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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 while and you need to be able to do it yourself. What if someone were to. The contrast of her pale white skin and her burgundy lingerie was magnificent. Her bra’s color blended with her freckles across her chest. Her chest was average. I estimated them to be 34 C cups. I glanced down her body. The hem of her skirt had drifted up, exposing the top of her stockings. Her legs were shapely and defined. As I looked at her toes, I noticed through her hose that they were painted red. I found that erotic, since it was totally unlike her. Her finger nails were always manicured and painted in pastel-like colors. I started thinking, ‘What other hidden treasures did she have’? After watching her sleep for a hour or so, my bladder felt like it was going to explode. I tried to slip my arm from around her without waking her. As I pull my arm away, she stirred and I stopped and waited to see if I was going to wake her. When I felt the coast was clear, I finished freeing myself. I chuckled to myself, coyote ugly. “Trying to escape?” she asked, as she stretched. “No Ma’am..
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