This is crazy, John thought. It was risky, too; if he went through with it, he would risk having to go to confession again, and maybe again and again. But could John’s idea, though crazy and risky, help Ben< with his problem of lack of female companionship — a problem he said was killing him?John took a deep breath. He was going to find out. Maybe Ben would just laugh at him, and his idea would be no help at all—but he had to find out.Already he had bought himself a curly wig arranged in...

I knew Mme. Norman had not read me and as the luncheon progressed, Leslie mentioned that I was looking for a way to stay in New York for the winter. Trina Norman offered me a modeling job on the spot. I demurred, telling her I would let her know. Here was a daring and dramatic answer to my dilemma; perhaps too daring, too dramatic. Leslie encouraged >me to take it. I hesitated. I wasn’t sure that I was ready to take up a transgendered lifestyle. The Lockmans encouraged me to take it if I...

‘‘You’re very quiet,’’ Peter said as he watched his Mom read the results of his DNA analysis. ‘‘I think you’d better read this,’’ She said softly, passing the papers to him. ‘‘It says that I’m part Irish, and part Italian, with a smaller percentage match with Greece and Scotland,’’ Peter replied. ‘‘That sounds good; there’s nothing strange there. I almost wish there was something different about it.’’ ‘‘You haven’t read it properly.’’ His Mom reached out and took his hand. ‘‘Look at the top...

“Well!” Mark pressed. Again, no reply. “You’re more of a flaming pansy than Alicia even mentioned, aren’t you?” an impatient Mark demanded. “Please,  Master Manley,” Shelley whimpered. “Don’t hurt me.” “I won’t hurt you, you pantywaist sissy. I just want to make certain we have an understanding and see eye-to-eye.” With that, Mark placed his large hands around Shelley’s slender waist - his fingers nearly touching around the maid’s waist-cinched tummy. As if he were a feather, Mark lifted...

Encounter with an Admirer Oh, dear! I’m so embarrassed—but so excited too! I’m being fully overcome by the sex craze, just as when I was a secretly effeminate young teen playing girlfriend for imaginary boys—and now I’ve actually >agreed to meet you for sex! It’s been a long time since I had sex with a man. I did it with quite a few men in my 20s, but I stopped before I was 30. And yet, when you told me about the orgasms you’ve had while reading my books—well, I just couldn’t resist! I’ve...

‘‘You haven’t told me what I have to do,’’ I reminded him. ‘‘Oh, no I haven’t; how remiss of me.’’ He laughed. ‘‘Of course, there are no real duties as such; it’s just that you’ll be doing everything as a young woman.’’ ‘‘But I’m not a young woman.’’ ‘‘Of course not, but you could learn how to be one.’’ ‘‘I don’t think…’’ I started. ‘‘Sorry, I should have explained that part sooner.’’ He smiled. ‘‘I want you to adopt the mantle, so to speak, of a young woman. After all, as you observed, all...

‘‘Hi Marianne, I couldn’t find the phone again,’’ she said when her friend picked up. ‘‘How’s it going with the boy?’’ ‘‘It’s okay, I suppose. I really wish he’d been a girl though; life would be so much easier.’’ ‘‘I already told you, you’ve time on your side. You could get him to understand that his life would be better if he lived it as a girl.’’ ‘‘I don’t know if I dare. What would his father say?’’ ‘‘If you handle it right, you could be the really sympathetic one, looking after his poor...

“I don’t have any sisters. The girl you saw was... was me.” Lolita was quite surprised, and somewhat uncertain that I was telling the truth. “What are you saying? Are you telling me that you like dressing up like a woman, or something like that? Are you a fag? A transvestite?” “Honey, I wish it were that easy,” I answered, nervously. “What I’m telling you is that I am a woman. I’m a woman trapped in a man’s body. I know it sounds corny, but that’s exactly what I’m saying; it’s exactly how I...

‘‘That’s not the point; you couldn’t feel so feminine in handed down lingerie.’’ Olivia held out some black panties towards him. ‘‘This is your lingerie; all yours and yours alone.’’ Olivia said. ‘‘I promise that you’ll feel so different when you’re wearing it.’’ ‘‘I shouldn’t,’’ Darren replied, picking up another of the bags and feeling the silky material inside. ‘‘I couldn’t…’’ ‘‘Oh, but you will,’’ Olivia said. ‘‘I’ll bet that even now, your mind is tumbling over with thoughts that you’re...

I still couldn’t put it all into perspective when I got home. Everything seemed so normal again, as if I’d never been away. I struggled to put all these experiences into context in the following weeks. Dad was preoccupied; not that I could have told him that I’d been having sex with a boy who acted like a girl. I couldn’t tell Thelma that her nephew had kissed me like I was a girl either. I certainly couldn’t tell either of them that it had left me confused. Was I wrong to be confused? Should...

I wrote to Mr. Overhill stating how he was to recognize us, and requesting a meeting at three o’clock tomorrow afternoon, at a specified location near Blowboys House but not within view of it. In case the post did not arrive in time, I said, we would again await him at three o’clock on the day after. I also informed him that I believed Lord Blowboys to have been previously convicted of attempted buggery, occurring at Endwick in Warwickshire, and that the King should be notified, so that he...

“If you don’t learn another thing from our little association, learn this: Being feminine has absolutely nothing to do with what you’re wearing, the length of your hair, or your bust line. It’s totally, one-hundred percent in your head. It’s just that simple and it’s just that complicated. If you want to make this decoy thing work, you’ve got to learn how to feel feminine - from the inside out. By the time I’m through with you, all of you will be able to pass anytime and any place. You’ll also...

“If you don’t learn another thing from our little association, learn this: Being feminine has absolutely nothing to do with what you’re wearing, the length of your hair, or your bust line. It’s totally, one-hundred percent in your head. It’s just that simple and it’s just that complicated. If you want to make this decoy thing work, you’ve got to learn how to feel feminine - from the inside out. By the time I’m through with you, all of you will be able to pass anytime and any place. You’ll also...

Yes, this was what Lady Blowboys would never know: I had been a late bloomer indeed, as girls go—but I was not really a girl. For fifteen years, ever since my parents had brought me to Troveroy Park at the age of three, I had been passed off as a girl, because Lady Julia insisted that she could not endure a boy. I could not now remember my parents; they had been so eager to have me bear the Troveroy name and be raised to a station above their own, by their exalted Aunt Julia and (as they...

‘‘I’ve only borrowed her robe,’’ I said. ‘‘I haven’t been trying on her dresses.’’ As the words spilled out of my mouth, I had a vague sense of how inappropriate they were. "Of course you haven’t.’’ Angela stared at me closely but there was a twinkle in her eye that was saying something different, like she didn’t believe me. ‘‘But you’re both tall and slim, and apart from the obvious curves, I think most of her things would fit you. You could have such fun, playing a dressing up game with...

“Well, it’s a start. Let’s get you into this corset.” “Corset? I can’t...” “Greg, this dress isn’t going to close if you’re not properly corsetted. Besides it will hold the falsies. Turn around.” For some reason I didn’t put up much of a fight. She tugged and hauled on the strings of that fiendish corset. When she was done she turned me around. “There. Oh my, things are taking on a different form.” “Can’t breathe.” “Breathe with your chest. That’s it. Makes you much more interesting too.” I...