180 Funny & interesting Hypothetical Questions to Ask Anyone

What would your cheat code be if your life were a video game? If you enjoy silly hypothetical questions and scenarios like these, then have we got an article for you! Read on for the funniest hypothetical questions for friends, couples, your significant other, and more.

Our Favorite Funny Hypothetical Questions

What deli meat would you like your sheets to be made of?
What would you tell someone if their underwear was showing?
Would you rather be bald for the rest of your life or get a massive mullet?
How would you survive if your favorite snack suddenly became illegal?
What do you think would happen if there were no seasons at all?
If you could have any accent, what would it be?
If you could design a planet, what would it look like?

Section 1 of 11:

Funniest Hypothetical Questions

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Pose a funny question to get an even funnier answer. There’s no wrong way to answer a hypothetical question, which means the answers can be just as absurd or unexpected! Spark a hilarious conversation by forcing your friends to consider a situation they’ve never thought of before. Try something like:
- Would you go three months without shaving, brushing your teeth, or using deodorant for $50,000?
- What deli meat would you like your sheets to be made of?
- What would be the first thing you’d do if time machines existed?
- Would you visit Jurassic Park if it were real?
- If someone wanted to pay you $500K to spend one week in an abandoned house with one person without eating or sleeping, would you accept the offer?
- Hyenas are constantly laughing. When they’re being killed, do they still laugh?
- What would you ask your future self in the year 2050 if you could just ask one question?
- Would you rather be more arrogant or more uneducated?
- What would you do if a classmate asked you for the answer to a question during an exam when the teacher wasn’t looking?
- What would you choose if you had to choose between nighttime and daytime? Why?
- What would be the first rule you would make if you were the Emperor of the Earth?
- What car would you turn into if you were a transformer?
- Imagine you are hiking in the wilderness. You can swim across a mile-wide, ice-cold river in one day, or you can walk for an extra week to cross over the nearest bridge. Which would you choose?
- How would you handle it if your friend resisted a new idea or policy you introduced?
- How would the world be different if everyone were incapable of lying?
- Would you want to know if you were really a robot?
- Do you want someone to tell you exactly what you’ll be doing in 20 years if you couldn’t do anything about your future?
- If “I am” is said to be the shortest sentence in the English language, could it be that “I do” is the longest one?

Section 2 of 11:

Funny Hypothetical Questions for Couples

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Ask each other playful questions that reveal deeper truths. Hypothetical questions for couples are a great, lighthearted way to explore your partner and your relationship. Ask your question in a way that doesn’t reveal which answer you’re expecting (or hoping for), and remember to actively listen when your partner responds to open up a fun and meaningful conversation.^{[1]
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- If you could choose one career path for me, what would it be?^{[2]
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- If a movie were made about us, what genre would it be, and who would play what character?
- If we had unlimited resources, what philanthropic activities or causes would you want us to support?
- Can you create a new handshake that symbolizes our relationship?
- If we were to create a signature dance move together, what would it be?
- If we could compete in a reality show, who would win and why?
- Which television game show would we do best competing on together?
- If we swapped lives for a week, what’s the first thing you would do as me?
- If we could start a business together, what type of business would you want it to be?
- Who would be the boss if we started a business together?
- Would you rather go to bed with your partner every night or wake up next to them every morning?
- What is one thing you've learned from your partner?
- Would you rather never hold someone’s hand again or never kiss them again?
- What is one thing you're most grateful for in your relationship?
- After a bad day, would you rather someone listen to you talk about your troubles or order your favorite food for you?
- What is one thing you hope to achieve in a relationship?
- If you were stranded on a deserted island together, what qualities in each other would you depend on the most to survive?
- What would the title and first chapter be if we could write a book about our relationship?

