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I started fucking her again gently in the beginning till she got adjusted to it and was eased from pain.After few minutes, I could see the change in her face as she was enjoying it. Now I started stroking faster, and she was also responding to it, begging me to go faster. After few minutes of rough fucking and giving her the first orgasm of her life, I also orgasmed and leaked all my cum in her pussy.Me: So, now tell me, how did you like it?Deepa: It was good, Kartik. It pained a lot in the beginning, but I enjoyed it later.Me: Don’t worry. It’s not going to pain that much anymore, and you will enjoy it more and more every day.Deepa: I hope so, too. I love you, Kartik.With that, she hugged me tight, thinking it was all over. But I was not yet done. Today was the day she was also going to lose her anal virginity. We chatted for some time about various things in general.After an hour of chatting, I closed my eyes to imagine my mom, and my cock started stiffening again. She was shocked. Give me a few minutes and I’ll see what I can do.” The sissy had clearly realised that the lingerie and stockings suited her. About ten minutes later she returned and she looked even sexier. She wore a black mini skirt with a white blouse and she had black high heels as her girlfriend must have been about the same size. She had even found a red lipstick. She walked around the room, a little unsteady in her heels but clearly relishing being a sissy. “You look incredible, so feminine and sexy,” I noted aware that I was hard. She smiled her sexy smile at me, “so you think so? I feel so different, sexy, feminine and relaxed.” She then came and sat in my lap and I put my arm around her. “You are such a natural sissy,” I said as I caressed her nylon-clad thigh. “I suppose so. It feels so natural and I have wasted so many years denying the reality,” she replied as her natural submissiveness meant that her legs parted as I moved my hand to her stocking tops. “This feels natural for me too my.
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