@reddevil
Sounds a bit like me, though the vast majority of my enemas were solo - since I took so many over the years..
Same here, I had taken quite a few solo enemas through my 20's, 30's, 40's… It wasn't until my later 40's that I had mustered the courage to even discuss with anyone the possibility of having them give me an enema. And when I first did, it was through the internet.
One thing with partners; my needs never seemed to match their interests as much as I would have liked. I did enjoy them, so definitely no regrets -
I kinda feel that way sometimes with my female friend. I have given her enemas a few times, several actually, but her interest in receiving has waned to just occasional/now and then. I am totally okay with that, I don't feel that “a giver should be a receiver," my main interest is being the receiver anyway. She is a good sport and truly doesn't seem to mind giving me one as often as I need or would just like one. If I sit on the toilet long enough while she's around, she will sometimes ask me if I need one.
Key word though that it's usually just one. She knows that I will have an erection, and that play time more preferable to her will likely follow.
but always some frustration as I was left wanting something more or different than what they were doing…
I can sort of relate to that too in terms of my female friend, although she does give a pretty good enema for a relatively noob enema person…
However my male friend whom I have visited several times (but not too recently) more “gets it” and is definitely more into the whole enema thing. When we get together it's enemas, me receiving them, and more than just one. I get a very good cleanout and I'm free to be naked, have an erection, and masturbate when I am ready.
I feel kinda more at ease in some senses with my male friend, in that I don't have to have on my conscience that he might get hurt wondering “does he like that enema bag better than me?” I don't get to see him as often as I do my young female friend, so enemas from him right now would be preferable than solo in about any situation that I had whether needing or just wanting a few.