I was raised by my father. I have no memory of my mother, she abandoned me when I was 3!
My father was aware of the erotic aspect and had apparently engaged in enema sex games with my mother before I was even conceived. So, he was aware, and he was always willing to admit that there was as he put it, "a mixture of pleasure and pain" that was part of taking an enema.
He never gave me anything that approached an intentionally erotic enema. In fact, he seemed to try in some ways to make it as non-erotic as he could.
I think that is probably the reason why he really wanted me to take part in administering my own enemas once I started developing.
Being a guy, he was looking for some fixed metric by which he could say that I was old enough to self-administer. He picked my transition from a training bra to an A-cup as that time. That happened when I was 12.
The first time after that when we discussed taking an enema, he told me, "You're growing up now. a woman can take an enema by her self!" He said that, the next enema I took, he was going to stay in the room to "Step you through" but would only intervene if something really went wrong that I could not solve, otherwise it was my enema. The next time after that, and from then until I was 16, he just required that I do them when he was home, and that I leave both the bedroom and the bathroom door open, so I could yell for help if I had to. Fortunately that never happened. Once I turned 16, he said he was only going to "Advise" that I not take them when I was in the house alone, but the final decision was my own. Same for closing the door. He "recommended" that I leave it open but the final call was my own!
Wouldn't you know, I had my first enema-induced orgasm right there in front of him, on that first self-administered enema. It embarrassed and surprised us both, but he used it as a teachable moment about sexual feelings, and handled it well!