What seemingly strange question will reveal a lot about a person?

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1. What things did you reject from your bucket list with great difficulty?

2. – When is the last time you got so drunk you embarrassed yourself?

   – What’s the worst illness or injury you’ve ever had?

   – Have you ever lost any loved ones?

   – When did you last laugh out loud and why?

   Just a few that come to mind in no particular order.

3. What is the nature of the Self?

4. Are you happy?

   Clap if you know you are.

5. How do you take your coffee?

   Not a strange question per se. But strange how much it can reveal: “I’m a decaf, soy, upside down caramel machiatto” sounds like a way more high maintenance person than “cream and two sugars”.

6. How would you best describe your morality & the lines you draw?

7. How would you like to be described at your funeral?

8. Do you have a pet. If yes, what kind?

9. Why are manhole covers round?

10. If you had to pick between saving one child or 10 adults, which would you pick?

    Or

    Would you rather be killed by a bear or a shark?

11. How do you like your eggs?

12. How often do you masturbate.

13. What’s a sound you like?

    It allows them to go into a memory, or several. Usually gets them to share.
    Not usually asked so you know that, most likely, you’ll catch them offguard, getting a real answer.
    And if they brush the question off as “too childish” or something similar, well, that also tells me a lot about’ em.

14. What percent of other people do you think are crazy? Just take whatever percentage they say and that’s how much percent crazy they are.

15. I feel that a persons favorite movie says a lot about a person.

16. Is orange a colour or fruit ?

17. “You’re walking though the desert and you see a turtle on its back…”

18. Do you think you’re a good person?

19. Do you like Morbius?

20. For men: would you want your daughter to date someone like you? This should be asked in person so that you can see the body language/hear the tone of voice as he answers.

21. What do you value most in life and how much of it do you consider you have?

22. What do you most desire right now?