Will it hurt when my boyfriend puts his penis in my anus?

It won’t hurt if you know how to relax the muscles around your anus. So before you have anal sex with your boyfriend you might explore your anus when you are alone. When you masturbate wet your finger with saliva or a lubricant and stroke your anus and the surrounding area (don’t touch your vulva with it afterwards, because bacteria from the anus in the vagina can cause an infection). Then insert one finger and try to keep the muscles around the opening relaxed. If one finger feels good try it with two. It might take some time before you really enjoy it. When you have anal sex with your boyfriend let him take it easy. He can for instance stimulate your anus with his finger and then insert one finger. Let him explore the shape of the rectum before he inserts his penis. Once you enjoy the feeling of his finger(s) he can insert his penis. When one of you had unsafe sex in the past, you should use condoms made for anal sex. Use a lot of water-based lubricant to increase the pleasure.