100 Best First Date Questions for Him and Her

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First dates can be awkward moments in as much as they are exciting.

They are the best moments to create an amazing first impression and get to know if at all you have anything in common.

Appearing uncomfortable and sweaty moments are common, but that is a deal-breaker.

While seated across the table gazing at each other, it is a good idea to ask these first date questions as you explore topics you both might be interested in. It is on the topics that your future conversations will center.

50 First Date Questions

1. Who is John Doe?

2. What are you dying to ask me but still feel nervous?

3. Are you single and searching?

4. How old do you think I am?

5. How comes a handsome (or beautiful) person like you still single?

6. Have you had a serious relationship before?

Next: 100+ Questions to Ask Your Crush

7. Why didn’t your last relationship work?

8. What lessons did you take in your previous relationships?

9. What is your love language?

10. What are your expectations for a new partner?

11. Where do you see yourself in the next three years?

12. What personal projects are you currently working on?

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13. How do you make a living?

14. How do you prefer to communicate?

15. Are you introverted or extroverted?

16. What is your perfect balance between indoor dates vs. outdoor dates?

17. How do you spend your free time?

18. How do you spend your weekends?

Next: 100+ Questions to Ask a Girl Over Text / In Person

19. Have you ever raised a pet?

20. What are your thoughts on love at first sight?

21. What are your views on…?

22. What is your take on the current political scene in the country?

23. What are your views on [insert important global topic here e.g. climate change, equality, and gender balance]?

24. What is your personality type?

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25. What movie genre do you prefer?

