeing Jonathon's 7 inch long and meaty member of its confinement and then gently beginning to stroke it. As I slowly stroked his penis his hand on my leg moved up around my buttocks massaging them through the thin fabric of my panties. Gradually I became aware of his thumb exerting pressure on my anal ring, surprisingly it was pleasant and I began to want him to push it inside me and ground my arse against his hand. Squirming against him moaning Jonathon said, "It's about time for your first real lesson in womanhood Gerri, I am going to sit up and I want you to suck my cock. Will you do that?" "Ermm," I began hesitantly. "You must have expected this and I think you want it," said Jonathon. He was half right, I did not really know what to expect but I did think that as a woman I would do what he asked and at that moment I so felt like a woman with him. As Jonathon sat up so I lent forward my face closing in on his erection. Parting my lips I took the tip into my mouth as he continued to massage my legs and buttocks. I felt its silkiness and tasted the slight saltiness of the pre-cum and I knew that I could do this and indeed wanted to. With one hand grasping the base of his penis I slid my mouth down its shaft licking it so that it was coated with my saliva. When it hit the back of my throat I backed off and began to move my mouth up and down his erection massaging it with my lips, caressing it with my tongue and gently sucking. "Yeah that's nice Gerri," moaned Jonathon, "See if you can deep throat me". Thus encouraged I started to take him into my throat, fighting the gagging impulse as I pushed my mouth down his shaft, finally taking him fully into my throat. As I got used to him it became easier and I was able to pull back and push forward as I wanted, gradually increasing the suction and concentrating on doing those things he seemed to enjoy most. "Mmm you're a quick learner," he said as his hand slipped inside the back of my panties. He began to massage my naked buttocks with a lovely gentle combination of stroking and kneading which inspired me to redouble my efforts and soon Jonathon was breathing heavily and I was moaning and bucking back into his hand. A cold, moist but pleasant feeling against my anal ring made me gasp with surprise and then after a moments gentle pressure and a little discomfort I felt something slide inside me traveling up my rectum, correctly I surmised it was one of Jonathon's fingers. It felt strange but nice and his slow gentle approach meant that this intrusion did not frighten me. Indeed after a few moments the thought of what I was doing and what was being done to me began to excite me even more than before, and those previously unrecognised longings and yearnings began to crystallise and take shape. With clarity I knew then that I wanted a man to take me as a woman, to drive his penis into me, to cum inside me. Jonathon pulled away from me a little saying, "I'm getting too excited, time for me to return the attention." He motioned me to lie on my side and then slid down beside me, adeptly taking my small semi-erect penis into his mouth whilst at the same time continuing to play with my anus. As he sucked and massaged me to a full erection so he inserted another finger and when I had accommodated that a third. The last digit hurt a little, despite his gentleness, but the oral stimulation I was receiving took my mind off it. This enabled me to relax so that quickly all three fingers were comfortably inside me to below the knuckle, and he had successfully stretched me ready for what we both knew would be my acceptance of the ultimate induction into femininity. "You're gorgeous Gerri," said Jonathon, "so sexy and feminine, I want to make love to you properly." "Yes," I murmured contentedly. "You do realise what I mean don't you, I want to fuck you." I nodded, "Let me know then tell me you want me to fuck you," he demanded. Timidly I whispered, "Jon I want you to fuck me please, make me a whole woman." Jonathon indicated that I should kneel on the sofa facing the back of it and that I should lean across its back. I did as instructed and at the same time removed my panties. He lifted up my dress and pushed it over my bottom leaving it bunched around my waist. "Are you sure this is what you want," he said slipping on a condom. "Yes, please take me," I replied. I felt a strong pressure against my anal ring then in response to copious lubrication and the stretching of the finger fuck, my rose opened and the tip of Jonathon's penis slid past my sphincter. It hurt but not unbearably so, then holding my hips he slowly pushed his cock all the way, at first the pain got worse, a burning sensation, but then very quickly it subsided and was replaced by a pleasant full feeling. This sensation in turn was superseded by a deliciously sexy feeling, as he began to stroke in and out of my rectum. With my head shaking from side to side and guttural utterances of, "Yes, ooh, yes," escaping my lips, Jonathon began to pound into me ever harder and faster, my bottom now bucking in rhythm with his thrusts. As he rogered my rear he jacked my cock with his right hand, the left playing with my slightly dangling tits. My entire being became one sensual sensation, which finally engulfed my body spewing out in an orgasm from my male member, but felt more completely and consumed than any previous climax to the extent that I was unaware that I had ejaculated. As waves of electrical excitement continued to course through my body I felt Jonathon's cock spasm inside of me and then begin to jerk as he came in my bowels. "Oh God yes," I exclaimed, "cum inside me, cum in me, OOOhhh it s so gooood aaaahhhh." Jonathon shrank inside me and then he fell back onto the couch pulling me with him. We hugged and kissed for a while and then eventually Jonathan said it was time for us to go home. He told me that though this would be the only time we would do this he had enjoyed himself immensely and he hoped I had and that I had discovered some things about myself. Laughing I agreed that was certainly true. "Well I should