Section 3 of 11:

Funny Hypothetical Questions for Friends

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Crack up your friends with a unique and thought-provoking question. Challenge your friends with hypotheticals that push their imaginative skills in a funny direction, like what they’d do with a million dollars or how they’d act as emperor. Their answers may surprise you—and make you chuckle.
- If you could learn any skill you want in the world without trying, which one would you pick?
- What would you tell someone if their underwear was showing?
- What age would you prefer to be if you could go back in time and be any age you wanted for a month?
- What dog breed would you be if you became one?
- If extra lives were actually a thing in the real world, how would you be able to get them?
- What would you sell your soul for if you could really sell it to the devil?
- What animal would be much better if it were scaled?
- You pick up a book and start reading, only to realize it’s your life. Do you turn the page knowing that you won’t be able to change the events that will unfold?
- One day, you’re assigned to a large-scale project that has a direct impact on the company’s performance. What would you do if you were in this situation?
- What would be the mission, and who would be the members of your secret society if you could start one?
- Imagine you are the emperor of a small island nation and can only choose five people from history to come and live on your island for three years. Who would they be and why?
- Would you rather be bald for the rest of your life or get a massive mullet?
- If a turtle does not have a shell, is it considered homeless or naked?
- If you could erase one thing from the world, along with all of its memory, what would you erase?
- If you were given $1 million to spend but were going to die in ten days, what and where would you spend it?
- How would you dispose of a corpse if a personal friend killed someone for a legitimate cause and you couldn’t report it to the authorities?
- What would you say if the world were actually listening?
- Which part of your body would you eat if you had to eat one part of your body or die a horrific death?

Section 4 of 11:

Funny Hypothetical Questions for Your Boyfriend

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Catch your special guy off guard with a lighthearted Q&A session. These funny hypotheticals range from zombie apocalypse scenarios to celebrity pets—topics your boyfriend certainly won’t see coming! Lob him a tough but silly question to see how he thinks off the cuff:
- If we had to start a weird side hustle together, what would it be, and what would the company slogan be?^{[3]
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- If you suddenly became internet famous, tell the viral moment behind it.
- If a zombie apocalypse happened right now, which of us would survive longer and why?
- If aliens asked you to mention one meme that resonates with the Earth with one meme, what would it be?
- What three household items would you bring if we were stranded on a desert island?
- If we were supervillains, what would our names be and why?
- What would it be if you were stranded on a desert island but could choose one item from a grocery store?
- What would you do if you could pull a prank on me without any repercussions?
- If you could swap lives with any animal for a day, what animal would you pick and why?
- If we could swap lives with another couple for a month, who would it be and why?
- If you could only use one emoji to express all your feelings, which would it be?
- If our relationship had a theme song, what would it be?
- If we swapped pets with a celebrity for a week, whose pet would you want and why?
- Would you still be with me if I were a worm?
- What would it be if you had to eat one meal every day for your entire life, but it could never taste the same twice?
- What would your cheat code be if your life were a video game?
- If we were characters in a romance novel, what would our most passionate scene be like?
- How would you survive if your favorite snack suddenly became illegal?

Section 5 of 11:

Funny Hypothetical Questions for Your Girlfriend

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Ask your girlfriend something silly to see how her mind works. Throw your special lady a curveball to make her think on her feet (and laugh!). You’ll get to learn more about how she thinks, plus you could even end up creating a new inside joke together. Try something like:
- What’s the first thing you’d say if you woke up one day and realized you were invisible—but only from the waist up?
- What would you put together for a red carpet event if you could only wear outfits made entirely of items found in a cutlery store?
- If I could give you a secret code word for "let's sneak away together," what would the word be?
- What would you do if you woke up one morning and discovered you could fly?
- If you had to replace me with a cartoon character, who would it be?
- What would happen if a random item appeared in your hand whenever you said something sarcastic?
- If we both got superpowers, which one of us would use them for something totally useless?
- What would it be if you could only wear one outfit for the rest of your life?
- If we could only communicate with dance moves, who would win all the arguments?
- If you could have any accent, what would it be?
- If we could only wear matching outfits forever, what would they look like?
- If you had to live in a house made entirely of candy, which candy would make up each room?
- If we opened a restaurant, what would be the weirdest dish on our menu?^{[4]
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- What’s the first rule you’d create if you became the queen of a made-up country?
- If our arguments had a referee, what would they most often throw a penalty flag for?
- If you had to replace one of your hands with an everyday object, what would it be, and how would you make it stylish?
- What would happen if you could only talk in rhymes for a day, and how would you name your favorite salon?
- If your laugh could be turned into a ringtone, who would be most annoyed by it?

