Bored on a lazy weekend? Tired of the same Friday movie-night routine? Dry texting throwing you off your game? Just started dating and want to know your guy better but not a fan of the usual getting to know you questions? Or simply want to have some fun with your bae? Different scenarios, one solution: funny questions to ask your boyfriend.

You can never go wrong with some light-hearted banter in a relationship. This eclectic mix of weird, silly, fun questions to ask your partner will have you both in splits, and in the process, create memories to last a lifetime.

250 Funny Questions To Ask Your Boyfriend

A sense of humor ranks pretty high on the qualities to look for in a partner. And with good reason. When life throws its many curveballs your way, getting through them becomes a little easier if you have by your side someone you can laugh with. Want to harness this humorous side of your bond with your partner to its full potential? We’re here to help you get started with not 10 or 20 or even 100, but a whopping 250 funny questions to ask your boyfriend.

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50 questions to ask your boyfriend to make him laugh

Like we’ve been saying, laughter is the secret sauce of any relationship. And who doesn’t love a good giggle with their boyfriend? If you’re looking to bring out those hearty chuckles, here are some playful questions to ask your boyfriend that’ll have him laughing in no time:

If you could only communicate through animal noises for a day, which animal would you be?
What’s the weirdest thing you’ve ever Googled?
If you were a superhero, but your only power was to make things awkward, how would you do it?
What’s your go-to dance move in the shower?
If you could be a part of any reality TV show, which one would you choose and why?
Would you rather have the ability to instantly grow a beard at will or have your hair change color every time you blink?
If you had to be stuck in an elevator with one person from a cartoon, who would it be?
If your life were a movie, what would be the title of the sequel?
What’s the most ridiculous thing you’ve ever cried about?
Would you rather have spaghetti for hair or maple syrup for sweat?
If you could only eat one food for the rest of your life, but you had to wear it as a hat, what would it be?
What’s your ultimate guilty pleasure song that you secretly love jamming out to?
If you could switch bodies with your pet for a day, what’s the first thing you’d do?
Would you rather have fingers made of french fries or toes made of sausages?
If you had to replace your nose with any fruit, what fruit would you choose?
What’s the most embarrassing thing you’ve done trying to woo a crush?
If you could be any inanimate object for a day, what would you be?
What’s the weirdest nickname you’ve ever been given?
If you could only listen to one sound for the rest of your life, what would it be?
What would be your wrestling name and signature move?
If you could travel back in time but only to embarrass yourself, where would you go?
If you had to choose between being constantly itchy or never being able to bend your knees, which would you pick?
If you were invisible for a day, what’s the first silly thing you would do?
What’s the weirdest thing you’ve done in your sleep?
If you had to talk in rhyme for a day, what would your rapper name be?
If your favorite celebrity knocked on your door right now, what would you do?
If you could switch places with any character from a video game, who would it be and why?
What’s the most ridiculous outfit you’ve ever worn?
Would you rather have a pet dragon or a pet unicorn?
If you had to eat a crayon, what color would you choose?
If you were a professional wrestler, what would your entrance theme song be?
If you could only communicate by shouting for the rest of your life, what’s the first thing you would say?
If you could live in any fictional universe, which one would it be?
If you could only wear one outfit for the rest of your life, what would it be?
If you were stranded on an island and could only bring one condiment, which one would it be?
What’s the weirdest thing you’ve ever eaten?
Would you rather have hands for feet or feet for hands?
If you had to invent a new holiday, what would it be about?
If you had to choose one household item to defend yourself in a zombie apocalypse, what would it be?
If you could turn any chore into a fun game, which one would you pick?
What’s the strangest dream you’ve ever had?
If you could only say one word for the rest of the day, what would it be?
What’s your secret talent that nobody knows about?
If you could shrink down to the size of an ant for a day, what’s the first thing you’d do?
What’s the funniest thing you’ve ever seen in public?
If you had to change your name to something completely ridiculous, what would it be?
If you could make any inanimate object talk, what would you choose?
If you had to sing one song in front of an audience to save the world, what song would you choose?
Would you rather have a permanent clown nose or always wear clown shoes?
If you could trade lives with any animal for a day, which one would you choose?

