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Conversation Topics With Boyfriend

by Loraine Walters
Created: 12.12.2019
Updated: 12.12.2019

List of 194 Conversation Topics With Boyfriend

  1. Are you ashamed of anything you did in the past? If you are comfortable talking about it, what was it?
  2. Are you happy with the career path you chose or do you wish you had chosen a different career?
  3. Are you happy with the people you surround yourself with? Why or why not?
  4. Are you hopeful about your future?
  5. Ask him about highlights of when he played a sport. Which is his favorite to play?
  6. Ask him about his upbringing and who he is closest to in his family. This can give you some information about how he views relationships, and how relationships were modeled to him during his childhood.
  7. Ask him about sports terminology. What’s a quarter? What’s a half? Why do pitchers throw balls instead of strikes? Terminology is key.
  8. Ask him about what he tends to notice first when he sees a person, a work of art, and something in nature.
  9. Ask him if he’s ever had to give something up and what that was like for him.
  10. Ask him if there’s ever been a time where he struggled with an unhealthy relationship and what that was like for him.
  11. Discuss whether he’s an internal or external processer and if he’s ever had any difficulty with how he processes. You could ask, “Have you ever blurted something out that you didn’t mean to say because you were processing things aloud?”
  12. Do you believe in good luck and bad luck? How about things that are lucky or unlucky?
  13. Do you cook?
  14. Do you have any hobbies?
  15. Do you like to read?
  16. Do you prefer living in the countryside, in a town, or in a big city? Why?
  17. Do you think people more people look down on you or up to you? Why?
  18. Do you think the world is improving or getting worse? Why?
  19. Do you think you are a confident person? Why or why not?
  20. Explore what he thinks makes a solid relationship and what factors contribute to not so good relationships.
  21. Get him to explain the rules for a sporting event you don’t understand, and then have him take you to watch it.
  22. Get to know what makes him tick and how he processes information- You can ask, “When you have a big decision to make, how do you decide what to do or how to handle the situation?”
  23. How did you fall out with some of your previously close friends?
  24. How do you feel about pets and animals?
  25. How do you think society is changing? Do you think we’ll change with it?
  26. How does your current morning routine compare to your ideal morning routine?
  27. How forgiving are you?
  28. How good are you at reading people?
  29. How likely are you to believe in conspiracy theories?
  30. How often do you change your opinions or how you view the world?
  31. How often do you feel utterly worn down?
  32. How superstitious are you?
  33. How well do you function under a lot of pressure?
  34. How well do you know yourself?
  35. How well do you think you would handle prison?
  36. If money was no object, and with no input from me, how would you decorate your / our house?
  37. If money was no object, where would you live?
  38. If there was a horrible accident and you were unconscious and on life support, how long would you want to be on life support?
  39. If you could instantly learn a talent or skill, what would you want to know how to do?
  40. If you could open a business what type of business would you open?
  41. If you could travel to any country in the world for one month, where would you go?
  42. If you dropped everything and went on a road trip, where would you go?
  43. If you had a friend who spoke to you the same way you speak to yourself, would you keep them as a friend?
  44. If you had a million dollars to give to any charity, what type of charity would you give it to?
  45. If you received a salary to follow whatever passion you wanted to, what would you do?
  46. If you’re already interested in the same sport, debate him about the merits of one team versus another. Guys like it when girls express an interest in what they love.
  47. Is it better to trust people or not trust people? And why?
  48. One of the best ways to get to know someone’s true self is to find out information about their closest friends. Ask him what his best friends are like and how they like to spend time together.
  49. Talk about a time where he felt super proud of himself and why. This will give you some insight into what he values.
  50. Talk to him about if there’s anything he has done or missed out on that he regrets.
  51. Talk with him about his favorite teams. What team is his favorite to watch?
  52. Tell me about a time you almost died.
  53. What about yourself are you most proud of?
  54. What age would you like to live to?
  55. What animal are you most afraid of?
  56. What are kinds of things do you find repulsive?
  57. What are some alcohol-induced stories of your younger days?
  58. What are some of the most attractive traits a person can have?
  59. What are some of the most pleasant sensations for you?
  60. What are some of the telltale signs of a shallow person?
  61. What are some words of wisdom that have stuck with you all these years?
  62. What are the best and worst things about the period of history we are living through?
  63. What are the manliest and least manly things you have ever done?
  64. What are the two biggest lessons you’ve learned from previous relationships?
  65. What are two of the most important events in your life?
  66. What are you battling that you don’t tell anyone about?
  67. What are you most sentimental about?
  68. What are you purposefully ignoring even though you know you should probably deal with it?
  69. What are you too hard on yourself for?
  70. What are your top 5 rules for life?
  71. What biases do you think you have?
  72. What book or movie do you wish you could experience for the first time again?
  73. What brings meaning to your life?
  74. What brings you the most joy?
  75. What calms you down the most?
  76. What can someone do that makes them immediately unattractive to you, no matter how attractive they are physically?
  77. What did you learn a little too late?
  78. What do most people overestimate or underestimate about you?
  79. What do you like most about where we live?
  80. What do you look forward to most in the day?
  81. What do you most like to do when you have alone time?
