I wouldn't. I had a one night stand once in a situation much like this. The sex was akward and even though he did many things "right" as far as what most women like, he didn't know me and my body. I learned my lesson then... a man that knows my own personal preferences, even if not as instantly "wooo whooo" as a don juan stranger is 100x better in bed. And if the sex isn't earth shattering, then it's just not worth it. Mediocre, clumsy sex was okay when I was 19. Now I want it the way I want it, and I want to know how to bring my partner right along with me, without wondering if I'm doing it "right."