200+ Fun Yet Meaningful Questions To Ask Your Parents

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Most of us get attached to our parents while growing up. But after reaching a certain age, we get busy with our lives and don’t get to spend enough time with them or learn more about their lives, legacy, and experiences.

The best way to have an excellent conversation with our parents is by asking them a few open-ended questions. In this post, we bring you a list of enlightening questions to ask your parents. These questions will help you know your parents’ lives in depth and strengthen the bond you share.

Important Questions To Ask Your Parents

Here are a few important questions to ask your parents. You can ask them follow-up questions depending on their answers.

  1. How and when did you know you were in love with each other?
  2. How would you describe your father?
  3. How would you describe your mother?
  4. Were you popular in high school?
  5. What is your biggest regret in life?
  6. Where did you go for your honeymoon?
  7. Are you happy with the work you do?
  8. Whom did you idolize growing up?
  9. Did you play any sports in high school?
  10. How many countries have you traveled to?
  11. What is the one piece of advice you would give your teenage self?
  12. What is the happiest moment of your life?
  13. When did you buy your first car? How was the experience?
  14. What scares you the most?
  15. How many people did you date?
  16. What do you love the most about mom/dad?
  17. Did you have a pet name when you were a child?
  18. Were you closer to your mom or your dad?
  19. What was your favorite subject in school?
  20. Were you a part of any club in high school?
  21. Have you ever played a prank on someone?
  22. What was your favorite band growing up?
  23. How was your college life different compared to mine?
  24. What was the worst job you ever had?
  25. What did you love doing when you were a child?
  26. What was your preferred toy as a child?
  27. What subject were you terrible at in school?
  28. Who was your closest friend growing up?
  29. What was your first job, and how much were you paid?
  30. How was the financial situation at home when you were a child?
  31. What did you do on your birthdays when you were growing up?
  32. Did you own any pets when you were a child?
  33. What is your proudest moment in life?
  34. What quality of your partner do you love the most?
  35. Were you close to your siblings?
  36. How many times have you fallen in love?
  37. How was dating during your time different compared to now?
  38. What kind of student were you?
  39. Describe your first meeting with your spouse?
  40. What is the most important lesson you have learned in life?
  41. Describe the story of your proposal.
  42. In what way was your upbringing different from mine?
  43. What was your dream job when you were a child?
  44. What is the one thing about me you would want to change?
  45. How is your relationship with your in-laws?
  46. Could you tell me your most special childhood memory with your parents?
  47. Are you still in contact with any of your childhood friends?
  48. Why did you choose this career option?
  49. Were your parents strict or lenient?
  50. What is the one technology or gadget you wish was available when you were younger?
  51. Where did you go on your first date?
  52. Who was your favorite professor in high school? Why?
  53. What was your favorite hangout spot in high school?
  54. What is the one mistake you made that you never want me to make?
  55. What did you do with your first paycheck?
  56. How did you celebrate different festivals growing up?
  57. Were you close to your grandparents?
  58. How many long-term relationships have you had?
  59. What is the one thing in life you always wanted to do but have not done it yet?
  60. Who was your favorite actor growing up?
  61. Did you dislike any of my school friends? Why?
  62. Have you ever broken someone’s heart?
  63. What is your worst habit?
  64. Were you ever suspended from school?
  65. Is there anything you always wanted to tell your parents but couldn’t?
  66. How would your teachers from high school describe you?
  67. Which was your favorite fantasy movie as a child?
  68. What was the most difficult phase of your life?
  69. Which childhood memory do you cherish the most?
  70. How were your high school days?
  71. What is the most endearing thing you have ever done for your parents?
  72. Do you want to change anything about your career?
  73. Is there any member of your family you wish I had met?
  74. How do you and your spouse resolve conflicts?
  75. Which is your favorite book?
  76. What is the biggest life lesson your parents have taught you?
  77. What are you most grateful for in life?
  78. What is your biggest accomplishment?
  79. How do you want the world to remember you?
  80. What was your favorite breakfast when you were a child?
  81. Do you believe in life after death?
  82. What is your motto in life?
  83. What was your most memorable trip as a child?
  84. Do you have any phobias?
  85. What was your go-to song when you were a teenager?
  86. Which is your favorite childhood picture?
  87. Did you have any serious health problems as a child?
  88. What kind of neighborhood did you grow up in?
  89. Did you have any bad break-ups? How did you cope with them?
  90. What would you describe as a turning point in your life?
  91. What is the biggest difference between teenagers today and teenagers during your time?
  92. When was the last time you were emotional about something? What was it?
  93. Are you happy with the person I am today?
  94. What did your parents do for a living?
  95. What did your grandparents do for a living?
  96. Have you ever been disappointed in me? When was it?
  97. Have you ever gotten in trouble with the law?
  98. Which is your best investment decision?
  99. Did you get any pocket money growing up? How much was it?
  100. Were you close to anyone from your extended family?
  101. When did you first consume alcohol?
  102. What is your favorite travel destination?
  103. Do you have a bucket list? How many wishes have you checked off the list?
  104. What do you like the most about the city you currently live in?
  105. What was the biggest disagreement you ever had with your parents?
  106. If you had to choose a different career path, what would you want to be?
  107. How did you generally spend your school vacations?
  108. Do you believe that you and your partner are soulmates?
  109. How did you realize you wanted to spend the rest of your life with your spouse?
  110. If you could have dinner with any celebrity, dead or alive, who would you choose?
  111. Have you ever suffered from severe anxiety or depression? How did you cope with it?
  112. What was your favorite pastime when you were a child?
  113. Who taught you to drive?
  114. Did you ever become prom king or queen?
  115. Which was your go-to store to shop for clothes when you were in high school?
  116. When was the last time you were happy?
  117. Were your parents openly affectionate?
  118. What was the highlight of your wedding day?
  119. Are there any family traditions that you want to be passed down to future generations?
  120. What is the worst decision you have ever made?
  121. Did you play any musical instrument when you were a child?
  122. What is your perspective on religion? How did it change now?
  123. Have you ever bumped into any celebrity? How was your experience?
  124. Have you ever tried to trace back your ancestry? What did you find?
  125. Did your parents ever raise a hand on you?
  126. What do you miss the most about your college days?
  127. What is the best gift you have ever received?
  128. What is the one hobby you wish you had pursued?
  129. Have you ever kept a diary?
  130. What games did you enjoy playing in childhood?
  131. What are your earliest memories of your hometown?

