I was in my 30's before I even had a chance at some anal fun. My first wife didn't even like me touching her asshole. But, when my second wife and I hooked up, I found early on that she loved for me to stimulate her ass. I took it slow and easy, and over a period of time she loved to have a finger or two in her ass and it became a part of our playing. We did a lot of 69ing and having a finger in each others ass was part of it. Then one Saturday morning, we got to playing and I tried getting 3 fingers in her ass, and she was loving it. When she was good and hot and lubed up I asked if I could try my dick in there and she said sure. In a few seconds I had the head of my dick past her anal ring and almost instantly she pushed back and had me up to my balls. We both really loved the feeling and from then on we did anal at least once a month or more.
Most of the women I have been with since have let me in their ass, at least once, and it has always been good. Some have really gotten into it. Speaking earlier of my first wife, and her objection to any anal play, I was very amused when her best friend told me that she loved anal and she would always cum when doing it. Sadly, I never tried her out. Didn't want to mess things up at home
