Okay so my bf 20(M) keeps bringing up how hot he thinks it would be for me to peg him because he recently discovered how much he likes anal play. The issue is I’m extremely submissive and I’m a pillow princess so dominating him is fairly new to me. So far he has taken the two smallest plugs in my personal collection and that’s it. So I’ve told him that it would hurt him to much and I wanted to try some more first. But he believes since I take him in my ass easily it is not that painful. He wants to go ahead and try. I wanted to order a prostate massager and a few other plugs for him. But if I do decide to peg him what do I need to get for that? What position makes this the easiest? Are there certain strap ons that are just for anal? Please just help I’m lost.