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100+ Questions To Ask On A Date

By Familywave Team Published on Oct 28, 2024

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Dating is always fun and adorable, but what if some silence creeps in between and makes your sweet moment unknowingly uncomfortable? To avoid such awkwardness and make your date memorable, it's a wonderful idea to prepare some questions in advance. No matter if you are on your first date or your twentieth, preparing some meaningful questions is always a better idea to make your date stunning.

Don't worry about what to ask, this article has you covered. Here you will find over 100 questions that fill the silence and give you a chance to get to know each other better.

1. Icebreaker Questions

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Besides Hello! How are you? there are many other icebreaker questions, which help to create a comfortable atmosphere and ease both of you into the conversations. Below we have listed some questions that are light-hearted and simple.

1. How was your week? What's the best thing that happened to you this week?

2. What do you prefer coffee or tea?

3. What's the most interesting documentary you've watched recently?

4. Are you a morning person or a night owl?

5. What's your favorite way to spend a weekend?

6. Are you currently watching any series or TV shows?

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

8. Do you prefer mountains or beaches for vacation?

9. What's your go-to karaoke song?

10. Do you have any pets?

11. What's the one thing you can't live without?

2. Getting To Know Each Other Questions

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As you converse and break the ice, you become more comfortable with each other. Once the ice is broken, it's time to delve deeper into each other's lives with these questions.

12. What's the one thing you're really passionate about?

13. Do you have any hidden talents?

14. What's the best advice you've ever received?

15. How would you describe your perfect day?

16. What's one thing you wish people knew about you?

17. What's your biggest fear in life?

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

19. What's one thing on your bucket list that you want to accomplish soon?

20. How do you handle stress or difficult situations?

21. What qualities do you value most in friendships?

22. Do you believe in fate or free will? Why?

23. If money were no object, what would you do with your life?

24. What's the most valuable lesson you've learned in life so far?

25. Do you believe in second chances?

3. Fun And Quirky Questions

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After talking about important topics to get to know each other, we are sure both of your facial expressions will be a little bit serious. To reduce such expressions and lighten the mood injecting humor into your date by asking some fun questions will be the best idea. Below we have listed some fun and quirky questions that help to showcase your playful side.

26. What's the weirdest food you've ever tried?

27. What's the most unusual talent you have?

28. Do you have any phobias?

29. If you could switch lives with someone for a day, who would it be?

30. What's your guilty pleasure TV show or song?

31. What's the strangest thing you've ever done for fun?

32. If you were a superhero, what would your superpower be?

33. What's your most embarrassing moment?

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

35. What's the funniest thing that has happened to you recently?

36. If you had to eat one food for the rest of your life what would it be?

37. What's the strangest thing you've ever done for fun?

38. Would you rather have the ability to fly or be invisible?

4. Deep And Relationship-Oriented Questions

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Till now you have established comfort with him/her so you can freely ask a few deep and relationship-related questions. These questions can lead to meaningful conversations that unleash more about each other's values and beliefs towards the relationship.

39. What are your thoughts on marriage and family life?

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

41. Do you believe in soulmates? Why or why not?

42. How do you feel about long-distance relationships?

43. What role does trust play in a relationship for you? What was it?

44. How do you show love and affection to someone special in your life?

45. What are some things that make or break a relationship for you?

46. Do you think it's important to share interests with your partner? Why or why not?

47. How do you feel about sharing passwords and social media accounts with a partner?

48. What's your idea of a perfect date?

49. What qualities do you look for in a partner?

50. What does a healthy relationship mean to you?

51. What's your biggest relationship deal-breaker?

52. What do you think is the key to a lasting relationship?

53. What's the most romantic thing someone has ever done for you?

54. How do you usually express your love for someone?

55. How do you handle conflict in a relationship?

5. Favorites And Travel Related Questions

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Questioning about some favorite things will help you find common interests between you two and also provide more topics to talk about. Likewise, communicating choices can help you learn what your date enjoys, and next time you can plan accordingly, for example, arrange a wonderful date at his/her favorite place or dress like his/her favorite character.

56. What's your all-time favorite movie or TV show?

57. What's your favorite way to unwind after a long day?

58. Do you have a favorite artist or band?

59. What's your favorite holiday and how do you celebrate it?

60. Do you have a favorite type of cuisine or restaurant?

61. What's your favorite outdoor activity?

62. What's your favorite thing to do on a rainy day?

63. How much do you love reading books? What's your favorite book genre?

64. Which game do you love and enjoy watching? Do you have a favorite sports team?

65. Where is the next place you've ever traveled to? Why did you love it so much?

66. If money is no object, where would be the first place you'd want to visit?

67. Have any travel experiences changed how you see the world?

68. What's one travel destination that's at the top of your bucket list?

69. Are there any countries or places you've visited that surprised you?

70. What is the most adventurous thing you have done while traveling?

71. Do you prefer traveling alone or with others? Why?

72. Have any cultural experiences changed how you view life?

6. Flirty Questions

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If the chemistry between you and your date is right and you are getting good vibes for him/her, then a little flirtiness will be cute and memorable. Below we have listed some flirty questions that can help build a romantic environment and show your interest playfully.

73. What's the most romantic thing someone has ever done for you?

74. Do you believe in love at first sight?

75. What do you find most attractive in a partner?

76. Are you a romantic person?

77. If we could go anywhere together right now, where would it be?

78. How do you feel about public displays and affection?

79. Do you like surprises or do you prefer to know what's coming?

80. What's your best feature, in your opinion?

81. How do you feel about cuddling?

7. Dreams And Ambitions Related Questions

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Many people feel a little bit awkward to ask questions related to dreams, however, discovering each other's dreams and goals can reveal a lot about your date's personality.

82. What are some goals you are working toward right now?

83. Where do you see yourself in five years?

84. What's one dream you hope to achieve in your lifetime?

85. If money wasn't an issue, what would you do with your life?

86. What motivates you to get out of bed every morning?

87. What's something you're really proud of?

88. What's cause you strongly believe in?

89. If you could start your own business, what would it be?

90. What's a passion project you've always wanted to pursue?

8. Family And Friends Related Questions

Asking about family and friends to your date helps you learn about your date's background and the people they cherish.

91. Are you close to your family?

92. What's your favorite family tradition?

93. How would your friends describe you in three words?

94. Do you have any siblings? What's your relationship with them?

95. Who has had the biggest influence on your life?

96. Do you prefer a small circle of close friends or a large group of acquaintances?

97. What's the best gift you've ever received from a loved one?

98. How do you like to celebrate special occasions with your family?

99. What values did your parents teach you that you still hold onto?

100. What's your favorite memory with your friends?

9. Additional Good And Important Questions To Ask On A Date

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Some additional questions that you can ask on your date are given below:

101. If you could live anywhere in the world, where would it be?

102. If you could have dinner with three famous people, dead or alive, who would they be?

103. If you had to describe your life in a movie title, what would it be?

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

105. If you could only listen to one song for the rest of your life, what would it be?

106. If you had a free ticket to anywhere in the world, where would you go?

107. How do you handle stress and challenges?

108. Do you believe everything happens for a reason?

109. What's your biggest fear in life?

110. Are you allergic to any food or something else?

111. What's one thing you hope to be remembered for?

112. If you have a personal mascot, what would it be?

113. If you could be any character from a movie, who would you choose?

114. What's the most embarrassing thing that's ever happened to you on a date?