All in all, different things happen for different condition.
For example, he picked you up from your place and you asked, “How do I look today? If he said you are beautiful, means he thinks that you really are.
But if he said that you put on too much make up, you have to seriously consider it on your next date. They are not fans of “light conversations” To get close to someone, you often make some silly jokes or talking about trivial matters endlessly with them. “Light conversation” with no particular topics is never considered okay for German.
That would be an American culture of “friendliness” who love to break the ice of awkwardness between people.
As busy as Germany has always been, the people don’t spend their time for something meaningless.
If you want engage on a long conversation with a German, try some “heavy” topics such as politics, economy, or any subject he’s interested in. Germans are not easily offended As they live with a strong gender equality, it’s better for you to speak up about anything.