500+ Good Questions to Ask | ConversationStarter.com

Welcome to our list of 500+ good questions, designed to spark engaging conversations, deepen connections, and inject fun into any setting. Whether you’re sharing a cozy evening with friends, breaking the ice on a first date, or simply exploring the minds of those you care about, this extensive list ensures you’ll never run out of intriguing things to ask. From light-hearted icebreakers to thought-provoking questions, there’s something here for every mood and moment.

So, get creative and let these questions be your gateway to laughter, discovery, and meaningful dialogue. Remember to follow up on questions—that’s where the real magic happens! And if you somehow breeze through all 500, don’t worry—we have plenty more where that came from.

Now, dive in and see where these questions lead you!

Good Questions to Ask

What’s a movie you could rewatch endlessly without getting bored?
What actor or actress always seems to play the same character in every role?
What’s a hobby or passion of yours that others don’t seem to understand?
What’s the funniest joke you can recite without needing to look it up?
What outdated social stigma do you think society should finally move past?
What’s your go-to remedy for getting rid of hiccups?
What’s the funniest or strangest name you’ve ever heard someone called?
What are some of the most unusual or unexpected places you’ve visited?
What’s something you think you’re great at, but maybe you’re not?
If you could be immune from any one crime, which one would it be?
What invention doesn’t get enough credit but has had a huge impact on the world?
What are your personal rules or guidelines for a successful date?
What actor or actress always seems to play the same character in every role?
What’s a dish you’ve always wanted to try but haven’t yet?
What phrase immediately makes you roll your eyes?
What’s a movie quote you find yourself using in real life all the time?
What are some of the most unusual or unexpected places you’ve visited?
Which mythical creature do you wish existed in real life?
Where do you usually shop for home decor or decorations?
Who is someone you always make an effort to be kind to?
What’s a delicious food that’s incredibly difficult or messy to eat?
Do you believe there’s life on other planets?
What’s something you hate having to spend money on?
What new smartphone feature would genuinely get you excited?
What’s a fashion trend that you think will never go out of style?
What’s the most unique or breathtaking building you’ve ever been in?
What’s the last picture you captured on your phone?
What’s something you think people often overlook but should be more concerned about?
What unethical experiment do you think could actually benefit society?
What’s the best or worst prank you’ve ever been involved in?
What strange food pairings do you surprisingly love?
When did something start off badly but end up being a positive experience?
What’s the hottest or spiciest thing you’ve ever eaten?
What’s the most valuable thing you’ve ever accidentally broken?
How do you form an opinion about someone when you first meet them?
What’s the most disturbing or unsettling movie you’ve ever watched?
When was the last time you found something while snooping that you wish you hadn’t?
What do you believe future generations will have a harder or easier time with compared to their parents?
What’s the coolest slow-motion video you’ve ever watched?
Which celebrity or band has the most toxic or annoying fan base?
Where do you typically get your news updates from?
What sounds correct but is actually completely wrong?
What’s a small habit you’ve picked up that brings you joy?
What’s the funniest or cleverest use of emojis you’ve ever seen?
When was the last time you got the chance to say, “I told you so”?
What’s on your mind that’s causing you stress right now?
What’s the most surprising fact you’ve learned about your family?
What’s the funniest or strangest name you’ve ever heard someone called?
What’s a habit people assume is outdated but is actually really practical?
What’s the funniest thing about modern life we all take for granted?
What’s a bad habit you’d have the hardest time breaking?
What’s a global problem you think people aren’t paying enough attention to?
What video game have you invested the most hours into, and was it worth it?
What’s a genius app idea that hasn’t been created yet but should be?
What’s your go-to restaurant for a delicious meal?
What’s something that has a terrible name and needs to be renamed ASAP?
What job-related hacks or tips have saved you the most time or effort?
When’s the last time you immediately regretted something you said?
Who do you know that has no filter between their brain and mouth?
Which movie character had potential but was ruined by poor casting?
If you were a ghost for 24 hours, what spooky mischief would you get into?
What’s the most depressing meal you’ve had, whether due to the food or the situation?
What’s the most addicted to a game you’ve ever been, and how did you break free?
What’s the coldest you’ve ever been, and what were you doing?
What TV show or movie character would be the most fun to switch lives with for a week?
What random bit of trivia do you know that’s cool but completely useless?
What current trend are you hoping sticks around for years to come?
