100+ Dumb & Stupid Questions to ask on Dates

Going on a date can be both exciting and nerve-wracking, and many people turn to icebreaker questions to break the tension and get the conversation started. However, not all icebreaker questions are created equal. In fact, some questions can be downright dumb and tear-jerking.

By asking dumb questions on a date, you can help both you and the other person feel more relaxed and comfortable.

Let’s explore some hilarious and amusing icebreaker questions that are sure to bring a smile to your date’s face and make for a memorable first date experience.

Dumb Stupid Questions to Ask

• Do you ever wonder if there’s more to life than just being really, really, really ridiculously good looking?

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• If you had to choose between saving the world or getting a million dollars, which color Lamborghini would you pick?
• “If you could time travel to any point in history, but could only take a single sock with you, where and when would you go?”
• “How many marshmallows do you think can fit inside a whale?”

• “Do you think ants have their own version of the Olympics?”
• If animals could talk, which one do you think would be the rudest?
• Would you rather have a permanent unibrow or permanent clown makeup?
• “Why do they sterilize needles for lethal injections?”
• Would you rather fight 100 duck-sized horses or one horse-sized duck?

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• “Why doesn’t glue stick to the inside of the bottle?”
• “If vampires can’t see their reflections, why do they always look so neat?”
• “If corn oil is made from corn, and vegetable oil is made from vegetables, then what is baby oil made from?”
• “Why do we say ‘heads up’ when we actually want someone to duck?”

• “If ghosts can walk through walls, why don’t they fall through the floor?”
• If you could have any superpower, but it had to be completely useless, what would it be?
• What’s the most embarrassing thing you’ve ever done in public?
• “Why do they call it a ‘hot water heater’ when the water is already hot?”

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• “Why do we park on driveways and drive on parkways?”
• “Is it just me or does the phrase “temporary solution” seem to last forever?”
• If an apple a day keeps the doctor away, what do you need to eat to keep the dentist away?
• “Why is it called a ‘building’ when it’s already been built?”

• Is it weird that the best way to solve a problem is to ignore it completely and hope it goes away on its own?
• If a vegetarian eats a vegetable, is it considered cannibalism?
• Would you rather have a pet unicorn or a pet dragon, considering that both are mythical creatures and probably don’t exist?
• If you’re waiting for the waiter, doesn’t that make you the waiter?
• If laughter is the best medicine, then why do we need doctors?

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• If you could switch lives with any fictional character for a day, who would it be and why?
• What’s the craziest thing you’ve ever eaten and did you like it?
• If you could be any age for the rest of your life, what age would you choose and why?
• If animals could talk, which one do you think would be the most annoying?
• Why is it called a TV ‘set’ when you only get one?

• What’s the funniest prank you’ve ever pulled on someone?
• If you could only eat one food for the rest of your life, what would it be?
• If you had to describe yourself as an ice cream flavor, what would you be?
• If you could be any fictional character’s sidekick, who would it be and why?
• What’s the silliest thing you’ve ever done to impress someone?

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• If you could only listen to one song for the rest of your life, what song would it be?
• What’s the weirdest dream you’ve ever had?
• What’s the most ridiculous fashion trend you’ve ever tried to pull off?
• If I spin around really fast, will I turn into a tornado?

• What’s the most embarrassing thing in your bedroom right now?
• If you could only watch one movie for the rest of your life, what movie would it be?
• If you could have any celebrity as your imaginary friend, who would it be and why?
• What’s the most useless talent you have?

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Funny Dumb Questions to Ask on Dates

• If you could have any animal as a pet, but it had to be the size of a hamster, what would you choose?
• Can I travel back in time by running really fast in the opposite direction of the Earth’s rotation?

• Can I turn into a mermaid if I swim in the ocean long enough?
• If I mix all the colors of paint together, will it create a rainbow?
• Can I turn into a superhero if I eat a radioactive spider?
• If I eat a lot of carrots, will I be able to see through walls?
• If I stare at a plant long enough, will it grow faster?

• Can I train my cat to fetch like a dog?
• If I put a bunch of magnets on my car, will it levitate?
• “If you could have any food item as a weapon, what would it be and why?”
• If time is money, then are ATMs time machines?