Related Reading: 28 Fun Things To Do With Your Boyfriend At Home

50 silly get to know you questions to ask your boyfriend

Intimacy in a relationship doesn’t always stem from deep, meaningful conversations. Sometimes, the best way to know your bae better is through some fun and playfulness. These silly get to know you questions will not only have peeling layers of his personality that you didn’t even know existed but also leave you both wondering how you even got here. So, what are you waiting for? Dive into these funny questions to ask your boyfriend:

If you were a vegetable, what kind would you be, and why?
Would you rather fight 10 duck-sized horses or one horse-sized duck?
If you could only eat one type of cheese for the rest of your life, what would it be?
What’s your favorite dinosaur, and how would it fare in modern society?
If you were a kitchen appliance, which one would you be and why?
Would you rather have popcorn for teeth or jelly beans for fingernails?
If you were a professional wrestler, what would your entrance music be?
What’s your go-to karaoke song, and how much conviction do you sing it with?
If animals could talk, which one do you think would be the rudest?
What’s your spirit junk food?
Would you rather have an extra arm or an extra leg?
If you could only use one flirty emoji for the rest of your life, which one would it be?
If you had to name your autobiography after a fast food slogan, which one would it be?
Would you rather have the ability to speak to animals or be able to understand babies?
If you could swap lives with any fictional character for a day, who would it be and how fast would you ruin their life?
If your socks could talk, what would they say about your feet?
Would you rather live in a house made entirely of glass or one made entirely of Legos?
If you could combine two animals to make a new species, what would they be and what would you name it?
If you could swap your nose with any animal’s nose, which one would you choose?
If you were in charge of naming new colors for Crayola, what would your signature shade be called?
If you could only wear clothes made out of one material, what would it be?
Would you rather have a third arm or a second head that thinks for itself?
What’s the most absurd thing you’ve ever lost and never found?
If you were a fruit, which one would you be and why?
What’s the most ridiculous ringtone you’ve ever had?
If you had to replace your legs with something from nature, what would you pick?
If your life had a laugh track, when would it play the most?
What’s the weirdest thing you’ve ever done on a dare?
If you could only use one utensil for the rest of your life, what would it be and why?
What’s the weirdest thing you’ve ever found in your pocket?
If you had to live as a vegetable for a week, which one would you choose and why?
What’s your signature dance move at weddings or parties?
If you could live inside any video game for a day, which one would it be?
If you could choose any inanimate object to be your sidekick, what would it be?
If you had to name your car something ridiculous, what would you call it?
If you could only wear one shoe for the rest of your life, which foot would you pick?
If you had to smell like one food for a year, what would you smell like?
If you could shrink any animal to pocket size, which one would it be and why?
What’s the most nonsensical nickname you’ve ever been given?
If you could only watch one TV show in reverse, what would it be?
If you had to give a motivational speech to your socks, what would you say?
What’s the most unusual item you’ve ever accidentally sat on?
If you were a type of sandwich, what would be your ingredients?
What’s your go-to weird face in selfies?
If you could only eat dessert for breakfast, lunch, and dinner, what would your meals look like?
If your pet could talk, what do you think they’d say about your morning routine?
If you could switch accents for a day, which one would you choose and why?
If you were stuck in a library, which section would you spend the most time in and why?
What’s the funniest misunderstanding you’ve ever had with a stranger?
If you had to name your house something silly, what would it be?

Related Reading: 140+ Cute Nicknames To Call Your Boyfriend

50 fun questions to ask your partner to lighten up the mood

Whether you’re trying to establish rapport with your new boyfriend, trying to cut through boredom, or looking for ways to reconnect after a fight, a few fun, offbeat questions are just what you need to break the ice and lighten up the mood. If you’re looking to add some laughter to your relationship, these fun questions to ask your partner are just what you need!

