70+ Questions to Ask to Get to Know Someone Better

Building connections and deepening relationships often starts with the right questions. Whether you're meeting someone new or seeking to deepen an existing relationship, asking insightful questions can pave the way for understanding and empathy. Conversations become more meaningful when you explore thoughts, experiences, and dreams. Here’s a collection of 70+ questions that will help you get to know someone better, sparking engaging and enlightening conversations.

1. What’s a favorite memory from your childhood?

2. Which book has had the most significant impact on your life?

3. If you could travel anywhere in the world, where would you go and why?

4. What’s your go-to activity when you’re feeling down?

5. Who has been the most influential person in your life?

6. Do you prefer a night out in the city or a quiet evening at home?

7. What’s a hobby you’ve always wanted to pick up?

8. How do you define success?

9. What is your favorite way to spend a weekend?

10. If you could meet any historical figure, who would it be and why?

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

12. How do you handle challenges or setbacks?

13. What’s your favorite film or TV show, and what draws you to it?

14. If you could have any superpower, what would it be?

15. What’s one thing on your bucket list?

16. How do you prefer to start your day?

17. Do you have a favorite family tradition?

18. What’s one job you think you’d never do and why?

19. How do you like to celebrate your birthday?

20. What’s a skill you’d love to master?

21. If you could live in any era, which one would you choose?

22. What’s the most important lesson you’ve learned in the past year?

23. How do you stay motivated?

24. Who do you most admire in your life?

25. What’s something you’re passionate about?

26. How do you unwind after a stressful day?

27. What are your top three favorite songs?

28. What do you value most in friendships?

29. If you won the lottery, what would you do first?

30. How do you express creativity in your life?

31. What’s a unique talent you have?

32. What’s a fear you’ve overcome?

33. How do you manage your time effectively?

34. What’s a cause you deeply care about?

35. If you could have dinner with anyone, alive or dead, who would it be?

36. What’s your idea of a perfect vacation?

37. How have your goals changed over the years?

38. Do you believe in first impressions?

39. What’s something you’re currently learning or want to learn?

40. How do you approach making tough decisions?

41. What type of music do you enjoy most?

42. What’s your favorite city or place you’ve visited?

43. What accomplishment are you most proud of?

44. How do you stay connected with friends and family?

45. What’s your favorite meal of the day and why?

46. What’s the best compliment you’ve ever received?

47. How do you handle criticism?

48. What’s your favorite holiday and how do you celebrate it?

49. What would you consider your personal motto?

50. How do you prioritize self-care?

51. What’s a risk you took that paid off?

52. What’s the most spontaneous thing you’ve ever done?

53. Do you prefer reading physical books or e-books?

54. What’s a guilty pleasure you enjoy?

55. How do you keep up with current events?

56. What’s the most memorable concert or event you’ve attended?

57. How important is work-life balance to you?

58. What’s the best way to spend a rainy day?

59. How do you cultivate positivity in your life?

60. What’s a tradition you hope to pass on to future generations?

61. What’s a dream you have yet to accomplish?

62. How do you define home?

63. What’s a small act of kindness you received that meant a lot to you?

64. How do you explore new interests or hobbies?

65. What’s an achievement you are striving for right now?

66. How do you support the people you care about?

67. What’s the last movie that made you cry?

68. How do you handle uncertainty in life?

69. What’s your favorite season and why?

70. How has your perspective on certain issues evolved over time?

71. What’s a habit you’re trying to break or build?

72. How do you celebrate victories, big or small?

73. What’s a question you wish people asked you more often?

In exploring ways to deepen our connections with others, we often overlook a similar journey within ourselves. Just as asking thoughtful questions can unlock new layers of understanding in relationships, journaling can do the same for our self-awareness and personal growth.

Consider turning these questions inward. Use them as journaling prompts to explore your own thoughts, experiences, and desires. Reflecting on questions like "What accomplishment am I most proud of?" or "How do I define success?" can provide valuable insights into your own life. This practice not only enriches your relationship with yourself but also enhances your ability to connect with others on a deeper level.

By weaving these questions into your journaling routine in a journal app such as Journey, you create a space for introspection that mirrors the meaningful conversations you seek with others. Journaling becomes a personal dialogue, a tool to explore your inner world and cultivate the self-awareness that underpins authentic relationships.