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"He was right but I just didn't know how to ask him, voice the doubts Ihad about myself."Later then," he said after a couple of minutes of silence, "B...t tonightif you can, Charlie, I don't want to spend a sleepless night worryingabout you worrying about something."He started to get up, "I'll go and get the cabling we'll need on theisland so I can get the generator going and run lights up to the cave." No don't go, not yet," I paused and he sat down waiting for me tocontinue. "Do you think I'm. That should work for lube. Plus you know I like a little pain. Just go slow."Cindy then placed her legs on my shoulders and repositioned herself a little so her ass was exposed. I pulled out of her wet vagina and placed the tip of my cock at her tightest of openings and prepared to fuck a woman's ass for the first time ever. Another fantasy coming true!I began pushing and met a lot of resistance. This being my first time having anal sex I wasn't sure exactly how hard I would have to push to. More

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