My best memory of finger insertion goes back to Boston in the late '60s when I first stated going to Mildred Burgess' colonic clinic. Sure, as a kid playing with neighbor Janet there had been a lot of finger insertion, which I loved. In fact we would finger each other to bring on a BM, before we finally had a way to sneak off and give each other real enemas.
But back to Mildred. My first colonic had been at a long defunct clinic on a trip to Los Angeles. The person giving it was pretty uninspired and dissapointing. Then I discovered Mildred.
On my first visit I am pretty sure she was rather pleased to have a younger than average male client. As part of that first colonic she told me she needed to examine my rectum and spent a lot of time her finger inside. I was in heaven. She would always tell me if she felt "stool" in my rectum, and if it was hard or soft.
I was a bit nervous during that colonic, and Mildred told me I wad not getting good results, and that we should stop and she would give me an enema with a colon tube. Mildred was exquisite with the tube and I could feel it go past the sigmoid and into my transverse colon.
So after that we didn't do many colonics, and each session would start with a deep and long exam followed by a series of enemas, and once in a while a colonic. Over the several years I saw Mildred she acquired a number of nozzles and the unmentionable retention nozzle.
But in spite of the incredible enema play there were no happy endings, except the ones I did solo while I was expelling. I knew to get the most of a session, and I think Mildred knew too, I would not masturbate until after I was told it was the final enema of the session.
Some years later I had a colon therapist in Palm Springs, California that would give a series of enemas, that same 3 again, and I would masturbate while expelling the third one.
And there was Grand Dames, back in the early '90s where I could give and receive and, yes, receive a happy ending. That was purely sexual and as much fingering as I wanted.