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And I cared for her deeply, so just randomly shoving up her ass wasn't an option.Then, one night, I was doing her doggie-style, while I was wigging my thumb around in her asshole. She and I were pretty trashed on some Grey Goose (when I drink liquor I only go top shelf), and I thought this would be my best shot. I knew if I could get it in there once I could do it every time we fucked. I pulled my dick out and laid it in her crack, and said "hey". She looked back at me, and I said "Can I stick it in here?" while I ass-fucked her with my thumb. Without hesitation she nodded, and I'm wondering why I waited so long to do this. I took my thumb out of her ass and lined my dick up with her tight shitter. I slowly pushed it up there, and it was the sexiest thing I'd ever seen. She was still looking back at me, and I could see a little bit of pain on her face. I had about 2 inches in and I asked if she was OK. She told me to just hold where I was while she got used to it. After a minute or 2. I had never drunk, and smoked, and smoked-up, as much as I did the night before. I apologized for greeting her half-naked and half-conscious. I honestly regretted having slept through a portion of the little time I had left with her but the fact that it brought her to my bedroom, possibly for the last time, eased my mind.She sat on the window and lighted up a cigarette. In the silence that followed I observed her pretentious posture while she smoked. She is tall and has a toned pear-shape body. The long sleeved white top and short red skirt complimented her figure. With a long oval face, her lips are dark and thin, and so are her eyes. She normally hides her face between her long and healthy hair, subconsciously exhibiting her insecurities.When her cigarette burned out she sat beside me. I rested my head on her lap, recollecting all the good times we had. But now, whether we wanted it or not, we both knew that it was over. We fought not even once in the three amazing summers we spent.
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