The only woman I've had anal with is my wife. We were in our mid 20's and I came home with an alcohol buzz. We wound up in bed having sex in the missionary position and I was really pounding her. I came out of her pussy and urgently pushed to get back inside. I missed and hit her asshole. She didn't like it and I quickly reentered her pussy. The next day, when I was sober, we had a talk about anal sex. This was something new for both of us. Over the next few months we played around with me using my tongue and a finger tip on the outside of her ass. Sometimes she'd do the same to me. We discovered she really enjoyed having her ass played with and having one of my fingers up her ass. Soon we decided to give anal fucking another try. We used lots of lube and I took my time but she always found it too painful. We gave up on trying to get my cock in her ass but she still enjoyed having my finger there. More time went by and one night we came home together but this time it was my wife who had the alcohol buzz. OK. It was more than a buzz. She was pretty drunk. We went to bed and started having sex. I was fingering her ass when she said, "fuck me". I started entering her pussy when she said, "No...in my ass." I lined up with her asshole and slowly started pushing. It took as least a minute or two to get past her sphincter but when I did it went all the way in. I loved it and, best of all, she did too. I dumped a load inside her. We never got into anal sex on a regular basis. When she was sober she always complained about the pain. But once or twice a year, when she got a pretty good load on, her ass was open for business and we both loved it.
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