• If practice makes perfect, then why do we say that nobody’s perfect?
• “Why do they call it a ‘shortcut’ when it sometimes takes longer?”
• “Why do we say ‘sleep like a baby’ when babies wake up every two hours?”
• If two mind-readers read each other’s minds, whose mind are they reading?

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• If a book about failures doesn’t sell, is it a success?
• If Cinderella’s shoe fit perfectly, why did it fall off in the first place?
• If an ambulance is on its way to save someone, and it runs someone over, does it stop to help them?

• Why does a round pizza come in a square box?
• Can a fly without wings be called a walk?
• Why do we say we’re “head over heels” when we’re excited? Aren’t our heads already over our heels?
• Do penguins have knees?

• Why do we call them “apartments” if they’re all stuck together?
• Can you believe in climate change and still use a refrigerator?
• If a tomato is a fruit, does that make ketchup a smoothie?

• If you’re bald, what hair color do they put on your driver’s license?
• If a word in the dictionary is misspelled, how would we know?
• If a turtle doesn’t have a shell, is it homeless or naked?

• Why do they call it rush hour when nobody moves?
• If you could have any job in the world, but you had to do it with your eyes closed, what would you choose?
• If a picture is worth a thousand words, what is a video worth?

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• If I swallow a watermelon seed, will a watermelon grow inside me?
• If I wear two different shoes, will it make me run faster?
• Can I turn into a unicorn if I eat a lot of glitter?

Dumb Questions To Ask Your Friends

• What’s the capital of Paris?
• Do pineapples grow on trees?
• Can you microwave ice cream?
• Is the sun a planet?
• How many inches are in a foot?
• Do fish sleep?
• Can you sneeze with your eyes open?
• What’s the speed of dark?
• How do you spell “Y-E-S”?
• Can you lick your own elbow?
• Does chocolate milk come from brown cows?
• Can you breathe in outer space?
• What’s the opposite of the word “dictionary”?
• Can you hear silence?
• Is a hot dog a sandwich?

Stupid Questions To Ask A Guy

• Can you lift a car with one hand?
• How do you change the channel on a book?
• Is it possible to swim in orange juice?
• Can you put toothpaste back into the tube?
• Are chickens considered dinosaurs?
• What’s the color of the wind?
• Can you use a smartphone without a battery?
• How do you send a fax on a typewriter?
• Can you walk to the moon?
• Do you need a license to drive a bumper car?
• Can you drown in a puddle?
• How do you delete the internet history in your mind?
• Can you pet a pet rock?
• Is the Earth flat?
• Can you microwave a glass of water without it exploding?

Stupid Questions To Ask A Girl

• Can you make a sandwich without bread?
• Is it possible to run out of air while breathing?
• How do you spell “ICUP”?
• Can you put a pineapple in a fruit salad?
• Do cows have stripes like zebras?
• Can you sneeze underwater?
• What’s the color of a mirror?
• Can you eat soup with a fork?
• Can you take a picture with your eyes closed?
• Is the sun a star or a planet?
• How do you dial 911 on a microwave?
• Can you build a snowman in summer?
• What’s the opposite of “no”?
• Can you read a movie?
• Is it possible to fry ice?

Dumb & Stupid Would You Rather Questions

• Would you rather have spaghetti for hair or meatballs for eyes?
• Would you rather always speak in rhymes or only be able to whisper?
• Would you rather live in a giant shoe or a massive orange?
• Would you rather have to sneeze but not be able to or feel an itch that you can’t reach?
• Would you rather breathe like Darth Vader or talk like Yoda?
• Would you rather have a pet dinosaur or a pet dragon?
• Would you rather only be able to hop everywhere or only be able to crawl?
• Would you rather eat ketchup on everything or mustard on everything?
• Would you rather have a never-ending hiccups or a never-ending itch?
• Would you rather have to quack like a duck after every sentence or bark like a dog?
• Would you rather be followed by a rainbow or a marching band everywhere you go?
• Would you rather be able to fly but only 1 inch off the ground or be invisible but only when no one is looking?
• Would you rather have to eat everything with a spoon or with chopsticks?
• Would you rather have a talking pet rock or a pet snail that moves at the speed of light?
• Would you rather have a unicorn horn or a tail like a mermaid?

