150+ Funny Questions to Ask Your Boyfriend

Engaging in light-hearted and humorous conversations is a great way to strengthen your bond with your boyfriend. Funny questions can lead to laughter, reveal quirky details about each other, and make your time together more enjoyable. Whether you’re on a date, texting, or just hanging out, these funny questions are perfect for sparking amusing and memorable discussions.

Here are 150+ funny questions to ask your boyfriend:

1. If you could be any fictional character, who would you be?
2. What’s the most embarrassing thing that’s ever happened to you?
3. If you were a superhero, what would your superpower be?
4. What’s your guilty pleasure TV show?
5. If you could have dinner with any celebrity, dead or alive, who would it be?
6. What’s the weirdest thing you’ve ever eaten?
7. If you had to sing karaoke right now, what song would you pick?
8. What’s the most useless talent you have?
9. If animals could talk, which one would be the rudest?
10. What’s the funniest joke you know by heart?
11. If you could switch lives with any animal for a day, which one would you choose?
12. What’s the worst fashion trend you’ve ever followed?
13. If you had to eat only one food for the rest of your life, what would it be?
14. What’s the strangest dream you’ve ever had?
15. If you could time travel, where and when would you go?
16. What’s the weirdest nickname you’ve ever had?
17. If you could have any job in the world, what would it be?
18. What’s the funniest thing you believed as a child?
19. If you could have a conversation with your pet, what would you talk about?
20. What’s the worst haircut you’ve ever had?
21. If you could invent a holiday, what would it celebrate?
22. What’s your go-to dance move?
23. If you could be any age for a week, what age would you be?
24. What’s the most embarrassing song on your playlist?
25. If you had a personal theme song, what would it be?
26. What’s the most ridiculous thing you’ve ever bought?
27. If you could have any animal as a pet, what would it be?
28. What’s the weirdest thing you’ve ever done for a dare?
29. If you were invisible for a day, what would you do?
30. What’s the funniest prank you’ve ever pulled?
31. If you could be any famous person for a day, who would you be?
32. What’s the most awkward date you’ve ever been on?
33. If you had to describe yourself in three words, what would they be?
34. What’s the weirdest habit you have?
35. If you could instantly become an expert in something, what would it be?
36. What’s the silliest fear you have?
37. If you could create a new sport, what would it be?
38. What’s the most embarrassing thing in your search history?
39. If you had a time machine, would you go to the future or the past?
40. What’s the funniest thing you’ve ever done while drunk?
41. If you could only wear one outfit for the rest of your life, what would it be?
42. What’s the most random fact you know?
43. If you could live in any TV show, which one would it be?
44. What’s the most awkward situation you’ve ever been in?
45. If you could have any celebrity as your best friend, who would it be?
46. What’s the funniest thing you’ve done in public?
47. If you could be a character in any movie, who would you be?
48. What’s the strangest compliment you’ve ever received?
49. If you could trade lives with anyone for a day, who would it be?
50. What’s the funniest thing you’ve ever overheard?
51. If you had to eat a crayon, what color would you choose?
52. What’s the most ridiculous thing you’ve convinced someone is true?
53. If you could turn any activity into an Olympic sport, what would you have a good chance at winning?
54. What’s the weirdest conspiracy theory you’ve heard?
55. If you could live in any video game, which one would it be?
56. What’s the strangest thing you’ve done in a car?
57. If you could only communicate using emojis, which ones would you use the most?
58. What’s the funniest thing you’ve seen on social media?
59. If you could be an inanimate object for a day, what would you be?
60. What’s the weirdest thing you’ve done to make someone laugh?
61. If you had to perform a talent show, what would your act be?
62. What’s the most unusual job you can think of?
63. If you could combine two animals to make a new one, what would you create?
64. What’s the most embarrassing thing you’ve done in front of a crush?
65. If you could only watch one TV show for the rest of your life, what would it be?
66. What’s the weirdest place you’ve fallen asleep?
67. If you could make one of your body parts detachable without any pain, what would it be?
68. What’s the funniest thing you’ve accidentally said in a serious conversation?
69. If you could only listen to one song for the rest of your life, what would it be?
70. What’s the most awkward text you’ve sent to the wrong person?
71. If you could have any fictional vehicle, what would it be?
72. What’s the most embarrassing thing you’ve worn?
73. If you could only use one word for the rest of the day, what would it be?
74. What’s the funniest excuse you’ve ever given to get out of something?
75. If you could have any cartoon character as a best friend, who would it be?
76. What’s the most ridiculous rumor you’ve heard about yourself?
