Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (2024)

These are some pretty interesting times that we live in. On one hand, we can access more information about anybody and everybody at the tip of our fingers. Simply Google their name or stalk their LinkedIn, and you’ll be met with their life’s history. But on the other, we must ask ourselves how well we really know the people that we spend time around?

In Dale Carnegie’s timeless classic How To Make Friends and Influence People, he emphasises the importance of developing a genuine interest in people. This can be done through asking questions, and listening and remembering their responses. Give people a chance to express themselves, and you’ll find that you’ll deepen your relationships with family, friends and colleagues.

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (1)

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Here is a list of great conversation starters to help you learn more about people

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (2)

1. What are your top three traits?

2. What’s something that makes you unique and completely different from anyone else?

3. What was your biggest failure?

4. What is the best compliment that you’ve ever received?

5. What’s something that everyone else does that you wish you didn’t?

6. How do you picture your ideal future?

7. What was your favorite subject in school?

8. How would someone else describe you?

9. If you could change one thing about yourself, what would it be?

10. What makes you the happiest?

11. What is the best advice you’ve ever received?

12. What was your biggest failure?

13. What is something that only you can do?

14. What are your top three positive traits?

15. How would your closest friends describe you?

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (3)

16. What is one of the best memories you have?

17. What was the stupidest mistake you’ve ever made?

18. What was the stupidest thing you’ve ever done?

19. Why do you think you became the person that you are today?

20. What is something you do just to be different?

21. What is something you’re so good at that other people think that you’re lying?

22. If you could just have two friends, dead or alive, with whom would you want to spend time?

23. What’s one of the most amazing things you’ve seen?

24. What is something you want to be remembered for?

25. What’s something that would surprise people about you?

26. How would someone you loved describe you?

27. What’s one of the most important lessons you’ve learned from the past?

28. What was the most expensive thing you’ve ever purchased?

29. When and where were you the happiest?

30. What is something you want to do in your lifetime?

31. What’s one of the best memories you have?

32. Who has had the biggest influence on you in your life?

33. What’s one of the most amazing things you’ve seen?

34. What is the best compliment that you’ve ever received?

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (4)

35. How would your boss describe you?

36. What’s something that you did that was embarrassing but taught you a lesson?

37. What is something that only you can do?

38. What are you expecting in the next ten years?

39. How would your best friend describe you?

40. What is something that you’re good at that you should be proud of?

41. Who do you admire?

42. What are your top three passions?

43. What makes you different from everyone else?

44. What is something that you’re really good at?

45. How would the people you spent the most time with describe you?

46. What is your biggest failure?

47. What is the best compliment that you’ve ever received?

48. What makes you the happiest?

49. What is something you’re so good at that other people think that you’re lying?

50. What are your top three dreams?

51. How would a stranger describe you?

52. What is one of the worst things you’ve ever seen?

53. What is something that you want to be remembered for?

54. What is the most embarrassing or funny thing that has happened to you?

55. What’s something that you want to do in the future?

56. What is the best piece of advice that you’ve ever received?

57. What are you interested in that most people haven’t heard of?

58. What is something you’re so good at that other people think that you’re lying?

59. What is something you’re really good at?

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (5)

60. What is the best piece of advice you’ve ever received?

61. How would the people you’re with right now describe you?

62. What’s your biggest fear in life?

63. What was the stupidest mistake you’ve ever made?

64. What is the most amazing thing you’ve ever seen?

65. What was the biggest mistake you’ve ever made?

66. What is your “bucket list” of things that you want to achieve?

67. What was the biggest lesson you learned?

68. Who do you admire?

69. What makes you unique?

70. What is the most embarrassing or funny thing that has happened to you?

71. What’s the best way to describe you?

72. What’s the most expensive thing you’ve ever purchased?

73. What was the stupidest thing you’ve ever done?

74. What’s something you could teach me about?

75. What is something you’re so good at that other people think that you’re lying?

76. What are you most proud of when it comes to your personal life?

77. What was your first job?

78. What is something you’re proud of?

79. What’s something you’re so good at that other people think that you’re lying?

80. What was the stupidest mistake you’ve made?

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (6)

81. What is your bucket list?

82. What is something that you want to learn more about?

83. What is the stupidest thing you’ve ever done?

84. What are you most proud of?

85. What was your biggest failure?

86. What was your biggest failure?

87. What’s one of your worst memories?

88. What’s something that you’re really good at that people always compliment you on?

89. What’s one of your favorite memories?

90. If your friends were writing an autobiography of you, what would they call it?

91. What’s something that you want to do in the future?

92. What is something that you’re really proud of?

93. What was your biggest failure?

94. What is something that everyone else does that you wish you didn’t?

95. If you won the lottery tomorrow, how would you change your life?

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (7)

96. What’s the biggest regret of your life?

97. What do you look at to keep yourself motivated and inspired?

98. What’s one of the best memories you have?

99. What is something you’re really good at?

100. What is something that makes you unique?

101. What’s the worst thing that’s happened to you?

102. What’s something you are proud of, regardless of success or failure?

103. How would your parents describe you?

104. What is the most embarrassing or funny thing that has happened to you?

105. What’s something you’re so good at that other people think that you’re lying?

106. What is the most difficult obstacle you’ve ever overcome?

107. What was the biggest mistake you’ve ever made?

108. What is the best piece of advice you’ve received?

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (2024)

FAQs

What are some good questions for a Q&A? ›

Here are some of our favorite questions in 2021:
  • What do you miss most about working in the office?
  • What's the best piece of advice you've ever been given?
  • What's your favorite book?
  • The pandemic is officially over and you can have one free ticket to anywhere in the world. ...
  • What's the strangest thing you've ever eaten?

