Several months after my wife of 14 years passed away over a year ago, I began dating a younger woman whom I had met online and through another site. I had actually answered HER ad, seeking a "FWB" relationship, lol. Enemas were not part of the ad or even mentioned during our first several encounters. She had confessed to having a "kinky side" to her personality, claiming that not too much shocked her and that she liked trying new things.
The beauty of how I met this girl is that she knows absolutely no one I know.. We were not introduced by mutual friends to whom she could report that "eww, that weirdo you introduced me to wanted me to give him an enema" or some other such similarly embarrassing statement, lol. A couple months after dating nearly every weekend, I had decided to formulate a plan to bring enemas into the picture.. I had decided that this time I wanted to be able to at least do my enemas around someone whom I am also intimate with.. I didn't want to do anymore sneaking around with things, having to hide the bag and other evidence, etc..At the very least I wanted her to know that I do them.
So one day while texting her prior to the weekend, I had told her that I didn't think that I'd be up to having her over that Saturday. When she asked why, I actually texted her something to the effect that: "If you really want to know, I'm kinda suffering from a bad case of hemorrhoids.. In fact, they've been bad enough too that they have began to keep me from 'going' properly.. I think that I'm probably even going to need to have an enema if things don't get any better."
She had replied that she felt sorry that I wasn't feeling well.. When I mentioned the enema, after what seemed like a long moment of silence she had replied that "enemas are kind of awkward, lol." This led to me texting "ah, you've had them before?" To make a long story shorter, she indicated that she had an enema once, self administered, a few years ago, didn't like it.. When it was further revealed that she had bought an orange-boxed Fleet, the mineral oil type, I had agreed that she surely didn't enjoy the experience, lol.
To shorten the story more and get back to the topic ("Does he/she acquiesce (easily or otherwise)?"), I talked her into trying "the right kind" of enema; it'd be more comfortable, possibly pleasant, no bad "residual" effect like with the mineral oil and the "you will be amazed at what all will come out" promise that always proves true lol. That was the part that kinda intrigued her the most too, it had seemed. She agreed (a little nervous about, but nonetheless rather easily) to try it that weekend (since it meant that weekend wouldn't be totally canceled too, lol).
She was hesitant to give me an enema at first, because she was worried about "doing it right".. She did watch me give myself an enema, and watched a couple of other times after I had gave her's, then she agreed that it was probably easier with the "help" like she got, so she gave it a try :-) . The enemas got to be a regular thing, with her actually asking for an enema during weekend visits. I of course would agree to help, and agree that I felt like I either needed one, or just wanted one too.. I confessed from the start that enemas usually caused me to get an erection, due mostly to the prostate stimulation.. Good move on my part because SHE later suggested trying prostate massages on me! :-)
Now several months after introducing my young friend to enemas there is no secret.. We BOTH admit to a sexual turn on of giving/getting enemas with each other too.. There is plenty of self, mutual, each-other, manual & even some oral masturbation that goes on now while we do our enemas. I get at least a couple of enemas every weekend now, or through the week even, if I feel like it. She always wants at least one enema when we get together too :-).