I tried this several years ago and it did not work out the way I wanted. It was a weekend in NYC and we agreed upon compensation. First night was fine and we had a lot of fun. Great restaurant, hit a club, and great sex. Next day we went out to see the City and she drove me nuts with requests to buy her stuff. Sunglasses ($200), boots ($400.00), clothes, etc... non stop. She didn't hide the fact that she loved NYC and wanted to find a guy there who would pay for her to visit. She was making eye contact with this particular sucker and then chatted with him while I was getting us $25.00 drinks at the bar. During our day out on Saturday I got to know her personality very well. By the end of the day I was thinking of sending her home on an early flight. I had no interest in sex with her anymore (still got a quick bj though) and that night just watched a movie in the room and went to sleep. Couldn't wait for it to end.
I had a few visits with her prior to the trip and thought we were compatible enough to spend a weekend together.