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She asked me, after we had rested for a while, if I really wanted to buy women's clothes of my own. I told her that I honestly didn't know if this was just a temporary phenomenon, caused by last night or not, but that I really did want to have them, at least for now. When I said that, she leaned over and kissed me. We got dressed quickly and hurried out of the hotel to shop. The hotel was in downtown Chicago, and there were all kinds of stores in the immediate vicinity. As we looked around, she asked me whether I wanted to dress up entirely as a woman to see what it felt like. I only had to think for a split-second before saying that I would like to try it, and she took me by the hand leading me into a Payless discount shoe store."They don't have clerks to fit you in here," she explained, "all the shoes are out on shelves to try on."She asked me what size men's shoe I wore, and she mentally translated into women's size. I looked around at all the women's shoes that lined the shelves,. She removed her hand from her wet pussy and sucked them clean of juices enjoying the sweet taste of her love honey. The orgasm fell good but something was missing. She was racking her brain trying to figure it out and then it hit her. She wanted someone else to partake in her. She wanted someone else to take her. Tess turned her head to the side and saw the over sized teddy bear in her stuffed animal collection.Tess jumped off the bed and grabbed it and tossed it on the comforter. She pulled off panties and after mounting the bear pulled the underwear over her eyes. She placed her hands behind her on the bed and started grinding. This is what she wanted the soft fur felt so good on her naked pussy. As she began to fuck harder she imaged herself but in her fantasy she saw herself tall and slim with her breast bouncing as she fucked a young hot boy from school. Her fantasy felt so real that she could feel his hot meet inside of her swelling and stretching her to her limit. She screamed.
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