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I knew he was asking me to consent to either a medical exam, or to plain old sex with another man, and, embarrassingly enough, either way I said yes. ...nyway, I stuttered, "O...OK," and he began slowly pulling his long cock out of my ass. Sorry to be gross, but it really kind of felt like I was pooping. When only the head of his dick was inside he paused, because my ass was a little too tight to allow it to come out. He told me to try to relax and to "bear down" like I was pushing out a bowel. I looked her in the eye and promised her that if she wanted to be ready in the next month, that I would make it happen. I told her that I had an idea of how we could give this toy one last try, and if it didn't work, we would have to take a step down from this monster.I sat down on the bench with the toy sticking up in front of me. I told Ashley to turn around and sit down in my lap. I lifted my legs up on my tip toes so that when she backed up and sat down on my lap, she wasn't touching the. More

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