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100 Funny Questions to Ask Your Boyfriend

Asking questions is by far the best way to get to know someone, particularly a new boyfriend! What’s even better is tying a bit of humor into the questions to encourage a few laughs during this long “getting to know you” process!

Whether you’re looking for funny questions to ask your boyfriend, or simply some questions that will elicit funny responses, it never hurts to keep the mood light!

Funny and random is the way to be if you want to catch your boyfriend off guard! Take a look at this list of funny questions to ask your boyfriend and take a few!

Funny Questions to Ask Your Boyfriend

  1. If you had a pet unicorn, what would you name it?
  2. If you made up an ice cream flavor, what would be in it?
  3. What would you call it?
  4. Who was your celebrity crush as a teen?
  5. Have ever watched Blues Clues because you were bored?
  6. Who are you most like, Michael Scott, Dwight Shrute, Andy Dwyer, or Ron Swanson?
  7. Have you ever peed in a pool?
  8. If you had a really fluffy bunny, what would you name it?
  9. If you were a cartoon character, who would you be?
  10. Nachos. What would you put on yours?
  11. What's the grossest thing you've ever eaten?
  12. What is the most exotic thing you’ve ever eaten?
  13. What's the first thing that comes to mind when I say "Bruce Jenner?"
  14. Finish this statement: "Look out! It's a _____!"
  15. If you were invisible for a day, what would you do?
  16. What kind of superpower would you have if you had a choice?
  17. Have you ever pretended to be a woman?
  18. Have you ever worn a dress?
  19. Have you ever tried walking in heels?
  20. Has anyone ever walked in on you sitting on the toilet?
  21. What is the most embarrassing thing someone has caught you doing?
  22. What is the most embarrassing moment you’ve ever had?
  23. If you legally changed your middle name, what would it be?
  24. Do you call your muscles “guns?”
  25. What is the funniest dream that you had that you can recall?
  26. Will you do your best animal sound for me?
  27. Have you ever been streaking?
  28. What food do you love, but would make a gross Dairy Queen Blizzard?
  29. What was your childhood nickname?
  30. Would you rather crank call or ding-dong-ditch your neighbor?
  31. What cartoon character am I most like?
  32. What is your favorite chick flick?
  33. What is your silliest pet peeve?
  34. Do you know how to spell antidisestablishmentarianism?
  35. When your dog farts, do you leave the room or tough it out?
  36. How many selfies do you take a day?
  37. Have you ever look in the mirror and wink at yourself?
  38. What is the cheesiest pickup line you’ve ever tried to use on a girl?
  39. Did it work?
  40. Have you ever been kicked out of a public place?
  41. If you were a biker, what would your biker nickname be?
  42. What’s more gross: Yellow teeth or yellow toenails/fingernails?
  43. If there was a food that you absolutely couldn’t give up, what is it?
  44. How long do you think you’d survive a zombie apocalypse?
  45. What would be your weapon of choice in a zombie apocalypse?
  46. If you were a character from The Office, which would you be?
  47. If you could be a superhero, which would you be?
  48. What is your favorite body part on yourself?
  49. Which is more important, happiness or intelligence?
  50. What animal would you say most describes your appearance?
  51. Have you ever kissed another guy?
  52. How do you deal with telemarketers calling you?
  53. Have you ever made a prank call?
  54. If you go shopping by yourself, what does your shopping list usually consist of?
  55. What three things do you consume each week?
  56. What word do you find the most humorous?
  57. Would you rather be a vampire or a zombie?
  58. Have you ever tried hitting a target while peeing?
  59. If you catch a fish, do you eat it or let it go?
  60. Do you scream on roller coasters?
  61. Do you wet your toothbrush before or after you put toothpaste on it?
  62. What is the most awkward pet name you’ve ever been given?
  63. Did you ever listen to Spice Girls?
  64. What is your favorite Disney movie?
  65. Would you rather take a pie to the face or have ice water dumped over your head?
  66. Would you ever drive a SmartCar?
  67. If I was a motorcycle rider, would you ride on the back?
  68. What is your biggest guilty pleasure?
  69. Do you make pictures out of the clouds?
  70. Do you ever feel tempted to splash in a big puddle?
  71. If you had to kiss a guy other than family, who would it be?
  72. If I am mad at you, what is the safest way to handle it?
  73. If you could date any celebrity, who would you choose?
  74. What is one movie that you wish was real life?
  75. If you went to Comic-Con, who would you dress up as?
  76. If you could have any foreign accent, which one would you pick?
  77. Have you ever had a manicure or pedicure?
  78. If a movie was made about your life, what would the title be?
  79. What actor would you pick to portray you?
  80. What actress would you pick to portray me?
  81. If you could get drunk with any historical figure, who would it be?
  82. What is something only your mom would know about you?
  83. You left your gym bag in my car. If I opened it, what would I find?
  84. Have you ever watched Twilight?
  85. You meet my family for the first time and get hit on by a female family member. Do you tell me?
  86. You find out I'm a KGB spy hired to collect information about you. What do you do?
  87. You ask my father for my hand in marriage and he says "Over my dead body!" Do you propose anyways?
  88. Faced with starvation, what would you still never eat?
  89. If you were the host of a TV show, what type of show would it be?
  90. If you were on Cutthroat Kitchen, what 3 dishes would you hope for?
  91. Who do we personally know that you would not want to meet under the mistletoe?
  92. If you were a wizard in Harry Potter, what would your Patronus be?
  93. You're given an ax, a sword, a crossbow, and a stick of dynamite. Which would you use to filet a fish?
  94. You're a criminal mastermind, what do you leave at the scene of the crime as your calling card?
  95. Have you ever played Candy Crush?
  96. What store customer loyalty rewards cards are in your wallet?
  97. What's the biggest turnoff, stinky feet, sweaty armpits or bad breath?
  98. What is your favorite Brittney Spears song?
  99. If you had to watch the same movie, once a day for a month, which movie would it be?
  100. You accidentally say "I love you" to your boss. Do you address it or pretend it didn't happen?

Keeping Things Fun

Make a date night out of it! Turn on your favorite playlist, get out some snacks and drinks, and chill out on the sofa, asking each other funny questions that will ultimately help you get to know each other better too!

Hopefully by asking him some funny questions, he’ll get into it too and throw some at you! It’s only fair, after all! If you have a good sense of humor, funny questions will probably come natural to you anyway!

And what night isn't better with a little laughter with your love?!

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Comments 2 comments

bianca 3 months ago

absolutely love the questions


?? 10 days ago

i love this

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    tutta profile image

    Tatiana (tutta)165 Followers
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    My name is Tatiana, but my family & friends call me Tutta. I love spending time with them, and hope my writing brings more people together!



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