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Anne cracked me a small half-smile. "Thank you, Jim, for saying that. But I'm finding it a little hard to believe right now with all this going on. It...s nice to hear, though."I could see that this was going to take more than a pep talk if I was going to help her. "Anne, would you go to dinner with me, tonight?" I asked.Anne looked up at me again, puzzled. "Oh Jim, you don't have to do this. You don't need to take me out to make me feel better," she said."I'm not Anne, believe me. I have wanted. He looked at me and stammered "no". I grinned and grabbed my lube and a fresh condom.I rolled over on my back and put my legs in the air. He stood at the foot of the bed, stroking his dick, looking unsure. "Use lots and lots of lube I said. Don't be scared" He poured on the lube and then squirted some in my little asshole.I felt him push the head of his cock against my sphincter, I pushed out and made it relax and his cock slid in. He squeezed his eyes closed and talked about how hot it. More

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