Tristan, that is an epic tale and very well written!

I searched my memory and my incident is more pedestrian. It starts with a masseuse. Yes, in the late ‘90s until ‘01 or so instead of being dominated I would go for sensual massages. (Maybe I was lazy, but more it was heavy stress at work.) I would look up ads for massage in the old New York Magazine classified section, which also had Mistresses listed. I found a masseuse who was independent, in the East 30s and worked out of her apartment.

She was probably over 40 at the time, a former exotic dancer from NJ who had a symmetrical curvy figure. She had an Ivy League education (intelligent and well-read), studied Feng shui and tantra, seemed like an old hippie. She predicted many of the libertarian and right wing politics we have experienced in the past decade or so. Visiting her was an experience in more ways than the obvious. She had a massage table and she would start with me on my back, asking about the tension in my shoulders and discussing art, politics etc. Half way through each session she told me to turn over, began doing my feet and legs, then my chest, speaking in a more seductive manner and putting my hand and arm around her waist. At some point she’d remove her bikini top and began pleasuring me.

By the second or third visit she began to make statements like, “You must have served a Mistress.” When I said yes, and she wanted to know about some of my adventures, she became more dominant every time I turned over on my back, stroking more aggressively, pinching my nipples. Eventually I visited and when I was on my back she told me she had to pee and I was instructed to follow her. She left the door open, removed her panties and I watched her pee. When asked if I ever received a GS, I said no, which was true then. She grinned and said, “But you like to watch me.” I agreed.

The next visit she asked all these BDSM questions and she ordered me to the floor where I was told to worship her feet, legs and breasts, with her saying, “Is that what Mistresses tell you to do?” I said yes, and to this day I’m not sure if she was into domination, or using me to experiment and learn how to become a dominatrix. After 9/11 I stopped doing sessions for a year or two and she moved back to NJ and began a vanilla business. I never knew the answer as to what her motivation was, but it was fascinating. And it gave me a first inkling that I would like GS, which I would experience for the first time several years later.