150 Most Hilarious and Silly would you rather questions (Fun Edition)

By: Kevin Grant

Have you ever wished you could be a human-sized hamster rolling in a giant cheese wheel? Or maybe wear polka-dot socks that teleport you to ice cream land? Well, strap on your imagination rocket, because we’re blasting off into a world of wacky “Would You Rather” questions!

Get ready to choose between having a pet dragon who snores rainbows (but sheds glitter) or a talking goldfish that gives terrible advice (but knows the best jokes!). We’re talking 150 brain-twisting questions that are sillier than a clown juggling chickens and more fun than a bouncy castle filled with puppies!

So, gather your friends, unleash your inner goofball, and prepare to answer the most hilarious and impossible questions ever invented! Who knows, you might even discover your superpower: speaking fluent gibberish or turning your tears into sprinkles!  Are you ready for the ultimate silliness showdown? Let’s go!

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Silly would you rather questions

The following are some silly would you rather questions:

1. Would you rather have hair that constantly smells like pizza or clothes that constantly sparkle like disco balls?

2. Would you rather be able to teleport anywhere you want, but only while wearing pajamas, or be able to talk to animals, but only squirrels understand you?

3. Would you rather your entire house be covered in bubble wrap, or only be able to eat foods that start with the letter B?

4. Would you rather be able to rewind time by 10 seconds once a day, or have an invisible pet unicorn that only you can see?

5. Would you rather have everything you say come out in rhymes, or only be able to communicate using emojis?

6. Would you rather your hair permanently dyed neon green, or have to brush your teeth with toothpaste that tastes like chocolate cake?

7. Would you rather be able to fly, but only at the speed of a snail, or be able to breathe underwater, but only in a bathtub?

8. Would you rather have a pet T-Rex that’s the size of a chihuahua, or a chihuahua that’s the size of a T-Rex?

9. Would you rather be able to see the future, but only for 5 seconds at a time, or be able to read minds, but only the minds of pigeons?

10. Would you rather have everything you touch turn into glitter, or only be able to speak in movie quotes?

11. Would you rather your laugh be replaced with a loud chicken clucking sound, or your cry be replaced with an operatic high note?

12. Would you rather have a personal robot assistant that’s really bad at grammar, or a talking cat that gives terrible life advice?

13. Would you rather be able to freeze time for 30 seconds once a week, or have a pet rock that dispenses endless wisdom (but only in the form of puns)?

14. Would you rather only be able to eat food in the shape of stars, or only be able to drink beverages that are bright blue?

15. Would you rather have everything you write appear backwards on paper, or only be able to speak in song lyrics?

Hilarious would you rather questions

The following are some hilarious would you rather questions:

1. Would you rather always win at rock-paper-scissors but only against toddlers, or always lose at rock-paper-scissors but the loser has to sing karaoke?

2. Would you rather have a pet that constantly judges your outfit or one that narrates your entire life in a dramatic movie trailer voice?

3. Would you rather have confetti permanently stuck in your hair or glitter permanently embedded in your eyebrows?

4. Would you rather be able to teleport anywhere but only while wearing your underwear, or have the ability to fly but only at the speed of a sloth?

5. Would you rather have your phone autocorrect everything to embarrassing song lyrics or have your doorbell play the Macarena every time someone rings it?

6. Would you rather speak all languages fluently but only in a pirate accent or understand animal conversations but only get gossip from pigeons?

7. Would you rather have every photo you take be a hilarious meme or have your laugh sound like a dolphin squeak?

8. Would you rather have a talking cactus that gives terrible relationship advice or a pet rock that predicts the future but only in limericks?

9. Would you rather wear clothes that change color based on your mood (even if the colors clash horribly) or have your hair grow a foot every time you tell a lie?

10. Would you rather have an invisible friend who constantly pranks you or a talking alarm clock that sings show tunes instead of beeping?

11. Would you rather have a superpower that lets you turn any food into pizza, but you can only eat pizza for the rest of your life, or have the ability to teleport anywhere, but only while blindfolded?

12. Would you rather live in a world where everyone whispers all the time or one where everyone shouts everything?

13. Would you rather only be able to eat foods that rhyme with your name or only drink beverages that start with the letter Z?

14. Would you rather have a personal robot assistant that folds your clothes perfectly but judges your taste in music or one that makes terrible puns but cooks you amazing meals?

15. Would you rather have a superpower that lets you control pigeons, but they only obey your commands in broken English, or be able to speak to squirrels, but they only gossip about buried acorns?

