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Bobby gave in and dropped his hands, gently cupping my tits. I could feel my nipples pressing his palms. I arched my back, pushing my chest up. The st...ng and the burn triggered my lust. My fingers trailed over my hips to my hairless pussy. Dry skin on dry burnt skin.Bobby squeezed, still too gently. I moaned urgently, edging him on. “Bobby,” I whispered, “Hurt me.”He looked at me with doubt then squeezed a little harder. “Mm, harder, Bobby,” I moaned. Shaking his head, he smiled. His grip. She led me to the bedroom, I undressed as she got everything needed to take my anal cherry.I laid on the bed on my stomach and she helped me put a pillow under my hips. She started by inserting a cotton swab with Vaseline into me so I could get used to something going in. After 2-3 insertions of the cotton swab, she changed to a pencil wrapped in a condom. This did not bother me at all, actually it was pleasurable. Then she put on a disposable glove and slowly inserted her middle finger, the. More

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