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Jess then reached out with his hands and pulled me down to him. I rested fully on his chest as I planted a kiss on his plump lips. Our tongues explored each other's mouths along the way. Then I felt James position himself behind me. I knew what was going to happen next, there was no way that I could refuse him, I became a little scared and told him that I had never been fucked in the ass before. He assured me not to worry that he would be very gentle and he would work it in slowly. Then I felt a finger on my hole, it was slick with my own cum. Ever so slowly he began working it around and around my ass hole, as Jess continued to stroke my pussy in and out with his large cock. Slowly, slowly James's finger started to enter me and I felt a sensation I never had before, at first it was uncomfortable, not hurting just uncomfortable, but he was so gentle and easy with his finger that in no time he had his digit all the way up into me. He continued to administer the cum and without even. He is a man of fifty-one and I have to say the most masculine man I have ever encountered. He is a kind of handsome thug with a deep, assertive voice and mesmerising eyes. Though he loves verbal abuse there is nothing cliched about the way he delivers it. He is calm, relaxed, never raises his voice and humiliates me in the most natural and matter of fact way as if what he says is the simplest and purest truth. He is simply dominating, assertive and controlling by nature. The effect on me is devastating. He is like a d**g and I am addicted. I am into it immediately at such a depth that I feel no shame or guilt about my behaviour. Once, with Master N’s permission, I was permitted to cum on camera for Master R. It had been two weeks since my last orgasm so the build up was there but I was told I would shoot on command and that this window of opportunity would last one minute. If I didn't shoot at sixty seconds that would be my chance gone for another two weeks. So I played with my sissy.
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