Jimmy was ready by the time I left my bedroom wearing apair of girls skinny jeans and a top. He noticed my quizzical look andreplied, "Well mom what e...se am I going to wear? I only got to pack thesefew outfits before my father kicked me out and went me on the bus. Wecould get some new outfits but lets try to be real? How would I look if Itried to dress like a boy? Do you think anyone would accept me as a boy?"I didn't answer but a single tear on my face answered his question. "Iknow, Mother. I. I didn't know how far we might go, sexually. I wasn't sure if, when pretend became reality, that I would go through with it at all... but I wanted to be ready. So, I primped and preened and made myself clean inside and out as I prepared for our first meeting. My hotel had a lingerie store in their arcade and, on a whim, I had purchased a pair of silk 'boy shorts' panties and matching slip. I had done some research online and figured out the equivalent ladies' size to my male measurements, so I. I remember thinking that she looked more comfortable and relaxed, but still so sexy. The rest of the evening we just hung out together drinking wine. It got to be very late and I asked John to stay the night and sleep on the couch. He accepted the offer and Lisa and I went off to bed. It was the next morning when John made the offer to rent my wife.I woke up the next morning and Lisa was taking a shower. I went to the family room and John was just waking up. We both went to the kitchen and I. When Susan returned I was completely naked and already stroking my cock. She handed me the tequila and asked why I was so horny. I love to see the shock when I tell a woman the truth. I said I am a cross dresser and got rock hard as soon as I saw her boots and lingerie. She smiled and said she loves cross dressers. She asked me what size shoe I wore. It turned out we were the same size.She then grabbed a black lace body stocking and black patent leather thigh high boots and told me to put them.
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I made a note to ask her at a later time why would she bring lube to a family vacation. Anyhow, I had seen this done on a porn and knew exactly what
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