What’s the wildest or most bizarre conversation you’ve ever overheard?
What’s the funniest comedy skit or sketch you’ve seen that always gets you laughing?
What outdoor activity is still on your bucket list to try?
If magic existed, what spell would you master first and why?
When was the last time you did something so cringe-worthy that you face-palmed yourself?
What was the highlight of your day today?
What’s the most ridiculous or impractical thing you’ve ever bought on impulse?
Which charitable cause do you think deserves more attention and funding?
What’s a word that’s just fun to say out loud?
What’s the coziest bed, couch, or chair you’ve ever relaxed in?
What’s the most ironic moment you’ve witnessed in real life?
If you could design a museum about any topic, what kind of museum would it be?
What’s the most recent white lie you told, and why?
How do you feel about speaking in front of a crowd—confident or terrified?
What’s the worst case of procrastination you’ve ever had, and what caused it?
Which songs instantly transport you back to another time in your life?
What’s one outdated thing you think desperately needs to be modernized?
What challenge are you currently trying to solve or overcome?
What’s the most over-the-top reason you’ve seen someone lose their temper?
What’s the funniest or strangest thing you’ve done while daydreaming?
What was the last song you couldn’t resist singing along to?
If you could take a fully-funded trip to visit any world landmark, which one would you pick?
What’s the most awkward backhanded compliment you’ve ever heard or received?
What’s the most fascinating documentary you’ve ever watched, and why?
What’s a time you pushed yourself harder than you thought possible?
What’s something you thought would be amazing but ended up being a major letdown?
What’s something that was the peak of coolness when you were younger but is totally outdated now?
When was the last time you indulged in more than nine hours of sleep?
Which artist or band is always at the top of your list when recommending music to someone?
Which movie or video always cracks you up, no matter how many times you watch it?
As a kid, what part of being an adult did you think would be incredible, but it isn’t?
When is censorship appropriate, if ever?
Are you brave enough to eat food that’s technically expired if it still smells fine?
If you could hack any computer in the world, whose would you choose and why?
What’s your “Back in my day, we used to…” story that makes you feel old?
When’s the last time you completely lost your cool and yelled at someone?
What’s something normal in your country that would seem bizarre to outsiders?
What clickbait titles would you give to popular movies if they were articles?
When was a time you played it cool on the outside but were freaking out inside?
What’s your creepiest or most haunting experience in a house?
What would your ideal bar or pub look like?
What movie or book can you quote almost word for word?
What’s one opinion that all your friends surprisingly agree on?
What’s the most awkward or embarrassing moment you’ve ever experienced?
What habit do you have now that you wish you had picked up much earlier in life?
Which languages do you speak, and which ones do you wish you could learn?
What’s your signature dish, or what do you enjoy cooking the most?
What’s a little-known secret or inside tip only people in your industry would understand?
Who’s someone from your past you’d love to reconnect with?
What’s the most incredible true story you’ve ever heard someone tell?
What’s a food you think is gross but strangely irresistible at the same time?
What’s the most ridiculous-looking animal you’ve ever seen?
What’s the last TV show you couldn’t stop watching?
What’s the funniest or most chaotic story you have involving a car?
What’s one thing you think everyone on the planet can agree on—no exceptions?
What’s something you believe is on the verge of becoming much better?
What life skill do you think should be taught in schools but isn’t?
What are some common myths or misunderstandings people have about your hobby?
What accent do you find the most soothing or beautiful to listen to?
From your cultural perspective, which country seems the most unique or strange?
What’s a common life experience that you’ve somehow never had?
If you were to build a themed hotel, what would the theme be, and how would you design the rooms?
Do you think humanity will ever reach a point where we live peacefully together?
What’s a clever trick or example of misdirection you’ve witnessed?
Which brand has earned your loyalty no matter what?
What’s the last thing you Googled, and why?
Where have you been banned or where are you no longer welcome?
What’s the most memorable vacation you’ve ever been on?
What’s the craziest or most shocking video you’ve watched online?
What’s the most overused or cringeworthy movie cliché?
What’s the most significant or historic event you’ve experienced firsthand?
If you could learn the truth behind all conspiracies but couldn’t reveal it without dying, would you take the risk?
What scientific breakthrough would immediately change the world if discovered?
What’s the funniest or silliest word you’ve ever heard in English?
What improvements do you think could make the media more trustworthy or engaging?
