I have an escort I am starting to make a regular. Have seen him about 6 times total over about 16 months, but three of those were in the last three months. We have never renegotiated his rate from the first time we met, which was $425 for 90 min. On second and third visits, I gave him $500. By our fourth, when I knew I wanted to keep it more regular between us, I bumped up to $550. Interestingly, I’m always the one suggesting it’s time to wrap up at about 90 minutes. I’m sure he’d hang out a little longer if I wanted. I try hard to keep our texting brief, respect his time, and hope he feels like I am one of his best clients. I’ve told him explicitly I don’t have romantic feelings but I’m fond of our time together and I’d like to keep seeing him as often as we can make it work and as long as we are both comfortable. I’m sure I’ll bump what I pay even more at some point. In the long run, the connection I have with him is worth it.