200+ Unique First Date Conversation Starters That Work

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 learn some excellent conversation starters for dating to make your time more exciting and avoid uncomfortable silence.

In This Article

200+ First Date Conversation Starters

A first date can be an exciting opportunity to connect with someone new, and finding the proper conversation starters can make all the difference. From light banter to deeper dialogue, the topics you choose can set the tone for the rest of the evening.

For instance, Matt Lillywhite, a full-time writer, believes opting for uncommon conversation starters can make for an exciting interaction. He says, “I used to be terrible at making conversation. The truth is that I wanted to be like everyone else. After all, it seemed like most people had their life together and could go on a date with unlimited confidence. Everything I said was bland; It didn’t add any excitement to the discussion.

“But one day, I figured out how to have much more interesting conversations. How? I started asking unconventional questions that most people wouldn’t expect to hear on a first date. And as a result of implementing that strategy, it quickly becomes much easier to create a meaningful and memorable connection with someone (i).”

So, if you, too, want to achieve a good start to a great relationship, this collection of questions can help you with it. Whether you’re looking for a casual get-together or hoping to spark playful flirting, here are some ideas to help jumpstart your first date conversation.

  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?

    Your favorite place from travel history
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    Image: IStock

  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?
  1. What is your mantra for staying healthy?
  2. If I am ready to book an airline ticket for you, where would you like to go?
  3. What would you want to do on your last day on earth?
  4. What movie would you like to watch over and over?
  5. What qualities do you observe most in people?
  6. Who has given you the best advice?
  7. Do you like comedies or thrillers?
  8. What are the most foolish lyrics you have heard?
  9. Who is your favorite YouTuber or online influencer?
  10. What is your routine like?
protip_icon Point to consider
Avoid asking questions in a rapid-fire manner because it could appear like an interrogation. Instead, respond to their comments with follow-up questions or provide information about yourself.
  1. Were you a naughty kid or an academic one?
  2. What is your favorite local restaurant?
  3. Are you interested in going to concerts?
  4. What is the bravest thing you’ve ever done?

    What is the bravest thing you’ve ever done
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    Image: Shutterstock

  5. Is there any food or ingredient you don’t like to eat?
  6. What type of holidays do you like?
  7. What is the best gift you have ever received from someone?
  8. What is the best thing that happened to you this week?
  1. Are you working on a personal project? If yes, what is it?
  2. What recent news have you followed?
  3. Who is your role model?
  4. What do you do when you are nervous?
  5. What type of house do you want to live in?
  6.  Who is your best friend? And what is your relationship like?
  7. What will you do if there’s a zombie apocalypse?
  8. What was the best Halloween costume you ever had?

    Best Halloween costume
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    Image: Shutterstock

  9. How do you like to celebrate your birthday?
  10. Who is your all-time favorite artist?
  11. What are the three things you want to do before you die?
  12. What does ‘home’ mean to you?
  13. What toppings do you like on pizza?
protip_icon Quick tip
The topic of a second date can be broached when discussing cuisines because you can easily advise visiting one of the restaurants you have mentioned.
  1. What do you think is important for a relationship to succeed?
  2. Do you read reviews of movies or books?
  3. What are you passionate about?
  4. Which is your favorite dating site?
  5. What is your go-to drink?
  6. How would you describe your perfect day?
  7. What is the word you use most often?
  8. Do you think ghosts exist?
  9. If you had a million dollars, how would you spend it?
  10. Do you believe in luck or hard work?
  11. What is the worst food combination you’ve ever had?
  12. Where do you want to be in ten years?
  13. Do you like pets?
  14. How were your teenage years?
  15. Do you have an interest in cooking?

    Do you have an interest in cooking, first-date conversation starters
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    Image: IStock

  16. How do you like to spend your weekends?
  17. How was your school life?
  18. What is your favorite classic TV show?
  19. What do you think about pop culture?
  20. Are you a religious or spiritual person?
  21. What do you think is your best quality?
  22. Which is the last place you would ever think of going?
  23. What incident has affected your life most?
protip_icon Do remember
If you notice them squirming for a particular question, change the topic immediately. It is important to make your date feel at ease and comfortable.
  1. What is something you cannot tolerate?
  2. What is the most scenic view you have ever seen?
  3. What is fashion for you?
  4. What movie or book character sums you up?
  5. What is your kind of job?
  1. Do you have any silly fears? If yes, what is it?
  2. Do you have a savory or sweet tooth?
  3. What is your dream job?
  4. Who is your best buddy in the inner circle of your friends?
  5. What is your favorite quote?
  6. Where is the strangest place you have been?
  7. What is your favorite gaming website?
  8. Do you prefer working alone or in a team?
  9. Are you an indoor or outdoor person?