What’s the worst food you’ve ever had to eat just to be polite?
What’s something about human behavior that you just can’t understand?
What’s the wildest or most unforgettable thing you’ve seen happen at a wedding?
What sound instantly annoys you, no matter where you are?
What’s your go-to trick for falling asleep when you’re tossing and turning?
Who’s someone you feel like you know personally, even though you’ve never met them?
What’s the smartest or most impressive thing you’ve seen an animal do?
What’s the worst hairstyle decision you’ve ever made?
Are you someone who thrives on careful planning or prefers to go with the flow?
What’s a product that gets way more hype than it deserves?
What kind of nap is the most satisfying—long, short, or accidental?
What’s a powerful life lesson you’ve learned from a fictional book, movie, or show?
What sport could you pretend to play on live TV without getting caught as a fake?
What’s the most chaotic situation you’ve witnessed escalate way too quickly?
What’s the worst or most frustrating shopping experience you’ve ever had?
If you could communicate with animals, what’s the first thing you’d do with that ability?
Who in your life seems to have either amazing luck or the worst luck imaginable?
What’s a time you or someone you know tried to be sneaky but failed hilariously?
What’s the deepest rabbit hole you’ve fallen into online or in real life?
What’s the one thing you do regularly that always spikes your anxiety?
What’s the most impressive or unique animal you’ve seen in the wild?
What’s a memory or thought that instantly puts you in a good mood?
What’s the weirdest or most confusing text or email you’ve received?
What’s the most inappropriate time you’ve ever burst out laughing?
What’s the silliest or most ridiculous argument you’ve ever had with someone?
If you could see three stats about anyone you met, what would you want them to be?
What TV show has consistently made you laugh harder than any other?
What’s the most clever or creative way you (or someone else) avoided a ticket or punishment?
If all your hopes and dreams were stored in a box, what would that box look like?
Which post-apocalyptic or dystopian scenario do you think is most likely to happen?
What’s the strangest thing you’ve found while walking down the street?
What’s something that’s obviously true, but no one likes admitting it?
What’s perfectly fine in small amounts, but terrifying when there’s too much of it?
What’s your most embarrassing memory from when you were a kid?
If you could design your perfect virtual reality world, what would it look like?
What trend or fad do you wish would just disappear already?
What’s the most breathtaking or beautiful beach you’ve ever visited?
What’s a problem or issue everyone complains about but no one ever seems to fix?
What word do you always struggle to spell correctly, no matter how hard you try?
What’s a personality trait or quality that all your closest friends share?
What was the most important appointment or event you’ve completely forgotten about?
What fashion trend always makes you shake your head or laugh when you see it?
What’s the funniest or most unexpected thing you’ve ever seen a kid do?
Is there a company you strongly dislike, and why?
What’s an unusual smell that you secretly enjoy?
Who’s someone you used to admire until they messed up and changed your view of them?
What hidden talent do you have that most people don’t know about?
What’s one item that’s ridiculously cheap, but you’d happily pay more for?
What’s the most boring sport to watch, and how would you make it more entertaining?
If each month had its own tagline or slogan, what would some of them be?
What piece of technology gives you the creeps?
What’s a story you’ve heard that still gives you chills whenever you think of it?
What food do you find yourself craving on a regular basis?
What movie or TV scene always breaks your heart no matter how many times you see it?
What animal do you think is the most majestic and awe-inspiring?
What’s the most annoying or poorly designed product you currently own?
What’s your grossest or most shocking encounter with bugs?
Which fictional character have you had a long-time crush on?
What’s the worst or scariest experience you’ve ever had on the job?
Who in your life struggles the most with using technology?
What’s something you were 100% sure was true—until you realized you were completely wrong?
What word do you often stumble over or mispronounce?
What’s your best example of gaining something easily and losing it just as quickly?
Would you rather let scientists and AI design a country’s policies or leave it to politicians?
What do you think will happen in the next five years that will surprise most people?
What’s your go-to game whenever you visit a casino?
What are two things that seem terrible on their own but become amazing together?
What’s the most delicious sandwich you’ve ever eaten, and where did you have it?
What’s the strangest or most unexpected crush you’ve ever had?
What’s something from your childhood that will seem weird or outdated to future generations?
What images or ideas come to mind when you hear the word “classy”?
What product or service is absurdly overpriced and should be way cheaper?
