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He removed his finger and I felt him place the tip of his member at my entrance. Slowly he pushed himself inside me, letting me relax and adjust around him. My breathing became heavier as he pushed further into me, and I let out a sigh of relief and pleasure as I felt his balls resting against my pussy once he was fully inserted. Jack moaned as he slowly pulled back out of me up to the head of his cock, then pushed all the way back in. He knew anal wasn’t my favorite but he always knew how to. ”The young woman was both flushed and a bit anxious. “Grandma, I appreciate you sharing that with me and I will keep it entirely to myself. Now I must decide what is right for me, and I think I am ready to begin exploring my femaleness. How do you think I should proceed?”Grandma smiled, “I was fortunate to have a married older sister to guide me. Let’s see if there is anyone in our family who could play that role for you. I’ll think on it a bit and do some checking so let’s get together again. We toured the office and the apartment. We then signed the papers. I now had my own business and a file full of potential clients. I knew Mrs. Henry would promote my taking over her husband's business. She was such a nice lady.I had to answer a hundred questions from Alex on how I was able to buy a business and rent a building without her finding out. When we got back to her house she told her parents the whole story. They were happy for me.That evening we went to two parties. She told me her. Early in the night we meet a couple of younger guys and end up fucking them at our table. Then after a bit my BFF meets a couple of guys and tells me she is going to their room and will catch up with me later. I meet this older couple and decide to do some free styling. She is pretty hammered and I buy a couple more drinks for her. He is pretty drunk also and I flirt with him. After a short time I offer to help him get his wife back to their room. Once there I undress the drunk woman and get to.
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