    Are you an indoor or outdoor person?
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    Image: IStock

  10. What do you visit in a new city?
  11. What is your favorite adventure activity?
  12. Do you have any quirks?
  13. Which fictional character do you most resemble?
  14. Who is your favorite celebrity of all time?
  15. Who do you admire in your family or friends circle?
  16. Do you have an obsession for anything?
  17. What is something that no one knows about you?
  18. How did you spend your last weekend?
  19. How many languages do you speak?
  20. What is the best and the worst thing about your job?
  21. With whom can you talk as much as you want to?
  22. What do you wish you could change about your past?
  23. What is your idea of friendship?
  24. What prized possession do you own?
  25. Which habit would you like to change?
  26. How would you want your next vacation to be?
  27. Where would your destination be if you had the chance to take a trip right now?
  28. How would you spend the first week if you were suddenly awarded a billion dollars?
  29. How long have you known our mutual friend?
  30. What are a few of your frequently visited places around here?
  31. Is there anyone who inspired you to pursue your current career line?
  32. How do you ensure you keep improving your skills?
  33. What are a few of your life goals that you are working on now?
  34. What is your favorite book?
  35. Is there a place you have always wanted to visit with your future partner?
  36. Which place have you traveled to has had the biggest impact on you?
  37. If you were given the chance to have dinner with three famous people, living or dead, who would they be and why?
  38. What qualities do you consider to be your hidden talents?
  39. Do you believe in one soulmate or having several great relationships?
  40. What three habits of your friends do you find the most annoying?
  41. If you could appear on television, which category would you incline toward, and what kind of role would you want to play?
  42. Looking back, what advice do you wish you could have given yourself as a teen?
  43. Do you find obstacles more motivating, or does the promise of rewards primarily drive you?
  44. Would you describe a special or odd ritual you and your friends or family cherish?
  45. Do you consider yourself a minimalist, or do you enjoy having a lot of things around you?
  46. Which movie or television show would you want to spend time in if you could completely lose yourself in its world?
  47. Do you have a certain place you’ve always wanted to explore but haven’t yet got the chance to do so?
  48. Which art form would you like to excel in if you could learn it quickly?
  49. Do you enjoy having a clear image of what lies ahead in your life, or do you prefer surprises and spontaneity?
  50. Which historical period would you like to live in if you had the opportunity to?
  51. Which field of study would you pick if you could become an expert in it overnight?
  52. What kind of holiday custom would you start if you could?
  53. What hobby have you been interested in but haven’t yet tried?
  54. What questions would you ask a renowned inventor if you could speak with them?
  55. Where would you go if you could travel to any unknown place on Earth?
  56. Which fashion trend do you adore but haven’t dared to try out yet?
  57. What imaginary vehicle would you choose, and where would you go if you could?
  58. What kind of music do you always listen to when you need a lift?
  59. What kind of entertainment is your guilty pleasure?
  60. Which skill have you always wanted to master but haven’t got the chance to do so yet?
  61. Which of the places you have visited has been the most fascinating to you, and why?
  62. Do you have any unique interests or secret talents?
  63. What kind of story would you like to be in if you were a character in a book?
  64. Do you have any collections? Is there anything you have never collected that you want to start collecting now?
  65. Where would you travel to, and what would you do on your perfect vacation if you could plan it yourself?
  66. What routine or habit do you follow consistently to have a productive day?
  67. What meal would you be willing to try but have never tried before?
  68. Do you like the city or the countryside? Why?
  69. Which historical event would you most like to take part in?
  70. What talent do you possess that not many others know of?
  71. What is a subject that you could discuss for hours on end without growing tired of?
  72. What is the bravest act you have ever seen someone else carry out?
  73. Are you more of a deliberate planner or an impulsive decision-maker?
  74. What do you like best about the seasons changing?
  75. Do you enjoy collecting things or experiences?
  76. Which animal would you choose to talk with if you could, and why?
  77. What’s a hobby or interest you have that surprises people when they find out?
  78. What’s the most unique job you’ve heard of and would consider doing for a day?
  79. Are you more intrigued by outer space or the depths of the human mind?
  80. If you could become an expert in any field overnight, what field would you choose?
  81. Which imaginary place would you prefer to reside in, and what part would you imagine yourself playing there?
  82. What lesson have you learned from a failure that shaped who you are today?
  83. If you could attend any event in history, like a concert or a famous speech, what would it be?
  84. What’s the most memorable adventure you’ve had with a friend or family member?What’s your most memorable adventure with a friend or family member?
  85. Are you more excited by technological advancements or nostalgic for simpler times?
  86. What was the place that you visited where you seemed to feel the most alive?
  87. What dish, if any, would you have a personal chef prepare for you?
  88. What would you want to ask your future self if you could?
  89. What’s a tradition from your childhood that you’d love to pass on to future generations?
  90. What’s a documentary or TED talk that has left a lasting impression on you?
  91. If you could have a conversation with a historical figure, who would it be, and what would you discuss?
  92. What’s a skill you admire in others and wish you were better at?
  93. What would it be if you could wake up tomorrow with a new talent?
  94. What’s the most awe-inspiring natural phenomenon you’ve experienced?
  95. If you could live in a different country for a year, where would you choose and why?
  96. What’s the most meaningful random act of kindness you’ve done for someone else?
  97. If you could create a piece of public art, what would it be, and where would you place it?
  98. What’s the most impressive live performance you’ve witnessed?
  99. If you could spend a day like a celebrity, who would it be and why?
  100. What’s a dish from your culture that you love?
  101. If you could attend a masterclass with any expert, who would it be, and what would you learn?
  102. What song takes you back to a specific moment in your life?
  103. What would the concept be if you could create a reality TV show?
  104. What’s a childhood memory that represents who you are today?
  105. If you could redesign a public space, what improvements would you make?
  106. What skill have you picked up during the past year that you’re proud of?
  107. If you could be instantly fluent in any language, which one would it be and why?
  108. What’s the most mesmerizing view you’ve ever seen?
  109. If you could erase a common misconception, what would it be?
  110. What’s your favorite form of artistic expression, like painting, music, or writing?
  111. What would it be if you could witness any scientific discovery in person?
  112. What’s a small act of kindness you think everyone should practice daily?
  113. Who would you invite if you could host a dinner party for three people, dead or alive?
  114. What’s a career you’ve always been curious about but never pursued?
  115. If you could relive one day of your life, which day and why?
  116. What place have you traveled to that changed your perspective on the world?
  117. What project or idea have you been wanting to start but haven’t yet?
  118. What’s a moment in your life that you wish had been caught on camera?
  119. What’s the most beautiful natural landscape you’ve ever seen?
  120. What fashion trend from the past that you’d love to see make a comeback?
  121. If you could have any animal’s ability, like echolocation or flying, which would you pick?
  122. If you could collaborate on a project with anyone, living or deceased, who would it be, and what would you create?
  123. What’s a place in your city you feel a deep connection to?
  124. If you could spend a week living in a different era, which period would you choose?
  125. If you could write a book, what genre would it be?
  126. What’s the most interesting conversation you’ve ever had with a stranger?
  127. If you could instantly gain expertise in a specific field of science, which field would you choose?
  128. What’s a natural phenomenon that you find both beautiful and terrifying?
  129. If you could relive a day from your childhood, which day it would be and why?
  130. What’s a form of self-expression you enjoy, like doodling, journaling, or photography?

