I’ve been dating this gentleman for about two years now, and our sex life is beyond satisfying, at least for me. For years I’ve heard plenty of anecdotes from friends about how their boyfriends enjoy prostate play. I asked my boyfriend about it one night, and his mood changed pretty quickly. He made it clear he was not up for anal play, even though he admitted some of his friends liked it, too.
A few months later I plucked up the courage to ask him if he’d like to try to “figure it out” together. This time, he said he’d tried it twice (by himself) before, that it hadn’t resulted in any pleasure, and that he felt angry and disgusted with himself afterward. The thing is that he does acknowledge that it’s a highly sensitive erogenous zone for most men, but when I asked if he’d like to research further together, he was apathetic and noncommittal. I just don’t want him to miss out on something he could really enjoy if he’d just agree to a little bit of help. Is there any chance for me to loosen my boyfriend up from being so “uptight” about this?
—Ready to Explore