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Relationships | Happiness

123 Seriously FUNNY Questions to Ask Your Friends!

Laughter is the best medicine, and it’s even better with friends! But did you know humor can also be a powerful way to get to know someone better? When it comes to bonding with your friends, our 123 funny questions to ask can serve as an excellent guide!

Our funny questions won’t just make you laugh. Each question can trigger a related story or memory, leading to even more fun conversations. And in doing so, they’ll help you build deeper connections with your friends.

As you go through the questions, you’ll discover your friend’s funniest memories, what makes them laugh till they cry, and even hypothetical scenarios that uncover their hidden sense of humor and wit. So strap in for this laughter rollercoaster ride as we present our “123 Seriously FUNNY Questions to Ask Your Friends!”

group of friends sitting next to each other having a good conversation

Why Ask Funny Questions?

Asking funny questions is about more than just getting laughs. Let’s get into why you should start adding humor to your conversations.

Funny Questions Spark Joy

Funny questions are entertaining and lead to laughter, a natural stress reliever. Laughter releases endorphins, one of the body’s feel-good chemicals that promote overall happiness and well-being.

Laughter has many benefits. According to the Mayo Clinic, laughter reduces stress, improves immunity, and is a natural pain reliever.

Want to feel happier right now? Recall funny stories and instances of laughter from your funny conversations with your friends. When you think happy thoughts, you tap into the brain’s ability to relive the joy you felt during those moments.

Shared Laughter Strengthens Relationships

Shared laughter is key to strengthening relationships as it signals a common worldview and increases the sense of connection between people. According to recent research, when we laugh together, we perceive more similarities with each other, leading to increased liking and desire for affiliation.

Shared laughter, vs. laughter in general, is associated with higher levels of happy emotions, relationship satisfaction, and closeness and support in relationships.

two women laughing during a good conversation

Funny Questions Inspire Creativity

Asking funny questions that require imaginative answers can stimulate creative thinking. By pushing the boundaries of normal thinking through humor, you and your friends are forced to think outside the box and explore new perspectives. This makes conversations more fun and engaging.

Funny Questions Can Break Tension 

When things get too serious or heavy, a well-timed funny question can break the tension and put the smiles back on faces. A funny question can be a mental palate cleanser; it can lighten the mood and get things back to a more relaxed state. This is especially useful to prevent conversations from getting too strained or overwhelming and lead to more open and constructive conversation.

Humor Boosts Confidence and Social Skills

Participating in humorous conversations requires active listening, wit, and adaptability. You and your friends can practice and improve these skills by engaging in playful banter. This can boost your social confidence.

Humor also makes you more approachable and likable, creating positive social experiences that contribute to personal growth and stronger social networks.

3 friends sitting outside on a ledge laughing together

Tips for Using Funny Questions Effectively

If you’re adding humor to your conversations, make sure to:

  • Be Positive: Jokes should never be at someone’s expense. Keep it light and create a relaxed environment where everyone feels at ease.
  • Show Genuine Interest: Listen intently to each story and react with a smile or laughter. Your curiosity will encourage others to share their stories and create more fun and funny conversations.
  • Know Your Audience: Be mindful of others’ backgrounds and preferences, as senses of humor vary. Gauge reactions and adjust accordingly to ensure your humor resonates and builds rapport.
  • Avoid Sensitive Topics: Steer clear of emotionally charged topics like religion, politics, and personal issues. Focus on light-hearted and universal topics to avoid discomfort or alienation, and if in doubt, choose a safer subject.
  • Vary Your Topics and Tone: Switch between playful teasing and deeper topics. This will keep conversations fresh and prevent them from becoming stale or predictable.
  • Respect Boundaries: While humor can build rapport quickly, don’t cross boundaries or offend anyone in the conversation. Don’t push if someone seems hesitant or uncomfortable sharing specific stories. Instead, switch to another topic without missing a beat.

Remember, it doesn’t matter if your question is silly or bizarre; what matters is its ability to bring joy, spark creativity, and strengthen relationships! Next time you’re conversing with friends or family, don’t hesitate to ask these weirdly funny questions.

two women sitting on the ground outside laughing together

123 Seriously Funny Questions to Get to Know Your Friends

Getting to know someone doesn’t have to be serious. It can be seriously funny!

Our questions are designed to maximize engagement by presenting each question in a funny way. Hypothetical, ‘this-or-that,’ and nostalgic questions are all included for hilarious conversations.

