I am forty five years old, married with two grown kids. for the last fifteen years or so I have considered myself bi-sexual and have probably had sexual relations with around twelve women. None of which, by the way, have disappointed me. My last sexual relation with a woman turned me on to something that I never really gave any thought to before and that is the basis of this story.
Claudia was fifty six and a lovely woman in all respects. I was pleasuring her in every way I could when she stopped me and turned over onto her belly. I didn't know what she expected so I asked her what she wanted me to do. She told me to give her two pillows which I did. She placed them under her hips thus raising her rear end. She told me to finger her. I still wasn't totally sure what she had in mind until she then said, 'moisten your finger and put it up my rectum'. Oh my, this was totally new to me. I wet my pointer finger with saliva and slowly pushed it up into her rectum as far as I could. She told me to pump it in and out sometimes slow and sometimes faster. That's just what I did for nearly five minutes. I could certainly see that she was really enjoying what I was doing. She was either grunting or moaning all the time. Finaly she asked me to stop and she turned over onto her back. She asked me to now make her cum. I massaged her clit with one hand while fingering her pussy with the other. In a short while she came.
Now it was Claudia's turn to pleasure me. She was quite adept at making me feel good alternating between touching my breasts and nipples and then paying attention to my pussy. Then she told me to turn over. I was a little reluctant but seeing how much she enjoyed my anal stimulation I figured I would go for it. I felt her finger enter my rectum and it felt a little different than a finger in my pussy. As she pumped her finger in and out I began to enjoy the physical sensation more and more. It is difficult to describe a feeling but I felt good. I had feelings in my groin area even though she was not touching my groin. All of a sudden I felt the very strong urge to have an orgasm but I knew I wasn't going to. I told Claudia I was ready to turn over. In probably about a minute I came. Claudia continued to massage my clit and in around five minutes I came a second time.
I will now attempt to include anal stimulation into my sexual encounters in the future. I don't care what others say, I loved the feeling.
I am curious to hear the readers thoughts and or feelings on this form of stimulation.