"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 were'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 thin you're the perfect choice for the role. I've red 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 does commercials from time to time.""I'll take a...

Not having done it before, it was the ultimate thrill for Kinky to perform in front of an audience, and do it as a woman. For that matter, it was a singular experience for Medina, even though she played herself, for the most part. The Somers couple had never role-played this openly in public. This time, sex was strongly insinuated, if not actually performed. If they were caught before, as noted, it could conversely prove as being non-sexual, even if either were in a costume. A game. It was...

"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 just...

"As you can see," Annie opened, "it is fully possible to transform an average guy into a beautiful girl. Actually it's not very uncommon that boys/men dress up as girls/women. Some do it in public, some do it in clubs, some do it on stage, and some just do it in their own home. Why do they do it? Well mainly it's because they like it. but why do they like it? Nobody actually knows, but very often it has to do with something that happened during their childhood. Personally I don't see any...

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...

"You're kidding. You're not a boy, everybody knows you're a girl! My sister told me about you since you were born." "If you don't believe me I have to prove it to you." Jane pulled up her skirt and pulled down her panties and showed her groin to her aunt. "Oh my God! You have a perfect little boy's genitals. What's going on around here? Is this some kind of weird joke?" "It's not a joke Auntie. Just listen and I'll tell you the whole story. If you don't believe me you can check with Mark,...

"Seems to me you've been keeping this one on much too long a leash, if she's ever going to make you a competent maid dear."Flora laughed drunkenly, "My Tammy's hotel trained aren't you pet?""Er, yes, I suppose I am at that!" I laughed starting to leave and put the water on.Mary's eyes flicked over me and she said to Flora, "You really should insist that Tammy wears a pinny when she's cleaning." "I'd like to see him in one of your uniforms Mar," Flora hiccuped, which made me blush brightly."Her...

"Adrian," he said, "we have received your e-mail where you volunteer to work for us undercover as a woman. Am I right?""Yes you are, sir.""Fine. Ms. Dexter and I have looked you over, and we both think you are the prime candidate. We have met with three others that also volunteered, but they look nowhere like you. We have also looked at your records, and they are most impressive for a guy that's only been with the force for 18 months.""What impressed me the most," Carol continued, "is your...

"We have a unique purpose here at Janus. In addition to educating our students, we remake a certain type of poorly functioning boys to a very much more effective girl while allowing them the option to shift between roles as they need."You were recruited because, in addition to your excellent background and credentials you've had some experience in girls' roles in prep school plays so that you can empathize with the needs of our unique students. Ricki isn't the only girl at Janus with her...

She lifted her red tipped hand and dangling from it was a pink bra and panty set. "Sorry sweetheart, I didn't have a spare bikini that will fit you" Her tone dripped with feigned sorrow. "But you can borrow these and laze in the sun with me, or, if you want, we can find you a suitable top and you can slave over the housework."My choice was plain. Work in a skirt all day or join her wearing the lacy underwear in the sun. "Can't I do both?" I asked. I was due back in college the following week...

"Exactly! And to be quite honest, I think that if you could remain subservient to her, she might like the idea enough to have you stay on.""I see what you are saying," I said, "but I don't want to sound suspicious, but why are you being so nice to me?"She shook her head vigorously. "You've got it all wrong. Susie's not only my employer, she the best friend I ever had. She's got the makings of being a very successful writer, but in my opinion has terrible hangups as far as you're concerned. I'm...

"Rita! Couldn't I be a Veronica or an Alison?" he joked."No, you're definitely a Rita to me," she said giggling and finishing the last nail on his hand. "Now the other hand."She lifted a headscarf and wrapped it around his head."Pucker your lips," she commanded."I don't know how," he whined."Oh just open your mouth," she said taking some bright red lipstick and applying the color to his lips. Then a little rouge was added to his cheeks. "That's just perfect."His face was transformed but she...

"And now one of the most important items in your transformation, your breasts. The falsies you're wearing now are in no way adequate, you need something better. And her's the answer, breasts made out of silicone that can be glued on to your body and stay there for weeks. We can even blend them to your skin with make-up so no one can see where skin ends and silicone begins. Take off your bra and I'll show you how we do it."Annie did as she was told, lay her bra and falsies on a table and sat...