What are 10 random questions for adults? ›

Some weird random question to ask your friends include:
  • What is the weirdest food combination you enjoy?
  • What is your favorite cheesy pick-up line?
  • If you had to get a tattoo today, what would you get?
  • What fictional character would you most like to be friends with?
  • What is the most fascinating fact you know?
Dec 9, 2023

What's the best question to ask to start a conversation? ›

Tell me about yourself.

This open-ended conversation starter is perfect because it invites the other person to reveal as much (or as little) about themselves as they want.

What are 100 questions to ask? ›

100 Getting to Know You Questions
  • Who is your hero?
  • If you could live anywhere, where would it be?
  • What is your biggest fear?
  • What is your favorite family vacation?
  • What would you change about yourself if you could?
  • What really makes you angry?
  • What motivates you to work hard?

What are good 21 questions? ›

Best questions to ask your crush
  • What makes a perfect date for you?
  • What gives you the ick?
  • What was your first impression of me?
  • What was your first kiss like?
  • What's your wildest dating story?
  • Do you go on many dates?
  • Who's your favourite celeb couple?
  • How do you feel about astrology?
Aug 20, 2024

What is a clever question to ask? ›

Fun questions to ask people you've gotten to know

What's your favorite midnight snack? Who would you choose if you could be friends with a fictional character? What's the best costume you've ever worn to a party? What's the best surprise you've ever received?

What are some fun interactive questions? ›

  • Quirky Ice Breaker Questions. ❖ If you could hang out with any cartoon character, who would you choose and why? ...
  • ❖ What would you like to be known/remembered for? ❖ What sport would you compete in if you were in the Olympics? ...
  • ❖ If money and time were no object, what would you be doing right now?

What are 20 questions to ask someone? ›

Questions to ask to get to know someone FAQs
  • What's your favorite way to spend a weekend?
  • Do you enjoy what you do for a living?
  • What's a book that you'd recommend?
  • Are you a morning person or a night owl?
  • What's your dream job?
  • Do you have any pets?
  • What's your favorite type of cuisine?
  • Do you have any siblings?
Dec 7, 2023

What are some unique questions? ›

Funny Get to Know You Questions
  • If you could jump into a pool of anything, what would it be full of?
  • What's the best wif-fi name you've seen?
  • What do you think the worst smell is?
  • Why are pizzas usually round?
  • What part of the driver's test are you most likely to fail?
  • Do you talk to yourself?
Jul 31, 2023

What are 10 good questions? ›

What are 10 good questions to ask someone?
  • What's your favorite childhood memory?
  • What's your favorite movie and why?
  • What was your worst date?
  • What was your favorite subject in school?
  • What do you enjoy doing in your free time?
  • What's your favorite family holiday tradition?
  • What's your favorite family recipe?

What are some really deep questions? ›

Deep questions to ask friends
  • What's been on your heart and mind recently?
  • What are your current priorities in this season of your life, and why?
  • How would you like people to experience you? ...
  • If you had a whole day where you could do anything you wanted, what would you do?
  • What are you most proud of about yourself?
Jun 6, 2024

What are fun thinking questions to ask? ›

If you could change one thing about the world, what would it be? If you could bestow a superpower on your child (or a loved one), what would it be? What's your biggest pet peeve? What's a red flag about you?

How to spark up a conversation? ›

11 Foolproof Ways to Start a Conversation
  1. “What's the best dining experience you've ever had?” ...
  2. “What's been the best part of your week so far?” ...
  3. “What's a hobby you've always wanted to pick up?” ...
  4. “What's the nicest thing anyone's ever said about you?” ...
  5. “Do you have any recommendations for good books, podcasts, or TV shows?
May 14, 2024

How do I make my Q&A interesting? ›

8 Tips to Help You Run a Successful Q&A Session
  1. Hold a briefing session.
  2. Plan the time.
  3. Stick to the limit.
  4. Get a great moderator.
  5. Prepared questions.
  6. Notify the audience.
  7. Collect questions throughout.
  8. Don't start a debate.
Apr 27, 2023

What are some spicy Q&A questions? ›

Crank up the heat with these spicy and suggestive questions.
  • “What's your biggest sexual fantasy?”
  • “Morning sex or evening sex?”
  • “Do you prefer giving or receiving?”
  • “Do you prefer being on top or bottom?”
  • “What's your favorite part of foreplay?”
  • “Do you have any kinks or fetishes?”
  • “Would you have a threesome?”
Jul 1, 2024

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