'In these circumstances what should a girl do?' I asked myself.
The circumstances in question were that my twenty-five-year-old son had arrived unexpectedly to visit me, his father. I had seen him from my bedroom window as he walked down the path towards the front door. I stepped back behind the curtains so that he couldn't see me. I wasn't at all sure what his reaction would be to finding his father in a figure-hugging dress, nylons, high heels, makeup and a wig. We had always been close but there was a whole dimension to my life he knew nothing about and I wasn't ready to admit him to it, at least not yet, so I sat down on the bed and pretended I wasn't at home. After a few minutes he went away. Later that evening he phoned and I said I had gone straight from work for a drink with friends.
I had just had my forty-fifth birthday when this incident happened. I had two birthday parties; one, organised by my son, Simon, and taking place in the country club, brought together friends from my schooldays with colleagues from work and neighbours, my two brothers and their families and my late wife's sister; the other was rather different. It was set up by Lady Susan, the owner of a club for TVs, and was for the members of my new family of TVs, transgender girls and their admirers. Two years earlier I had gained my very own admirer, a hunk of my own age called Eric, who was my escort for the evening. We received the guests as Mr and Mrs Eric Cartwright. I wore the most beautiful dark blue and silver silk dress and I hired a fabulous necklace and earrings for the occasion. All we girls went to town on our clothes and makeup and I must say we looked stunning. As the birthday girl I was kissed by all the men and several offered considerably more but I fluttered my eyelashes and declined, not that Eric would have minded. I know he has other women. I didn't want to let myself down, particularly in front of Lady Susan, who still regards me as one of her virtuous daughters.
Eric and I met once a week at the club and afterwards usually spent the night together either at his place or mine. Our relationship was, by no stretch of the imagination, a great love, but we liked each other and we enjoyed having sex together, which after years of self-imposed repression was a godsend for me. We met on my third visit to the club and clicked immediately. We danced and he slid his hand down from my waist to my behind and gently but firmly grasped my buttock. At the same time he pressed me against him and I felt his bulge meeting my clitie. I think I must have blushed because he said, 'You are beautiful when you're a little bit embarrassed.'
I moved his hand up to my waist and said, 'Are you always as forward as this so quickly?' and he said, 'Nothing ventured, nothing gained, and I want to gain everything from you.'
And he kissed me gently on my lips.
Lady Susan sees everything that happens on her turf. She especially keeps her eye on the new girls to make sure they are all right and I still counted as one of them.
'He's a saucy shite, Stella. He'll have his hand on your cunt before you can spit in his eye.' Then she added, 'But I've known worse.'
This was high praise from Lady Susan and was telling me that Eric could be trusted not to knock me about, because some men came here to find girls to hurt. If anyone did this Susan made sure he was given the same treatment and then was never allowed into the club again. She was a good mother to us and given her massive size nobody messed with her twice. She employed a bouncer, a great burly man called Harry, definitely past his prime, but whose eye could quell a fourteen stone drunk, and even he stood in awe of Lady Susan. He was rumoured to be her lover on demand; her demand, of course.
That first meeting with Eric didn't go any further than petting. We were each in our own cars and he took me down to the parking lot to see me off and asked if we could have a proper date the following week. I understood that 'proper date' meant he would make love to me. At least, I hoped that was what it meant. I prepared meticulously for this date, as you can imagine, and, though I say it as shouldn't, I looked pretty good in a calf length dusky gold dress and the flimsiest little lace and silk bra which lifted my breasts into the deeply plunging neckline, covering my nipples with a lacy film just half-visible above the gold material.
No sooner did we meet than Eric wanted to take me home with him. I agreed. I had come in a taxi and Eric drove me to his early 19th century house by the park. We walked into a long, elegant drawing room and he started to undress me feverishly, at the same time he was tearing off his own clothes. Naked, we ran hand in hand up the sweep of staircase to Eric's bedroom and he took my virgin anus and made of it a cunt.
