Make sure to use plenty of lube or else it hurts.
Martha is nineteen and I'm forty four. We have enjoyed sex with each other for the past year. Last week we got together at my house for sex and after some very stimulating foreplay Martha said that she wanted to try something new. I'm always ready for new things so I said sure. She said that she wanted to "fuck me up my ass" while fingering my pussy at the same time. I had never done that before and I have to admit that I was more than a little hesitant. Martha then suggested that if I didn't like it she would immediately stop. I was OK with this.
I got on all fours and Martha inserted a lubricated finger very slowly up my rectum. It was a different feeling than anything I had experienced having my pussy fingered. After her finger was in Martha began a rhythmic pumping of the finger in and out of the hole. The more she did this the more I was enjoying the sensations. Then, I felt her finger touch my clit and pulses just shot through me. She was now massaging/squeezing my clit while continuing to finger my rectum. The combined feelings were wonderful and in a short period of time I enjoyed an explosive orgasm. I asked Martha to continue to finger me in my ass and she did for another couple of minutes. We then reversed roles and I did the same for her, she totally loved it also.
Anal penetration and stimulation has now become a regular part of our sexual experience and I would highly recommend you give it a try. Martha said that the next time we get together she wants to try using two fingers up the ass.