Are you going to be doing it for sex, or do you want a relationship out of it. Not to sound like a complete ass or anything, but if I were you and it was just for sex than I would tap it like a cold keg.
Anyway I did that but I thought we were going to be more than just bed buddies. The women told me all sorts of things like for example, she loved me, she wanted to leave her husband for me, you know things I wanted to hear. In the end I learned two valuable lessons. Number one was don't give a women money unless she's your wife. Number two it never ends well.