Haven't Tried It Yet

My wife is curious about it, but I feel that it would be painful and messy. Once posted a question about it in a sex site, and someone suggested using a enema with perfume before having anal sex. A friend told me that the penetration would be less painful if it is done gradually, by first introducing one finger, then two into the rectum.
Anyway the cleanliness and ease that the actors engage in anal sex in **** flicks makes one wonder how they do it LOL
As you can see, it all theory up to now.