Before your next date grab a handful of these questions to get the conversation started! 

1. When it comes to weekends, what are your favorite things to do?

2. Who are the TOP three most important people in your life?

3. What is a skill you absolutely wish you had?

4. What are you passionate about in your life right now?

5. What kind of friends did you have in secondary school/high school?

6. Are you an introvert or an extrovert?

7. What’s the most thoughtful thing someone has ever done for you?

8. What is your favorite type of food, and why?

9. What are three words that you would use to best describe yourself?

10. What are the qualities you look for in a friendship?

11. If you could pursue any career, what would you choose to do?

12. What are you watching on Netflix right now?

13. Do you have any regrets in life?

14. How romantic are you on a scale of 1-10, with 1 being not romantic at all?

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

16. What is your favorite drink?

17. Where’s your favorite place that you’ve lived?

18. What is the best advice you’ve been given?

19. If you had three wishes in life, what would they be?

20. Where is your favorite place in the world to travel, and why?

21. What life accomplishment are you most proud of?

22. If you had a superpower, what would it be?

23. Who is your go-to person for support when something bad happens?

24. If you could meet any 3 people — past or present — to a dinner party, who would you invite?

25. If you had a theme song, what would it be?

26. What would your perfect first date look like?

27. What is your spirit animal?

28. Do you prefer texting or speaking on the phone?

29. If someone cheated on you, what would you do?

30. What was the best part of your day today?

31. What’s your favorite book, and why?

32. What is the worst thing someone could do on a date with you?

33. What is the worst pickup line you’ve heard?

34. If you could only eat 5 things for the rest of your life, what would they be?

35. If you were on death row, what would you choose as your last meal on earth?

36. What’s the first thing you do when you wake up in the morning?

37. Have you ever had a really awkward date?

38. If you could stop time, what would you do?

39. Do you believe in marriage?

40. If you were given a lump sum of money to start a business, what kind of business would you start?

41. What is your favorite animal?

42. You’re going to live on a desert island for 3 months — what 3 things would you bring with you?

43. If you could buy a plane ticket to anywhere, where would you choose?

44. What is your favorite way to stay healthy?

45. What is more important — doing what you love, or doing what you’re good at?

46. If you could time travel, where would you go?

47. If you won the lottery, what would you do with the money?

48. If you knew today was your last day on earth, what would you do?

49. What’s your favorite movie of all time, and why?

50. Tell me your biggest fear?

51. What did you want to be when you were a child?

52.. What is your family like?

53. Where do you want to travel to next?

54. What qualities do you look for in people you date?

55. Are you close to your family?

56. What has been the best year of your life so far?

57. What is the scariest thing that’s ever happened to you?

58. What is a saying that you try to live your life by?

59. What is your absolute favorite dessert?

60. Do you have any celebrity crushes?

61. Do you think aliens exist?

62. Do you believe in astrology?

63. Have you changed much over the past ten years?

65. How do you unplug from a busy week?

66. What is your favorite part of the day?

67. Are you a morning or night person?

68. If you could go on an all-expenses-paid week vacation, where would you go?

69. What is your favorite part of our date so far?

70. What do you like to do on second dates?

 Comment below which are your go-to questions for kicking off a new dating connection.