design-4When we had all younger children, there was a period of time where my husband and I infrequently dated. It’s difficult when you have a large family and no family nearby to date. When we started dating again, we had to re-discover each other and that often featured some silent moments when we figured out what to talk about. To help you in this endeavor to have full featured conversations with your husband, I’ve put together this list of 100 questions to get conversations started:

  1. What is the most scared you’ve ever been?
  2. What is something you always wished you could do or be?
  3. Where do you see ‘us’ in a year from now?
  4. If money were no object, where would you vacation?
  5. What’s one area I can pray for you more about?
  6. If you could live anywhere in the world, where would you live?
  7. What is a song that always makes you think of us (or me)?
  8. What is your fondest memory from your youth?
  9. Who did you look up to most when you were young?
  10. Who do you look up to most now?
  11. What was your favorite sport as a child?
  12. What’s one thing lately that made you feel great about yourself?
  13. What is your most recent success?
  14. What is your most recent failure at work? What did you learn from it?
  15. What’s your favorite memory from when we dated?
  16. What was the favorite concert you attended?
  17. What would your super power be if you had one?
  18. What is a food you could eat for the rest of your life?
  19. Who was your favorite elementary school teacher? Middle school? High school?
  20. What was your favorite subject in college?
  21. If you could learn one new skill this year, what would it be?
  22. When did we break down laughing last?
  23. If you could summarize yourself in under 20 words, what would you say?
  24. If you could go on tour with a musical artist, who would it be?
  25. If you could be an extra in any movie, which would it be?
  26. What causes you to most feel love for me?
  27. What is your love language?
  28. What is one thing you admire about me?
  29. What is the dumbest thing you’ve ever done?
  30. Who is your hero? What do you admire about him or her?
  31. What is the funniest thing that has ever happened to you?
  32. What outfit do you most like to see me in?
  33. Did you ever have a recurring dream? What was it?
  34. What’s the biggest lesson your parents taught you?
  35. What are the biggest lessons we should teach our kids?
  36. What’s the hardest lesson you had to learn?
  37. What was your favorite subject in high school? College?
  38. What is the coolest hobby you can imagine having?
  39. Have you ever wanted to collect something?
  40. What was your favorite toy as a child?
  41. What question do you most want an answer to?
  42. What is your favorite holiday?
  43. What are you most sentimental about?
  44. What was your favorite food as a child? Now?
  45. Do you have any family recipes you want to pass on to the kids?
  46. What is the best way I can encourage you?
  47. What makes a great parent?
  48. How many grandchildren do you think we’ll have? What do you most look forward to doing with them?
  49. What is the most adventurous thing you’ve ever done?
  50. When the kids are out of the house, what kind of adventure should we go on?
  51. What is your earliest memory?
  52. What did you want to be when you were 9 years old?
  53. What are three things you most love about me?
  54. What was your first impression of me?
  55. What are you most scared of?
  56. What gives you ‘butterflies?’ How do you deal with them?
  57. What motivates you most?
  58. Have you ever had a moment where you felt God’s presence?
  59. Did you do sleepovers as a kid? What was your favorite part?
  60. Have you ever put a dream on the back burner? What was it?
  61. What would be your dream 10 year, 15 year, or 20 year anniversary trip?
  62. If you were to write a book, what would it be about?
  63. If you could direct a movie, what would it be about?
  64. If you could teach a course, what would it be?
  65. If you could start a business, what would it be?
  66. What is the strangest thing that’s ever happened to you?
  67. What would you do to spark romance in our relationship?
  68. What is your favorite memory of our first year of marriage?
  69. Describe how you picture us when we’re both retired.
  70. If you won the lottery, what would you do first?
  71. If you could drive your dream car, what would it be?
  72. What is one kind of food you just hate?
  73. What is one thing that still surprises you about me?
  74. What is one controversial issue you feel strongly about?
  75. Describe your perfect day.
  76. Is there anything you would change about yourself?
  77. What would you like to be remembered for after you die?
  78. If you could be extremely talented as a writer, an artist, a singer, or a dancer, which would you choose?
  79. What are some things we can do to strengthen our marriage?
  80. What is an obstacle you’ve overcome and how did you do it?
  81. Where do you want to be in 3-5 years at work?
  82. If you were describing me to someone who doesn’t know me, what would you say?
  83. How do I show you that I love you?
  84. What’s one thing you can’t live without?
  85. If you were left on an island, what’s the one thing you’d take with you?
  86. What is your ideal gift?
  87. What keeps you up at night? What do you most worry about or think about?
  88. What makes you feel most at peace?
  89. If the President asked you to serve in his cabinet, what position would you want and would you do it?
  90. What is your favorite holiday? What about your favorite holiday tradition?
  91. What are things that drain you of energy?
  92. What’s one romantic thing you want me to do for you?
  93. When we were first dating, what was one thing that annoyed you that I did?
  94. How can we continue to improve communication?
  95. What gets you most upset?
  96. What makes you feel alone?
  97. How are you feeling right now?
  98. Describe a day you would love to repeat.
  99. How do you like to unwind after a long day?
  100. What are your goals for life?