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I began to straighten up thinking my ordeal was over but her hand on my back pushed me down again. Obviously, we weren’t finished yet. I waited for what seemed an age before I felt a hand on my bottom again. My thong was pulled to one side and a slippery finger slid between my cheeks and started stroking my arsehole. I suddenly realised what was about to happen. I was going to be plugged. Determined not to move, my only thought was that it would be the smallest one but even that one scared me. I felt something start to enter me. I’d used a finger on myself before, but my hands were only tiny, this thing just kept getting bigger and bigger. I tried to relax but it wasn’t easy. Just as I thought I would tear apart the agony stopped. There was still something there, I could feel it inside me, but the painful stretching had stopped. My thong was put back in place and my dress pulled back down and with Agnes’s help I stood up and she invited me to check myself out in the mirror by the. Is that correct?”“Yes, I think so, Headmistress. I mean, yes, I do, but I am bit nervous, Headmistress.”She smiled.“There’s nothing to worry about, yet! But please tell me the kind of things you like and why you answered my advert, and you can address me as ‘Miss’”.“Well, Miss, I have never been properly punished, properly thrashed, and I guess you, being a headmistress, I thought this might be the place to come. I’m not sure about the headmaster, although I like the idea of the humiliation of being punished by a couple.”“So you want a good thrashing - excellent! And humiliation. Oh! We can do humiliation, Rob,” she laughed. “ You say a real thrashing, Rob? What do you consider to be a thrashing? Six of the best perhaps? Or what?”My thoughts raced through my head. Was I going to be honest or was fantasy going to take over?“Well, Miss, I know that six of the best was considered to be a punishment, but over the years I have read many accounts of canings and punishments. I have to.
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