I just tuned into this thread and you're so right about scaring your potential enemate. Way back when .. (almost ancient history)... I got the same opportunity when I invited a then GF to my apartment, no real intention for anything, until she complained about having a stomach ache (I guess beer, popcorn and all the other stuff at the bazaar we attended was just too much).
I jokingly suggested she might need an enema ... and then just continued watching TV.
When she inquired about it and if it would help, I said it might, but tried not to act too anxious, but explained what it was all about. I asked if she had ever had one, and she said never.
I told her what was involved ... she would have to get undressed and I would administer a small amount of water into her, then she would hold it and expell. We might need to do this several times.
I was shocked when she said okay, let's try it (maybe it was the beer talking, but who was I to not take advantage of this opportunity).
We went into the bathroom, I took the enema bag out of the drawer, showed her the four enema nozzles I had and suggested using the smaller one, to which she asked why, "aren't I a big girl?" Okay, I took the medium-sized one, attached it to host, filled the bag with hot water (explaining to her I was just rinsing the equipment), then put about a quarter of water into the bag, put petroleum jelly on the nozzle and told her to just bend over and I would put someof the PJ on her butt hole to make the nozzle slide in easier.
Everything went quite easy as I slipped in the nozzle, she took the entire quart, held it for a couple minues and then expelled, while I refilled the bag, this time a full two quarters, explaining the second enema would be easier, but when it got to be too much, she should say so, but she had to take more than a quart.
Again it went like a charm ... she took the whole thing, held it for a while, then expelled.
Then she said the magic words ... "That felt so good ... do you want me to make you feel good."
I had to restrain myself from jumping completely out of my clothes in one move while she was filling the bag. She gave me the enema and it really felt good.
"I asked if she had ever done this before, and she said no, never. I said, maybe this is the start of something great. And it was."
Some time later, I asked her what she would have done if she would not have had a good experience with that first enema. She said she probably would have just said she felt better and never done it again. But I can say our pleasure continued for some time ... we exchanged dozen of enemas, all because I started out slow and easy, and didn't do anything more than a simple, small enema.