250 Funny Questions to Ask- For Lots of Laughs and Fun!

Last Updated on July 11, 2023 by Michele Tripple

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If you are like most people you are always looking for some icebreaker questions to ask, but what happens when you want to do it with a little bit of humor? These funny questions to ask will get people laughing and interacting in no time!

250 Funny Questions to Ask To Get People with pink background and blue question marks.

Let’s be honest starting a conversation with someone (especially the opposite sex) can be hard. It is so hard to know what to say or how to say it! Thankfully if you are communicating over text there are tons of text conversation starters you can use! But what happens if you are face to face in real life? In this case, you will want to have some go-to questions to have on hand! Thankfully we have these funny questions to ask to break the ice and get the conversation flowing in no time!

Looking for more ways to communicate? Try these!

250 Funny Questions to Ask To Get People with pink background and blue question marks.

Funny Questions to Ask

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  • Is cereal soup? Why or why not?
  • What is the funniest name you have actually heard used in the real world?
  • What is the sexiest and least sexy name?
  • What sport would be the funniest to add a mandatory amount of alcohol to?
  • What secret conspiracy would you like to start?
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  • If you could replace all of the grass in the world with something else, what would it be?
  • What’s invisible but you wish people could see?
  • If you had to choose one animal to help you win a fight, which animal would you choose?
  • What’s the weirdest smell you have ever smelled?
  • If you could morph two animals to make one super animal, what two animals would you choose? Why?
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  • Is a hotdog a sandwich? Why or why not?
  • What movie would be greatly improved if it was made into a musical?
  • What’s the best Wi-Fi name you’ve seen?
  • If your five-year-old self suddenly found themselves inhabiting your current body, what would your five-year-old self do first?
  • What’s the most ridiculous fact you know?
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  • What is something that everyone looks stupid doing?
  • What is the funniest joke you know by heart?
  • Have you ever sent a text message to the wrong person?
  • In 40 years, what will people be nostalgic for?
  • What are three items you could buy together at the grocery store to make the cashier laugh?
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  • What are the unwritten rules of where you work?
  • Have you ever caught something on fire while you were cooking?
  • How do you feel about putting pineapple on pizza?
  • What is something that is really popular now, but in 5 years everyone will look back on and be embarrassed by?
  • What part of a kid’s movie completely scarred you?
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  • What kind of secret society would you like to start?
  • What is your most embarrassing moment from high school?
  • If animals could talk, which would be the rudest?
  • What is something you refuse to share?
  • Toilet paper, over or under?
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  • What is your favorite dance move to do when you are at the club?
  • What’s the best type of cheese?
  • What would your favorite dance move be if you were at a wedding?
  • Where is the strangest place you’ve urinated or defecated?
  • Which animal do you think would be the most polite?
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  • What’s the best inside joke you’ve been a part of?
  • What inanimate object do you wish you could eliminate from existence?
  • In one sentence, how would you sum up the internet?
  • What is the weirdest thing you have seen in someone else’s home?
  • How many chickens would it take to kill an elephant?
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  • Who do you know that really reminds you of a character in a TV show or movie?
  • What is the most embarrassing thing you have ever worn?
  • What would be the coolest animal to scale up to the size of a horse?
  • What’s the most imaginative insult you can come up with?
  • What is the most embarrassing thing you have ever worn?
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  • Which body part do you wish you could detach and why?
  • Who was your first celebrity crush, and are you still crushing on them?
  • What used to be considered trashy but now is very classy?
  • What kid’s movie did you think was too scary when you were a child?
  • If you got to choose your name, what would it be and why?
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  • What’s the weirdest thing a guest has done at your house?
  • If you had the power to shrink any one object and carry it with yo in your pocket, which item would it be?
  • If you were arrested with no explanation, what would your friends and family assume you had done?
  • What mythical creature would improve the world most if it existed?
  • What is something that you just recently realized that you are embarrassed you didn’t realize earlier?
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  • If you could use magic to do one mundane task for the rest of your life, what would it be? What would you name the spell?
  • What would be the absolute worst name you could give your child?
  • What is the funniest corporate / business screw-up you have heard of?
  • What’s the weirdest item you keep by your bed?
  • What would be the worst thing for the government to make illegal?
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  • If you were kind/queen for a day, what would be your first rule that you would change?
  • What TV show would you want to be in?
  • What are some of the nicknames you have for customers or coworkers?
  • If all the States in the USA were represented by food, what food would each state be represented by?
  • What’s the strangest purchase you’ve made or almost made on Amazon?
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  • If peanut butter wasn’t called peanut butter, what would it be called?
  • What are some fun and interesting alternatives to war that countries could settle their differences with?
  • What is the best excuse for being late you’ve heard or used?
  • What would be the worst “buy one get one free” sale of all time?
  • What would the world be like if it was filled with male and female copies of you?
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  • Do you have a secret talent? Please show us now.
  • If life were a video game, what would some of the cheat codes be?
  • If you would create a holiday, what would it be called and how would we celebrate it? When would this holiday be?
  • When you were a kid, what name did you give your favorite toy or stuffed animal?
  • What two totally normal things become really weird if you do them back to back?
