My biggest issue with these the relationships is they start to feel like an obligation. I had one a few years back (not through this site) that was great for awhile. We had no formal arrangement but I stuffed a few hundred into her pocket every time we met, which was weekly. Sometimes for a few hours, sometimes overnight.
One day she told me she was moving into her own place based on her income from me. She was nice and not a pro, no other customers, I was her first arrangement. I believe her only, as we are still in touch.
Obviously her taking on financial obligations that she would be unable to cover if I backed out was concerning. It went from being extra money to dependency with harm to her if I cut and run. She was selling me on the idea that we could use her apartment and we did.
I did eventually cut and run because it was starting to limit my ability to do things with other women, SP's etc., when I did I advanced her a few weeks money for nothing, like severance pay, and said it was over but I felt much worse than if it had stayed extra money for her.
It was lot of fun but you need to be wary of attachment, financial as well as emotional.
