When he was close to climaxing, he stopped me, pulled me up to my feet, gave me a deep kiss, and then slid the panties down my legs. If I had any doubts before, as I stepped out of my panties I now knew what was going on. This was going to be the next step in my journey in womanhood, and while I had never considered having sex with a man before, some part of me must have thought that it was the natural thing to do, since I went right along with it. Of course, I thought, he was a man and I was assuming the role of a woman, and this was what men and women did together.Brian had me kneel on the sofa, leaning forward with my butt facing him, exposing my ass for him to use. He gently caressed my bottom as he lubed up my entrance. He moved in close behind me and slid his stiff cock up and down my crack, like he was searching for a way inside. I felt the tip of his head touch my opening and was a little scared when he started to penetrate me. He held my hips and gradually worked it inside. When I entered the bar it was just before 7:30, Sly said he would get there around 7:30 to 8 so I shouldn't have long to wait, the bar had a handful of people in it but I couldn't see him. I began to think he might not turn up, then anxious that he would and Mary wouldn't like him.I ordered a whisky with ice and turn around to see Sly come in, he walked across to me with confidence and said hi Andy, I felt rather less confident and hesitantly asked him if he would like a drink, he said he would join me in a scotch on the rocks. He asked where Mary was, I told him in our room getting dressed, he suggested moving to a table. As we went to sit he took the side with a bench seat and nodded to the side with a single stool. At the table he told me that I should introduce him as planned and that he would then take the lead and that I was to do as he suggested, almost like an order, this both excited and scared me but I knew its what I wanted. It was strange sitting opposite this man, the man.
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