Without delay I delivered another similar stroke from the pliant cane “OW-AH-OW” she cried rocking from foot to foot “OH, Eight S-Sir,” her voice sounding strained. Twice more Lucy felt the burning bite of the cane across her cheeks and her vocal protests left little doubt that she wasn’t far from tears. With ten strokes given, red stripes glowed out from beneath her tights. “How does your bottom feel now Lucy?” I asked “It’s throbbing Sir, really burning too”. I rubbed her bottom feeling the swellings beneath her tights and reminded her that she had just two more strokes before her caning was over. The penultimate stroke cracked firmly onto her tender female flesh, Lucy jolted back and grasped her bottom with both hands “OH, FUCK, .... FUCK, sorry Sir, but that really, really hurt”. Lucy managed to compose herself, “Eleven Sir,” she eventually added. As Lucy bent over the desk for her final stroke my eyes focused once more on the crease where bottom and thigh merge, before bringing. "Relax Ben, or I will hurt you" I couldn't relax and pleaded again for him not to do this."I'm going to fuck you Ben" he said. "If you relax, you might even enjoy it".I lay still and felt the tip of his cock pressing against my asshole. I tried to relax but couldn't and he pressed his cock harder.I felt him enter me. His cock was far fatter than two fingers and I felt as though a baseball bat had been shoved up my ass. I cried out. "oh stop! Please stop!" but he continued his assault."The worst part is over, Ben. Too late to stop, my cock is already in your ass."He pressed himself down onto me and his cock went deeper. Even though all the lubricant had eliminated any friction, the girth of his huge cock was stretching my ass beyond any comfort. It seemed to go on for hours.Each time I relaxed enough to stop it from hurting he pushed deeper into me. It felt like nobody could have a cock so big. Was he never going to get all the way into me? I lay there, scrunching up my eyes, trying.
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