What’s the dumbest or most nonsensical lyric you’ve ever heard in a song?
If you could hear the thoughts of everyone around you, but couldn’t turn it off, would you want that power?
What’s a current trend that baffles you because it makes no sense?
What’s a topic that people seem to have strong opinions about, even when they know nothing about it?
What’s an interesting or surprising fact about you that most people don’t know?
When was the last time you experienced something weird, and everyone around you acted like it was normal?
If you could ask a time traveler from 200 years in the future just a few questions, what would they be?
If you opened a restaurant, what would be its signature dish or cuisine?
Where’s the most awkward or uncomfortable place you’ve ever tried to sleep?
What’s a sound, smell, or trigger that instantly brings back a specific memory for you?
If you had to submit a piece of art to a gallery, what quirky or creative idea would you come up with?
What’s a memory you’re convinced is real but might actually be something you imagined?
Who’s the most creative person you know, and what makes them stand out?
When was the last time you stayed awake all night, and what were you doing?
What outdated slang do you still use even though it’s no longer trendy?
How far ahead do you typically plan or prepare for the future?
What’s something you believed as a kid that, looking back, is completely ridiculous?
What’s the most adorable or heart-melting thing you can imagine?
What food would be absolutely terrible if it were blended into a drink and served through a straw?
What are some common misconceptions that drive you crazy?
What’s something normal today that would absolutely terrify someone from 100 years ago?
What upcoming piece of technology are you most excited to get your hands on?
What’s your all-time favorite holiday movie and why?
What job or profession do you think deserves way more respect or appreciation than it gets?
What’s the most breathtaking natural place you’ve ever visited?
What’s the worst fast-food meal you’ve ever had, and what made it so bad?
What’s the one thing you find yourself asking for help with the most?
What food did you eat so much of that you can’t stand it anymore?
What’s something that was amazing before it became too popular and overdone?
If you had to hide a giraffe somewhere, where would you even begin?
What do you absolutely love and absolutely hate about your car?
What’s both the best and worst part about living in your country?
What’s a story where things went bad—and then somehow got even worse?
Which celebrity could you see having a cane collection purely for style?
What job doesn’t exist today but probably will in the near future?
What’s something that’s quickly fading into obscurity or becoming irrelevant?
What’s the funniest or most ridiculous thing you’ve ever convinced someone to believe?
What product or device do you wish had a “smart” version to make it more useful?
What’s the most physically painful experience you’ve ever had?
If you could create a brand-new idiom and make it widely used, what would it be?
Who’s the most manipulative person you’ve ever encountered?
What’s the oldest item you own, and why have you kept it?
What’s your personal good luck charm, and does it actually work?
Pick a brand—now, what would their slogan be if it were brutally honest?
How much of your body would you enhance with cybernetic technology if it were safe and available?
When was the last time you got so lost you didn’t think you’d find your way back?
What’s the darkest or most disturbing movie you’ve ever watched?
How much do you think a person’s name influences their life and success?
What’s the most impressive physical achievement you’ve managed to pull off?
What small change can instantly make someone look or feel more attractive?
What’s the sneakiest or shadiest behavior you’ve witnessed someone get away with?
What’s a word that sounds so gross it makes you cringe every time you hear it?
What’s the most annoying or frustrating thing about your favorite social media platform?
What’s something that’s legal today but probably won’t be in the near future?
What’s a skill or ability you’re confident you do better than most people?
What major event do you think is right around the corner that nobody is expecting?
What’s the most frustrating or rage-inducing game you’ve ever played?
What’s a terrible movie that you secretly love to watch?
What’s a normal everyday activity that starts to feel strange when you think too much about it?
What’s something a lot of people hope will happen, but you’re pretty sure it won’t?
What’s something about modern life that’s bizarre when you stop to think about it, but we all accept as normal?
What’s the biggest realization or epiphany you’ve ever had about yourself?
What topic could you go on and on about for hours without getting bored?
The age-old debate: Should toilet paper hang over or under the roll?
What’s the weirdest or funniest thing that ever happened to you at work?
What’s your best “fake it till you make it” moment that actually worked?
Do you prefer happy endings in books and movies, or do you like more dramatic, bittersweet conclusions—and why?
What’s the most extreme overreaction you’ve ever witnessed?
If you had to give tourists a “real-life” tour of your hometown, what activities or places would you include?
What funny or unique nicknames have you given to people in your life?
