1. Pegging start


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

    wrong?&#034 she asked. I gasped. &#034No. That was my prostate.&#034 I hadn't expected it to feel so good. Being examined by my doctor had never been like this! &#034Well, something likes it.&#034 I hadn't even realized that I had an erection. When a stimulus is powerful enough to draw your attention from *that*...! I realized that it was not only hard, but oozing. I felt another ring of muscles, further inside, being stretched. That's it...in you go. Into Ladyboy's lady ass. How right Doris was; I couldn't have stood it if she had f***ed me. For once, she was actually giving up control; she had put me in charge of my own deflowerment. Then...tbe bend...was that it? I seemed to be meeting resistance. I shifted the angle a bit. Was there any place for it to go? No...no... Maybe I'm not there yet. A little further...I was glad the dildo was flexible. And...there it went. I had negotiated the bend. Does it get easier with time, I wondered. When Doris enters me, will she be able to manage that bend? Ah, but now it was sliding smoothly in, and the filled feeling suddenly turned into a pleasant fullness. I've read so many stories in which the pain of being taken suddenly turned to pleasure, and I had never believed it. Too facile by half. But that was what was happening to me. To say that the pain was gone was an exaggeration, but there was something ...
    almost luxurious about having it in me. Something actually luxurious about the continuing pain, the forcible way it kept me in mind of just what I was doing. More than just luxury; this was a sensual feast! I felt the molded balls on the end pressing me, and at the same moment Doris gave a little cry of triumph: &#034All the way in! That's my Ladyboy! Doesn't that feel nice?&#034 Yes, I had gotten it all the way in, and it did feel nice. Now, suppose I moved it out and in, as if Doris were... This is something you have to experience; I can't describe it for you. But as it slid in and out, as the crown and all the little life-like surface veins and irregularities moved over my tissues and stimulated them, every detail was a new pleasure. Like sex; not as intense but longer lasting. &#034Honey Mistress...&#034 That was my special term of endearment. I didn't have to address her as Mistress; she told me at the very beginning that she thought that was &#034a lot of foolishness.&#034 But I saved it for special occasions; whenever she was controlling me in an unusually pleasurable way, I let her know by calling her Honey Mistress. &#034Honey Mistress,&#034 I said again, &#034if this is what it's going to be like when you're doing it, you won't have to ask me. I'll be asking you. Begging you....&#034 We were going to have to get the next size up, and soon....
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