Hey 5er
I can appreciate that orgasming during partnered sex matters to you, this is totally understandable. It’s great when it happens and when you can share that with a partner. I can appreciate feeling underwhelmed when it’s something you really want to experience. However, I want to see if you’d be open to considering the ways in which treating orgasm as the goal and the “end” causes problems during sex (specifically with our overall enjoyment of it), and how treating orgasm differently and placing focus on the many other parts of sex can be way more pleasurable (and can actually make it easier to orgasm).
It can be easy to think about orgasm as the goal of sex, and I do think this is a view that is commonly ingrained. If we think of orgasm as the goal of sex insofar as sex is for reproductive purposes, I can see this being a useful view. But, we know that sex is for much more than reproduction. It’s for feeling pleasure, for connecting with a partner, for exploring your body and others bodies and seeing what feels good. And, if we go with the purpose of sex as feeling pleasure, placing orgasm as the goal of sex, even a good portion of it, can do more work to muddy the waters of pleasure (if that kinda visual makes sense). In sexual situations, setting expectations on ourselves and on our partners is like the fast lane to being both stressed (not great for orgasm) and disappointed (not great for overall sexual satisfaction). How do you feel about that idea?
I want to invite you to see, too, that when see orgasm as the end of sex, we do miss out on a lot more pleasure. This is particularly true for folks who find it more difficult to orgasm, because it’s easier to feel like “shoot, the ‘end’ isn’t here but we’re done —> I’ve failed/done something wrong,” know what I mean?
I see what you mean, that many things in life that are enjoyable have an end. But I think the necessity of an end doesn’t mean the end has to be and orgasm, you know? Our founder Heather shared an analogy with me, that sex can be like a “jam session” — you get together for a semi-set period of time with the goal of having fun and experimenting.
Your observation about having a sexual experience outside of your mind when you’re used to being fueled by imagination is really interesting and this is not uncommon at all. I wonder if continued exploration might help make you more comfortable having a more external or social experience? What do you think?
Regarding the friction/sensitivity: You’re welcome to describe what you mean plainly if you think it’d help, but I think I can see what you mean. Honestly, people’s bodies respond differently to different stimuli and it’s okay if you enjoy the friction feeling more! It’s also common for people who are circumcised to feel less sensitivity, so if that applies to you that may be a contributing factor. Maybe you can incorporate more of that feeling during sex with your partner?
As for your partner feeling badly about you not orgasming, I’m sorry this has been happening.

Do you think you could talk to her about it, and explain that she can’t control and isn’t responsible for what your body does involuntarily and it’s okay if you don’t orgasm? I wanted to ask too, does she also feel this way about her orgasming during partnered sex? I guess I’m wondering if that’s the goal in place for her too, or if this is an expectation you have for yourself?