Funny Questions To Ask Your Parents

When the conversations get serious, lighten the mood with these funny questions.

  1. What is the funniest prank you have played on someone?
  2. What is the funniest thing I have ever done as a child?
  3. What is the most annoying thing about your spouse?
  4. Did your parents ever catch you smoking or drinking when you were a teen?
  5. Have you ever acted sick to skip school?
  6. Have you ever been caught sneaking out of the house after curfew? Where were you going?
  7. What was the most embarrassing thing your parents have ever said to you in front of your friends?
  8. Who is the first one to say sorry when you and your spouse fight?
  9. What is the most embarrassing moment of your life?
  10. When did you have your first kiss?
  11. Have you ever done anything silly after getting drunk?
  12. What is the most spontaneous thing you’ve ever done?
  13. Did you ever make a date embarrassing? How?
  14. Have you ever cried watching an animated movie?
  15. What is the craziest fashion trend you have ever tried?
  16. What was the naughtiest thing I had done as a child?
  17. When did you start dating?
  18. Have you ever flunked in a test or exam?
  19. What is your pet name for your partner?
  20. Till when did you believe in Santa Claus?
  21. Did I ever break something valuable as a child? How did you react?

Questions To Ask Parents About Children

Are you curious to know what your parents felt about you and your siblings when you were little? If yes, these questions can help you.

  1. What was your biggest belief about raising children that turned out to be untrue?
  2. How would you describe the day I was born?
  3. How many children did you want to have?
  4. If you could ask for one wish for your children, what would you ask?
  5. How did you know you were ready to have children?
  6. Did you face any complications when having children?
  7. How did you change as a person after having children?
  8. What do you miss the most about the time when you didn’t have any children?
  9. How did your relationship with your spouse change after having children?
  10. What is the one thing you want to give your children that your parents could not give you?
  11. When are children the toughest to raise?
  12. Were you ever guilty of comparing your children with those of others?
  13. If you had a chance to change anything about the way you raised children, what would you change?
  14. Did you plan to have children, or did it just happen?
  15. Were there any disagreements between you and your partner about parenting children?
  16. What parenting advice would you give to new parents?
  17. What is the toughest thing about raising children?
  18. Did the idea of having children ever scare you?
  19. Did you ever wish for more children?
  20. Did you read any parenting books or seek parenting advice from your elders?
  21. How did you feel when your firstborn started school?
  22. What is the most fulfilling thing about raising children?
  23. How did you teach your children to pick up good habits?
  24. What is the worst complaint you have received about me?
  25. Was I a difficult baby to manage?
  26. What did you feel when you first saw me after I was born?
  27. What is your favorite memory about me?
  28. What was the most annoying thing about me when I was little?
  29. What did you crave the most when I was yet to arrive in the world?
  30. Why did you decide to name me……?
  31. According to you, whom do I resemble the most personality-wise?
  32. How was I as a baby?
  33. What qualities do you and I have in common?
  34. What was the most challenging thing about being a parent to two/three/four children?
  35. How would you describe me in three words?
  36. Which is your most cherished photo of me?
  37. Did I walk first or talk first?
  38. What was the first word I uttered?
  39. What is your favorite story about me as a child that you always used to tell in family gatherings?
  40. Who used to pamper me the most as a child?
  41. Where was the first trip you took with me when I was still a baby?
  42. What is the loveliest thing your children have ever done for you?
  43. When I was a child, what scared me the most?
  44. What do you love the most about me?
  45. What kind of parent do you think I will be?
  46. How did you celebrate my first birthday?
  47. When did I start walking?
  48. When did I start talking?
  49. What is the one thing you always wanted to ask me but have not done it yet?

Our parents’ experiences can teach us several things. For instance, knowing how they effectively handled difficult situations can help us deal with our challenges. These questions will also help you unveil their life stories.

So, spend time with your parents and get to know them without wasting any time. You might be in their shoes before you know it, and their perspective on things will help you relate to them and appreciate them more.

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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