Stupid Questions To Ask Your Partner On Date Night

• If you were a vegetable, what type of vegetable would you be?
• What’s the most ridiculous superpower you wish you had?
• If you could only eat one food for the rest of your life, what would it be?
• Do you believe in time travel, and if so, where would you go?
• What’s the most unusual place you’ve ever fallen asleep?
• If you could live in any fictional world, which one would it be?
• What’s your strategy for surviving a zombie apocalypse?
• What’s your favorite flavor of ice cream when it’s -20°F outside?
• If you could be any mythological creature, what would you choose?
• What’s your plan for winning a hot dog eating contest?
• If you could switch lives with an animal for a day, which one would it be?
• What’s the most unusual thing you’ve ever done on a dare?
• If you could replace your hands with any object, what would they be?
• What’s the weirdest dream you’ve ever had?
• If you were a sound, what sound would you be?

Stupid Funny Questions To Ask People On Dates

• Can you fit your whole fist in your mouth?
• If you were a dessert, what dessert would you be?
• Would you rather fight one horse-sized duck or a hundred duck-sized horses?
• Do you believe in extraterrestrial cucumbers?
• If you could only eat green foods for the rest of your life, would you do it?
• Can you do the moonwalk in high heels?
• If you were a car, what make and model would you be?
• What’s your go-to dance move when no one’s watching?
• If you could have a conversation with any inanimate object, what would it be?
• Do you believe in parallel universes where socks never go missing?
• If you could only speak in song lyrics for a day, what songs would you choose?
• Can you touch your nose with your tongue?
• Would you rather be able to talk to animals or have inanimate objects talk to you?
• If your life was a sitcom, what would the title be?
• What’s the strangest thing you’ve ever encountered in a public restroom?

Stupid Questions To Ask On Dates With Friends

• If you could swap lives with anyone in this restaurant, who would it be?
• What would you do if you woke up as the opposite gender tomorrow?
• If you could have a theme song that played whenever you entered a room, what would it be?
• Can you impersonate a famous celebrity or cartoon character?
• If you had to eat a food item every day for a year, what would it be?
• If you could time travel for one day, where and when would you go?
• What’s the silliest thing that ever made you laugh uncontrollably?
• If you could have any job in the world for a day, what would it be?
• What’s the weirdest habit you’ve developed during lockdown?
• If you could rename yourself, what name would you choose?
• What’s the most bizarre food combination you enjoy?
• If you could have any animal as a loyal sidekick, what animal would it be?
• Would you rather have a rewind button for your life or a pause button?
• If you could have one wish granted, but it had to be something ridiculous, what would it be?
• If you had to wear a costume every day, what would it be?

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Dumb Questions NOT to Ask on Dates

• “So, how much money do you make?”

• “Do you believe in aliens?”
• “What’s your political affiliation?”
• “Do you want kids?”
• “What’s your weight?”

• “Do you have any STDs?”
• “How many people have you slept with?”
• “How old are you?”
• “What’s your credit score?”

• “Can I borrow some money from you?”
• “Do you think my ex was hotter than you?”

• “What’s your religion?”
• “Do you have any criminal history?”

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• “Do you believe in ghosts?”
• “Have you ever cheated on someone?”
• “Are you a virgin?”
• “What’s your favorite position in bed?”
• “Do you have any mental health issues?”

• “Do you think I’m too good for you?”
• “What’s your IQ?”
• “Are you on any medication?”
• Can you introduce me to your hot friends?

Why ask Dumb Questions on Dates?

Asking dumb icebreakers on a date can be a great way to lighten the mood and help you and your date feel more relaxed and comfortable with each other. It can also show your sense of humor and your ability to make the other person laugh, which can be attractive and engaging.

Additionally, starting with a humorous or playful tone can help to break down any initial nervousness or awkwardness, and set a positive and enjoyable tone for the rest of the date. It can also help to create a more memorable and enjoyable experience for both you and your date.

Just be sure to choose icebreakers that are appropriate and respectful, and that align with both your and your date’s sense of humor. You want to make sure you’re making your date laugh for the right reasons, not because you’re being insensitive or offensive.

And there you have it, a list of some dumb stupid questions that will make your date unforgettable!

Remember, the key to a successful date is to relax, be yourself, and have fun. So. don’t be afraid to use these icebreakers to lighten the mood and get the conversation flowing.

Who knows, you might just find that special someone who loves your sense of humor as much as you do!

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