Try "something new."
Anal sex is pleasurable for many people, but it does require some extra effort and consideration. Not being aware of this can lead to all kinds of problems. "Sometimes the desire to 'try something new' is overpowering," says Milrod. "In this case, engaging in insertive anal sex without having gone through some necessary preparations." First of all, your partner may not welcome this experimentation, and that can end things immediately. Even if you're both willing, be prepared. Know that anal sex requires lube and some stretching.