I’ve been in casual relationships almost exclusively since my early 20s. Open relationships, swing parties, sex clubs, and the occasional one night stand. I usually like to have one or two regulars because I like to be filled with cum and one night stands are usually a waste of my time. I’m married now and in an open marriage, but I still like to have just a couple regulars. I decided to write about one regular in particular that had a different request.
I met JR on Tinder after he moved to the area just two weeks prior. Our first meeting went well and we continued to see each other a couple times a week. One day we were texting and he started asking me a lot of questions about the other guys I see. He wanted to know when I last saw someone else, what we did, if it was good, and when I was seeing them again.
Then he texted me, “Someday, I’d like you to suck someone off while I hide in the closet and watch, then punish you after.” I found the idea interesting, but a little nerve-wracking. What if he got caught watching?? What if the other guy just won’t leave?? I had some reservations, but I was intrigued with the idea of getting dirty and being punished, so we started out with me seeing someone at their place first.