I have personally experienced very inappropriate questions asked on a first date which ended up being a turnoff. What makes this funny is that I had asked these questions on previous dates and only realised how impolite they were when I was the recipient. The questions was about why I was still single yet I am good looking and all. It is a simple question but I felt awkward and though the answer was simple, it seemed like a conversation I would be more comfortable with on a second or third date. What questions or issues are a no-go for your first date discussions?