hope so," he said, "because you not only look and act like a woman you cum like one too." I smiled half embarrassed then he also told me that he and Simon had written on my behalf to one of the men I had been planning to contact and that this guy, Ben, had responded and wanted to see me. He had given his telephone number so Jonathon handed it over and said, "Well now its up to you but judging by today you should call him and if you do he will be a very lucky guy." I smiled and placed the phone number in my purse. We both got ourselves back together, I redid my make-up and we shut up shop. Jonathon drove me in my car back to the cottage having called for a taxi to meet him there. As he went to leave from my doorstep I kissed him lightly, wishing him a 'Happy Birthday'". That evening I ran through the events of the day in my mind. A few months ago what had happened would have been unbelievable. I had spent the day as a woman, had worked as Geraldine and gone to the pub as her. I had been accepted without hesitation and what was more I had spent the afternoon making out with my boss, a man, and I had loved every minute of it. I decided there and then to continue as Geraldine, even to the point of having a legal name change and perhaps some cosmetic surgery on my face and Adam's apple. Moreover, I knew that I had to be made love to again and soon, the feelings inside me were indescribably good but like some sort of drug they made me crave for further gratification. Since another liaison with Jonathon seemed disappointingly out of the question, I considered ringing this guy Ben, but despite everything my confidence ebbed and I couldn't bring myself to pick up the phone. However, as the evening progressed and I drank a bottle of wine I became progressively drunk and randy. I remembered with longing the feel of a cock inside my arse and wanted one again badly enough that I overcame my lack of confidence and dialed. The phone was answered by a well spoken male voice, I asked for Ben and was told I was speaking to him. Timidly I explained who I was. In response he became very enthusiastic and certainly seemed very pleased to have heard from me. We chatted in general about ourselves for a while then Ben asked, "You seem rather shy and hesitant, are you uncertain about contacting me or are you a shy and submissive person. I don't mind in fact it adds to your feminine allure." Slightly taken aback by this question I agreed that I was rather a quiet non-pushy type. Ben lived 40 miles away but we arranged to meet in two days time on the Saturday at a pub not too far from where I lived. After we said our goodbyes I was both excited and worried. I wanted to meet him and hoped things would work out but it was a step into the unknown. In the office the next day Simon and Jonathon were both a little uncomfortable with me. At lunch time I got them together and told them this had to stop, we all knew what had happened yesterday and we had all participated willingly. I pointed out that I knew the score and that there was no need to worry I was not going to come between them, then I told them about Ben. The atmosphere changed immediately, they relaxed and from then on treated me like a familiar female employee, though Jonathon never hid his attraction to me, always enjoying flirting with me in public. I also confided in them my plan to go fulltime as Geraldine and Jonathon insisted on setting up an appointment with a private specialist. By the end of the day the process of changing my name had begun and I had an appointment at a private gender clinic for the following week with a provisional booking for an operation to remove my Adam's apple and have cheek implants two weeks after Christmas. I had also been booked into a hair dressers for a cut and style. On the Friday I went for my appointment with my own hair pulled back in a pony tail. It was the first time I had been out as Geraldine without my wig and I felt awful, though once I had done my make up a glance in the mirror told me that I looked passably feminine, a little plain, but convincing. It was worth the worry, however, because two hours later I re-emerged with a mid length bob and my eyebrows freshly plucked and shaped. I felt fantastic and had thoroughly enjoyed being in charming feminine company talking girl-talk. Back at the shop the boys loved my new look. Saturday arrived too soon for my liking for I was beginning to have cold feet, but every time I went to ring Ben to cancel I remembered how good it was to be with a guy as their woman, and I asked myself how else was I going to get together with a man other than through a dating agency. So on Saturday morning I prepared for my date. I dressed in a silver camisole and French knickers over my pink corset with silver/gray sheer stockings, my maleness restrained by a gaffe. It was a cold day so over that I wore a gray lambs wool pencil skirt to mid-calf with a matching top with turtleneck collar. A camel coat, 3" high black heels, matching bag and gloves, and a silk scarf completed the outfit of a tall, well heeled woman in her early thirties. A simple gold chain and matching bracelet was my only jewelry other than some small gold-hoop ear rings. My make-up matched the image light and subtle. I certainly looked feminine and smart and to a point pretty and sexy too. Ready I got in my car and set off for the Kings Head where I would meet Ben. In the car park I called his mobile from mine and he told me he was sat to the immediate left of the entrance door. Nerveously I entered. "Hi," a deep voice said to my left and I turned to be met by Ben rising from behind a table. He was at least 6'4", towering over me even in my heels, he was big too, wide shouldered and athletic looking, clearly heavily muscled and weighing about 220lbs. His face was ruggedly handsome, framed by dirty blonde hair and offset by a broken nose and a Zapata style moustache. His clothes were expensive casual, a thick viscose black shirt and light gray chinos with a soft leather coat hung on the seat behind him. "Geraldine I presume, I'm Ben," his voice