More times to more women than I can readily remember. The last time was just over a week ago to a woman I barely knew who'd complained about a problem that seemed like severe constipation. I suggested an Epsom salt enema would have her feeling better quickly. An hour later, she showed up for the enema after checking with her doctor who told her I was correct about the enema. I told her she would need to remove everything from the waist down, placed a pad and thick towel on my bed and had her lie on it. She was a small woman and very thin, but readily took the two quarts I gave her. After pacing around a bit, she settled herself on the toilet as I observed the result while cleaning my equipment. Not that much seemed to come out, but I knew the Epsom salt would have an ongoing effect for the next day or so. Sure enough, she came by the following day to tell me the enema was effective and she felt much better.
As much as I enjoy the erotic aspect of receiving and giving enemas, I also enjoy helping others in this way, whether for health reasons of for simple pleasure. All aspects of enemas are fun for me.