100+ Questions To Ask On First Date

Begin with some easy and friendly questions to get the conversations going smoothly. These questions are great for learning about their background, interests, and general preferences.

1. In which area do you live?

2. What is one positive thing you heard, saw, or experienced this week?

3. If you were asked where you belong, are you a morning person or a night bird?

4. What do you prefer to do on a Sunday afternoon?

5. Are you more of an introvert or an extrovert?

6. So what was it that made you want to go out with me on a date?

7. Do you have any siblings?

8. Which of the four seasons do you prefer and why?

9. Do you have any hobbies or activities you are passionate about?

10. What kind of music do you enjoy?

11. What does your ideal weekend look like?

12. Do you prefer the outdoors or indoors?

13. What's one thing you can't leave home without?

14. Who's your celebrity crush?

15. What book, TV show, or movie do you like the most?

16. What was your first impression of me?

17. Do you have any pet peeves?

18. Do you prefer coffee or tea?

Some laughter in between the conversations makes the talk much more pleasant. These questions can lead to laughter and shared stories.

19. What's the most embarrassing thing that's ever happened to you?

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

21. What's the weirdest fact you know?

22. If someone raided your fridge right now, what would they find?

23. What's the funniest injury you've ever had?

24. Have you ever sent a text to the wrong person? What happened?

25. If you could be any fictional character for a day, who would it be?

26. What's your guilty pleasure TV show or movie?

27. If you could only eat one food for the rest of your life, what would it be?

These questions can help you understand the values, beliefs, and personality of your date.

28. What are three things on your bucket list you'd like to accomplish in your lifetime?

29. How do you handle stress or difficult situations?

30. What values are most important to you in a relationship?

31. Where do you see yourself in five years?

32. Do you believe in fate or that we create our own destiny? Why?

33. How do you define success for yourself personally and professionally?

34. What's something that has shaped who you are today?

35. How do you feel about forgiveness in a relationship, do you think it's essential?

36. What role does family play in your life and future plans?

37. How important is personal growth to you, and what are you currently working on improving in yourself?

Understanding each other's views on relationships can provide insight into compatibility.

38. What do you look for in a partner long-term?

39. How important is communication in a relationship for you?

40. Have you ever been in love before, and how did it change you?

41. What's your biggest fear when it comes to dating or relationships?

42. How do you feel about long-distance relationships, could they work for you?

43. What's one lesson you've learned from past relationships that have helped shape who you are today?

44. Do you think it's important to maintain friendships with exes? Why or why not?

45. How do you feel about marriage? Do you see it as an important goal for yourself someday?

46. How much alone time do you need when you are in a relationship versus being single?

47. What's one thing that could make or break a relationship for you?

You might probably be thinking why should I be asking hypothetical questions? The reason is that discussing imaginary situations can lead to creative thinking and enjoyable discussions.

48. If money were no object, what would be your dream vacation destination and why?

49. If time travel were possible, which era would you visit and why?

50. If given three wishes by a genie, what would they be (and why)?

51. If animals could talk, which one do you think would be the most interesting conversationalist and why?

52. Would you rather have the ability to fly or be invisible for a day, what would you choose and why?

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

54. Would you rather time travel to the past or future?

55. If you could instantly become an expert in something what would it be?

56. What would you do if you won the lottery tomorrow?

57. If you could trade lives with anyone for a day, who would it be?

58. What three items would you bring to a deserted island?

59. What would your ideal superhero costume look like?

60. Where would you go first, if you could instantly teleport anywhere?

61. What would your autobiography be titled?

Because who doesn't love having and talking about food?

62. What's your absolute favorite meal?

63. Do you have any food that you hate the most?

64. What's the best restaurant you've ever been to?

65. Are you adventurous with trying new foods?

66. What is your go-to comfort food?

67. Do you have any cooking specialties?

68. What's your favorite cuisine?

69. Any food-related traditions in your family?

These questions offer insight into their background:

70. What was your childhood neighborhood?

71. What was your favorite childhood game?

72. What's your favorite childhood memory?

73. Were you a troublemaker or a good kid?

74. What's something your parents taught you that you are grateful for?

75. Did you have any unusual family traditions?

76. What was your dream job as a kid?

77. What was the best part about you where you grew up?

78. Did you have any pets growing up?

79. What were you like in high school?

These questions help you to understand their direction in life.

80. What's something you're working toward right now?

81. Where do you see yourself in five years?

82. What's a skill you'd like to develop?

83. Any big life changes you are planning?

84. What's your biggest dream?

85. How do you want to grow as a person?

86. What's something you want to be known for?

87. Any future travel plans?

88. What's a goal that scares you a little?

89. What would make this year amazing for you?

You can ask these questions as well. It will give you more topics to talk about and chill on your date.

90. Do you come from a big or small family?

91. Are you close to your family?

92. Who do you go to for advice when you need it?

93. Do you have a best friend you've known forever?

94. Do you enjoy family gatherings or find them overwhelming?

95. Do you enjoy traveling, or are you more of a homebody?

96. What's the most memorable trip you've been on?

97. Do you prefer solo trips or group adventures?

98. What's one thing you always pack when you travel?

99. What's something you strongly believe in?

100. Do you follow a specific philosophy or religion?

101. How do you feel about helping others or giving back?

102. Is there a cause that you are passionate about?

103. What does success mean to you?

104. What's a risk you are glad you took?

105. What's something you want to do before you turn 50?

The questions listed above are just recommendations, it all depends on you what to ask and how. To make it easier for you, we've added some tips to help the conversation feel more natural.

1. Listen actively: Be genuinely attentive to the date and listen to what the s/he has to say.
2. Share about yourself: It's important to share about yourself as well, otherwise, it might feel like an interview, which can be awkward.
3. Go with the flow: Allow the discussion to develop naturally. Don't push too hard with questions.
4. Be mindful of sensitive topics: If a question makes your date uncomfortable, don't push for an answer.
5. Keep things lighthearted: On the first date, try to keep the environment positive, and maintain a beautiful smile.

Why Asking the Right Questions Matter?

Asking the right questions matters the most because it makes your impression on your date. Likewise, the right questions help you understand a person's values and character, their likes and dislikes. The idea is simply to maintain an informal type of banter while both of you get an opportunity to explain yourself.