169 Funny Questions To Ask A Guy

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This post is all about funny questions to ask a guy.

169 Funny Questions To Ask A Guy

Whether he’s your crush or your best guy friend, you’ll get to know his silly side better and have a good laugh when asking these funny questions!

funny questions to ask a guy

There’s a time and place to ask someone deep questions as well as there is one for silly ones. If there’s a guy in your life you love to hang out and have a good laugh with make sure to ask him these 169 funny questions next time you’re hanging out!

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169 Funny Questions To Ask A Guy

  1. What is something that everyone looks stupid doing?
  2. What’s the best inside joke you’ve been a part of?
  3. What is the color of your underwear right now?
  4. If you have a logo instead of a name, what would it look like?
  5. If life was a video game, what cheat codes would you like use?
  6. Which came first, the egg or the chicken?
  7. What is the longest amount of time you have been awake?
  8. If you were a DJ, what would your DJ name be?
  9. If you were a stripper, what would your name be?
  10. What’s the most embarrassing thing you’ve ever done?
  11. Have you ever peed yourself in your sleep?
  12. What do you think about having breakfast for dinner?
  13. Pineapple on pizza, yay or nay?
  14. What childish thing do you still enjoy?
  15. What’s the craziest thing you have ever done?
  16. What is the weirdest thing you used to do as a child?
  17. Have you ever been drunk at breakfast time?
  18. What is the first thing you would do if you woke one day as the opposite sex?
  19. What is the last thing you searched for on your phone?
  20. Have you ever stalked someone on social media?
  21. Do you have an unusual celebrity crush?
  22. What kind of secret society would you like to start?
  23. What’s the funniest thing you used to believe in as a child?
  24. What’s the weirdest thing you googled recently?
  25. What’s the weirdest smell you have ever smelled?
  26. What’s the worst thing you have ever tasted?
  27. What is something that you just recently realized that you are embarrassed you didn’t realize earlier?
  28. Where was the most inappropriate place you’ve farted?
  29. What is the sexiest and least sexy name?
  30. What set of items could you buy that would make the cashier most uncomfortable?
  31. What is the funniest joke you know?
  32. Have you ever had a crush on one of your teachers?
  33. What’s the most imaginative insult you can come up with?
  34. What’s the silliest name someone you know named their child?
  35. What’s your biggest unreasonable fear?
  36. Have you ever pretended a baby was cute when it wasn’t, to not offend the parent?
  37. Do you ever go commando?
  38. Would you rather have the ability to fly or teleport?
  39. Have you ever pretended you needed to go somewhere to end a small talk?
  40. If you had to flee the country, where would you choose to live?
  41. What is the most stupid way you’ve ever hurt yourself?
  42. If you could kill any character from a television show, who would it be?
  43. What is the grossest thing you have ever eaten?
  44. What is the funniest name you have actually heard used in the real world?
  45. If you had to get plastic surgery somewhere on your body, what would you change?
  46. What is the grossest thing you have ever done?
  47. Have you ever tasted your booger?
  48. Have you ever tried to blame your smelly fart on something or someone else?
  49. If you had to sing one song in front of a stadium, what song would it be?
  50. What was the funniest prank you have ever pulled?
  51. What’s the first thing that you do when you get home?
  52. Have you ever practiced kissing on your hand?
  53. What would be the worst thing for the government to make illegal?
  54. What would be the creepiest thing you could say while passing a stranger on the street?
  55. What inanimate object do you wish you could eliminate from existence?
  56. What’s your favorite animal sound?
  57. What are you proud of but never have an excuse to talk about?
  58. What is the worst gift you have ever received?
  59. Have you ever re-gifted a gift?
  60. What is the cheesiest pickup line you’ve ever tried?
  61. Have you ever sent a sexy text to the wrong person?
  62. What’s the weirdest thing a guest has done at your house?
  63. What was your dream job when you were a child?
  64. What one question can you ask someone to find out the most about them?
  65. What was the worst purchase you’ve ever made?
  66. If you could take the place of any guy in the world, who would you choose?
  67. What is one thing you would never eat on a first date?
  68. If you were given the chance to marry any fictional character, who would it be?
  69. If you could create a holiday, what would it be?
  70. When was the last time you peed in a pool?
  71. If you could make one absolute rule for a day that everyone should follow, what would it be?
  72. On a scale of 1-10, how old are you?
  73. On a scale of 1-10, how sexy do you feel?
  74. What’s your weirdest pet peeve?
  75. Have you ever used someone else’s toothbrush?
  76. Do you pee in the shower?
  77. Have you ever stolen anything?
  78. Do you like waking up early or staying up late?
  79. Pizza or pasta?
  80. Which fictional character do you identify with the most?
  81. What is your favorite thing to wear to bed?
