My freshman year in high school I started seeing a army brat that that transferred to my school in the middle of the school year. She was African American with beautiful skin, a very pretty face and a butt that would make a dead man CUM. We had been together for about a month before we started talking about sex and what turns us on. She right off the top said she will never try anal sex because it's nasty. The first two times we had sex it was pretty amazing for freshman level. But on our third encounter, she had spent the night because my parents were in Vegas and her's thought she was staying with a girlfriend. We watched movies and made out then had sex. She asked if I had any thing alcohol and being Latino, we always have plenty of it around. I poured her some of my mom's Chardonnay and after one glass she was very tipsy. We started having sex again when I turned her on all fours and entered her vagina. While was giving her a good pounding, I started rubbing her anus and worked my thumb into it. She didn't stop me and I can tell she was getting turned on. So I stopped and got some ky jelly and lubed my penis up and her anus very well. I told her were gonna try something new and her only instructions were to go very slow. I worked my head into her tight brown puckered hole and heard her yelp so I stopped to let her get use to it. After about 5 minutes I slowly worked my shaft in there and began to feel her losen up. Once I was balls deep, I began to gradually pound her tight, juicy anus with good strong thrust. After about 20 minutes I exploded deep in her and damn near had an annuerism. We dated for about 6 months and enjoyed anal sex until we broke up.