What’s the silliest thing you’ve ever done in public?
If you could swap lives with any fictional character for a day, who would it be and why?
What’s your go-to karaoke song, and how much would you embarrass yourself to sing it?
If you could have any animal as a pet, regardless of practicality, which one would you choose?
If you could instantly become an expert in any skill or hobby, what would it be?
What’s the most ridiculous thing you believed as a child?
If you were a kitchen utensil, which one would you be and why?
What’s the funniest way you’ve ever hurt yourself?
If you had to eat only one type of cuisine for the rest of your life, what would it be?
What’s your most unusual talent or party trick?
In what fictional world would you want to live if you could choose any?
What’s the strangest dream you’ve ever had?
If you could make any one of your favorite foods calorie-free, which one would you choose?
What’s your ultimate comfort movie or TV show that you could watch on repeat?
If you had to pick a theme song that plays every time you enter a room, what would it be?
What’s the weirdest food combination you actually enjoy?
If you could time travel to any era, past or future, where would you go and why?
If you had to live in a movie or TV show for a month, which one would you choose?
What’s your favorite joke or pun that always makes you laugh?
If you could be any cartoon character for a day, who would you choose?
What’s the most spontaneous thing you’ve ever done?
What’s one superpower you’d absolutely not want to have?
If you could have dinner with any three people, dead or alive, who would they be?
What’s the weirdest fashion trend you secretly wish would make a comeback?
If you had to live in a world where every day was a holiday, which holiday would you choose to celebrate every day?
What’s the most absurd conspiracy theory you’ve heard that you kind of want to believe?
If you could create your own national holiday, what would it be called and how would we celebrate it?
What’s the funniest or most bizarre nickname you’ve ever had?
If you could invent a new flavor of ice cream, what would it be and what would you name it?
What’s the most unusual compliment you’ve ever received?
If you had to choose a theme for a reality TV show about your life, what would it be?
What’s the most ridiculous thing you’ve ever purchased?
If you could switch places with a celebrity for a week, who would it be and why?
What’s the silliest argument you’ve ever had with someone?
If you could have any mythical creature as a roommate, which one would you choose?
What’s the most bizarre talent show act you’ve ever seen or performed?
If you could be any famous painting for a day, which one would you be and why?
What’s the most outlandish thing you’d do if you won the lottery?
What’s the most unusual hobby you’ve ever tried or wanted to try?
If you had to wear one costume for the rest of your life, what would it be?
What’s the most hilarious prank you’ve ever pulled or been a part of?
If you could be the world champion at any sport, but it had to be a completely made-up one, what would it be?
What’s the funniest thing that’s happened to you while traveling?
If you could have any fictional vehicle as your everyday ride, what would it be?
What’s the weirdest thing you’ve ever seen someone do in public?
If you had to choose a mascot for yourself, what would it be and why?
What’s the most bizarre compliment you’ve ever received from a stranger?
If you could turn any mundane activity into an Olympic sport, what would you choose?
What’s the most hilarious thing that’s happened to you while cooking or baking?
If you could add any fictional character to your family, who would it be and why?

Related Reading: 21 Exciting Conversation Games For Couples — Keep The Playfulness Alive!

50 weird questions to ask your BF

We’re all weird and quirky in our own way. Why not draw out these sides of your boyfriend’s personality with these weird questions to ask him? They’re perfect for spicing up your conversations and getting your boyfriend thinking outside the box. For added fun, make it a two-way street and take turns answering these questions.

