100 Unique First Date Conversation Starters That Work

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Knowing the best first-date conversation starters could help you break the ice and know your date better. Dating is fun, and the excitement can make you hopeful about the future. You may pay attention to your dress and choose a happening place with delicious food for the first hangout. However, all this will amount to nothing if the conversation doesn’t go smoothly or you ask an awkward question. Read on to know some conversation starters to make your first date more exciting and avoid uncomfortable silence.

101 First Date Conversation Starters

  1. What is your favorite Netflix series?
  2. What was your dream career when you were growing up?
  3. What do your loved ones call you?
  4. What is the cheesiest pickup line that someone has used on you?
  5. What kind of hidden talents do you have?
  6. What kind of superpower do you wish to have?
  7. Describe yourself in two words?
  8. What are the three most important elements of friendship?
  9. What is the most embarrassing thing you have done when bored?
  10. Which country has been your favorite from your travel history?
  11. Would you like to cross borders on a road trip?
  12. What do you do after waking up and before sleeping?
  13. What is your greatest fear?
  14. What do you miss most about your teenage days?
  15. What is your favorite music band?
  16. Whom are you close to in your family?
  17. What is your mantra for staying healthy?
  18. If I am ready to book an airline ticket for you, where would you like to go?
  19. What would you want to do on your last day on earth?
  20. What movie would you like to watch over and over?
  21. What qualities do you observe most in people?
  22. Who has given you the best advice?
  23. Do you like comedies or thrillers?
  24. What are the most foolish lyrics you have heard?
  25. Who is your favorite YouTuber or online influencer?
  26. What is your routine like?
  27. Were you a naughty kid or an academic one?
  28. What is your favorite local restaurant?
  29. Are you interested in going to concerts?
  30. What is the bravest thing you’ve ever done?
  31. Is there any food or ingredient you don’t like to eat?
  32. What type of holidays do you like?
  33. What is the best gift you have ever received from someone?
  34. What is the best thing that happened to you this week?
  35. Are you working on a personal project? If yes, what is it?
  36. What recent news have you followed?
  37. Who is your role model?
  38. What do you do when you are nervous?
  39. What type of house do you want to live in?
  40.  Who is your best friend? And what is your relationship like?
  41. What will you do if there’s a zombie apocalypse?
  42. What was the best Halloween costume you ever had?
  43. How do you like to celebrate your birthday?
  44. Who is your all-time favorite artist?
  45. What are the three things you want to do before you die?
  46. What does‘home’ mean to you?
  47. What toppings do you like on pizza?
  48. What do you think is important for a relationship to succeed?
  49. Do you read reviews of movies or books?
  50. What are you passionate about?
  51. Which is your favorite dating site?
  52. What is your go-to drink?
  53. How would you describe your perfect day?
  54. What is the word you use most often?
  55. Do you think ghosts exist?
  56. If you had a million dollars, how would you spend it?
  57. Do you believe in luck or hard work?
  58. What is the worst food combination you’ve ever had?
  59. Where do you want to be in ten years?
  60. Do you like pets?
  61. How were your teenage years?
  62. Do you have an interest in cooking?
  63. How do you like to spend your weekends?
  64. How was your school life?
  65. What is your favorite classic TV show?
  66. What do you think about pop culture?
  67. Are you a religious or spiritual person?
  68. What do you think is your best quality?
  69. Which is the last place you would ever think of going?
  70. What incident has affected your life most?
  71. What is something you cannot tolerate?
  72. What is the most scenic view you have ever seen?
  73. What is fashion for you?
  74. What movie or book character sums you up?
  75. What is your kind of job?
  76. Do you have any silly fears? If yes, what is it?
  77. Do you have a savory or sweet tooth?
  78. What is your dream job?
  79. Who is your best buddy in the inner circle of your friends?
  80. What is your favorite quote?
  81. Where is the strangest place you have been?
  82. What is your favorite gaming website?
  83. Do you prefer working alone or in a team?
  84. Are you an indoor or outdoor person?
  85. What do you visit in a new city?
  86. What is your favorite adventure activity?
  87. Do you have any quirks?
  88. Which fictional character do you most resemble?
  89. Who is your favorite celebrity of all time?
  90. Who do you admire in your family or friends circle?
  91. Do you have an obsession for anything?
  92. What is something that no one knows about you?
  93. How did you spend your last weekend?
  94. How many languages do you speak?
  95. What is the best and the worst thing about your job?
  96. With whom can you talk as much as you want to?
  97. What do you wish you could change about your past?
  98. What is your idea of friendship?
  99. What prized possession do you own?
  100. Which habit would you like to change?
  101. How would you want your next vacation to be?

To strike a conversation on your first date and keep your date engaged and interested, some first-date conversation starters could be helpful. For instance, you may ask your date about their Netflix watchlist, childhood and teenage years, daily routines, weekend plans, passion, career, and more. You might also ask a witty and amusing question if your date seems to have a good sense of humor. But most importantly, keep the conversation light and unpressurized, and spend some good time together.

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Dr. Maggie C. Vaughan

(MT, PhD)
Dr. Maggie C. Vaughan is an NYC-based marriage and family therapist with over 15 years of clinical experience. In addition to her private practice, Dr. Vaughan acts as founder and executive director of Happy Apple®, a Midtown Manhattan psychotherapy center. Her center offers online and in-person support groups and therapy to families, individuals of all ages, and couples. With degrees... more

Shikha Thakur

Shikha is a writer-turned-associate editor at MomJunction. Her core interest lies in writing articles that guide couples through their courtship to marriage and parenthood. She also specializes in baby names. Being a postgraduate in Human Resources, she likes understanding people and their relationships. This reflects in her relationship articles, where she deals with both the rosy and the grey side... more