mj__best-positionstips-for-anal-sex. 10 Overall, the receiver should be relaxed, so they should avoid positions that cause their. Is there a best position for first time anal sex? Some will say no, but I Because of the angle, it's a little more relaxed. That's key for a first-time. A Guide to All Things Anal Sex, Including Positions, Toys, and More can get used to that and relax, and then push it a little more and stay.".