  82. What do you most look forward to about getting old?
  83. What do you take for granted?
  84. What do you think happens after death?
  85. What do you think your best and worst personality traits are?
  86. What do you want out of life?
  87. What do you wish you were better at?
  88. What do you worry about?
  89. What friend have you not thought about in a long time?
  90. What gross and unhygienic things do people do that bothers you?
  91. What habit do you have that you think not many other people have?
  92. What habits do you have that annoy other people?
  93. What has been a recurring theme in your life?
  94. What has been your biggest screw up so far?
  95. What has taken up too much of your life?
  96. What have you struggled with your entire life?
  97. What is normal now that will be considered unethical and barbaric in 100 years?
  98. What is something that scares you on a daily basis?
  99. What is something that you are dreading?
  100. What is something we should enjoy more because it won’t be around for long?
  101. What is something you know is bad for you but you can’t seem to get away from it?
  102. What is something you probably should do, but will never do?
  103. What is something you wish you could say to people but can’t?
  104. What is the biggest sign of weakness in a person?
  105. What is the hardest life lesson you’ve had to learn?
  106. What is the most significant change you would like to make in your life?
  107. What is the nicest compliment you’ve received?
  108. What is the saddest thing about your life that nobody knows?
  109. What is way more difficult than it sounds?
  110. What is your best (not worst) flaw?
  111. What is your favorite memory of someone who isn’t in your life anymore?
  112. What is your weakness?
  113. What job do you think you were born to do?
  114. What life experiences did you miss out on?
  115. What luxury do you enjoy treating yourself to?
  116. What makes you angrier than it should?
  117. What makes you different from most people?
  118. What makes you dislike a person?
  119. What makes you feel super fancy?
  120. What makes you lose faith in humanity when you think about it?
  121. What makes you nervous?
  122. What movie was so sad that you will never watch it again?
  123. What musical instrument do you wish you could play?
  124. What part of you as a person still needs a lot of work?
  125. What petty thing that people do really gets on your nerves?
  126. What question do you most want an answer to?
  127. What scandal happened in your neighbor or town when you were growing up?
  128. What small pleasures do you enjoy the most?
  129. What three words best describe you?
  130. What untrue thing did you believe for an incredibly long time?
  131. What was the best mistake you’ve made? A mistake that turned out really well
  132. What was the best thing about how your parents raised you?
  133. What was the hardest lesson you’ve had to learn?
  134. What was the most painful thing to hear?
  135. What was the most productive time in your life? How about the least productive?
  136. What was your best vacation?
  137. What was your most inappropriate or embarrassing fart?
  138. What weird thing stresses you out more than it should?
  139. What were the healthiest and unhealthiest periods of your life?
  140. What were the last two books that you read?
  141. What were the three most important turning points in your life?
  142. What would be the absolute perfect day?
  143. What would be the greatest gift to receive?
  144. What would the best version of you be like?
  145. What would you want your obituary to say?
  146. What would your perfect life look like?
  147. What’s the scariest movie you’ve ever seen?
  148. What’s your favorite food?
  149. What’s your favorite movie?
  150. What’s your favorite restaurant?
  151. What’s your favorite ride at Disneyland? or Disneyworld?
  152. What’s a question you wish people would ask more often?
  153. What’s a secret you’ve never told anyone?
  154. What’s something that a lot of people are afraid of, but you aren’t?
  155. What’s something you screwed up and then tried to hide?
  156. What’s something you tried really hard to like but just couldn’t?
  157. What’s the best way for someone to improve themselves?
  158. What’s the biggest betrayal you have ever experienced?
  159. What’s the biggest favor you’ve done for someone?
  160. What’s the biggest financial mistake you’ve made?
  161. What’s the biggest opportunity you were given?
  162. What’s the craziest thing that has happened at a job you worked at?
  163. What’s the most ambitious thing you’ve attempted?
  164. What’s the most awkward social situation you’ve been in?
  165. What’s the most dangerous, thrill-seeking thing you would consider doing?
  166. What’s the most disheartening and heartening realization you have come to?
  167. What’s the most peaceful/restful night of sleep you’ve had?
  168. What’s the most rewarding thing in your daily routine?
  169. What’s the most stressful situation you’ve been in? How did you handle it?
  170. What’s the most unethical thing you do regularly?
  171. What’s the scariest / creepiest place you have ever been?
  172. What’s the worst emotional or mental anguish you’ve endured?
  173. What’s the worst thing that people are proud of?
  174. What’s your biggest regret?
  175. What’s your favorite thing in your / our house?
  176. What’s your fondest memory of a tree?
  177. What’s your ideal way to spend a vacation?
  178. What’s your most embarrassing story about being sick?
  179. When are you the most “you”?
  180. When do you feel like you are really in your element?
  181. When has a mundane occurrence or chance completely changed the course of your life?
  182. When is your favorite time of day?
  183. When was the last time you cried?
  184. When you’re gone when you want to be remembered for?
  185. Where’s the funnest place you’ve ever been to?
  186. Who do you act nice around but secretly dislike?
  187. Who do you miss the most?
  188. Who do you want to be more like or who do you look up to most?
  189. Who is the most irritating person you know?
  190. Who was the most toxic person you’ve known?
  191. Who’s the best hero – Harry Potter, Percy Jackson or Edward Cullen?
  192. Who’s your favorite actor/ actress?
  193. Who’s your favorite superhero?
  194. Would you take 3 million dollars if it meant that the person you hate most in the world gets 9 million?
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