At that stage of dating, where you are meeting for the first time, that’s where the kind of rules get established. Some women want to be told what to wear because it’s important for them to impress the guy more than it is for them to be independent. And that’s okay for them. I would personally NOT tell a woman how to dress for a first date. I’m more into seeing what their natural preferences are, because whatever I want in the future is going to be somewhere within her scope of natural preferences. But that’s just me.