What’s something someone borrowed from you but never returned?
What’s the funniest or most cringe-worthy pick-up line you’ve heard?
What’s something people do to try to look cool but ends up having the opposite effect?
What did you either love or hate about growing up in your hometown?
What’s something small you do to try to make the world a better place?
What personal values do you hold above all else?
What’s a hilarious or absurd example of correlation being mistaken for causation?
What’s the weirdest or most interesting conversation you’ve accidentally overheard?
What innocent-sounding question always makes you feel like there’s a hidden agenda behind it?
What’s a memory that still makes you cringe when you think about it?
What’s the most scenic or peaceful place you’ve ever taken a walk?
What song do you feel compelled to sing along to, even if you don’t know all the lyrics?
If cartoon physics suddenly became real, what’s the first thing you’d try to do?
What’s the clumsiest or most embarrassing accident you’ve had?
What unusual potato chip flavor would you love to see invented?
What’s a situation where you’ve wished you could instantly disappear?
Why do you think makeup for men has been so uncommon in Western culture until recently?
Have you ever dyed your hair a wild color, and if not, would you consider it?
How do you think the internet would change if all advertising were banned?
What’s one thing you think the leaders at your work or school could be doing better?
What’s your ideal way to spend a rainy day?
How comfortable do you feel when you’re without your phone for a while?
Are you naturally patient, and what’s something you’re patient with that others aren’t?
What’s something that feels like it happened ages ago but was actually recent?
What type of people do you like to have in your inner circle?
How much do you trust authority figures, and what influences that trust?
What’s your top priority when shopping for clothes—style, comfort, practicality, or value?
What’s the wildest or most daring thing you’ve ever done?
Have you ever tried cosplay, and if not, would you ever give it a go?
Is it better for people to stand out and be unique, or to fit in with those around them?
What do you usually do to break out of a rut and reset your mindset?
What’s the best movie you’ve seen that came out in the past year?
What trend do you think is on its way out, and will you miss it?
What’s one of your favorite family memories that always makes you smile?
What’s an experience you were hesitant to try but ended up loving and are so glad you did?
How much faith do you have in humanity’s ability to do good?
What’s the most innovative or creative idea or product you’ve come across recently?
What’s your honest opinion on reality TV—love it, hate it, or secretly binge it?
Are your relationships with friends or family more important to you, or do they balance equally?
How good are you at motivating yourself when no one else is pushing you?
What’s a piece of art—whether a painting, film, or song—that changed the way you see the world?
What’s the most recent movie you’ve watched, and how did you like it?
Which celebrity are you a little too invested in or obsessed with?
How much sleep do you usually get each night, and is it enough for you?
How willing are you to try new or adventurous foods, and what’s the wildest thing you’ve tried?
How do you think artificial intelligence will affect everyday life in the near future?
How much do you think luck influences success compared to hard work?
How easy is it for you to forgive people, and do you think that’s a good or bad thing?
Do you enjoy cooking, and what’s your go-to dish to make?
Who’s the most fearless or hardcore person you’ve ever met?
If money wasn’t an issue, what would your dream home look and feel like?
How good is your sense of direction—are you someone who rarely gets lost or always needs GPS?
What are some of the happiest memories you have from your childhood?
If you could choose exactly how long to live, what number of years would you pick?
How much do you actively recycle, and do you think you could do more?
How do you think you’d handle life if you were ever stuck in prison?
What’s the most unforgettable mess you’ve ever had to clean up?
What’s the most adventurous or exotic food you’ve ever tried?
How do you feel when you encounter snakes or spiders—fascinated or freaked out?
When do you feel the happiest or most content?
What’s your go-to activity when you need to relax or blow off steam?
What’s one routine in your life that you’re tired of but haven’t changed yet?
What’s the best part of your life right now, and what do you think you’ll miss when it’s over?
What’s the weirdest ice cream flavor you’ve ever heard of, and would you try it?
Do you think that craving or desiring things leads to more unhappiness, or can it be motivating?
What’s the best or most unusual museum you’ve ever visited, and why did it leave an impression on you?
What were your absolute favorite toys or games as a child?
Were you a tree-climber as a kid, and when was the last time you climbed one?
What’s something exciting or important that you’re currently waiting for?
What do you absolutely love and really dislike about living in your city or town?
If you could instantly learn any new language, which one would you choose?
