1. Pegging start


    Date: 6/19/2016, Categories: Anal, First Time, Author: malesub01, Rating: 67, Source: xHamster

    bottom *want* it.&#034 I eased off. Waited for my body to relax for it. The muscles loosened, and I tried to imagine them deliberately widening to admit it. They did, a bit. I thought about her name for me, Ladyboy. That usually relaxed me; the name was like a tranquillizer. Ladyboy. I wasn't pushing at all, now. Just enough pressure to keep it from slipping out. I thought about those lady boys in, where was it? Bangkok, that was the place. I had a picture of one. Sulky, c***d- like face, little hemispherical breasts, and...&#034something extra,&#034 as they like to say. I pictured myself looking like that. As so often, I wondered what it would be like to make a living that way...? At that thought my muscles opened, a bit. And it slipped in, just a bit, using the opening and enlarging it. &#034There you go, Ladyboy. Now don't f***e it. Hold it right there and get used to the feel.&#034 But now I wanted to go further. So I did f***e it, just a little bit. And it moved in a fraction more. I could feel it there. Stretched a little more. Think relaxation. Think Ladyboy. My Ladyboy opening eased a bit more, and I pressed on--or in. It wasn't exactly pain, but it was more than discomfort. Gradually being opened. No, not just opened (I thought as I pushed it another bit in), expanded was a better word. &#034Now, don't tense up,&#034 Doris said. &#034Ann said this was the crucial point. Tense up and it will pop right out again. Stay there and get used to it.&#034 I waited. Tried ...
    to relax. I didn't think muscles stretched that far could relax. What to do...? What if I imagined my gut pulling on it, sucking it in.... Physically impossible, but...there...it somehow worked. I felt the head pass the outermost ring of muscle. Now it actually did hurt. I felt not just stretched, but insanely violated, opened up beyond all reason, beyond what the body was designed to take. I once heard of someone having a baseball bat shoved up there. I could imagine now how that must have felt. But now I wanted more. There's something tremendously sexy about being penetrated back there, and the sexy feeling was beginning to take hold. Ladyboy. That was me, Doris's ladyboy, the girly boy who had been a girl for her in so many other ways. In some more. I could feel it inside, now. I hadn't realized that you could feel down there, inside. But now, as I slowly, slowly eased it further in, it seemed as if I could feel the little irregularities, and especially the rim of the crown, as they slid softly over the tissues. And all the time, that wildly stretched feeling. I was being violated. ****d. Only I was my own r****t, r****g myself as the dildo advanced, slowly, gently, inexorably. &#034Watch out for the bend,&#034 Doris suddenly said. I remembered the anatomical drawings she had shown me. Going straight in, and then making a bend, almost ninety degrees, heading toward the back. I was going to have to negotiate that soon. &#034Ooooh!&#034 I suddenly cried out. &#034Something ...