Find Out What Makes Your Friends Laugh

Finding out what makes your friends laugh is a key to cultivating relationships. By tapping into what tickles their funny bone, you create opportunities for shared laughter.

Ask your friends:

1. “Has something ever made you laugh until you cried?”

2. “Who’s the funniest person you know and why?”

3. “Who’s your favorite comedian, and if you had to be stuck in an elevator with them for an hour, what hilarious scenario do you think (or hope!) would unfold?”

woman standing in an elevator with an amused look on her face

4. “Which comedy movie or show do you quote way too often?”

5. “What’s the funniest scene from your favorite comedy?”

6. “Can you tell me the funniest joke you know?”

7. “Do you have a favorite meme?”

8. “What type of comedy do you enjoy most – slapstick, dark humor, puns?”

9. “Have you ever laughed at something at a completely inappropriate time? What was it?”

10. “What’s the funniest thing you’ve overheard someone say in public?”

11. “If you could have a sit-down dinner with any funny fictional character, who would it be and why?” 

Funny Memories and Embarrassing Stories

We all have cringe-worthy moments that we’d rather forget, but they can also be some of the funniest stories to share with friends. Sharing embarrassing stories is an excellent exercise in vulnerability and trust-building. According to Brené Brown’s research on vulnerability, opening up about our flaws and mishaps can lead to greater connection and empathy among friends.

3 friends cracking jokes, one of them is covering her mouth trying not to laugh out loud

Remember to ask these questions with sensitivity and respect for personal boundaries. The aim is not to cause distress but to evoke joy and solidarity.

Here are some questions to ask your friends to learn about their funniest experiences:

12. “What was the funniest thing that has happened to you?”

13. “Did you have a childhood imaginary friend? What were they like, and are you still in touch?”

14. “What are some ‘normal’ things you did as a child but realize now were weird or funny?”

15. “What was your most absurd childhood theory about how something worked?”

16. “What fictional character did you think was real, and when did you finally realize they weren’t?”

17. “What’s the weirdest or funniest thing you collected as a child?”

18. “What’s the funniest lie you believed as a child?”

a little girl with her arms raised up above her head with her fingers spread wide, telling a little boy a story

19. “What’s the funniest hairstyle or fashion choice you made when you were younger?”

20. “Can you recall any humorous family vacation mishaps?”

21. “What was your most embarrassing moment in school, perhaps when you tried to be cool but ended up looking ridiculous doing something you thought would impress others?

22. “What’s the craziest thing you’ve done on a dare, and did it turn out to be an epic story or a terrible decision?”

23. “Have there been times when something didn’t go as planned, but now, looking back, it makes you laugh out loud?”

24. “If you could send a message back in time to your teenage self in only three words, what would they be?”

a female friend whispering in her friend's ear as she covers her mouth in surprise

25. “What’s the most embarrassing screen name or email address you’ve ever had?”

26. “Have you ever tripped or fallen in public? What happened?”

27. “Did you ever say something awkward during a date? How did it go down?”

28. “Was there ever a time when autocorrect made things hilariously wrong for you?”

29. “Can you recall any wardrobe malfunctions that left you red-faced?”

30. “What’s the weirdest gift you’ve ever received, and how did you react?”

31. “What’s the funniest or weirdest thing you’ve said or done in your sleep, according to others?”

a woman asleep in bed in a funny position

32. “Have you ever had a ridiculous misunderstanding with someone that was too funny once you figured it out?”

33. “Have you ever tried a DIY project or recipe that went hilariously wrong? What happened?”

34. “What’s the oddest advice someone has given you, and did you take it?”

35. “What’s your go-to excuse for getting out of something?”

Interesting Quirks, Behaviors, and Preferences

Going into interesting quirks, behaviors, and preferences is like going on a treasure hunt of personalities! These light-hearted questions stimulate creative thinking and self-reflection, revealing hidden aspects of someone’s personality. We create space for authentic connections built on acceptance and shared joy by embracing and sharing our amusing quirks and preferences.

two women having a fun conversation with one woman making a very expressive gesture with her hands

Here are questions that will reveal silly habits and charming idiosyncrasies:

36. “What’s the weirdest hobby you picked up during quarantine?”

37. “Based on your personality, what nickname would you give yourself?”

38. “What is the most unpopular food opinion you proudly stand by, even if everyone else thinks you’re out of your taste-bud-mind?”

