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Thanks for letting me do this," he said. "Can you lay on your stomach? I think your cheeks will get around my cock better that way."I laid down and Tom pushed my legs together. He began stroking through my crack again and he was right, my butt held his dick better and tighter in this position."Oh, that's it! That's how it feels really good!"I think Tom was enjoying this position both because my crack swallowed his cock a little better, but also because he felt more dominant. I could feel him resting his weight on my body as he humped me. A few thrusts later and I felt him stop on his pull back with his cock head touching my hole.Tom leaned forward and licked my ear and then whispered in it."Don't ever believe a man with a cock wants to just slide it through your crack and not fuck you. How dumb are you?"Before I could comprehend what he had said, I felt a searing pain as Tom's cock penetrated my virgin ass. I tried to squirm, but it was no use with all of Tom's weight holding me. At first I was very nervous that people in the restaurant would realise I wasn’t exactly a woman, and I was shaking a little as we were led to our table. I couldn’t remember when the last time was that I’d eaten out. The waiter pulled my chair out for me so I could sit down, and I remembered to smooth my dress under me so it didn’t crease too badly.At first I was afraid to talk over dinner. I thought my voice would give me away. I didn’t have a very deep voice at all, but I knew I would sound like a guy when I spoke. So I let Brian do the ordering, and mostly that night I just listened to Brian talk, and asked him the occasional question to keep him going. He never had any trouble talking, and that evening he was especially witty and entertaining. I found myself laughing and smiling and overcoming my nervousness easily. As we left the restaurant I took his arm. He seemed to like it, and that made me feel good.When we got back to the apartment he undressed me slowly, murmuring his.
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