rumbled as he took my hand to gently shake it, "you look enchanting far better than I could ever have imagined." I smiled as he swept around the table to pull a chair out for me. For the next three hours this impeccably polite man was the perfect gentleman, he bought me soft drinks, a lovely meal and coffee. We talked about everything and nothing. He told me he was a successful architect, liked classical music, good food and sport being a leading local amateur rugby player. He complimented my manner, my looks, my voice and I could tell by his eyes he was deeply attracted to me. Since both of us were driving so neither could drink, Ben asked if I would like to go back to his house share a bottle of wine and perhaps take in a movie that night before going home. I felt so at ease in this guy's company and already very attracted to him that I saw no possible reason to refuse and accepted without hesitation. We agreed that he would follow me to my house I would leave my car and then travel with him to his house and he would bring me back later. After dropping off my Fiesta I got into his black Mazda sports coupe and 45 minutes later arrived at his warehouse flat. The spartan but tastefully designed interior clearly revealed both Ben's taste and wealth. I made myself comfortable on a sofa, kicking off my heels and he poured me a large glass of wine. Soft music was put on and the mood was relaxed and warm. Ben told me that he was so pleased to have met me and that I was very feminine without anything that could reveal my true sex. "If you like women why do you like TVs," I asked emboldened by the wine. "Well," he replied, "I have had some bad experiences with women and I met a TV a couple of years ago and was fascinated by her. We only had a brief dalliance but I found her more feminine than most woman are prepared to be nowadays. She was pretty, witty and sophisticated and knew how to please a man. And whilst I am looking for a committed relationship I am not prepared to go the whole way so I don't want anyone to think that marriage is even a remote possibility." "Well that's certainly true with me," I joked. Ben laughed kindly, "But seriously," he continued, "a 'girl' like you I believe has more to offer me than most ordinary girls and in return I would treat you as the beautiful woman you deserve to be treated like". This statement of Ben's I later learnt was only partly truthful, the real scenario was that Ben was bisexual and his macho personality could not cope with his feelings accept in a relationship with a TV. Also he liked to be in control and to control his partner, the vulnerability of most TVs to exposure and humiliation gave him that option. It was to be some time before these truths would dawn on me, however, and at that precise moment I could not doubt his truthfulness as he was sat beside me gently caressing my hand and gazing longingly into my eyes. I believed him to be the perfect gentleman and I was even more impressed when he showed me a blood test certificate date earlier that week showing that he was free from HIV. He explained that he always did this before he met a new person so that if their was a physical involvement they could feel totally secure. When I asked whether he would want to see the same from me he simply told me that if I said I was not a risk he would believe me. Ben's head began to lower towards mine; I knew what was about to happen and I was eager for it. I tilted my head and parted my lips slightly, his breath caressed my cheek and then his mouth met mine opening as it did and encouraging mine to part further and allow his tongue access. A long passionate kiss ensued and then we were in each others arms hungry kisses being offered and returned. He tasted so sweet but manly and I was fit to swoon with the joy of it. I no longer worried about my sexuality I knew what I wanted and at that moment I wanted Ben. His hand crept to my breast outside my jumper and gently squeezed, his finger and thumb sensing the swollen nipple through the fabric lightly tweaked it, I gasped. He pulled back and stood up and said, "More later I think but for now more wine. I'm glad you have real breasts, how long have you been on hormones?" "Six months," I answered as I touched up my make up using my compact mirror. Ben poured two glasses of wine. "A little love potion?" he asked jovially, holding up a bottle of Spanish Fly and dripping two drops into his glass. I had never had it before and given how I felt and that he had already put some in his glass and was asking me rather than serving me a mickey, I couldn't see the harm so I readily agreed. Five minutes later sitting on the sofa I thought I was on fire with desire. My stomach churned and I felt empty inside, in addition every nerve ending tingled and I felt acutely aware of my lovely clothes and feminised state. Ben's hands were soon running all over my body caressing it through my lambswool outfit as his kisses moved down from mouth to neck. Oh how I loved him kissing my neck and nuzzling my ear lobes, I was hot in every sense. With an 'excuse me a moment' I slipped from beside him stood up and in rapid succession removed my top and stepped out of my skirt, "I was too hot," I said. Ben smiled, "You are certainly hot," he said adding, "but you can never be too hot." His eyes devoured my body clad in sexy camisole, French knickers and stockings. "Mmm you have lovely legs. Put your heels back on and let me see them to their full advantage". I did as requested and Ben let out a whistle, "Oh yes gorgeous. Gerri you have wonderful legs you shouldn't hide them under longer skirts you should wear the shortest minis and flaunt them with pride." I blushed. "I mean it," Ben continued, "to deny men a sight of those legs is a crime. Lets go over to the bed so I can see if they feel as nice as they look." I smiled and held my hand out, Ben arose took it and hand in hand we walked over to his sleeping area where he had a king-sized double bed. "Expecting company," I said teasingly as I sat down on the edge. My answer was to be an evening full of joy !