Section 6 of 11:

Funny Hypothetical Questions for Adults

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Challenge your friends with some hypotheticals about mature topics. Questions about things like car insurance, debt, and the law might not sound funny at first, but an unexpected answer can make the whole room guffaw. So, spice up your next grown-up gathering with some silly conversations starters like:
- Would you leave your name and address if your car bumped into another car and no one witnessed it?^{[5]
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- Would you rather live for another 50 years and never leave your house or live for another 10 years and be free to go wherever you want?
- Would you rather be pain-free for the rest of your life or debt-free for the rest of your life?
- Would you choose to know your future if it meant forgetting your past?
- If you could make one thing that is now legal illegal and one thing that is illegal legal, what laws would change?
- If you could go back in time and learn something sooner, how would it have changed your life?
- If you were chosen to be the first human to make contact with aliens, would you want to?
- If you could start a secret society, what would be its goals, and who would you include?
- If you had an animal or plant renamed in your honor, what would you want to carry your name?
- What amount of money per month will you need to give up your cell phone for good?
- If you could dedicate an entire month to one activity, what would you pursue?
- If you could meet a distant relative from the past or from the future, who would you choose and why?
- If you could swap lives with any cartoon character for a week, who would it be and why?
- What would happen if humans had a tail—how would people show off at parties?
- If you were arrested with no explanation, what would your friends assume you did?
- Would you rather fight one horse-sized duck or a hundred duck-sized horses?
- If you could only wear one color forever, but it had to be neon, which would you choose?
- If your brain had a “loading screen,” what funny message would pop up?

Section 7 of 11:

Tricky Hypothetical Questions

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Try to stump your friends with a clever question that’s not so easy to answer. From juicy personal questions to bizarre would-you-rathers, these tricky hypotheticals can make anyone overthink their answer. Your pals will be mulling these questions over for days, wondering if they answered correctly…
- Would you rather have four legs or four arms?
- What would you ask God if you could just ask him one question?
- Which two limbs would you prefer if you had to lose one?
- What mystery would you pick if you could solve some unsolved mysteries in history right now, and why?
- Would you snap your fingers if every time you did, you were immediately transported to a different point in humanity’s timeline? If that’s the case, how often do you do it?
- Would you rather spend the rest of your life traveling to only one city or never leaving your home state?
- What would I learn about you if I had the opportunity to speak with someone who disliked you?
- What holiday would you make if you had the power to do so, and what month would it be in the calendar?
- What would be your dream last meal? What’s on the dinner menu this time?
- What would you do if a zombie apocalypse started right now?
- What would you choose if you had to choose between a great friendship and an average relationship?
- What animal would you like if you could shrink any animal to the size of a chihuahua?
- Do you think you’d be able to pull a sock out of your mouth without using your hands or feet?
- Which would you prefer: living in a tropical island resort for the rest of your life with three friends and never having to leave, or living a regular life in the suburbs?
- Which bird would you prefer if you could be any bird?
- Would you rather learn a lot about a little or a little about a lot?
- What would you like as the subject of an in-depth documentary if you had the opportunity?
- What would you smell if you were constantly surrounded by one aroma, aside from your normal scent, that you and everyone else could smell?

Section 8 of 11:

Interesting Hypothetical Questions

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Have a giggle while you ponder a perplexing scenario. These bizarre hypothetical situations are perfect for stimulating your pals’ intellectual sides and tickling their funny bones at the same time. Spark a lively conversation by posing a question like:
- What rule would you impose if you were the world’s king or queen?
- Would you wish to travel to the future and be present at your own funeral?
- What would you do if you made a strong recommendation in a meeting but your coworkers disagreed?
- What would you teach if you had no choice but to teach?
- Would you be willing to have your left middle finger surgically removed if it meant you’d never get sick again?
- Do you believe that if all land were connected, the world would be a better place?
- Would you be willing to forego all of your first-world comforts to live in a third-world country and be content?
- What would you say if you had to sum up your life in 15 words or fewer?
- What would you do if you were alone at home late at night and heard footsteps in your apartment or house? Would you panic or stay calm?
- Is it better to save a sibling or five strangers if a building is on fire?
- If you were offered billions of dollars to be locked in a room for 50 minutes with a huge possibility that when you leave the room, you will either be 50 days or 50 years in the future, would you do it? Why or why not?
- Where would you like to live if you could relocate anywhere and yet make a decent living?
- What historical figure would be the most terrifying ghost to encounter?
- You recognize that making a mistake early in a project will cause you to miss the deadline. What would you do if you were in this situation?
- Would your partner still want to be with you if they could read your mind?
- What do you think would happen if there were no seasons at all?
- What would you do if you knew you’d go blind in three months? Is there something, in particular, you’d like to see?
- What would you do if you could improve one aspect of yourself but had to reduce another by the same amount?

