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She looked at me and said, "Time to ride the monster."I knew this was going to hurt, but also knew what the options were.I re-straddled her and placed the head of the dildo on my ass. I couldfeel in my hand how big it was and my fingers did not even touch. Ilowered myself onto the head grimacing and taking deep breaths as itstretched my ass to its limits. Gradually I got the massive head into myass, bit by bit by bit. This took about 10 minutes just to get the headin and then I started working the rest of the monster into me.Slowly bit by bit the huge head and cock slid up my ass. I would lowermyself down a bit, rise up and then lower down again, up a bit and thendown a bit more. Each time I got deeper and took more of the cock.Mistress was most impressed as she encouraged me to take more with littleprompters like "Ohhh you are so good" and "Yeahhh take that cock" and"Doesn't that big cock feel great up your ass."I just nodded and groaned as I continued to impale myself of the large. He started fucking me harder as I leaned against the desk of his home office. He was a bit taller than me and we weren't aligned just right so he suggested we try the chair. He sat down in an office chair in the middle of the room, and lowered my ass onto his lap with his dick inside my hole. I started riding his dick like some porn starlet and with each thrust down the chair rolled a little backwards until we were pressed up against the wall and I was riding his cock for all it was worth. I was in heaven feeling sensations I never experienced while bringing this man to pleasure with the tightness of my ass, squeezing his cock with the muscles in my ass. Finally I couldn't stand it and I started stroking my cock and shot cum all over my hand, my stomach and the floor as he filed the condom inside my ass with his cum. As soon as I came, I felt all of the nervousness and awkwardness come back into me. I asked him where the bathroom was and went inside, cleaning myself up. I then went.
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