This is exactly the discussion that I want to have!
My first partner, back in college, was an incredibly creative and experimental lover. She loved receiving anal sex. She loved double penetration with my penis and my fingers. There were times when she practically begged me for this. We had a great sex life, but it was college, we broke up after college, and that was a long time ago.
I don’t believe that my college girlfriend ever touched my ass, but I feel like we would have gotten there eventually. Others did over the years, and I learned that I really enjoy a bit of ass play too. One girlfriend rimmed me, which was pretty awesome. When I masturbate, it is rare that I don’t have one hand on my cock and a finger or two in my ass. While I love this in general, I love that as a 50-something guy, I am still learning about my sexuality and learning new experiences.
My wife and I have been married for 16 years, together for 18. She has had anal sex in the past, maybe a few times with guys in her past, but she says it is not her thing. I proposed anal off and on in our early days, and she always turned me down, eventually saying I was too big, but I really don’t think that is it. Even touching her there has been met with pushback. She loves to say that the ass is one-way only, so nothing goes in there.
She and I have a wonderful relationship, and I would not trade that for anything, I would love to bring some of my past and some of my present into our marriage. The more she turns me down, the more I want to show her how pleasurable this could be. I think the fact that I have discovered how pleasurable it can be for me makes this even more meaningful.
Beyond the usual relationship therapy advice of talking about it, what might I try to open her up a bit? How do I bring this up again in a way that is not just bringing it up again? Selfishly but also selflessly, I want for her to continue to explore her sexuality as much as I do mine.