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And boy was I hungry. We made the usual polite small talk and ordered dinner in the room. The atmosphere was getting kind of cosy because she was sitting on my bed and I was beside her. I made it a point to talk about clothes and we were soon discussing what she was wearing. She stood up to show me her clothes so I asked her with a wry smile as to why she had buttons on the outside of her fly. She really had no answer to say of course they were a part of the style of the jeans. I casually ran my fingers down the buttons. I could see that she was surprised that I had the temerity to ply my fingers on a part of her body which was so personal. I grasped one button and gently pulled it so that she had to stick her crotch out at me. Emboldened, I ran my hand gently down into the V of her legs and squeezed her softly.Some women get a hint of what’s coming and start squealing, others just run. The good ones give you an encouraging smile. Ms Naidu had the beginnings of a smile on her face.. Then there were the bra and dresses that I had to get used to wearing. I went whole weekends walking around the house dressed as a woman with Lily constantly giving me pointers. Next came the wigs; Lily bought four different ones before she settled on the one that she thought framed my face the best. It was a soft reddish brown one that was shoulder length and I had to wear it whenever we were home alone so that I could get used to it. The thing I fought Lily the hardest on was shaving my legs, but after a couple of days of watching her pout I gave in on that also. The thing that was the hardest was trying to learn to sit like a woman. It sounds like something simple, but sitting with one leg across the other for an extended period of time is just something very unnatural for a man. I got lessons in putting on makeup. I didn't think I needed them and I told Lily so, "You can put it on me before we leave the house." Yes, I could, but you will need to freshen it up every once in a.
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