26. Who is your all-time favorite musician?

27. What book are you reading right now?

28. In your view who is the best writer of all time?

29. Who is your role model in life?

30. Are you a morning or night person?

Next: 100+ Questions to Ask Your Boyfriend

31. Are you a tea or coffee person?

32. Who would you vote for in the coming elections?

33. What is the one thing you are dying to try in a new relationship?

34. What is the last charitable action you took?

35. Do you like your job?

36. How often do you visit home?

37. What makes you unique?

38. Give me five random facts about yourself

39. Who are the special people in your life?

40. What ideals will you not depart from in life?

41. What are your values?

42. What three things do you think people in a relationship should never do until marriage?

43. What is your favorite verse in religious texts?

44. Which movie do you think everyone MUST watch?

45. What accomplishments are you proud of in life so far?

46. What are your dreams and wishes in life?

47. What inspires you to want more in life?

48. Tell me something about your best friends?

49. Tell me about the best vacation you have ever had

50. What is your taste: Spirits, wines, rum, beer…?

Flirty First Date Questions

51. What is your take on a partner who drinks regularly?

52. Have you ever suffered from a devastating heartbreak?

53. Do you believe in men and women being just close friends with no strings attached?

54. Have you ever been in a bad relationship before?

55. What would you rather die than do in this world?

56. What is your take on science vs. religion?

57. Do you think some lies are good to keep a relationship healthy and alive?

58. Are you a good person?

59. What are your dating rules?

60. Do you have any relationship rules one MUST abide by?

61. How do you feel about me right now?

62. Have you ever tried to search for me online? (Google, Facebook, Instagram??)

63. Does anyone know you have a date right now? Or today?

64. Does anyone know the name of the person you have a date with right now?

65. Do you sometimes suppress your emotions? How does that work for you?

66. Can you lie to me to protect our relationship?

67. How likely are you to forgive cheating?

68. What exactly do you like about me?

69. What is your take on Instagram or TikTok influencers?

70. Do you have an active profile on TikTok?

71. How comfortable are you opening up about how we feel?

72. When will you be celebrating your birthday?

73. At what age are you likely to settle down?

74. What do you do when extremely upset by someone?

75. What goals are you working on right now?

76. What are the top five entries on your bucket list?

77. What are you most passionate about right now?

78. What is your favorite food?

79. What is the best piece of advice you have ever received concerning life?

80. What skill do you think you are unbeatable?

81. When last did you donate to a charitable action?

82. What is your dearest possession right now?

83. What is your take on beauty vs. brains?

84. What do you feel most grateful for in life?

85. What are your blessings in life so far?

86. Do you believe in life after death?

87. Are you religious?

88. What is your take on aliens? Do they exist?

89. What is your favorite cultural dish?

90. What is your favorite foreign food?

91. What is your take on China as a superpower?

92. How comfortable are you marrying a politician?

93. What good movie would you suggest I watch?

94. Have you ever attended a cultural festival in a different country?

95. How many countries have you been to so far?

96. Do you prefer being book smart or street smart?

97. What are your go-to indoor games?

98. How good are you at computer games?

99. How do you rate these great first date questions?

100. How likely will you refer these first date questions to your best friend?

First Date Questions to Ask Him

1. What are you working on right now?

2. Do you have a project you are working on?

3. What is the one thing you really like these days?

4. What is the one movie every man should watch?

5. Which podcast do you listen to more often?

6. Who is the dearest person to your heart right now?

7. Do you have a daughter or son?

8. Which type of women do you find yourself attracted to?

9. Have you ever moved in with a girl before?

10. Are struggling to move on from the past relationship?

11. What makes a girl beautiful?

12. Do you like your girls wearing make-up?

13. What do you think of my style of fashion?

14. What are your views on body piercing?

15. Is it necessary for people to work out regularly?

16. How do you have fun when you don’t have any money?

17. What is the one thing I would never guess about you?

18. What is your favorite place to go when you are depressed and sad?

19. What is your job all about?

20. What is the one thing you feel your boss is doing wrong?

21. What are your long-term plans for your career?

22. Are you planning to quit or rise in the ranks of your job?

23. What do you see yourself becoming very soon?

24. What did you want to be growing up?

25. Tell me more about your family?

26. What is the one thing you are so proud of your father?

27. Which words keep reminding you of your mother?

28. If you didn’t have to work to support your lifestyle, how would you spend your time?

29. What are your views on casual dating?

30. Are you looking for something long-term or casual?

31. Would you like to have a wife and a child someday?

32. What appeals to you the most about living here?

33. How many activities have you crossed off your bucket list?

34. What has been your favorite vacation destination?

35. What are you obsessed with these days?

36. What is the most exotic place you have ever traveled to?

37. Where does your passion lie at the moment?

38. What do you need right now to fulfill your main goal in life?

39. What keeps you awake late into the night?

40. Does hard work pay?

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

42. Who do you miss more than life right now?

43. What is your heart yearning for right now?

44. What do you value the most in a relationship?

45. What do you value the most in friendship?

46. Who is a true friend?

47. Should a couple still go on coffee dates?

48. Do you prefer coffee dates or dinner dates?

49. What do you remember about your very first date?

50. What are your favorite questions on a first date?

51. What is the most interesting fact you know?

52. Where will you go after this date?

53. Who are the special people in your life right now?

54. What is the one thing you are proud of?

55. What are you thankful for?

First Date Questions to Ask Her

1. What are your rules for the first date?

2. What is your idea of a perfect date?

3. What is your memory of your very first date?

4. Do you have pets?

5. Who is the most fascinating person you’ve met?

6. What do you think of your male friends?

7. Where did you travel to most recently?

8. What is your favorite question to ask on a first date?

9. What does a normal day look like for you?

10. Do you have art you are very good at?

11. What type of vacations do you like to take?

12. What were you like as a child?

13. What is your “happy place”?

14. What made you move into the neighborhood you live in right now?

15. What is your favorite thing about this town?

16. Do you live alone or with someone?

17. What are you looking for in dates?

18. Why is a beautiful human being like you not taken?

19. What type of men are you attracted to?

20. Which part of a man’s body do you find yourself staring at?

21. Which part of your body are you most proud of?

22. What are you working on currently?

23. What is your relationship like with your dad?

24. How close are you to your mom?

25. Is finding a good partner part of your bucket list for this year?

26. What do you pray to God for every day?

27. What are you grateful for in your life so far?

28. Which book did you read most recently that had the biggest impact on your life?

29. How do you enjoy life when broke?

30. What is the one thing you have done most recently that you are very proud of?

31. What is your exotic dream vacation destination?

32. Would you rather date a boyfriend with looks or one with money?

33. What is your favorite saying/quote in life?

34. Who is a true/real friend?

35. What is the best Valentine’s Day gift you have received?

36. What is your favorite love song?

37. What is your favorite happy song?

38. Do you sing in the shower when happy?

39. What is your favorite sad song?

40. Who do you talk to when sad?

41. What happened to your last relationship?

42. Are you still close to your childhood friends?

43. What can’t you wait to happen in your life soon?

44. If you had a source of income, where would be right now?

45. What hobby do you feel you can restart?

46. How different are you with people you are comfortable with vs new people in your life?

47. What is the one thing you never missed in your high school locker?

48. Have you ever gone to a movie theatre alone?

49. Who is your role model in life?

50. Do you want children in the future?

51. Do you think your parents will like me?

52. What is your funniest dating app story?

53. How long have been using the X app?

54. What questions should people not ask on the first date?

55. Are you dating/seeing someone right now?

56. What are the funniest first date questions to ask a woman?

57. What is your favorite holiday season?

58. What is the best pickup line you have heard?

59. Have you ever had an embarrassing first date? What happened?

60. What is the best year in your life?

There you have both funny first date questions to ask a woman and funny first date questions to ask a man.

Romantic questions to ask on a first date.

The Smartbackyard