If you could only eat one color of food for the rest of your life, what color would it be and why?
Would you rather have a pet made entirely of fire or one made entirely of ice?
If you had to live in a world where everyone had to wear the same outfit every day, what would you choose?
What’s the weirdest thing you’ve ever believed as a child?
If you could turn any everyday object into a weapon, what would you choose and how would you use it?
If you were a character in a video game, what would your special power be?
What’s the most bizarre food combination you’ve ever tried or would be willing to try?
If you had to choose an unusual animal to be your personal assistant, what would it be and what would it do?
Would you rather have to sing everything you say or dance everywhere you go?
If you could only speak in movie quotes for a day, which quotes would you choose?
What’s the funniest thing you’ve seen someone do while on public transport?
If you could switch lives with any fictional character for a week, who would it be and what’s the first thing you’d do in their world?
What’s the most ridiculous outfit you’ve ever worn or would wear?
If you could have any job, but it had to be completely absurd, what would it be?
What’s the weirdest talent you wish you had?
If you had to live in a house made entirely of food, what food would it be and why?
If you could be any household item for a day, which one would you choose and why?
What’s the strangest dream you’ve ever had?
If you had to take on the persona of a cartoon character for a day, who would it be and what would you do?
What’s the most unusual prank you’ve ever pulled or seen?
If you could have a mythical creature as a roommate, which one would it be and why?
Would you rather be able to read minds but only in reverse or have the ability to make anyone laugh uncontrollably?
If you could have any fictional gadget from movies or TV shows, what would it be and how would you use it?
What’s the most bizarre or unconventional way you’ve ever celebrated a special occasion?
If you could instantly become an expert in any totally random field, what would it be?
If you had to live in a world where everyone could only speak in rhyme, how would you handle it?
If you could create a new holiday that everyone had to celebrate, what would it be and how would it be celebrated?
If you had to wear a costume every day for a year, what costume would you choose?
If you could have a personal theme song that played whenever you entered a room, what would it be?
What’s the strangest thing you’ve ever bought on impulse?
If you could instantly master any one skill, but it had to be completely useless, what would it be?
What’s the weirdest place you’ve ever fallen asleep?
If you could choose any animal to be your life coach, which one would you pick and why?
What’s the most bizarre trend you’ve ever followed?
If you could have any fictional character as a neighbor, who would it be and what kind of neighbor would they be?
What’s the most ridiculous thing you’ve ever done to impress someone?
If you could live in any fictional universe, but had to pick an occupation from that world, what would it be?
What’s the weirdest compliment you’ve ever received?
If you had to eat a meal made entirely out of candy, what would your menu look like?
What’s the most unusual thing you’ve ever seen at a party?
If you could instantly be fluent in any made-up language from a movie or book, which one would it be?
What’s the most absurd thing you’ve ever done to try and win a game or competition?
If you could create a new emoji that doesn’t already exist, what would it look like and what would it mean?
What’s the weirdest thing you’ve ever done on a dare?
If you had to live in a world where everyone had to sing their responses, how would you handle it?
What’s the funniest or most random thing that’s ever happened to you while shopping?
If you could have any fictional gadget as your everyday item, what would it be and how would you use it?
What’s the most ridiculous conspiracy theory you’ve heard and secretly think might be true?
If you could create a bizarre new sport, what would it be and how would it be played?
What’s the most unexpected place you’ve ever met someone famous or important?

Related Reading: 23 FaceTime Date Ideas To Strengthen Your Bond

50 this or that questions funny — make him chuckle

When it comes to getting a good laugh, nothing beats a round of this or that questions funny style. These curious funny questions to ask your boyfriend will have him in splits. You can even make a date night game of it.

