Web,
I never thought in a million years I would try anal, but it's fun to mix it up a bit. At the right time, with the right person, in the right mood. I knew it was something my boyfriend wanted to try, and one day, when he was really, really good, I decided to give him this gift without him asking for it. It was fun to know before he knew, ratcheting up the whole anticipation factor and knowing how climatic it would be. And sometimes, it just plays into the whole total domination/submission fantasy. I think also, he knew it was one thing I had never done before, and in that sense, he was my "first." Which was fun for both of us.