Frequently Asked Questions

1. How often should you talk when you first start dating?

When you first start dating, small-talk and communication can happen at varying frequencies. There is no fixed frequency of communication when you first start dating. Suggestions may range from two to three times every day to two to three times a week. Too much communication may make you seem clingy and needy and is not advisable. Respecting each other’s time constraints and paying attention to the quality of interaction are vital in dating.

2. What to avoid talking about on a first date?

There are certain things you should avoid talking about on your first date. They are:

  • Your exes and how bad they have been.
  • Serious topics such as religion, politics, and finance
  • Marriage, sexual experience, or expectations
  • Family and parents.
  • Recent dates.

3. What kind of activities should I do on a first date?

Possible suggestions to explore chemistry with your date include visiting a museum, taking a pottery or cooking class together, visiting a cafe, or walking in the park. You may also ask your date if they have a preference and try out that activity instead.

4. What is considered to be a successful first date?

The definition of a ‘successful first date’ may vary among individuals. Generally, a successful first date is where you break the ice, spend quality time without getting bored in each other’s company, and enjoy so much that you consider a second date.

To start the conversation on your first meet-up with a greeting 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 with casual chit-chats.

Key Pointers

  • First-date conversation starters help break the ice, paving the way for an exciting interaction and avoiding uncomfortable silences.
  • From their personal and professional life to their mischiefs and dreams, the list has diverse questions to help you know your date.
  • Ensure the questions are simple, fun, engaging, and not intimidating.
  • Avoid asking rapid-fire questions as it may appear forced and more like an interrogation.
first-date conversation starters_illustration

Image: Stable Diffusion/MomJunction Design Team

Not sure how to impress on the first day? Here are five great tips every man should be mindful of for a successful first date.

Personal Experience: Source

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