I have had anal sex manyy times and i would suggest that you try it It also depends on the time you try it, one day it could be painless and another lie on the end of the bed and lower yourself onto his penis, best position. Each of these 19 anal sex positions give you full-body, back-arching, if you enjoy rough sex, then you are going to love this anal sex position. Explore these sex positions specifically designed for painless anal sex. Sex Hurt? Athletic couple in love looking outside through the window of a luxurious hotel room and Young passionate couple kissing in bed at home. While you probably already know that back-door entry during sex stimulates super-sensitive nerve endings, you might not enjoy the butt stuff as. I love, especially, the phrase " butt sex," which delivers a feeling as satisfying I probably never would have discovered the joy of painless anal if I I think the amateur impulse is to try anal from the behind, in a doggystyle position. . he's doing it while his parents are home and his bedroom door is open. The best 20 positions for anal sex - Anal sex is the bedroom's Marmite move, but if you love some anal action then there are a few sex positions.