Looking back, I think of that Saturday as the day I became a fully fledged transvestite. Of course other things took place which changed everything as well and kind of cemented my newfound love for women's clothes, but that Saturday with me and Annalise going out together for the first time as Roberta and Annalise, well, that was the catalyst for what followed.When I finished getting ready, Annalise applied my makeup. She had more time so we drank wine and giggled like two school girls. When...

"Well, hello!" said Mr. G. I had made an appointment with him on Thursday of the first week of school. "What can I do for you?""Well, um, some people have been calling me a gay shemale." I said, "and I wonder if that's what I really am?""Hey, I would be aq bit surprised!" he said with a grin. "You've got the looks for a top-notch one, that's for sure!"Thank you," I said. I was wearing a tight peach-colored to with a neckline a tiny bit lower than I really thought ladylike, with a plain tan...

When I arrived, Donnecker called me into his office. We had another one, this was an Admiral in command of the Carrier Battle Group surrounding the USS Ronald Reagan. He had been moody the last few days; then at down he had walked out onto the flight deck and took a running leap over the bow.VR made meetings and, unfortunately micromanaging, far too easy. But damn it, military comm channels are the best protected on the planet! Even more secure than the state Department! If he had been gotten...

I considered the situation. I was a transsexual. During the times I am talking of, that situation was not like it is today. For a start, I couldn't change my birth certificate from male to female and same sex marriages weren't allowed. I could change my driving licence to my female name which I had already done. I could change my name to a female Christian name as I already had. So everything was stacked against me. Martin knew nothing of my past. I had never considered myself as male, but I...

"How did you learn to talk like that?" I asked her, my throat dry just looking at 'her'. Jane gave the oddest smile as if she could read my mind."Delmonte's," Helen said, seriously. "The modeling academy. It has ads all the time in The Queen. They do voice lessons. A lot of girls like me are in the classes. Girls go for other reasons, too. I'l love to be a model. Madame Delmonte says I could be if I put my mind to it. Oh but the training is so expensive! I've so many things I have to buy!...

"So how did you pick the name Crystal?" Peter asked on the way to the seafood restaurant.  "I didn't pick it, my first boyfriend gave it to me. He worked for years at a drag club and taught me the works, makeup, fashion, taking it like a woman." "So you enjoy that?" "I will tonight." Peter choked up for a second. "So what happened between the two of you?" "We broke up, he wanted me to be his gay boyfriend that did drag on occasion, but I wanted to be his girlfriend. That's situation that...

"I beg your pardon. You don't ever tell me what you are or are not going to do. I thought that we'd gotten that clear over the past couple of months. You will do what I tell you to do and that's all there is to it. What do you plan to do, stay stark naked until we find your suitcase? That could be days or weeks or manbe not at all. You're going to be very hungry by then." Gail said, looking through the suitcase and picking up one item after another. They were all the things that she'd bought...

Ms. Harshley gazed at her newest charges, reveling in the fearful looks they gave one another and to her. She smiled wickedly and took satisfaction in the twins hurriedly down-cast, embarrassed glances to avoid looking directly at her.She gloated mentally, her mind alive with possibilities.How well she remembered the Wood twins. She had been retained by their parents many years before. They had been about three years old, she remembered. No wonder they did not remember her.Still, after being...

Some months later Madam Desiree had Phoebe sitting in her office. "Phoebe, I have contacted a young woman who has expressed an interest in you and, more importantly for you and me, she is willing to pay a price that should satisfy both of us. She will be coming to the Palace to inspect you before any papers are signed which is understandable. I will inform you at the proper time. It may be that you will have to be chained and shackled or such to show that you are indeed still in servitude. As...

The dance, as I was saying, started well. We met up, as we usually did on a Friday, at the local TGIF a couple of doors down past the Jive Club to have a few drinks and admire each other... I've described my dress already.Scarlett never does costume by halves so she was wearing a red proper poodle skirt with a poodle on it, a real pointy bra under a tight white cardigan top, a scarf and ankle socks with flat shoes.Briar was a little more ladylike. Her skirt was full, made out of black cotton...

"Now don't you worry, we're not really turning you into a woman, we are just trying to make it so that you can breastfeed with real breast milk and this way should be faster and safer and certainly a hell of a lot less messy than what you're trying to do now. If you're uncomfortable in the clothes you can change back as soon as we get home.""Oh my, what am I getting myself into now? This isn't going to give me big breasts that I can't hid from view is it? After all, I still have my own life to...

After a pleasant exchange of matters of the day, Desiree changed the subject. "What do you think of my maid Phoebe, Amanda?""A lot has changed since that first night I saw you flogging her, Desiree and I must commend you on the manner you used that cane. She has learned to be submissive to our sex. Now just what do you want of me?""I believe it is time that the first steps towards womanhood are taken by Phoebe, don't you think?""Yes of course. I understand why you have invited me here today....

"You're Bryan!?" exclaimed Vivian. Abigail was upset by those words. "No I'm not! Do I look like a Bryan?"With that Vivian had to agree. She certainly didn't look anywhere near a Bryan. If she was honest she was one of the most beautiful women he had ever seen, but her male member was identical to the outline of Bryan's he had seen through his ballet tights.

"Well!" Dean said, giving a sharp, nervous sounding laugh. "Um - yeah, I'm pretty girl-crazy too, in my own way!"What's your own way? Bill almost blurted out, but stopped himself. Dean looked embarrassed enough already. He was actually blushing. Not only that, but his nipples were sticking out, plainly visible through his tight T-shirt.Bill stared at Dean's breasts for way too long. Yes Dean had real breasts, chubby little ones a lot like those of some of Bill's nude beauties, and his T-shirt...

On a cold winter's day in December, Mrs. Pember called Lucinda into her office."The last prisoner exchange is happening this afternoon. You need to get to Rocketts landing by 4:00 to board the boat. It will take you back north to Washington D.C. and you will be able to rejoin the Union Army afterwards. I could have let you go in any of the exchanges, as Colonel Taylor instructed, but you were such a valuable nurse that I was selfish and wanted to keep you as long as I could. I rationalized it...

"You are enjoying this aren't you? Why can't I keep on being dressed as a man when I think and feel like one? If you are right and I am Eve, she can wear her clothes when she is back. And for the record, you and Eve may forget about that 'thing'. It belongs to me and I'm not her.""Don't be a fool. You are Eve. You many not behave and think like her - yet - but you will at least be dressed like her. It's her body and you will treat it with respect. Which means woman's underwear. be glad I am...