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  • If you had to give up one thing that you do every day, what would it be?
  • If you had a pet parrot, what would you teach it to say?
  • What would be the creepiest thing you could say while passing a stranger on the street?
  • If you had to give up either brushing your teeth or brushing your hair every day, which one would you choose?
  • What is one band or musician you would love to party with?
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  • What would be the best-worst name for different types of businesses?
  • What movie completely changes its plot when you change one letter in its title? What’s the new movie about?
  • What’s the best pick-up line you know?
  • You’re a mad scientist, what scientific experiment would you run if money and ethics weren’t an issue?
  • If you were a pair of shoes, what kind of shoes would you be?
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  • What is your go-to movie when you need a pick-me-up?
  • What are some fun ways to answer everyday questions like “how’s it going” or “what do you do”?
  • If you were held at gunpoint and told that if you didn’t impress them with your dance moves you would be killed, what dance moves would you bust out?
  • What is your go-to guilty pleasure song?
  • If someone asked to be your apprentice and learn all that you know, what would you teach them?
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  • Would you rather be a hobbit or an elf for a day?
  • If you could make the ultimate sandwich, what would be on it?
  • What would some fairy tales be like if they took place in the present and included modern technology and culture?
  • What ridiculous and untrue, yet slightly plausible, theories can you come up with for the cause of common ailments like headaches or cavities?
  • If you had to replace your hands with something other than hands, hooks, or claws, what would you choose and why?
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  • What is the worst fashion decision you’ve ever made? Do you have a picture of it?
  • If you were transported 400 years into the past with no clothes or anything else, how would you prove that you were from the future?
  • In the event of the apocalypse, what three places are you going to first to gather supplies?
  • What book or series did you wish you could live in?
  • If you were wrongfully put into an insane asylum, how would you convince them that you’re actually sane and not just pretending to be sane?
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  • During the apocalypse, what supplies are the most important (besides weapons and food)?
  • If you manage to survive the apocalypse, what will your new job title be?
  • If you could be the best in the world at something, what would it be?
  • What fictional character is amazing in their book / show / movie, but would be insufferable if you had to deal with them in mundane everyday situations?
  • In the apocalypse, would you rather tough it alone or try to find a community to live in?
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  • What’s the weirdest thing you wanted to be when you grew up?
  • If over time you replace parts on a car, at what point does it stop being the same car you bought? How many parts do you need to replace to make it a new car?
  • What are the three best things about you that you wouldn’t put in your bio on a dating profile?
  • If you were the ruler of the world, who would be your top adviser?
  • Where was the most inappropriate / most embarrassing place you’ve farted?
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  • On a scale of 1-10, how strict are/were your parents?
  • What’s the worst date you’ve been on?
  • If you were a street fighter, what would your theme song be and why?
  • Were your parents more or less strict on you than they were your siblings?
  • Who was your worst teacher? Why?
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  • Who was your favorite teacher? Why?
  • What was your favorite toy growing up?
  • What is your favorite room in your home?
  • What is one animal that you are really afraid of?
  • What’s the strangest thing you’ve ever eaten?
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  • Which would you pick: being world-class attractive, a genius or famous for doing something great?
  • What item do you think will be obsolete in 20 years?
  • Who are the 3 greatest living musicians?
  •  Who is a celebrity that you think shouldn’t be famous?
  • If you could choose a lifetime supply of anything, what would it be?
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  • Which of your friends are you proudest of? Why?
  • What’s the weirdest thing you wanted to be when you grew up?
  • Which historical figure would you like to be?
  • What’s the right age to get married?
  •  Would you rather have a rare disease that makes you always say everything that is on your mind or lose the ability to ever speak again?
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  • If you had to eat the same meal at least once a day, what would it be?
  • Tell me 3 things you remember about kindergarten.
  • What would be the tagline to the sitcom of your life?
  • What paper that you’ve written are you most proud of?
  • What’s your most unpopular food opinion?
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  • What would you do if you were invisible for a day?
  • Which piece of clothing do you no longer wear but can’t throw away?
  • Who would you like to live like for a day?
  • What word do you want to be added to the dictionary, and what is its definition?
  • If you could time travel, where would you go?
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  • What’s your favorite ice cream flavor?
  • Have you or someone you know seen your doppelgänger?
  • Would you rather live for a week in the past or the future?
  • If you could be a cartoon character for a week, who would you be?
  • If you opened a store, what would you sell and what would be its name?
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  • Would you rather have x-ray vision or the ability to always know when someone is lying to you?
  •  Do you feel like a leader or a follower?
  •  What’s the funniest thing you’ve read recently?
  • If you could ask your pet 3 questions, what would they be?
  • If you were famous, what would your stage name be?
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  • What’s the most courageous thing you’ve ever done?
  • Who do you think will be playing on “oldies radio” in 30 years?
  • If you could be an Olympic athlete, in what sport would you compete?
  •  What is a food combination that people eat that you just can’t get behind?
  • If you had to live in a different state, what would it be?
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  • Where is the coolest place you’ve ever pooped?
  • If you could choose your own nickname, what would it be?
  • What is something you do that would be embarrassing if everyone found out?