Would you rather have a pet dinosaur or a pet dragon?
Would you prefer to have a personal chef or a personal comedian?
Would you rather always have to wear socks with sandals or have a permanent wedgie?
Would you choose to have the ability to speak every language but only in song, or be able to speak only one language but in perfect Shakespearean English?
Would you rather fight one hundred duck-sized horses or one horse-sized duck?
Would you rather be a master of every dance style but only on a trampoline, or an expert chef but only with a microwave?
Would you choose to live in a world where everyone suddenly has to wear clown shoes or where everyone has to wear superhero capes?
Would you prefer to have to sing everything you say or dance everywhere you go?
Would you rather always have to eat food that’s way too spicy or food that’s way too bland?
Would you choose to have a pet that constantly follows you around or one that only appears when you don’t need it?
Would you rather have the ability to teleport but only to places you’ve never been or be able to fly but only at walking speed?
Would you prefer to live in a house made of marshmallows or a house made of cheese?
Would you rather always have to wear a tutu or a full-body onesie in public?
Would you choose to have the ability to always find lost items but only at the most inconvenient times or to always have perfect weather but only when you’re indoors?
Would you prefer to have a magic wand that can only perform ridiculous spells or a jetpack that only works for ten seconds at a time?
Would you rather have a laugh that sounds like a duck’s quack or a sneeze that sounds like a foghorn?
Would you choose to have a pet rock that can’t move or a pet fish that’s always trying to escape?
Would you rather be able to turn invisible but only when no one is looking or to be able to read minds but only when everyone is thinking about food?
Would you prefer to have a never-ending supply of socks with odd patterns or a never-ending supply of mismatched shoes?
Would you choose to live in a world where everyone has to speak in puns or one where everyone has to speak in riddles?
Would you rather have the ability to turn anything you touch into gold but it can only be something you’ve already touched or to turn anything you touch into ice cream but it melts immediately?
Would you prefer to have a rewind button for embarrassing moments or a pause button for moments you want to savor forever?
Would you choose to always wear shoes that are too big or a hat that’s too small?
Would you rather be the world champion of competitive napping or of extreme pillow fort building?
Would you rather have a rewind button for your life or a pause button for your life?
Would you prefer to be able to talk to animals but they only gossip about each other, or have the ability to talk to plants but they’re really boring?
Would you choose to have a pet that can only talk in riddles or a pet that can only speak in movie quotes?
Would you rather always have to hop on one foot or always have to do the cha-cha when you walk?
Would you prefer to live in a world where every meal is dessert or every meal is breakfast food?
Would you choose to have a voice that sounds like a robot or a voice that sounds like a cartoon character?
Would you rather be stuck in an elevator with a mime or with a person who can’t stop talking about conspiracy theories?
Would you prefer to have a personal DJ who plays only polka music or a personal chef who only makes dishes with marshmallows?
Would you choose to have a permanent clown nose or always have to wear oversized glasses?
Would you rather have a bed that’s always too soft or one that’s always too hard?
Would you prefer to only be able to eat foods that are purple or only be able to eat foods that are green?
Would you choose to have a laugh that echoes or a sneeze that reverberates like a trumpet?
Would you rather be able to dance like a professional but only in your living room or sing like a star but only in the shower?
Would you prefer to always have to wear socks with holes or always have to wear shirts with stains?
Would you choose to have your own private island but it’s always raining or live in a bustling city but always have perfect weather?
Would you rather have to do karaoke every time you want to make a phone call or have to perform a magic trick every time you enter a room?
Would you prefer to have a remote control that can pause time or one that can fast-forward time?
Would you choose to have a hair that changes color every day or a beard that grows a foot every week?
Would you rather live in a house with walls that are always moving or in a house with furniture that constantly rearranges itself?
Would you prefer to have a shoe closet that’s always full of mismatched shoes or a wardrobe that’s always full of clothing you’ll never wear?
Would you choose to always have to wear a swimsuit or always have to wear a full suit and tie, regardless of the occasion?
Would you rather have to eat a meal made entirely of cheese or one made entirely of chocolate?
Would you prefer to be stuck in a time loop where you repeat the same day forever or in a dimension where everything is upside down?
Would you choose to have a phone that only works when you sing into it or a computer that only works when you dance around it?
Would you rather always have to speak in rhymes or always have to speak in alliteration?
Would you prefer to live in a world where everyone is always in costume or where everyone must always wear pajamas?

Boyfriend Stories — 250 Funny Questions To Ask Your Boyfriend 15

Final Thoughts

Armed with these funny questions to ask your boyfriend, you can be sure to beat every dull moment in your relationship and create new opportunities to deepen your connection with hearty bouts of laughter. A partner you can double over with laughter with. A relationship bustling with fun and playfulness. What more can you ask for?