What’s the most fascinating or unusual creature you’ve ever learned about?
What’s the perfect room temperature that keeps you feeling cozy?
Do you find silence peaceful or unsettling, and why do you think some people feel differently?
What do you think will be the next major breakthrough in technology?
What’s your favorite type of store to wander around in, and what store do you avoid at all costs?
What topic or subject do you know more about than most people?
What’s currently the most exciting or rewarding thing happening in your life?
Are people today generally wiser or less wise than those from 100 years ago? Why or why not?
Which sports do you enjoy watching, and what makes them fun for you?
What’s a piece of clothing you owned (or still own) that you’re most attached to?
What’s the hottest or spiciest food you’ve ever dared to eat?
Would you rather be too hot or too cold, and why?
What’s the most magical or enchanting place you’ve ever visited?
In a prisoner’s dilemma, would you cooperate or betray a stranger? How would your answer change with a friend or family member?
What’s the weirdest or most unusual room or building you’ve ever been in?
Which household appliance could you never live without?
What’s the most mind-blowing fact you know about nature or the natural world?
What’s a toy or item you desperately wanted as a kid but now laugh at when you think about it?
Do you buy designer clothes, stick to affordable brands, or just pick based on what looks good?
What’s your opinion on the electric scooters popping up in big cities—convenient or a nuisance?
What’s your ultimate dream vacation destination, and what would you do there?
How much of your day do you spend looking at your phone?
What’s the last book you read, and did you enjoy it?
What makes your hometown special or unique compared to other places?
How much attention do you give to maintaining your physical and mental health?
What unhealthy snack do you find completely irresistible?
What’s the one thing you believe individuals can do to make the world a better place?
What are your top red flags and green flags when meeting someone new?
What’s one way you think countries could manage their resources more effectively?
What’s the best concert you’ve ever attended, and what made it unforgettable?
How well can you dance, and do you have any go-to moves for the dance floor?
How do you handle spicy food—are you a heat-seeker or more cautious?
What are the top three life lessons you’ve learned through experience?
What does a perfect night out look like for you?
What’s the most bizarre or unusual sport you’ve ever heard of?
What’s something you’ve always wanted or admired but haven’t gotten yet?
Do you consider yourself a good leader, or do you think you’d be one if given the chance?
Who’s your favorite artist, and what type of art speaks to you the most?
What’s something you nod along to in conversations but secretly don’t understand at all?
If you could change one thing about the education system, what would it be?
What aspect of modern life confuses or baffles you the most?
Do you feel like you’ve found your purpose in life, or are you still searching?
What’s your favorite accessory to wear that completes your look?
Which famous person do you think is genuinely helping to make the world a better place?
What song or artist have you been playing on repeat lately?
Who’s the one person you feel completely at ease and comfortable around?
Are you more of a dog person, a cat person, or do you prefer a different animal altogether?
Where’s your favorite spot to go for a peaceful walk?
What hobby have you always wanted to try but haven’t gotten around to yet?
If you had to move to a new country with only a carry-on, what essentials would you pack?
Do you prefer shopping online for convenience or in-store for the experience?
Which class in school did you enjoy the most, and why?
What do you think are the three biggest challenges the world is currently facing?
What’s your dream vacation destination, and what would you do there?
What TV show are you currently hooked on?
When was the last time you went camping, and where did you go?
Are you an early bird who loves mornings or a night owl who thrives in the evening?
How would you spend the perfect day by yourself?
What’s something you wouldn’t mind waiting in a long line for?
If you could wake up tomorrow as an expert in any field, what would it be?
If you could instantly earn a Ph.D., what subject would you choose?
What’s the most fascinating or memorable place you’ve ever traveled to?
What’s the funniest thing that made you laugh recently?
What moments in your life have completely changed its direction?
What outdoor activities bring you the most joy?
What type of funny videos never fail to make you laugh?
Do you like your movie theater popcorn loaded with butter or plain?
Which drugs, if any, do you believe should be legalized, and what’s your reasoning?
What’s your favorite meal to cook or indulge in?
If you could witness any moment in history—or even the future—what would you choose to see?
Do you play video games? If so, which genres do you enjoy the most? If not, why don’t you play them?
Which historical figure would you love to meet, and what would you ask them?
If you could have any superpower, which one would you pick and why?
What’s something you’re very particular about and refuse to compromise on?
What’s the best advice you’ve ever received that’s stuck with you?
