I am in a similar situation. Started off with a decent massage then turned into full on sex. The third time, we just skipped the massage all together to have more time enjoying the sex part. He reaches out to me a couple of times a month now for a meeting. The difference is I would reach out to him as well and he would prioritize me over other 'massage' appointments. We both have fun with our encounters, but I still pay him his rate because I know he needs it. Even if he was the one who initiates the reaching out, I would still pay and not consider getting a freebie, just out of generosity. Also, sex at massage rates--why ruin a good thing?!