Thanks Pflutter. This is an issue I have been grappling with quite a bit lately. I'm in a friends with benefits, BDSM type of situation (although we dont really talk about BDSM, Dom/sub roles, we just kind of do it...which is another interesting question. Has anyone else experienced this?).
Our sessions are so spontaneous that it's hard to know when/if somethings going to happen. Anal play has become a part of our fun. I enjoy it, but sometimes I wish I could prepare better. Any pointers out there?