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100+ Funny Questions for Couples to Ask (Him or Her)

Fun is the jewel of any conversation. May it be a house party, a date or anything else, if there is no fun, no jokes, no laughter, the essence is lost.

The same happens when you are with your date or girlfriend or boyfriend. There are more than a hundred questions listed below that are ideal for a date/conversation with your girl or man. 

On dates, questions like these are useful since they keep the conversation lighter. When it comes to asking questions, use your creativity and make him/her laugh. You’ll feel like you know each other better.

  1. Where are you ticklish to the point of madness?
  2. Have you ever attempted to steal something?
  3. What was the name of your first love?
  4. Do you snore or clench your teeth when you’re sleeping?
  5. What do you look like when you first wake up? Give it three adjectives to describe it.
  6. What is the oddest-looking underwear you own?
  7. Can you tell me about your strangest fear?
  8. Do you have a habit of singing in the shower?
  9. Why are violets blue whereas roses are red?
  10. Is it better to hang toilet paper above or under the toilet?
  11. Have you ever taken a candy bar from a corner store?
  12. Do you think I’d be able to drink that many beers?
  13. What would you do if you suddenly found yourself with a million dollars?
  14. What is the password to your Wi-Fi network?
  15. Why are round pizzas packaged in square boxes?
  16. What was the most humiliating location that you ever farted?
  17. Is it possible that you’ve been spotted dancing in front of the mirror?
  18. Which component of the driver’s test will I fail if I fail?
  19. Have you ever attempted to communicate with your dog?
  20. What would you do if you had the ability to live indefinitely?
  21. What is the name of a male ladybug?
  22. Do you have any weird habits?
  23. Are you someone who blushes easily?
  24. What can virtually always make you happy?
  25. Do you think there are soulmates?
  26. Do you think you’d fall for someone like me?
  27. What kind of humour do you have?
  28. Do you possess any hidden superpowers?
  29. Have you ever tried to impress someone by lying about yourself?
  30. Is it more likely that you will die from hunger or from overeating?
  31. What’s the name of your embarrassing crush?
  32. Have you ever skipped school?
  33. Are you a cute or a cool person?
  34. Out of politeness, you never told them who cooks horrible food.
  35. Would you respond or ignore if you met a weird stranger in the elevator who started a chat with you?
  36. What was the most significant culture shock you’ve ever experienced?
  37. What would you choose if you had to choose between being a sexy devil and an ugly angel?
  38. Can you demonstrate your flirting prowess?
  39. Is your first crush still appealing to you?
  40. Is there a question you despise being asked?
  41. What is your go-to pick-up line when you want to hit on someone?
  42. Which type of person do you prefer: cute or sexy?
  43. When you’re interested in someone, what one clear hint do you give?
  44. Do you have a jealous girlfriend/boyfriend?
  45. Would you wear a T-shirt that said “Sexy” to work?
  46. Do you get apprehensive when you’re about to meet someone you like?
  47. Tell me anything about yourself that I don’t know.
  48. On your date, will you watch a romantic film or a scary film?
  49. Would you appreciate it if someone told you they have a crush on you right now?
  50. On a scale of one to ten, rate how ‘romantic fool’ you can be for your loved one.
  51. Do you have any talents that you aren’t aware of?
  52. Do you think of yourself as a wise funny soul?
  53. How do you feel about large naked crowds?
  54. What was the most bizarre proposal you’ve ever received?
  55. What are your chances of surviving if you could only consume food for the rest of your life if you did something productive?
  56. Have you ever eaten a cookie that was accidentally dropped on the ground?
  57. What’s your favourite slang expression?
  58. What would you do if you discovered your best buddy has a crush on you?
  59. Which would you choose if you could spend the rest of your life in a swimsuit or an overly-stylish suit?
  60. Which TV show’s plot do you think is the most implausible?
  61. What would the national emblem be if you were the monarch of a country?
  62. Which animal would you choose if you had to add an animal’s face to your body while keeping everything else the same?
  63. What colour would your smell be if it had a colour?
  64. Which is worse: a sneeze or a burp during a kiss?
  65. What is your favourite type of foreplay?
  66. What’s the sexiest thing you’ve ever worn to bed?
  67. Could you tell me about your most romantic fantasy?
  68. What are some basic things that you find adorable when someone else does them for you?
  69. Would you like it if I flirted with you?
  70. Is there anything I can do to make you fall in love with me?
  71. Tell a love storey on a small gesture or detail about a person.
  72. On a date, what is the first thing you notice about someone?
  73. What would you do if you had to seduce me right now?
  74. What types of massages do you prefer?
  75. Are you someone who is quickly enraged?
  76. What is the nicest place to get kissed?
  77. Have you ever gone somewhere dressed utterly inappropriately?
  78. Which would you choose to reincarnate as a human or an amoeba?
  79. If you had to pick, would you want to be called a tomato or a potato?
  80. Have you ever written someone a love letter?
  81. If you want to make a female giggle, what is the one tip that always works?
  82. How would you behave if you were suddenly able to read people’s minds but not theirs?
  83. What are the dumbest main characters you’ve ever encountered in a fictional storey?
  84. Have you ever broken a pledge to keep a secret from someone?
  85. Is it possible to make me insanely jealous?
  86. Which sounds more enticing: horns or tail?
  87. Do you believe having rabbits on the moon would be beneficial?
  88. What were the most incomprehensible lyrics you ever sang all day till you discovered the genuine one?
  89. What would you do if you had the capacity to alter the colour of your body like a chameleon?
  90. What do you want your crush to think of you as poor and beautiful or affluent and ugly?
  91. Do you alter your tone of voice when you visit a high-profile location?
  92. Which amusing odour is the most addictive?
  93. Do you believe you can love someone even if you have never met them?
  94. Assume you want to murder someone. Where would you take them in order to accomplish this?
  95. Who would you choose as your bodyguard if you could choose anyone in the world?
  96. What do you consider to be your soul food? Have you ever had to pee in a pool?
  97. Have you ever conducted fictitious interviews in the shower?
  98. Do you kiss with your eyes open or closed when you kiss?
  99. What have you done in the past to make yourself look sexy but end up looking weird?
  100. Have you ever talked in your sleep?
  101. What does sweat taste like? And how do you know this with such certainty?
  102. Do you think you’d accept a proposal from your favourite celebrity?
  103. Have you ever been caught on an exam cheating?
  104. Have you ever caught someone looking through your belongings?
  105. What kind of people can merely look at you and make you nervous?
  106. Can you recall the last time you spoke a lie?
  107. What do you think about when you’re on the toilet?
  108. Name one thing you claimed to like in order to appear cool in a circumstance.
  109. What makes you feel like peeing in pants?

You may make your chat more intimate by asking some well-thought-out questions as it progresses. 

You’re having a good time with your human, right? 

What could be better than making them both funny and flirty? And who knows, maybe this is the opportunity you’ve been waiting for… make it a memorable day. 

All the best!

About the Author

Sasha Aun
Sasha Aun
Hi, I am Sasha, a professional relationship expert, and a blogger. At Datinghelpguide, I write tips to create an attractive dating profile and guides on managing dating profiles on multiple apps.