Also, how did you know what kind of things you wanted when you first started?
I certainly didn't know what I wanted on my first punt, other than I wanted sex. That was part of the buzz, but also part of the challenge: it took me a few days to pluck up the courage to phone my chosen lady. A great time, including the hoped for sex, was thus duly experienced.
Since then, my horizons and expectations have been broadened significantly. Ask for, and ideally agree in advance, what you would like; be prepared to walk (I have found that the single most difficult thing to do) if you feel uncomfortable, and be prepared for good and bad punts.
As AnthG says, view the feedback on the locals. Only you can develop your "punting radar".