This is permanent spank bank material for me. Anal was always a hard limit for my SO (we’ll call her Chloe). For context she has very pale skin, D cups, brown hair, freckles and medium height. We talked about fantasies and such and it was something I was open to but Chloe was not at all interested. We compromised with a small plug. She didn’t love the sensation though it did make her orgasms more intense. We had some friends that we spoke very openly with who admitted they tried anal and hated it because they stupidly used zero lube. Chloe and I were talking later and she couldn’t understand the appeal if anal was so painful. I told her they were doing it 100% wrong and it’s never supposed to hurt and explained that the pleasure comes from all the sensitive nerve endings down there. I think that got her curious. The topic didn’t come up again for some time.