you know that you can have have sex that doesn't involve vaginal penetration, right? I don't know, it seems that a lot of people genuinely don't know that this is a perfectly reasonable option. in other words, using your mouth, your hands, etc. hey it beats beating off alone and it's better then using a condom. Obviously I'm going to assume that everyone knows nothing about sex and say that any sexual contact above kissing (and in some cases, that too) runs the risk of sexually transmitted diseases. If you guys aren't both virgins and haven't been tested in the last six months, then you should go get that done. If you are safe there, and the concern is just in contraception (IE: not getting pregnant) I'd go with what I suggested. But I wouldn't really recomend anal sex without a condom.