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I could tell by the way her body was rocking back and forth that she was desperate for me to ass fuck her. Then she softly whispered, “Jim, go ahead take my ass”. The next thing I did was rub my cockhead around her anus. Then I pushed it against her anal opening as my organ slid into her ass. She flinched and I could tell from the pain she was experiencing that my cock was a lot bigger than her ex-husbands. I knew I was opening her anus wider for the first time. The head of my cock penetrated her anus and slid further inside her. I prided myself in being a very considerate lover. And offered to remove to remove my engorged organ from her, but I knew that by now she wanted it no matter how much it hurt. Then my cock found its way past her anal canal and all the way into her small tight ass. I stood still as my anal canal got used to being stretched open with his big cock. It felt huge inside me and I knew why I missed anal sex so much. I began to relax and got used to the feeling of. I came the first time just from the ass play. He never touched my cock. The second time he was sucking my cock and had a toy or something in my ass. We only hooked up once. Just couldn't schedule another meeting, then he moved away.About a year after Sterling I connected with a local couple. Butch and Sterling lived in Fayetteville about 40 miles from me. Rodney and Brad lived 15 miles away and were just a few years older than me. I went to their house we talked a little while and next thing I knew we were naked. Brad eating my asshole and Rodney and I in a 69. My first 3 some in 20 plus years and back then it really wasn't a 3 some or maybe it was. IDK Rodney and I were going at in the 69 and Brad was ready to fuck my ass. So ready in fact he forgot to put on a condom, but after several strokes Rodney noticed and reminded him as he had the prefect view. Rodney and I continued to 69 until Brad came. Brad fed the cum filled condom while Rodney rubbered up and pounded my ass until.
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I reached up, grabbed his cock by the base and greedily stuffed it into my mouth. I slowly began licking the shaft, sucking on his fat bulging helmet, trying to put to use things I'd read in the letters section of the first copy of an adult magazine I'd ever seen. He groaned softly before he pulled me up and walked me over to his desk, his hand on my arse under my skirt. I walked a little unsteady at first but gained in confidence in a few steps. He sat me down in his chair, leaned against his desk in front of me, and I got to work sucking him hungrily. He didn't last more than three minutes of verbally abusing me about how I was a cock loving little whore; how I dressed like a skank so the boys would look at me. How I was a prick tease and I was getting what I deserved before I gripped the base of his cock, squeezing it tight making it swell to the point I could barely take it, as it erupted jet after jet of thick, salty spunk down my throat. I pulled it back, making sure I could.

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