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This seemed like something I should do with Charley. The next time I went to his apartment I took along an old Woolworth plastic pearl necklace, and a tube of KY jelly. The "pearls" were old and cheap, a left over from my junior high school days, but they had a strong string through them with no chance of breaking.When I told him about my plans for the evening, he wanted no part of it. He said he didn't want anybody shoving anything up his ass and mumbled something about that's how you get piles. I was heartbroken. I pleaded with him to do it, because for some strange reason, it had become very important to me, like this was going to make or break our future together. It was especially frustrating to me because, frankly, there was nothing in it for me. Finally, after much haggling, we hit on a compromise: instead of doing it during intercourse, I could do it to him while I sucked him off, a good old fashioned come-in-my-mouth blow job. (Charley was such a romantic:)).We decided the. God it was BIG and HARD . He then stood up and took me to lay down in an area that we had spread a blanket on the floor. He layed me on my back and then straddled me so that we were in a 69 position… We suck on each other for a few minutes when I finally said “FUCK me in My Ass” He pulled my penis from his mouth and I reached for the KY.. . I took a finger full of the KY and stuck my finger deep into my rectum. I then grabbed his cock and wet the head of it with my tongue. My next move was to get on my hands and knees and I felt him position himself behind me. He quickly inserted a finger in my ass to make sure it was lubed. He pulled his finger out and I felt the head of his cock press against my asshole.. He pushed but was off center.. He grabbed his cock and this time with his hand guided the head to the opening of the hole. I felt the head against me and he said “ Are you Ready”…”Fuck YES” was my response.. As he pushed forward, I pushed back and I felt my asshole expand and his.
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