MMF, MMFF, but it would take more then just my SO to get these things in the works, because I can't see myself having any kind of sex with someone I don't know. I have a hard time keeping emotions out of sex, so yeah, it would have to be someone I knew and trusted and could believe when they say they've been checked out by a doc.
Anal play on him, I don't really want to be the one doing it, but I think he's paranoid or something and he needs to relax, so if I could show him it's alright and not 'ghey' we'd have more of a playground to work with!