39. What’s the most embarrassing song you secretly love but would never admit to others?

40. “Do you talk to yourself when alone? What kind of conversations do you usually have?”

smiling woman looking up to the sky with her left arm behind her head

41. “What is one thing you always do without realizing?”

42. “Do you ever pretend to be in a music video while listening to songs?”

43. “Do you have any weird rituals or habits that you do daily?”

44. “What’s your go-to karaoke song, and do you have a signature move while performing it?”

45. “Do you have a secret talent that hardly anyone knows about? Can you show it?”

46. “What’s your spirit animal, and do you think it’s as cool as you are?”

woman in sunglasses wearing a funny hat in the shape of a shark on her head

47. “What’s your go-to dance move when no one’s watching?”

48. “What’s the most bizarre thing you’ve ever bought online, perhaps late at night?”

49. “What’s the strangest thing you’ve ever found in your pocket or bag?”

50. “Is there a word or phrase you unintentionally overuse?”

51. “Do you have a peculiar method for making decisions, like flipping a coin or asking your pet?”

woman speaking to her dog

52. “What’s an item you own that you can’t live without but others might find unnecessary?”

53. “Are there any sounds, smells, or textures that you find oddly satisfying or comforting?”

54. “Do you have any unconventional ways of using everyday objects?”

55. “What are some unusual or specific things you find funny that others might not?”

56. “If money wasn’t an issue, what untraditional hobby would you pick up immediately?”

Funny Hypothetical Scenarios

“What if?” scenarios serve as a creative catalyst, allowing us to explore the bounds of our imaginations. The charm of these scenarios is in their delightful absurdity! Engaging in these imaginative what-ifs fuels laughter and can be a playful window into how a person thinks, sometimes leading to unexpected revelations!

3 women standing on a basketball court laughing during a funny conversation

Here’s our list of hilarious hypotheticals:

57. “If you could live inside any video game for a week, which one would you choose, and what would be your ultimate quest?”

58. “If you could create your dream job where you get paid for doing something outrageous, what would it be?”

59. “If you could combine two animals to create the coolest animal ever, which ones would you choose, and what would their hybrid name be?”

60. “If animals could talk and you could ask them to answer everyday questions, what would you ask your pet or a wild animal?”

a cute hamster nibbling on a seed it's holding in its front paws

61. “If you could switch lives with any fictional character for a week, who would it be, and what would you do?”

62. “If you could be a member of any reality TV show family, which one would it be?”

63. “If you could have dinner with two famous people, who would they be and why?”

64. “If someone turned your life into a movie, which of your favorite movie actors would play you and other roles, and what would the storyline be?”

65. “If you could choose any real or mythical animal to be your best friend and sidekick, which would you pick, and what adventures would you go on?”

66. “What would be your first reaction if aliens landed in your backyard?”

67. “If the aliens offered to take you home with them, would you go? Why or why not?”

a man shining a flashlight at the sky at night

68. “If you could have any superpower but had to wear underwear over your clothes like Superman, what power would you choose?”

69. “If you were a superhero and toilet paper was your only gadget, how would you use it to save the day?”

70. “If you could spend a day as any cartoon character, who would it be, and what mischief would you get up to?”

71. “Would you rather be the smartest person alive but unable to communicate or the most average person with perfect communication skills?”

72. “If time travel was possible, where (or when) would you go, and what items would you bring back?”

73. “If you could write any message or draw any picture on a roll of toilet paper that millions would see, what would it be?”

a woman presenting a roll of toilet paper

74. “If you had to survive a zombie apocalypse, what three items would you take, and what would be your strategy?”

75. “If you had to replace your hands with objects already in your house, what would you replace them with?”

76. “If you were a ghost, where would you haunt, and what ghostly pranks would you play on people?”

77. “If you could have a bottomless backpack that could hold an infinite amount of one item, what would that item be?”

a backpack on the ground outside with the sun shining through

78. “If you could choose any fictional character to be your personal life coach, who would it be and why?”

79. “If you were accidentally mistaken for a celebrity and got to live their life for a day, who would you want it to be, and what would you do?”

80. “If you were in charge of creating a new national holiday, what would it celebrate, and how would people celebrate it?”

81. “If you could communicate with one type of inanimate object, what would it be?”

82. “If you were to open a theme park based on your life, what would some rides and attractions be called?”

an amusement park on the boardwalk

83. “If you could instantly acquire any one talent but had to give up one in exchange, what talent would you gain, and what would you give up?”

84. “If you were a mad scientist and could create any invention without the limitations of current technology, what would it be?”

