My boyfriend really wants to have anal sex. So can any one give me some pointers. I know that its gonna hurt, we have tried in the past but i told him to get out, lol. This time im planing on going all the way. Is it ok with out a condom in there? We already have sex with out a condom anyway. And is it ok for him to cum there as well? Does any one have ideas how i can relax a bit more?