  • What’s your favorite thing about one of your grandparents?
  •  What celebrities would you want to play your parents in a biopic about your life?
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  • Do you ever talk to yourself? When and what do you say?
  • What’s the worst (fake) brand name you can think of for items you use every day?
  • What do you think is the greatest invention of all time?
  • Who is the one celebrity you would want to be friends with? 
  • Who is the one celebrity you would not want to be friends with?
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  • Using one word, how would you describe your family?
  • What is your favorite line from any movie?
  • What’s your favorite season?
  •  What’s your biggest kitchen fail?
  •  If you could read minds, how would you use the gift?
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  • Shark diving, bungee jumping, or skydiving?
  • What is the sound you love the most?
  • What is the weirdest scar you have and how did you get it?
  • If you could ask the President one question, what would it be?
  • Have you ever accidentally been caught in your birthday suit?
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  • What’s the weirdest Wikipedia rabbit hole you’ve stumbled down?
  • If you could pick a new first name, what would it be?
  •  What’s the single best piece of advice you ever received?
  • If you had to leave earth on a spaceship and take 4 friends with you, who would they be?
  •  If you had 24 hours to do whatever you wanted in this city, what would you do?
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  • Have you ever noticed that easy-open packages are actually pretty hard to open?
  • What hobby have you always wanted to develop?
  • What is your favorite movie quote?
  • Which house would you belong to in Hogwarts?
  • If you won a trip to anywhere in the world, where would you take me?
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  • If you were forced to open a bar, what would you name it?
  • Do you sleep with your sheets tucked in or out?
  • Have you ever shoplifted? If yes, what did you take?
  • Do you ever count your steps when you walk?
  • What is one childhood superstition or fear you’ve never told anyone?
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  • What’s your dream job?
  • What secret obsession do you have that I don’t know?
  • Would you rather have noisy neighbors or nosy neighbors?
  • What’s your favorite viral video?
  • Would you rather live somewhere where it is always winter or where it is always summer?
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  • Were you named after anyone?
  • Would you rather eat a stick of butter or snort a tablespoon of salt?
  • Did you like school?
  • Could you go a week without your smartphone?
  • What would be the title of your autobiography?
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  • Would you rather live somewhere where it is always winter or where it is always summer?
  • If you could travel anywhere in the world, where would it be?
  • Would you rather eat a stick of butter or snort a tablespoon of salt?
  • If you could be great at one sport which would you choose?
  • What’s the first thing you do when you get home from a trip?
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  • Would you rather spend five days exploring Disney or New York City?
  • Would you rather have a third eye or a third arm?
  • Could you go a week without your smartphone?
  • Whose parents do/did you wish you had?
  • If you could shop for free at one store, which one would you choose?
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  • How did you get out of being in trouble when you were a child?
  • Have you ever been banned from a public place? If so, why?
  • Would you rather only be able to whisper or only be able to yell everything?
  • Did you ever skip school as a child?
  • What personal trait has gotten you in the most trouble?
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  • Which celebrity chef would you most like to fix you a meal?
  • Who is your favorite athlete?
  • What is the best piece of advice you’ve received?
  • Would you rather be the most popular kid in school or the smartest kid in school?
  • What do you like to do on a rainy day?
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  • What is the stupidest way you have ever hurt yourself?
  • Would you rather be the best player on a horrible team or the worst player on a great team?
  • What is your favorite animal sound?
  • If you could choose any animal to be your permanent sidekick, what animal would it be?
  • What is your favorite thing about the beach?
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  • If you had to suddenly flee the country, where would you live and why?
  • If you could be anywhere else right now, where would it be?
  • What is your favorite Disney movie?
  • What is the worst date you’ve ever been on and how long did it last?
  • Which of the Seven Dwarfs is most like you?
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  • If someone made a movie of your life would it be a drama, a comedy, a romantic-comedy, action film, or science fiction?
  • Name a product or service you love so much that you’d happily be that company’s spokesperson.
  • If you could use a time machine to go back into your past and fix one thing, what would it be and how would it change your future?
  • What is the sickest you have ever been?
  • If you were guaranteed to be successful in a different profession, what would you want to do?
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  • Do you believe in ghosts and would you ever go ghost hunting?
  • If you could be a professional at any sport, what sport would it be?
  • What crazy name would you give your child if you were a celebrity?
  • What do you do when you are around someone you don’t like?
  • If you could have a conversation with any one of our world leaders, who would it be and why?
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  • As a child, what did you wish to become when you grew up?
  • What’s the worst thing you did as a kid?
  • What movie title best explains your life right now and why?
  • What is the best part of being a part of your family?
  • What is your favorite day of the week?
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  • If you had to either shave your head or dye all of your hair green, which would you choose?
  • If you could have plastic surgery to enlarge one part of your body, what would it be?
  • If you had to marry one Star Wars character, which one would you choose?
  • If you had to wear one Halloween costume every day for the rest of your life, what would you be?
  • If you could be a fly on the wall, where would you land?
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What funny questions would you add to the list? Share in the comments!

Ready for more fun ways to start the conversation? Try these other conversation starters!

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