85. “If you could only communicate through song lyrics for the rest of your life, which band or artist’s lyrics would you choose?”

86. “If you had the power to make one food calorie-free forever, which would you choose?”

87. “If you had to choose one dance move to do every time you enter a room, what would it be?”

woman in a dance pose with her arms out

88. “If you could invent a new, ridiculous track and field event for the Olympics, what would it be, and how would it work?”

‘This-Or-That’ Personal Preference Questions

Simple, versatile, ‘this-or-that’ questions can lead to hilariously absurd discussions. Remember – there’s no correct answer. Just enjoy each other’s weirdness!

Check out our questions:

89. “Would you prefer using a fork or a spoon for the rest of your life?”

90. “Would you rather always sing instead of speak or dance everywhere you go?”

woman singing

91. “Which is worse: finding hair in your food at a restaurant or realizing halfway through eating that your food is undercooked?”

92. “Would you rather lose all your money and valuables or all the pictures you’ve ever taken?”

93. “Would you rather always be 10 minutes late or 20 minutes early?”

94. “Would you rather live without music or TV?”

95. “Would you rather have hiccups or feel like sneezing for life?”

96. “Would you rather read minds but forget everything else every hour or remember everything but never know anyone’s thoughts?”

smiling man looking off to the distance with his right hand under his chin

97. “Would you rather fight one horse-sized duck or 100 duck-sized horses?”

98. “Would you rather eat only your favorite food for the rest of your life or never be able to eat it again?”

99. “Which horror movie archetype do you identify the most with, the person who survives or the first to die?”

Hilarious Conversation Starters

Having some funny questions up your sleeve can be a lifesaver in social situations. By starting conversations with humor, you’re more likely to get your friends to open up and relax. These conversation starters can be as silly as you like, so don’t be afraid to get your inner comedian out!

two women laughing during a funny conversation

Here are some fun prompts to break the ice or keep a conversation going:

100. “What is the funniest thing you’ve accidentally said or done without realizing it until later?”

101. “Have you ever sent a text to the wrong person that turned out to be incredibly embarrassing? What did it say?”

102. “What song do you secretly love and know all the words to?”

103. “What’s the weirdest thing you’ve ever seen someone do in public when they thought no one was watching?”

104. “How many chickens do you think it would take to be able to pull a car? Discuss your strategy for training them.”

105. “What’s the worst fashion trend you’ve ever participated in, and do you have photographic evidence?”

smiling woman looking through her jackets in her closet

106. “What’s the best pick-up line you’ve ever heard, and would you actually use it or run away fast?”

107. “What’s the best Wi-Fi name you’ve ever come across, and did it make you wish you’d thought of it first?”

108. “What do you think is the most useless word in the English language, and can you make up a funny new meaning for it?”

109. “What’s the most embarrassing thing you’ve ever Googled, and did you find the answer you were looking for?”

110. “What’s the most amusing prank you’ve played on someone?”

111. “What do you think would be the most inconvenient superpower to have in everyday life?”

112. “What would animals say about humans if they could have a talk show?”

3 ducks walking along a path

113. “What would you bring to show-and-tell if you were giving a presentation to aliens about human life?”

114. “What would you do if you found out that all the TV remotes in the world now only work if you do a little dance first?”

115. “What type of infomercial would you nail as the over-enthusiastic presenter?”

116. “What kind of secret society would you like to start, and what would be its hilarious initiation ritual?”

117. “What’s the strangest thing you could say to a stranger on an elevator while keeping a straight face?”

118. “What TV game show would you dominate if you were a contestant?”

119. “What would be your go-to disguise if you were an international person of mystery?”

woman looking at the camera with her right pointer finger against her lips telling you to keep a secret

120. “What ridiculous world record do you think you might have a shot at breaking?”

121. “What’s the weirdest thing you would buy if you won the lottery?”

122. “What would be the clickbait title of your last dream?”

123. “When was the last time you had such a good laugh that you couldn’t breathe? What was so funny?”

Final Thoughts

Laughing with friends is the best! The relationships you build when you share a good laugh are unbeatable. 

two friends laughing together

Now, you have a stash of funny questions to use in your conversations. At your next gathering, try out some of these questions. You’ll have a blast! Just remember to be kind and present and let the humor bring you closer to the people in your life 🙂


Don’t let the fun end here! Dive into the a little dose of happy blog and explore a world of happiness tips and entertaining content. You’ll be one step closer to a more joy-filled life with every read!

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