80+ Questions That Can Unmask Someone’s Deepest Insecurities And Thoughts

Questions That Can Unmask

21. Do you ever feel scared of being happy, because you always think that if you are too happy, it will get jinxed and something bad will happen?

22. If any of your ex-partners wanted to get back together with you, how would you react?

23. What is the one thing that people think about you, that you wish was untrue?

24. When you were a child, who scared you the most and made you feel anxious whenever they were around?

25. Which people, and what incidents that happened in the past, made you put up walls around yourself?

26. Have you ever lied to protect your reputation?

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27. Are you scared of intimacy, especially emotional intimacy?

28. Are you scared of intimacy or are you scared of commitment?

29. Have you ever been just friends with an ex?

30. If money was no object, what was the first thing you would do?

31. What’s that one thing you feel you are really good at?

32. What’s that one thing you feel you are really bad at and wish to improve on?

33. What is that one country you want to travel to at least once before you die, and why?

34. What is the first thing you notice when you meet someone for the first time?

35. Have you ever loved someone so much, that you were willing to sacrifice anything and everything for them?

36. Do you have any fantasies that might be considered taboo?

37. Which emotion inspires you the most, whenever you feel like giving up?

38. How do you feel when someone criticizes you, even if it’s constructive criticism?

39. What is the one thing you will never compromise on, when in a relationship?

40. What is the one emotion that makes you want to give up and run away from everything?

41. Do you find it hard to say ‘no’ to things that you don’t love doing, just for the sake of pleasing other people?

42. Who do you hate the most in this world?

43. Do you think there’s really an afterlife?

44. Have you ever felt that it won’t make any difference to anyone if you die tomorrow?

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45. Are you good at holding yourself accountable for your mistakes, or do you have a hard time coming to terms with your blunders?

46. Do you often feel like you are not good enough?

47. What is the one thing you would never want your loved ones to know about you because you are ashamed of it?

80+ Questions That Can Unmask Someone's Deepest Insecurities And Thoughts

48. What is the most absurd reason you have disliked someone?

49. What is the most absurd reason you have really liked someone?

50. How do you really feel when someone you love and care about, betrays you and your trust?

51. Do you feel comfortable with solitude, or does it make you feel empty and depressed?

52. If it was your last day on Earth, what are the things you would do before dying?

53. Do you harbor any opinions that you don’t openly express because you know they are judgemental and archaic? If yes, what are they?

54. Have you ever been physically violent with anyone?

55. Have you ever been arrested?

56. Are you happier when you are single or when you are in a relationship?

57. What’s the one thing you wish you could change about yourself, but find it very hard to?

58. Do you secretly like being controlling?

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