Does anal sex hurt?

If it’s done wrong most definately can be painful.... lots of lube ,I prefer coconut oil...relax and take your time go slow and it will feel wonderful.

By anal sex I assume you mean penis in anus, not just fingers or dildos. I’ve had anal sex many times with 4 women, each one preferred anal to vaginal penetration. The majority of the time with each woman we did it with her flat on her belly and me straddling her ass. Only a few times have I done it doggy style, doesn’t really work too good, hard to get a good rhythm. On her back legs up is amazing if you get the angle right. Once you do the best part is being able to look directly at each other, seeing her facial expressions when I come in her bottom is incredible.

The only issue with pain is if the man enters too fast and is not sensitive to the woman or not listening closely to her. Regardless of dom/sub the woman should be in charge until the couple has a perfect understanding of how anal sex works best for them.