So I am a regular reader, just not much of a poster. I've been with my boyfriend for four months but never had anal sex. For a long time, I was uninterested in trying it.. but now I think that I'd like to. Any advice? I'm more than a little intimidated by the prospect. My gut feeling is that I'd prefer to bottom, if that helps. Just looking for general advice here about people's first times and what to do/not to do. Forgot to mention.. his dick is pretty average lengthwise, although girthy.