Anal is one of those things you talk about ahead of time, to see if she’s okay with it. Mostly because she has to be in the mood for it (there’s a reason people say “pain in my ass”) but also to do it right there is some prep work, like her cleaning out her rectum with an enema, and probably diet by avoiding certain foods. Unfortunately, every girlfriend of mine has said anal is off limits once we land on that topic. So naturally I have become obsessed with what I can’t have.
I think about it a lot. How tight her anus would grip my shaft. How incredible it would feel lubed up and pressing my cockhead forward slowly into her butthole. Seeing her anguished expressions in a mirror while fucking her doggystyle. The sounds of our skin slapping against each other at full speed. My mind has a pretty good imagination when I see a beautiful ass walking around in public or in porn. But you know, porn doesn’t leave much to the imagination at all.
The other part of the equation is a power play. It helps if the woman has a submissive attitude or personality. You are using your hard cock to dominate her ass. You really have to figure out if she’s the right one to even attempt it. Or in the words of my ex-gf, “No you’re not sticking that thing up my ass. But if I did let you do it, then I’m going to buy a strapon dildo and do the same to you.” Yeah, not something I wanted, and anal seemed like an unpopular choice for her too.