I got one of these types of questions in a job interview once, I think it was: "in your life what do you regret the most" and I was torn between showing true ho

I got one of these types of questions in a job interview once, I think it was: "in your life what do you regret the most" and I was torn between showing true honesty, possibly getting emotional, and staying professional in the answer. So context here is super important: what does this [chatty person / interviewer / evaluator / investigator / lawyer / judge] really want to know, and why? ... and what does it tell me about them and their attitude!