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Trinian’s girl. Simon was much older than Michelle, perhaps late fifties, maybe more. He had explained to me that he found no pleasure in punishing her himself, the act of sending her to someone else for punishment though, was far more stimulating for him. I’d set out the study earlier, put away my computer and music system, the mix of modern technology and traditional punishment is one I’ve always preferred to avoid. As I went into the study I glanced around to make sure all was in order. A short while later the creak of the floorboards outside the study announced Michelle’s arrival. I waited a few moments, just long enough to allow her the opportunity to sample the anguish of just standing there, which I’m sure ‘back in the day’ was as much a part of the punishment as the spanking itself. When enough time had passed I opened the door and invited Michelle in, her pensive expression enough to let me know that despite her maturity and her fascination for corporal punishment she was as. I felt her arms wrap around my neck and pull me up towards her face. I felt her breathe and she smelled of mint. Most likely from brushing her teeth. I leaned closer and kissed her. She returned the kiss as I felt our tongues meet, and they loved each other. It felt unbelievable and she was such a good kisser. It felt like I had no idea what I was doing and she was a professional. We continued to kiss but her hair was in the way. I had to brush it away, which is when I felt that her hair was longer than before. Catherina had short hair. This hair was reaching down to her shoulders. This not Catherina! I realized that I had made a wrong turn in the hallway. Our lips parted and I pulled away from her. “Who is this?” I asked as I sat up. “Jessie,” I heard the girl say as she switched on a light on a nightstand next to the bed. “Please, don’t stop,” she begged as she grabbed my hard dick. I did not know what to do. I had just had anal sex with her sister a few hours ago. My penis.
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