Fun would you rather questions

The following are some fun would you rather questions:

1. Would you rather have to hop everywhere you go or do cartwheels instead of walking?

2. Would you rather fight one horse-sized duck or a hundred duck-sized horses?

3. Would you rather sneeze confetti or have your laughter sound like a slide whistle?

4. Would you rather have spaghetti for hair or sweat maple syrup?

5. Would you rather communicate only in emojis or speak in movie quotes only?

6. Would you rather have a nose that glows like Rudolph’s or ears that flap like Dumbo’s?

7. Would you rather be followed by a rainbow everywhere you go or have a cloud that rains your favorite beverage?

8. Would you rather have to dance every time you hear music or burst into song whenever you hear someone say your name?

9. Would you rather have to wear clown shoes every day or a giant rainbow wig?

10. Would you rather be able to communicate with plants or have the ability to speak to inanimate objects?

11. Would you rather have a magical pet unicorn with a rainbow mane or a flying penguin?

12. Would you rather have fingers as long as your legs or legs as short as your fingers?

13. Would you rather eat a sandwich made entirely of candy or a salad made entirely of ice cream toppings?

14. Would you rather have a remote control that only works for inanimate objects or one that controls people’s emotions?

15. Would you rather have a personal theme song that plays whenever you enter a room or a catchphrase that you have to say before speaking?

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Sarcastic Would you rather silly questions

The following are some sarcastic would you rather questions:

1. Would you rather have a pet rock that’s really good at playing dead or a pet stick with exceptional fetching skills?

2. Would you rather be able to talk to squirrels but only about the latest nut trends or have fluent conversations with helium balloons?

3. Would you rather eat only marshmallows for the rest of your life or have a diet consisting solely of alphabet soup without vowels?

4. Would you rather have a lifetime supply of invisible ink or a collection of one-ply toilet paper?

5. Would you rather always feel like there’s a pebble in your shoe or have socks that are perpetually damp?

6. Would you rather have a personal cloud that rains glitter or one that showers you with tiny rubber ducks?

7. Would you rather be followed by a herd of interpretive dancers or a flock of beatboxing flamingos?

8. Would you rather have a car that only plays nursery rhymes loudly or one that mooes like a cow every time you honk?

9. Would you rather have a superpower that makes you the world’s greatest thumb wrestler or the ability to levitate three inches off the ground?

10. Would you rather be allergic to sarcasm or only able to communicate through interpretive dance?

11. Would you rather have a job as a professional balloon sculptor for penguins or a full-time unicorn wrangler?

12. Would you rather have a wardrobe that only consists of socks and sandals or pants that are always two sizes too small?

13. Would you rather be constantly followed by a mariachi band or have a chorus of frogs sing every time you tell a joke?

14. Would you rather have a cat that only speaks in Shakespearean insults or a dog that can only communicate through beat poetry?


15. Would you rather be able to turn invisible but only when nobody is looking or have the power to teleport, but only to places you’ve never heard of?

Very Funny Would you rather questions silly edition

The following are some very funny would you rather questions:

1. Would you rather have your hair permanently smell like pizza or wear clothes that constantly make the sound of jingling bells? 

2. Would you rather only be able to eat food shaped like animals or only drink beverages that taste like candy? 

3. Would you rather your phone autocorrect everything to cat memes or your computer only play seagull sounds whenever you open it? 

4. Would you rather accidentally walk into the wrong bathroom and compliment someone on their… interesting… choice of attire, or accidentally propose to a stranger thinking they’re your date at a restaurant?

5. Would you rather have a pet goldfish that sings opera instead of swimming or a talking hamster that gives terrible financial advice? 

6. Would you rather have the power to fly, but only at the speed of a sloth, or be able to teleport anywhere, but only while wearing a banana costume? 

7. Would you rather accidentally travel back in time and invent disco music, or accidentally step on a butterfly causing a future where everyone speaks in rhymes?

8. Would you rather have a shower that dispenses only glitter instead of water or a toilet that plays the sound of a foghorn every time you flush? 

9. Would you rather your laugh be replaced with a loud chicken clucking sound or your cry be replaced with an operatic high note? 

10. Would you rather have a boss who gives motivational speeches in the voice of Kermit the Frog or a coworker who brings their pet emotional support peacock to work every day?

11. Would you rather accidentally book your dream vacation to a nudist resort or get stuck on a cruise ship with your ex and their pet chihuahua? 

12. Would you rather have a personal trainer who motivates you by singing show tunes during workouts or one who gives pep talks in the voice of Yoda? 

13. Would you rather survive a zombie apocalypse where the zombies are obsessed with taking selfies or one where the zombies can only move by doing the Macarena?

14. Would you rather be stuck in a time loop reliving your most embarrassing scene from a home movie or accidentally switch bodies with your grandma while watching your favorite action movie?

15. Would you rather have a pet raccoon that steals your socks and leaves you riddles or a talking squirrel that gives unsolicited fashion advice?

