The first one and probably the most important one in my mind is with the woman on top facing toward the man. I say this because if it’s your first time experiencing anal sex, this position will allow you to have control of the insertion of his penis into your ass. This was what I used for my first anal experience and I felt comfortable because I had the control over how far his penis was going or not going to penetrate me. I could stop when I felt I needed time to adjust to the sensation and then continue when I felt ready to. This is still my all time favorite position.

What about you ?