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“Darling, I think I should put some of this on you beforehand.” he said. He had never actually touched her sphincter before. He almost did once, by accident, but Rebecca had slapped his hand hard enough that he never did again.“Very well.” Rebecca said, and Charles reached down and applied the remaining K.Y. jelly from his finger between Rebecca’s cheeks, getting to actually properly touch her anus for the first time ever.Charles climbed on top of Rebecca, and positioned himself above her, his erect penis pressing against Rebecca’s anus. “Ready, darling?” he asked. Rebecca mumbled something, and Charles proceeded to press his penis against Rebecca’s anus. It was tight, very tight, and not a lot happened. Charles remembered reading somewhere, to do very short strokes, not to insert, but just to spread the lubricant around, and that seemed to work. Every miniscule stroke resulted in his penis going just the tiniest bit further, and. I felt ashamed and said “sorry”. He told me that was the silliest thing he had ever heard. I couldn’t know then that he wouldn’t give up. I thought this is it, now he’ll just want to stick his dick in and ride, slam, bam thank you ma,am. I wanted to cry when he said, “we’re just getting started.” He started kissing me slowly, running his tongue around my lips and inside my mouth. I started sucking on his tongue like I wanted to suck on his cock. As we were kissing, I felt him reach around and put something in his hands. The next thing I knew my pussy was being rubbed with some kind of gel, his fingers entering and then leaving, on and on. Soon I couldn’t tell which was my wetness and which was the gel. “Will you trust me?” he asked. “I promise I won’t do anything that will hurt and you can say ‘no’ and I will stop immediately. I want make you feel like the beautiful, sexy woman you are.” Hesitantly I said, “I do”, as he placed a black mask over my face. With my arms above my head,.
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