I would say the key is lubrication -- lubrication and communication. Logan: Absolutely. Lubrication is essential. And talking to your partner and making sure that at every step he or she is comfortable with what you're doing. Because if they're not, than anal sex is never going to feel good and it is not something that should be part of your sexual repertoire. Ian: No, it could lead to discomfort. It could lead to damage butt. It can also be done safely and in a way that is a lot of fun. Logan: I mean you can also engage in anal sex and stimulate the clitoris at the same time. So there is certainly the potential for pleasure if you keep talking and you're safe.