Good news: Anal sex is becoming less and less taboo. And by that, I mean GREAT news, because women can actually enjoy butt play just as. The best position to ease into anal sex is the classic spoon. As sex educator and porn star Riley Reyes explains, having the receiver lay on. Is there a best position for first time anal sex? Some will say no, but I believe that there are two that work better than any others, especially for.