Section 9 of 11:

Unhinged Hypothetical Questions

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Explore your wild sides with some crazy and unexpected questions. Catch your friends off guard with some hypotheticals that are wacky, absurd, or downright unhinged. These questions are sure to stump anyone you ask and lead to a gut-bustingly silly answer:
- If you were a zombie, what famous person’s body would you want to take over?
- Is it possible to cry underwater?
- Why does a round pizza come in a square box, and then is cut into triangles?
- Would you rather forget who everyone else is or who you are?
- If you were a child’s toy, what toy would you be and why?
- If you were abducted by aliens, would you tell anybody? Why or why not?
- If you could live forever on earth as it is now, would you? Why or why not?
- If you were not you, who would you want to be?
- If you could start any business, what business would you start, what would it do, and what would it be called?
- If you could put wings on any wingless animal, which one would you choose?
- If all of a sudden, all animals could talk, would you still eat meat?
- If you were given the opportunity to live as long as you want, how long would you want to live?
- What would you say to scare someone who did not know you?
- How would you like to die, and how old do you want to be when you die?
- If you were arrested, who would you call with your one telephone call? Why that person?
- If you were given a chance to go into space, would you go? Why or why not?
- If you were a color, what color would you choose to be and why?
- What illegal thing would you like to make legal?

Section 10 of 11:

Deep Hypothetical Questions

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Ask a more probing hypothetical question to really make someone think. A question that digs a bit deeper can make you consider hilarious possibilities and scenarios you’ve never thought of before. If you want to earn your laugh with a little extra thinking, these silly-but-deep hypotheticals are for you:
- If you could enter a painting and become part of the artwork, which painting would you choose, and what would you do inside?^{[6]
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- If you had to prove you were human and not an AI in 5 minutes via a text conversation, how would you do it?
- If you could create a band with any fictional characters, who would be in your band, and what would your band name be?
- If you could choose the next crazy fake health trend, what health trend would you create?
- If you were insanely wealthy, what weird eccentricities would you indulge in?
- What two animals would you like to swap when it comes to the sounds they make?
- How would the world change if men gave birth instead of women?
- If you could have a song that played whenever you entered a room, what song would you choose?
- If your pet all of a sudden spoke one sentence out loud and then never spoke again, what would be the strangest thing they could say?
- If you could have a dance party with any historical figures, who would you invite and what moves would you teach them?
- Would you take a job that pays $10,000 a week but requires you to sit in a pitch-black room and do nothing for 12 hours daily?
- You get one text, no more than 150 characters, sent to everyone’s phone. What does it say?
- If you could erase one thing from existence, even the memory of the thing, what would it be?
- If you could design a planet, what would it look like?
- You are in a bank and two people enter and start a hold-up. How do you think you would react?
- You can have a free chip put in your brain so that you would know all basic knowledge, such as multiplication tables, history facts, and automatically be able to speak and understand other languages. Would you do so? Why or why not?
- You can have any type of pet you want, with no limit on size or expense. What type of animal would you choose and why?
- You win a contest in which you can choose to have free, unlimited services of a cook, a chauffeur, or a house cleaner. Which one would you choose and why?

Section 11 of 11:

What makes a good funny hypothetical question?

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A good, funny hypothetical question is provocative and relatable. You want to ask a question that elicits a strong response from whoever you’re asking, like surprise, disgust, or a bout of laughter. You also want to make the scenario relatable enough that they can envision themselves making their choice for real. A really funny hypothetical question is also:
- Engaging: It pulls the listener in and really makes them think.
- Encouraging: It inspires them to wander down new mental paths to come up with an answer.
- Open-ended: It leads to a variety of answers, which makes your conversation more interesting.