Silly would you rather questions for adults

The following are some silly would you rather questions for adults:

1. Would you rather have to speak in rhyme during important meetings or do a interpretive dance every time you introduce yourself?

2. Would you rather have a job where you get paid in pizza or one where your salary is paid in bubble wrap?

3. Would you rather wear a onesie to every formal event or a tuxedo to bed every night?

4. Would you rather have to communicate using only emojis or never be able to use sarcasm again?

5. Would you rather spend a week wearing clown shoes or a month with a brightly colored fake mustache glued to your face?

6. Would you rather have a remote control that can only change the TV channel to reality shows or one that plays sitcom laugh tracks during serious conversations?

7. Would you rather have a pet rock that demands daily walks or a talking plant that insists on being read Shakespeare every night?

8. Would you rather always have to wear socks with sandals or have a perpetual cowlick that cannot be tamed?

9. Would you rather be followed by a mariachi band for a week or have a personal narrator for your life who only speaks in rhyming couplets?

10. Would you rather have a superpower that turns every beverage into your least favorite flavor or the ability to hear everyone’s inner monologue at the gym?

11. Would you rather have a wardrobe entirely composed of sequins or be forced to wear a neon-colored wig every time you go grocery shopping?

12. Would you rather have a magic coffee mug that refills itself but only with lukewarm coffee or one that changes your coffee into tea every time you take a sip?

13. Would you rather have a phone that autocorrects all your messages to Shakespearean language or one that only sends messages in Morse code?

14. Would you rather have to do the chicken dance every time you hear your favorite song or have your laughter sound like a howler monkey?


15. Would you rather have a personal theme song that plays every time you enter a room or have a laugh track follow you in real life?

Silly would you rather questions for couples

The following are some silly would you rather questions for couples:

1. Would you rather have a never-ending tickle fight or a perpetual pillow fight with your partner?

2. Would you rather have to communicate only through charades for a day or speak in pig Latin for a week?

3. Would you rather go on a date where you both have to wear matching dinosaur costumes or attend a fancy dinner in superhero capes?

4. Would you rather have a pet sloth that always photobombs your pictures or a parrot that mimics your partner’s embarrassing stories?

5. Would you rather have a spontaneous dance party in the middle of serious conversations or break into a musical number at every restaurant you visit?

6. Would you rather have a date night where you cook using only bizarre ingredients or one where you both attempt to learn an obscure dance style?

7. Would you rather have a romantic evening interrupted by an invasion of rubber ducks or a surprise visit from a mariachi band?

8. Would you rather attend a costume party where you both have to dress as each other or go on a blindfolded taste-testing adventure?

9. Would you rather have a weekend getaway in a treehouse with a slide or a cozy cabin with a private marshmallow roasting area?

10. Would you rather plan a surprise date that involves solving a mystery or participating in a wacky scavenger hunt?

11. Would you rather have a pet that can perfectly imitate your partner’s voice or one that always steals your socks?

12. Would you rather have a magical remote control that can pause and rewind moments in real life or a pair of telepathic sunglasses that allow you to share thoughts instantly?

13. Would you rather have a picnic in a room filled with balloons or a candlelit dinner in a blanket fort?

14. Would you rather go on a spontaneous road trip with no destination or embark on a hot air balloon ride with a picnic basket full of snacks?

15. Would you rather plan a surprise date involving a mystery-solving adventure or a spontaneous road trip with no destination in mind?

Silly would you rather questions for work

The following are some silly would you rather questions for work:

1. Would you rather have a desk chair that squeaks loudly every time you move or a keyboard that plays a clown horn sound with each key press?

2. Would you rather attend all meetings wearing a chicken costume or have your computer automatically change your font to Comic Sans during important presentations?

3. Would you rather communicate with your colleagues using only emojis or respond to all emails with haikus?

4. Would you rather have a pet goldfish as your officemate or a magic eight ball that gives all your work-related advice?

5. Would you rather have a coffee mug that tells cheesy jokes every time you take a sip or a pen that plays circus music when you click it?

6. Would you rather have a talking plant on your desk that dispenses career advice or a desk lamp that randomly changes colors during meetings?

7. Would you rather attend a team-building exercise that involves solving riddles with a rubber chicken or participate in a trust fall with a group of office penguins?

8. Would you rather have a chair that transforms into a unicycle or a standing desk that doubles as a dance floor?

9. Would you rather attend a virtual meeting with a filter that turns everyone into cartoon characters or one where everyone communicates through interpretive dance?

10. Would you rather have a boss who insists on using Shakespearean language in all emails or 

colleagues who communicate solely through memes?

11. Would you rather wear a tie made of rubber ducks or a hat made entirely of bubble wrap during client presentations?

12. Would you rather have a stapler that laughs every time you use it or a tape dispenser that dispenses confetti along with tape?

