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While talking to her my mind drifted to the memory of the sweet girl I knew in school. After we finished eating she said she felt cold so I had her sit beside me in the booth and I put my arm around her. As she snuggled up to me in the booth I could since that she wanted to take this a little further and the wait staff seemed to want us to leave. I proposed that since a hotel was right by the Denney’s we could continue or conversation in a more private place and she agreed. We went to the room and I tried not to let her size bother me although it was a bit of a turn-off. We kissed and I held her in my arms but I just couldn’t rise to the occasion. I had her lay down on the bed and I kissed her neck and worked my way down to her chest. My thinking was that if I could please her maybe things would start working. I didn’t want to rush so I slowly worked my way down the middle of her chest carefully staying away from her tits. Then slowly moving my hands to her breast and gently cupping. I laughed at her and reminded her that we were only going to be there four days, not four months. We checked into our motel, unpacked and then went down to the hotel dining room for dinner, after which we went out and walked around looking at the sights.The next morning as I got ready to leave for the first meeting of the day I told Bobbie to enjoy herself and that I should be back by four o'clock and she should be ready for that evenings cocktail party. She said she was going to spend the day — and my money — shopping. I arrived back at the motel to find that I very much approved of the way she had spent my money. She was dressed in a black cocktail that came down to mid-thigh and that showcased her ample breasts. The outfit was completed by beige nylons and black high-heeled pumps, and if I knew my Bobbie there was a garter belt holding up those nylons since she knew I detested pantyhose. Not for the first time I thought of how lucky I had been to talk her into being mine.We.
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