What was the worst place you've ever been

Small talk, no thanks - 100 interesting questions for exciting conversations

In-depth discussions are unfortunately a rarity. Far too often you have to torment yourself through 08/15 small talk. With interesting questions you would probably get to know each other a lot better and could exchange experiences, knowledge and thoughts.

The problem with the fact that it rarely happens is probably because the introductions for it are often missing and of course your own shadow that you have to jump over.

When you talk about deeper topics, you are giving a more personal insight into the way you think and your opinions. Of course, this also applies to the person you are talking to. Therefore, such conversations are often a bit more "intimate" in one way or another. However, a conversation apart from the usual small talk can become an experience with an interesting person.

Don't leave it to chance - start interesting topics of conversation yourself

Take the helm in your own hands and consciously ignite more interesting topics of conversation.

To make this even easier for you, I have compiled a list of what I believe to be the best “conversation starters”. As a “cheat sheet” to start interesting conversations. At the end, the list is also available as a download so that you can print it out and have it with you.

List of good conversation starters

  1. What was your first job?
  2. Have you ever met a famous person?
  3. What are you reading?
  4. If you could learn a new skill in seconds, what would it be?
  5. Who is someone you really admire?
  6. Have you seen any good movies lately that you would recommend?
  7. Do you have any favorite quotes?
  8. Have you been pleasantly surprised by anything lately?
  9. What was your favorite band 10 years ago?
  10. What's your earliest memory
  11. What is your favorite family tradition?
  12. Who had the biggest influence on your growing up?
  13. What was the first thing you bought with your own money?
  14. What is something that you want to do in the next year that you have never done before?
  15. Have you seen anything lately that made you smile?
  16. What is your favorite place that you have ever visited?
  17. What's the best advice you've ever heard?
  18. Do you have a favorite charity that you wish more people knew about?
  19. Did you return something that you recently bought? How come?
  20. Do you collect something?
  21. What will help you to reduce stress?
  22. What are you burning for
  23. What does a perfect weekend look like for you?
  24. What is the most useful item you have?
  25. What did you do on your last vacation?
  26. When was the last time you worked extremely hard?
  27. Do you use your free time actively or do you prefer to relax?
  28. What do you usually do when you meet up with your friends?
  29. What excited you as a child?
  30. If you opened a business what kind of business would it be?
  31. Who is your favorite entertainer (comedian, musician, actor, etc.)?
  32. Who brings you the most joy in your life?
  33. Who was the biggest influence on who you became?
  34. Where is the nicest place you've been
  35. Where do you spend most of your free time / day?
  36. Where is the nicest place near where you live?
  37. What do you bring with you wherever you go?
  38. Where and when was the most beautiful sunset you've ever seen?
  39. How should success be measured? And on this measurement, who is the most successful person you know?
  40. What trends did you follow when you were younger?
  41. What was the best time of your life so far? What do you think will be the best time of your whole life?
  42. What do you do to improve your mood when you are in a bad mood?
  43. Do you have a favorite place in your house / apartment?
  44. What can you do best?
  45. What was the best birthday wish or the best present that you have ever received?
  46. What was the last book you read?
  47. What is your favorite genre of movies?
  48. Do you prefer physical books or e-books?
  49. What's the longest book you've read?
  50. Which book genres do you like to read?
  51. Which book influenced you the most?
  52. Do you prefer fiction or non-fiction books?
  53. What's the best way to discover new music?
  54. What bands or types of music do you listen to while doing sports?
  55. Do you like going to concerts? Why or why not? What was the last concert you went to?
  56. What are the three best apps on your smartphone?
  57. What's the most useful app on your smartphone?
  58. What will smartphones look like in 10 years?
  59. What would you wish your smartphone could do?
  60. Do you experience phantom vibrations? (You can feel that your phone vibrates even though it did not vibrate).
  61. What sports are you a fan of?
  62. What sports do you like to do?
  63. What defines a sport? Is fishing a sport? What about video game tournaments?
  64. What is the most exciting sport to watch? Which is the most boring to see?
  65. In which restaurant do you eat the most?
  66. What is the best restaurant in your area?
  67. What's the fanciest restaurant you've eaten in?
  68. If you opened a restaurant what kind of food would you serve?
  69. Where do you want to go next?
  70. Where is the most relaxed place you've been?
  71. Do you prefer to travel alone or with a group?
  72. What's the best way to travel? (Airplane, car, train, etc.)
  73. Where is the most relaxed place you've been?
  74. Do you prefer to travel alone or with a group?
  75. What do you think of group travel?
  76. What was the most hyped place you have traveled to?
  77. What's the best thing about traveling? What's the worst
  78. What do you think of “Staycations”? (Vacationing and visiting tourist attractions near where you live).
  79. What's your favorite piece of technology that you own?
  80. What was the best invention of the last 50 years?
  81. What new technology are you most excited about?
  82. What old trend is coming back these days?
  83. Are you interested in fashion?
  84. What style of clothing do you like to wear?
  85. If you didn't care at all what people think of you, what clothes would you wear?
  86. What's the best pair of shoes you've ever owned? Why were they so good?
  87. Who do you think has the greatest influence on fashion trends: actors and actresses, musicians, fashion designers or consumers?
  88. What are your personal goals?
  89. What are your goals for the next two years?
  90. How have your goals changed in the course of your life?
  91. How do you plan for your future?
  92. What are some goals that you have already achieved?
  93. What do you hope to achieve in your professional life?
  94. What are some goals that you did not achieve?
  95. What's the craziest thing you want to achieve?
  96. When do you want to retire?
  97. What will you do when you retire?
  98. What's the best thing to do on a cold winter day?
  99. Is it better to live where there are four seasons or where one season takes up most of the year?
  100. Which investment has been particularly worthwhile for you so far?

As promised, you can download and print the list as a PDF file here.


Every day more motivation to leave your comfort zone! With this challenge deck, you pull out a task every day that is about increasing your self-confidence.

Can you think of any other interesting conversation starters? Feel free to comment on them below and we will add them to the list.