13. Would you rather have your computer autocorrect your professional emails to include puns or send all your messages with a virtual whoopee cushion sound effect attached?

14. Would you rather have a work desk that is constantly covered in glitter or one that is mysteriously rearranged every morning by mischievous office gnomes?

15. Would you rather have a desk drawer that magically produces chocolate whenever opened or a filing cabinet that doubles as a portal to a tropical island during lunch breaks?

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Silly would you rather questions for kids

The following are some silly would you rather questions for kids:

1. Would you rather have your pencil case full of rainbow-colored spaghetti or your backpack filled with giggling marshmallows?

2. Would you rather attend a class where the chairs are replaced by bouncy balls or one where the desks are made of giant Legos?

3. Would you rather have a magical eraser that turns all your mistakes into ice cream or a notebook that doodles on its own during boring lectures?

4. Would you rather have a pet unicorn as your classroom buddy or a talking robot that helps with homework?

5. Would you rather do math problems with a giant feather quill or write essays using only glow-in-the-dark pens?

6. Would you rather have a teacher who speaks in rhyme or one who tells jokes for every lesson?

7. Would you rather attend a science class where experiments involve invisible potions or one where you study the chemistry of candy?

8. Would you rather have a backpack with a built-in candy dispenser or a magical ruler that measures the length of your imagination?

9. Would you rather have a classroom that floats in the clouds or one that is surrounded by a moat filled with chocolate pudding?

10. Would you rather learn history from a time-traveling textbook or geography from a map that comes to life and gives guided tours?

11. Would you rather have a school desk that transforms into a rocket ship or a chair that turns into a comfy bean bag during reading time?

12. Would you rather have a lunchbox that magically packs itself with your favorite snacks or a notebook that doodles your dreams during nap time?

13. Would you rather have a teacher who can speak to animals or one who can make objects float with just a wave of their hand?

14. Would you rather attend an art class where the paintbrushes paint on their own or a music class where instruments play themselves when you clap your hands?

15. Would you rather have a backpack with wings that flies you to your favorite subject or shoes that let you bounce to your next class like a kangaroo?

Silly would you rather questions for students

The following are some silly would you rather questions for students:

1. Would you rather have a backpack that dispenses unlimited coffee or one that magically produces pizza slices?

2. Would you rather attend lectures with a background soundtrack of circus music or have your notes written by a quill that occasionally doodles on its own?

3. Would you rather have a roommate who speaks in movie quotes only or one who communicates solely through interpretive dance?

4. Would you rather have exams where the questions are in emojis or where you have to answer in limericks?

5. Would you rather attend a class with desks that have built-in massage chairs or one where the chalkboard is a giant interactive touchscreen?

6. Would you rather have a magic pen that highlights all the correct answers in your textbooks or a notebook that can transport you to any fictional world when opened?

7. Would you rather have a professor who teaches in rhyme or one who uses memes as teaching aids?

8. Would you rather have a college mascot that’s a ninja squirrel or a superhero armadillo?

9. Would you rather have a dorm room with walls that change colors based on your mood or furniture that rearranges itself while you sleep?

10. Would you rather have a study break with a puppy petting station or a room filled with trampolines for stress relief?

11. Would you rather attend a history class where you reenact famous events with sock puppets or a science lab where experiments involve candy explosions?

12. Would you rather have a backpack that dispenses confetti whenever you open it or shoes that play your favorite song as you walk?

13. Would you rather have a personal library that only consists of comic books or one filled entirely with choose-your-own-adventure novels?

14. Would you rather have a laptop that types in pirate language or a phone that autocorrects everything into Shakespearean English?

15. Would you rather have a dining hall that serves only breakfast foods all day or a cafeteria that features a daily mystery dish?

In A Nutshell:

Phew! Your brain must be spinning after that whirlwind of wacky “Would You Rather” questions. Did you choose to fly on a singing butterfly or walk your talking dog on the moon? Who cares! The real fun was in the journey, the belly laughs, and the shared silliness with friends.

Remember, there are no right or wrong answers in the land of the absurd. 

The goal is to embrace the crazy, unleash your inner goofball, and revel in the joy of the impossible. So, don’t let the silliness stop here! Keep dreaming up your own ridiculous questions, share them with the world, and watch the laughter spread. After all, a little sprinkle of absurdity can brighten even the dullest day. Now, go forth and spread the cheer! Remember, the sillier you are, the more fun you’ll have (and the more likely you are to attract a pet unicorn, just sayin’). 

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I am a relationship expert passionate about helping people forge deeper connections. I believe strong communication is the foundation of any relationship. Through open conversations, I guide individuals and couples in building trust and understanding. My goal is to equip you with the tools to navigate conflict, strengthen bonds, and cultivate fulfilling relationships.

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