77. If you could be a fly on the wall, where would you go?
78. What’s the weirdest text message you’ve received?
79. If you could invent a new word, what would it be and what would it mean?
80. What’s the most absurd thing you’ve been tricked into believing?
81. If you could replace all the grass in the world with something else, what would it be?
82. What’s the strangest gift you’ve ever received?
83. If you had to create a slogan for your life, what would it be?
84. What’s the funniest misheard song lyric you’ve encountered?
85. If you could swap lives with an animal for a day, which animal would you choose?
86. What’s the most bizarre coincidence you’ve experienced?
87. If you could instantly learn any dance, what would it be?
88. What’s the weirdest thing you’ve Googled?
89. If you had to be a contestant on a reality show, which one would you choose?
90. What’s the most hilarious autocorrect fail you’ve experienced?
91. If you could have any food named after you, what would it be?
92. What’s the funniest way you’ve injured yourself?
93. If you could have a lifetime supply of anything, what would it be?
94. What’s the most unusual thing you’ve done in the middle of the night?
95. If you could create a new holiday, what would it celebrate?
96. What’s the strangest thing you’ve bought online?
97. If you could live in any time period, which one would you choose?
98. What’s the funniest outfit you’ve seen someone wear?
99. If you had to rename yourself, what name would you choose?
100. What’s the weirdest thing you’ve done while bored?
101. If you could be famous for something ridiculous, what would it be?
102. What’s the most bizarre thing you’ve seen at a party?
103. If you could only eat one candy for the rest of your life, what would it be?
104. What’s the funniest way you’ve been caught off guard?
105. If you could instantly become fluent in any language, which one would it be?
106. What’s the most awkward thing you’ve done in an elevator?
107. If you could only watch one movie genre for the rest of your life, what would it be?
108. What’s the weirdest conversation you’ve overheard?
109. If you could be an extra in any movie, which one would you choose?
110. What’s the funniest nickname you’ve given someone?
111. If you could have any mythical creature as a pet, what would it be?
112. What’s the most absurd thing you’ve done for attention?
113. If you could create a law everyone had to follow, what would it be?
114. What’s the strangest compliment you’ve given?
115. If you could only use one app for the rest of your life, which one would it be?
116. What’s the funniest way you’ve been surprised?
117. If you could be any Disney character, who would you be?
118. What’s the most ridiculous challenge you’ve accepted?
119. If you could make any animal talk, which one would it be?
120. What’s the weirdest thing you’ve done in a bathroom?
121. If you could have any job in a movie, what would it be?
122. What’s the funniest lie you’ve told as a kid?
123. If you could swap places with a cartoon character, who would it be?
124. What’s the most unusual talent you have?
125. If you could eliminate one food from existence, what would it be?
126. What’s the weirdest dream you’ve had recently?
127. If you could be any age forever, what age would you choose?
128. What’s the funniest thing you’ve done with your friends?
129. If you could create a parody of any song, which one would it be?
130. What’s the strangest thing you’ve found in your house?
131. If you could only eat one type of dessert for the rest of your life, what would it be?
132. What’s the funniest story your family tells about you?
133. If you had to give yourself a nickname, what would it be?
134. What’s the most bizarre thing you’ve done in your sleep?
135. If you could have any fictional character as a roommate, who would it be?
136. What’s the most awkward thing you’ve done during a meeting or class?
137. If you could make any animal tiny enough to keep as a pet, which one would you choose?
138. What’s the most ridiculous rule you had in school?
139. If you could have any historical figure as a mentor, who would it be?
140. What’s the weirdest thing you’ve put on a pizza?
141. If you could create your own ice cream flavor, what would it be?
142. What’s the most awkward thing you’ve overheard someone say?
143. If you could live in any fantasy world, which one would it be?
144. What’s the funniest pet name you’ve heard?
145. If you could wear only one type of clothing for the rest of your life, what would it be?
146. What’s the strangest superstition you’ve heard of?
147. If you could be a professional in any sport, which one would you choose?
148. What’s the funniest text you’ve received from a family member?
149. If you could instantly master any instrument, which one would it be?
150. What’s the weirdest thing you’ve eaten for breakfast?
151. If you could create your own emoji, what would it look like?
152. What’s the most awkward thing you’ve done on a date?
153. If you could bring back any fashion trend, what would it be?
154. What’s the funniest nickname you’ve been given?
155. If you could instantly become an expert in any hobby, what would it be?