Eric is a predominantly anal man. He has no taste for sucking cock or being sucked. That first night set the pattern for our later encounters. He positioned me on my knees on the bed and took me doggy fashion. He prepared my cunt by licking her and inserting the point of his tongue, before stroking my pucker with his fingers and slowly teasing her open. As soon as he judged me ready he guided his cock head into my rosebud and pushed, gently at first, but gaining momentum until he was whacking the full length of his seven inches into me. He stopped, laid me on my side, raised my right leg and rammed in deeper still and I shrieked in startled joy. I had never felt anything like the ecstasy he produced in me. When he finished we lay panting for what felt like an eternity of satisfaction before he took me again, this time from the front and I came across his belly and his chest more copiously than I had ever come before and Eric lay and let me lick my milk from his body and transfer a few drops of it to his lips before we slept. I felt that, with Eric's cock inside my cunt, I had at last experienced what nature intended me for. Of course, I had tried different sizes of dildo and of but plugs but nothing is a quarter as good as the cock of a man who knows how to use it.
To go back to the beginning: my wife and I married whilst we were both at university. We enjoyed discovering sex together but what we had mistaken, in our innocence, for a grand passion was, at best, comfortable and comforting. Five years later our son was born. During a holiday in Florence I had fallen in love, shatteringly, with a man whom I neither spoke to nor touched and saw only once. I had gone for an early morning stroll, leaving Jane in our hotel room to finish washing her hair before we went down to breakfast. I was walking across the Santa Trinita Bridge when I saw him approaching me from the other side of the river. He was fair-haired as some North Italians are, a little taller than me, with a good figure, but what completely bowled me over was his radiant, confident masculinity. I felt a dampness in my pants as though I had a vagina which recognised her master. As we drew near to each other he glanced at me. I think I must have been gawping at him like a love-struck girl, which, indeed, was what I had become. He smiled as though acknowledging my servitude as his right and passed by.
I had several times felt attracted to men but had been able to ignore my feelings. Now, suddenly, I knew that I wanted to be the wife or, failing that, the mistress of a dominant man. I wanted a man to transform my anus into a cunt. I returned to our hotel in a trance. That whole day I was near to tears and Jane kept trying to find out from me what was the matter. In reaction, I think, to my daytime longing to be feminised, I asserted my masculinity to both of us the following night. We made love more passionately than we had for years and it was then that we conceived our son. Bizarrely, he has the fair hair and dark eyes of the Florentine, although no one on either side of the family has this colouring. There was a moment, when Simon was eighteen and just about to go to university, when I caught sight of him unexpectedly in the street. For a moment I didn't recognise him and thought, 'What an astoundingly attractive young man.' Then I saw who it was and I was horrified. I had been fancying my own son. I should have to take a grip on myself.
I suppose I could have gone to gay clubs and possibly found a man whilst Jane and I were married but my timidity and my desire to have 'the perfect family' overrode my sexual desires. Then, when Simon was twenty years old and at university, Jane died. She was perfectly healthy; she had a completely unheralded heart attack; she was dead. My sense of guilt was immense because my wife's death, much as I had cared for her, came to me as a liberation. I missed her dreadfully but her demise made me look at myself with fresh eyes and what I saw was a woman trying to emerge from her own lies and obfuscations, who might begin to live a life which could satisfy her physically and psychologically in ways she had never known.
Within days of Jane's death I began, in private, to dress in her clothes. It started by my telling myself that I was trying to be closer to her but soon I accepted that I was trying to get closer to myself. I experienced a new level of sensual satisfaction from sliding onto my legs a pair of nylon stockings or enclosing my cock and balls, which I started to call my clitie, in tight, silk panties. I shaved my body and moisturised my skin. It became softer and more pliant and, having shaved my chest, I realised that I had rather feminine breasts and I learnt to enjoy gently, and then less gently, squeezing my nipples. I longed for a man but I also longed for the company of other women like myself. I got in touch with a TV contact group and, within a few months of Jane's death, I was attending the group regularly, had been shopping with some of my TV sisters, and had gained a wardrobe which allowed me to present myself as a woman. It must have been about six months into my time of feminisation when one of the girls in our group mentioned The Ladies' Club to me. She introduced me to Lady Susan, who rapidly decided I should be one of her daughters, and my life as a woman really began.
At work I continued to be the moderately successful manager of a construction firm, dependable and unexciting, but one who brought in the business and made sure contracts were fulfilled on time and on budget. My life as a woman was enacted most evenings at home after work, when I changed into a skirt and blouse and put on makeup, and, of course, when I became an elegantly turned out woman at my TV group and with Eric at the club.