Any "advanced version" of this question? I see pretty good beginner answers, but what if I have no problem holding a conversation and I just want to go deeper?

Any "advanced version" of this question? I see pretty good beginner answers, but what if I have no problem holding a conversation and I just want to go deeper? And my contribution: approach the date with curiosity. Try to find out what their story is. Other than that, make a reflex to avoid questions that can be answered by yes/no. They will turn the conversation into an interrogation. Also, don't be afraid of pauses. In a date, conversation is actually the filler - attraction is created by the tension in the silences.