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...

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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...

But there was a problem. I hadn't said it to Katherine, but I was worried at how feminine I looked: what with my tight pants and my glistening, though uncolored fingernails, it was only a matter of time, I feared, before someone mistook me for a girl. I guess the people who saw me most often, my classmates, didn't notice because the changes to my appearance came so gradually, like my lengthening, softening hair. My fingernails too were lengthening since Melanie insisted that I must neve clip...

It did not happen right away, actually doing something on his own initiative, but all the same, Gordon was hooked into femininity from the moment that he could not turn his face away from the mirror. Head firmly held in place by Lark's head buried in the other side of his neck, Gordon was forced to view how pretty he looked. He could have closed his eyes in disgust at how easily feminine he could appear. But just as with his previous extramarital affairs, a pretty face always drew his...

It did not happen right away, actually doing something on his own initiative, but all the same, Gordon was hooked into femininity from the moment that he could not turn his face away from the mirror. Head firmly held in place by Lark's head buried in the other side of his neck, Gordon was forced to view how pretty he looked. He could have closed his eyes in disgust at how easily feminine he could appear. But just as with his previous extramarital affairs, a pretty face always drew his...

It did not happen right away, actually doing something on his own initiative, but all the same, Gordon was hooked into femininity from the moment that he could not turn his face away from the mirror. Head firmly held in place by Lark's head buried in the other side of his neck, Gordon was forced to view how pretty he looked. He could have closed his eyes in disgust at how easily feminine he could appear. But just as with his previous extramarital affairs, a pretty face always drew his...

Geri and I assumed that crossdressing is addictive somehow, even to most guys who were not already gender-dysfunctional. For some, it becomes and stays just a fetish with something like panties, stockings or shoes. That there are those who do go all the way though. That Gordon would be hooked but good, if he passed. But damn! Sure, I was only sixteen when he was more-or-less around, when he wasn't fucking around. And a few years later, after I served my hitch, there was that one party we had...

"But how can I pass myself off as a girl?" Vicki smiled as she buzzed Marilyn. I followed Marilyn to what seemed like a small beauty parlor. She put a pink smock over my clothes and seated me facing away from the mirror that covered one wall. "Just relax and leave everything to me." She began to do my makeup! After my hair was combed and sprayed in fair imitation of a pixie cut. Marilyn turned my chair to the mirror. I was suddenly convinced that Vicki Fairmont wasn't totally mad and that I...

I looked at my reflection in the glass door. I was dressed modestly, denim skirt down to my knees, plain blouse, thick tights, and low heel workable shoes. My hair was kept behind in a high ponytail and my makeup was very discreet. My only accessory was my tiny gold studs on my pierced ears; that was a recent present from Miss Linda who handed me in an envelope my reference letter addressed to Miss Jennifer Blackman and inspected me this morning before my departure. In a largish shoulder...