  82. What is the most irritating sound for you?
  83. What’s the longest you have gone without a shower?
  84. What’s the weirdest crush you’ve ever had?
  85. What’s the best WiFi name you’ve seen?
  86. What do you know way too much about?
  87. What would be the worst “buy one get one free” sale of all time?
  88. Which body part do you wish you could detach and why?
  89. What would you choose as your animal sidekick if you were in a movie?
  90. How would you get yourself fired if you could?
  91. Where is the strangest place you’ve ever peed or pooped?
  92. What’s the dumbest rule you’ve been forced to follow?
  93. What do you consider your best talent?
  94. What is the most historic event you have either witnessed or taken part in?
  95. If you could only use one swear for the rest of your life, what would it be?
  96. If you could do one thing for the rest of your life what would it be?
  97. Is it better to be a man or a woman?
  98. In 30 years, what will people miss?
  99. Which actor would be best to play you in a movie about your life?
  100. What do you think you would be doing if you never had to work in your life?
  101. You are about to get into a fight, what song comes on as your soundtrack?
  102. What was the last movie that made you cry?
  103. What job doesn’t exist but should?
  104. What scene from a movie scarred you for life?
  105. What song would you like to have played at your funeral to make people laugh?
  106. What looks like it should taste better than it does?
  107. Are you a good wingman?
  108. What is the best and worst thing about being a man?
  109. What long shot did you take that really paid off?
  110. What is the last thing you searched for on your phone?
  111. Have you ever DMed a celebrity and hoped they would answer?
  112. What’s the most ridiculous fact you know?
  113. Toilet paper, over or under?
  114. What is something most people do easily but you find very difficult to do?
  115. What is something you’ve done to try to be ‘cooler’?
  116. Do you tend to wear the same underwear for several days?
  117. What small thing makes you angrier than it should?
  118. Do you ever smell your socks to see if you can wear them again?
  119. If you could change anything about your life, what would you choose?
  120. If you had to be stuck at one age forever, what age would you choose and why?
  121. What’s your silliest daydream?
  122. What is the strangest thing that ever happened to you?
  123. What’s one goal you have that seems too big to ever come true?
  124. Did you ever jump in a pool with your clothes on?
  125. Can you open a bra with one hand?
  126. Does wearing flip-flops feel funny to you?
  127. If you could have one toy back from your childhood, what would it be?
  128. If you could only eat one meal for an entire month, what would you choose?
  129. What’s the craziest ice cream flavor you’ve ever tried?
  130. What’s something your parents always told you that you still remember today?
  131. What do you think about wearing socks with sandals?
  132. Do you think most girls look better with more or less makeup?
  133. Would you ever put makeup on?
  134. If you were a rapper, what would your rapper name be?
  135. What are some of the nicknames you have for your friends?
  136. Did you have a funny nickname growing up?
  137. What do you think am I thinking right now?
  138. What would be the worst thing to have a phobia of?
  139. What movie have you rewatched more than three times?
  140. If you had to replace your hands with something else, what would you put at the end of your arms?
  141. What’s your guilty pleasure song?
  142. Did you ever go barefoot to a grocery store after/during a beach day?
  143. Was there a boy band you wanted to be part of growing up?
  144. Do you follow any of the Kardashians?
  145. Did you ever ride public transport without a ticket?
  146. Has a silly lie ever gotten you in trouble?
  147. Ketchup or mayo?
  148. What’s one food that most people like but you can’t stand?
  149. What’s your favorite chick flick?
  150. If you could hang out with any celebrity for a day, who would you choose?
  151. What’s the worst trend you’ve seen in recent years?
  152. What’s your earliest memory of a lie you’ve ever told?
  153. Are you team Converse or team Vans?
  154. What’s the funniest lie your parents ever told you as a kid?
  155. What’s the most public place you’ve ever kissed someone?
  156. What’s the silliest way you ever tried to make someone jealous?
  157. What’s the worst idea for a first date?
  158. Have you ever noticed that easy-open packages never seem to open that easily?
  159. Do you ever sneak your own snacks into the cinema to save money?
  160. Sweet or salty popcorn?
  161. What’s one stunt from Jackass that you’d be willing to do yourself?
  162. Have you ever tried to set a fart on fire?
  163. What’s one gross thing guys talk about with each other?
  164. What’s the funniest excuse you ever used that actually worked?
  165. If you could say anything to your boss without consequences, what would you tell them?
  166. What’s the most unusual smell you actually enjoy?
  167. Are you team Coca-Cola or team Pepsi?
  168. What’s one sport you’re terrible at you wish to be good at?
  169. What’s a funny and unexpected part of your daily routine?

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169 Funny Questions To Ask A Guy
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