1. Last Weekend's Flake Becomes This Saturday&#0


    Date: 4/16/2016, Categories: Anal, Gay Male, Shemales, Author: sissymaidjanine, Rating: 100, Source: xHamster

    This was the second date I'd arranged with this young gentleman. The first had, unhappily, fallen to pieces even before the evening of - and while I'm not usually given to providing flakes second chances, I was in enough of a charitable mood (and let's face it, I was definitely in need of some action) to arrange a meetup for Saturday. When he arrived it was already dark out, and cold. I'd left my door unlocked for him,so the first I knew of his arrival was the tinkling of the chimes as he opened the door. I was waiting for him in the livingroom upstairs, dressed as he'd requested, all in hot pink lingerie with the darling pink-and-white streaked mid-length wig he'd admired in my online gallery pics. He didn't wait overlong before suggesting we move upstairs to the bedroom, where I was instructed to remove his clothes and then to kneel before him. His cock grew stiff as I acquiesced and took my place. I knew he was getting off on my willing subservience. "You're a fucking sissy whore, aren't you?" he asked as he gripped the top of my head, using his other hand to slap his now 8-inch dick on either side of my painted face. "Open bitch," he growled, and then proceeded to slide himself in balls deep. My gag reflex kicked in, but I tried fighting it back. He seemed to enjoy the sounds I made, though - and I could definitely feel him getting harder whenever my throat spasmed. He would sink his cock all the way in, and then let it sit, giving me time to get used to it and to ...
    breathe around it. But then he would really start humping my mouth, his continued grip on the top of my head firm and unyielding. He told me to change positions and lie on my back on the bed, with my head dangling off the end. He repositioned himself and I knew then that my mouth and throat must've been lined up perfectly for him to fuck like a pussy - because that's exactly what he did for the next twenty-odd minutes, all the while telling me how laughable it was that I, or especially my wife, could even think of me as being a man. "Take my fucking dick, you faggot," he'd say while increasing the depth and tempo of his thrusts. After several more protracted rounds of choking and gagging, he asked if I was ready for some "real sex". Okay, I thought, so I guess him r****g my throat was just a warm-up? He then had me get "face down, ass up" on the bed, "like the cunt you are". I quickly assumed his chosen position. When he entered me it was neither gentle nor slow - it was f***eful and hard. He kept me pinned down and unable to move as he assaulted my sissy pussy, all the while calling me a faggot and a whore under his breath. It was after a minute or two of repeated hard thrusting that he bottomed out up inside me, and at that point he rested up for a few moments. I was his property, now, he told me. His bitch. He slapped my ass and said that as of tonight, I should understand that everything is changed - that my true role in life is and will be to provide pleasure to men, from now ...
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