Home Love & Relationship 100 Funny Questions to Ask Your Boyfriend

100 Funny Questions to Ask Your Boyfriend


Relationships come with enough challenges, so it’s good to be able to share moments with your boyfriend that aren’t evolved around rent or your parents not liking them. So taking some time out of your day to appreciate your partner is something you need to focus on. Sometimes you don’t want to talk about something serious with your boyfriend, sometimes you just want to be able to relax and share a good laugh. You don’t need a date night to ask these questions, in fact, if you two are sitting on the couch, ask him one of these questions to get the ball rolling. Who knows where these questions will take you!

  1. Have you ever watched Blues Clues when you were bored?
  2. Have you ever peed in a public pool?
  3. What’s the grossest thing you’ve ever eaten?
  4. What’s the craziest thing you’ve ever eaten?
  5. Who was your celebrity crush as a kid?
  6. If you were invisible for a day, what would you do?
  7. If you could have any superpower, what would you choose to have?
  8. Have you ever tried on women’s clothing?
  9. Has anyone ever walked in on you masturbating?
  10. What is the most embarrassing moment you’ve experienced?
  11. Do you have a nickname for your penis?
  12. Can you do an impression of an animal? If so, do it.
  13. What was your nickname while you were growing up?
  14. Did you ever go streaking?
  15. What’s the one thing on your bucket list that you want to do?
  16. Who’s your favorite cartoon character?
  17. What’s your favorite chick flick to watch?
  18. Do you ever taken nudes of yourself?
  19. What’s your craziest pet peeve?
  20. Do you smell your own farts?
  21. Did you ever get caught having sex in public?
  22. Which one is more gross: rotting teeth or rotting fingernails/toenails?
  23. What’s the one food you would eat every day if you could?
  24. What’s your favorite part of your body?
  25. What’s the worst pickup line you’ve ever used?
  26. Do you think you’d survive the zombie apocalypse?
  27. If you could only have one weapon in the zombie apocalypse, what would it be?
  28. What animal would you say best resembles you?
  29. Have you ever kissed another guy?
  30. What three things could you not live without?
  31. What would you rather be: vampire or zombie?
  32. What’s the funniest sounding word to you?
  33. What’s your favorite Disney movie?
  34. If you had to kiss a male celebrity, who would it be?
  35. Do you actually like to cuddle?
  36. What’s your guilty pleasure?
  37. What’s your most awkward sexual moment?
  38. If you could go on a date with any celebrity, who would it be?
  39. Have you ever had a manicure or pedicure?
  40. If you were going to Comic-Con, what or who would you dress up as?
  41. What movie do you wish you would live out in real life?
  42. What’s your favorite foreign accent to hear?
  43. What foreign accent can you do?
  44. If you could have a beer with any historical figure, who would it be?
  45. What actor would you choose to portray you?
  46. What actress would you choose to portray me?
  47. What is one thing that only your mom knows about you?
  48. If you had the choice, which Hogwarts house would you want to be in?
  49. How would you kill a fish: with a fishing rod, spear, or dynamite?
  50. What would you do if my father rejected your request for my hand in marriage?
  51. If you could be a TV host, what type of show would you be on?
  52. Do you still play Pokemon Go?
  53. What’s your favorite Britney Spears song?
  54. What’s your biggest turn off in a woman?
  55. Out of everyone we know, who would you not want to stand under the mistletoe with?
  56. If you had an unlimited amount of money, where would buy a house?
  57. What movie are you able to watch every day?
  58. If you were having a movie made about your life, what would it be called?
  59. Do you daydream?
  60. If you could be any fruit, what would it be?
  61. What is the worst date you’ve been on?
  62. If you named a drink after yourself, what would it be called?
  63. What are the characteristics about me that you dislike?
  64. In one word, what was the first thing you thought when you first saw me?
  65. Out of my friends, which ones do you like?
  66. If you were abducted by aliens, what would you do?
  67. Have you ever heard me fart?
  68. Do you like makeup or a natural look on women?
  69. Is there something silly that you have a phobia of?
  70. What’s your secret insecurity?
  71. If you were a woman for a day, what would you do?
  72. Would you rather be really short or really tall?
  73. Beauty or brains?
  74. How would you describe the perfect girlfriend?
  75. If you could have any job in the world, what would it be?
  76. Where’s the one place you want to see before you die?
  77. What’s one planet that you would visit if you could?
  78. What’s the one song that remind you of me when you hear it?
  79. With all the languages in the world, which one sounds the funniest one to you?
  80. What’s your favorite childhood toy? Do you still have it?
  81. If you could start the zombie apocalypse, knowing you’d survive, would you do it?
  82. Which fruit or vegetable do I most resemble to you and why?
  83. What did the “sex” conversation look like between you and your parents?
  84. You won the lottery, what would be the first thing things you would do with the money?
  85. Your house is on fire and you have the opportunity to take three items with you, what would they be?
  86. What is your favorite ice cream, junk food and dessert?
  87. What’s your biggest non-sexual fantasy?
  88. What’s your favorite song of all time? Why is it your favorite song?
  89. You’re given a magic lamp, with it comes three wishes, what would your wishes be?
  90. Have you ever found yourself attracted to someone of the same sex?
  91. If you could have one of your dream cars, what would it be?
  92. Who was your first crush when you were a child?
  93. What did you want to be when you were growing up?
  94. How long were you a faithful Santa-believer?
  95. Did you go through phases in high school? Were you a punk? Prep? Jock?
  96. Did you ever have a summer love? Where was it and what happened?
  97. What was it about your childhood house that made it feel like home?
  98. Who is your biggest hero and why?
  99. When you’re gone what do you want people to remember you for?
  100. Where do you see yourself in 5, 10, 15 years?

By asking your boyfriend these questions, you’ll be able to get to know your boyfriend a bit better with these fun questions. You don’t need to have a serious conversation in order to get to know your partner. Instead, keep it light and fun – you two will bond in a relaxed environment while sharing a couple laughs. I used to ask my boyfriend these questions and I was always surprised at the things I didn’t know about him. But that’s what relationships are all about, learning about each other. It doesn’t matter if this is a new relationship or an old one, you’ll always be surprised by some of the answers your partner will give you.


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