At night, lying between satin sheets in my soft nylon gown, I would hug a lacy perfumed pillow to my breast and envision ways to please my lover. Before drifting off, I would find myself speculating if she would like me in a particular dress or hairstyle as I planned my ensemble for the following day. Imagine a boy having such thoughts even though I hadn't been much of a boy these past seven months. Still, given my strange circumstance and my limited contact with...

When she escorted me back into the living room, I felt positively tiny beside her. In her long clinging dress with a slit up the front - and extremely high heels she was well over six feet - a beautiful predator. As if timed, Eric and Bobbie appeared at the same time. I had been woried about what he'd think of my feminine getup, but lost that concern the second I saw him. He was wearing a SKIRT! He was wearing a satin BLOUSE! He was wearing NYLONS and HIGH HEELS! And to top it all off? He was...

“How do you like your pretty new things Miss Dana?” Maria asked, putting special emphasis on the Miss. “What’s going on here?” I demanded as I stared at the clothes. “This is part of the wardrobe you’ll need for your new life,” Nicole replied. “Remember? I explained it to you downstairs, and you asked about fancy things.” “This can’t be Nicole!” I screamed. “Those are girl’s clothes, for Christ’s sake!” “Nevertheless, these and similar items are the clothes...

Vera pursed her lips. Stared at me. "David? I know you don't know me but please? Don't countermand my instructions or orders again. Is that clear?" My mouth went suddenly dry. I nodded. "Very good!" She said. "Now. Carmine was telling me that you're very good around the house? Margaret and I decided to buy... A sort of... Introductory? Present for you." At these words, Margaret handed the paper parcel to me. I took it. "But... You didn't have to do that..." I said starting to open it. Oh god!...

"You seem pretty confident that I would do this," Jimmy replied, "and I think you had a right to be. There are a few conditions though. One, we'll only do it in our house when we're alone; two, I won't dress up fully until I feel the time is right to do so, and three, none of this must ever be known to other people, at least until I have to do the trial." "That's all right. I will set one condition, and that is that you try on more and more female garments, also in combination, so you can get...

"Fine, and now to the main reason why I wanted to see Janet. Are you interested in playing the role of Adrian/Annie Wolfe once we start shooting? I think you're the perfect choice for the role. I've read the three books and I think they will make a great movie, maybe even for the big theaters." "You must be kidding. I have never been in front of the camera before, and to be honest, I don't think I can do it. Karl/Kari is a much better choice as he/she does commercials from time to time."...

“On the doorstep in the wee hours of the morning, Vic was kissing Ron goodnight and goodbye. Ron held him tightly with one arm while his free hand caressed Vic's buttocks through his satin skirt and nylon panties. Vic was fondling Ron's genitals with one hand, and one leg was bent upward from his knee, revealing his stilt heel and stretching his long skirt to the limit.”

Because I saw the feminine nightgown she had in her hands, and knew who it was for, unresisting, I lifted my arms and let her slide it down my body. "That is SO pretty on you! Isn't it?" she asked, turning me to see my reflection.\ And I saw a sissified image of what I'd been made into looking back at me. "Yes." "That's a girl. You can sleep with me tonight." I almost protested that I was her uncle, then thought better of it. "I wouldn't have let you if you were a man. But you're not, are you?...

He wanted to scream that he wouldn’t be wearing panties in the future, but if she remained this determined, he couldn’t be sure. Red faced, he held the humiliating panties up by the waistband and observed how flimsy, delicate, and silky they were and thought, ‘I can’t believe I’m about to wear this silky bit of fluff, but what choice do I have?’ Hesitantly, he stepped into them, pulled them up his legs, and adjusted them at his waist. He...

In Hussy in the Hamptons Michael gets a job in a big department store and is assigned to work in the cosmetics department. Despite the challenges of being considered gay in such a position, he is spotted by one of the owners of the store, a young a very attractive woman, Cindy. It soon becomes clear that Cindy is going to really like Michael, but only if he becomes more and more feminine. In Something about a Sailor Marne is a young man working at a low level office job when he meets one...

I got off the train at Union Square and headed for Washington Square Park where I relaxed on a bench, pushed my hair behind my ears and clipped it in place with barrettes. My hair wasn't yet long enough to need this but it did add to the convincing "girl" impression that I was so easily creating. Then it was on to Eighth Street and the shops. A straw hat with a wide brim caught my eye. The brim was wide but not so wide that it couldn't be worn by a boy my age. I wore it out of the store. The...

For a moment he thought he'd misheard her. "I'm sorry," he answered, "I think I misunderstood what you just said." She was as serene as could be, coolly replying, "Which bit didn't you understand?" Adrian laughed to try and cover his embarrassment, sure that he had got things wrong again, and realizing that he would appear foolish and give her yet another chance to mock him when he questioned her words, but nevertheless he had to ask. "Did you just say that you want to turn me into a woman?"...

"I'm not actually a woman" Silence followed Lynn's rather incomprehensible revelation. "Hello?" she explored the silent line. "What do you mean?" hesitantly, Andy conducted his own puzzled exploration. "Well," she let it go, "you know how I could understand all you told about Viet Nam, how I could sort of anticipate some things you would relate. That's because I was there. I don't have a brother. I'm my brother. I'm not really a female, I'm just trying to be one." In spite of the thoroughness...

"I understand your feelings, but that aside, your penalty for the coming week is as follows. When you return home today and from school each day, you will practice applying your new makeup for an hour. Then, you will change into one of your new dresses, complete with the proper undies, and walk a chalk line in your highest heels for an hour with a book on your head. After dinner, you can practice your makeup application for another hour and walk for another hour in your heels. As to the diet...

Shirley and Janice sent the rest of the afternoon and into early evening being extremely rude to Annabelle (ed.: the renamed husband), and humiliating her as much as they possible could. "Are you a prissy little tart?" demanded Shirley at one point. "Answer me." "Err... Yes Mistress", answered Annabelle, who was promptly told by Shirley. "For God's sake! Whoever heard of a girl with a deep voice like yours? Moderate it girl! Moderate it! Think girly thoughts and speak in a higher tone....

"I know most of you are self-conscious in your uniforms at present, but ss all of you are all dressed the same, there's no reason to be uneasy in this class. As for your makeup, freshmen are allowed no more than concealer, foundation, blusher, eyeliner and nail polish. You will earn the correct application techniques for these cosmetics in this class." "We're boys, why do we have to wear makeup and nail polish?" rang out in the classroom. Isn't having to wear skirts and silly blouses with a...