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I believe in trying things once, but up until 3 years ago, anal sex was definitely not for me. John, my boyfriend at the time, had tried to coax me into experimenting with things in my butt. These had included: a round ended pencil, a wooden spoon and a small, thin vibrator, all of which were quite fine. Then one evening, while we were making love at his flat, he took a medium, cock size, dildo from under his pillow, and asked if I would like to try it. "Why yes, of course," I said, and opened my wet pussy for him to insert it. "Not there," he said. "Oh, I see," I replied, realising where he wanted to put it. "I don't know John, it looks so big," I told him. "Can we just try it, Mary," he said, "I'll use some lubricant if it helps," he reassures me. After considering it for a while I agreeably tell him: "yes, but please be gentle with me, John." "Okay," he replies." I then ask him if I should get into a position that would make it more bearable. And John suggested that I kneel on the bed, in a prone, doggy position, with my head on the bed covers, so that I can reach behind myself and ease my buttocks apart.

Once I was in position, John moved close behind me, and dripped some lube jel onto my anus, its coldness sending a shiver through my body. After which, he used the tip of the dildo to work the jel around my anal opening, before easing the tip in. It felt big, bigger than I had imagined, even with me spreading myself, to make it easier. Suddenly, I froze, and asked John to stop, which he did. Getting up off the bed and then putting his clothes back on, John says: "I think I need a break, ...

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