Just wanted to update what's going on in my KinkQuest. I turn 60 in August 2020. Over the next year+, I plan to explore kink I enjoy, and kink that I may be willing to try. My goal was to find one provider to go with me on this journey, instead of multiple providers for each kink. I though this was the best route, because it builds familiarity, trust, exploration. This was my 1st encounter.
Milf Montero -
https://www.milfmonterochicago.com/
She's a 47 y/o blonde in the Chicago area. About 5'5", 120 lbs, big MMs. I saw her late June. We had been emailing for awhile. I sent her a detailed letter, explaining what I was looking for. Her emails were always short, one sentence replies. But she said she was looking forward to "getting nasty" with me. And that was what I wanted, a nasty, messy, Domme experience. I didn't expect much for this visit. It was more exploratory, a chance to ask specific questions, that I didn't/wouldn't ask prior to meeting. A chance to gauge her attitude, etc.
I arrived at her incall around noon. She gave me a hug, and offered me her shower, which was pre-planned. Once I was ready for the shower I invited her in, wanting to experience my 1st GS. She came in, but couldn't produce. That's the 2nd time that's happened (Dallas!). I guess maybe peeing on demand is hard for women.
After the shower, I laid on the bed, and we started fooling around. She wasn't big on kissing, which disappointed me. She was active & energetic, but not focused or passionate. It was like she was putting on a show for me, without engaging me. I was trying to discuss my ideas as we played, and it seemed that whatever I mentioned, she'd jump up to try it. But there was no flow, continuity to the action. So we did BBBJ, toys up my ass, strap-on, nipple clamps, paddling on me, TUMA, DATY, DATO, toys on her, sucking her toes, massage, dirty talk, D/s dirty talk, etc. I truly enjoyed eating her ass. That was a lot of fun. But we never got around to penetration. I missed out on that.
So for a 1st visit, I learned a lot. I need to be more detailed going forward. She needs a detailed understanding of what I want. When I think D/s, I assume she will control me. But if she has no idea of how I like being controlled/Dominated, it's hard. So more communication will help. Right now, I plan on seeing her again. She really is nasty & fun. Only drawback is that I live 3 hrs away, so making time is hard. I'm putting out feelers in the immediate area, but it's on sites like STG or EB. Montero is established.
I'll keep updating here.