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When I was about nine, I had my first anal sex even though I didn't know what it was and I hadn't looked for or expected it. How it happened is this story. My sister was sixteen and when ever our parents were gone she was expected to baby sit for me. When she did, she also took the opportunity to have her current boy friend over and have sex in her room all evening until just before my parents came back. My room was right next to hers so I heard everything that went on but I never said anything because I didn't think it was any of my business and after all she was “older” and could do “those things.” Plus, she left me alone in my room to do what I wanted which was to imagine what my sister and her guy were doing to make those strange sounds and for me to play with my little wiener and ass hole. Of course, I always went to bed earlier than everyone and slept nude. One night when Sis was “babysitting” me since our parents were going to be real late getting home I had my first. And fortunately for me, they left it in the truck when we all went to the bowling alley. I was nervous as I went to the bowling alley, being a virgin and quite unsure of what to expect. I found Tony in our usual spot, behind the lockers on a bench. He started kissing me, before I could tell him my plan. I had to practically shove him off me, and that wasn't exactly easy, he was a big man. Once I got him to let me go, I whispered in his ear. "Meet me at my parents truck." I went first, waiting for my Dad to bowl, and my Mom to start her usual gossiping. It didn't take long though, and I snuck out the front door without being spotted. Tony followed a few minutes later, and we met up in the truck. I was wearing a denim skirt, which I easily shimmied out of, and my thong, the black pair with the bow Tony loved to caress. I left my top on, in case I might have to make a quick exit. Tony was pantless in one fluid motion, and he climbed on top of me. His hand found my breast, and he rubbed.
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