What’s a useful skill or hobby you picked up during the pandemic?
What’s something you’ve always wanted to try but haven’t gotten the chance to do yet?
Would you rather travel back in time or explore the future if you had a time machine?
What are some quotes that inspire or motivate you the most?
What songs do you know by heart and can sing word for word?
If you could be any animal for a day, which one would you pick and why?
What movie scene left such an impression that you still think about it?
What’s something you spend too much time or money on, but you believe it’s totally worth it?
If you could swap lives with someone for a day, who would you choose?
What’s one thing that never fails to put a smile on your face?
What’s a talent or skill you wish you had but don’t?
Would you rather take a peaceful stroll through a forest or a walk along the beach?
Which fictional character would you love to have dinner with and why?
If you could travel anywhere in the universe, where would your first stop be?
If you could step into the world of any movie for a week, which one would it be?
What’s the last book you read that you just couldn’t put down?
What’s your all-time favorite animated movie?
Is there a country you’ve always dreamed of visiting but haven’t yet?
If you could live in any historical era, which one would you pick and why?
What’s the most meaningful compliment you’ve ever received?
If you were given an honorary degree, which field would you want it in?
What’s the best live concert or performance you’ve ever been to, and what made it unforgettable?
If you could live in any fictional universe, which one would you make your home?
What’s a language you’ve always dreamed of learning fluently?
If you could only eat one food forever, what would you happily stick with?
What’s the most thrilling or daring thing you’ve ever done?
If you could write a book, what kind of story would you want to tell?
What song never fails to lift your spirits when you hear it?
If you could have any job in the world without limitations, what would you do?
What’s your go-to board game or card game for fun with friends or family?
If you could change one decision or event in your past, what would it be?
What’s the last movie you saw that left a lasting impression on you?
If you could master any musical instrument instantly, which one would you choose?
What cause or issue is close to your heart that you’re passionate about?
If you had to wear the same outfit every day, what would your perfect look be?
What’s your favorite way to unwind after a long and stressful day?
If you could bring a fictional character to life, who would you pick and why?
What’s the most valuable life lesson you’ve learned so far?
What’s a destination on your bucket list that you’ve never visited but would love to?
If you could give your younger self one piece of advice, what would it be?
If you had to choose a new name for yourself, what would it be and why?
What’s the last dream you remember having, and did it leave an impact on you?
If you could invent a brand-new holiday, what would you celebrate and how?
What’s your favorite way to enjoy the outdoors, whether relaxing or adventurous?
If you had to lose one of your five senses, which one would you give up and why?
What’s a family or personal tradition that you cherish the most?
What’s the most surprising or unusual food you’ve tried that you actually liked?
If you stumbled upon a magic lamp, what three wishes would be at the top of your list?
What’s a recent act of kindness—big or small—that made your day?
If you could learn every detail of one historical figure’s life, who would you choose?
What’s something unexpected you’ve recently discovered about yourself?
If you could collaborate with any artist, living or dead, who would it be and why?
What’s a hidden-gem TV show or movie that you love but isn’t widely known?
If you could live in any city for a year, where would you go and what would you do?
What cuisine could you eat every day for an entire month without getting tired of it?
What’s a family tradition you look forward to every year?
If you could be part of any historical event, which one would you choose to experience?
What skill or talent do you admire in others and wish you could learn?
If you could have a mythical creature as a pet, which one would you pick?
What’s a guilty-pleasure song or artist you love but don’t talk about often?
If you could start a fun new trend, what would it be and why?
What’s a fear you’ve conquered, and how did you overcome it?
If you could instantly speak any language fluently, which one would you choose?
If you could create your own TV show, what would the storyline or premise be?
What’s a challenge you’ve faced that you’re proud of overcoming?
If you could sit down with any world leader, past or present, who would you choose and why?
What’s a place you’ve traveled to that felt like stepping into a different world?
If you had to teach a class on any subject, what topic would you feel confident about?
What’s a hobby you’ve recently taken up that you enjoy?
If you could spend a year living in any country, where would you go and what would you do?
What’s a random act of kindness you’ve experienced that you’ll always remember?
If any fictional event could come to life, which one would you want to witness?
What’s a childhood game or activity that you wish you could still play today?
What’s a small, simple pleasure that can instantly brighten your day?
If your life had a theme song, which track would you choose?
What’s a habit you’ve developed that has made a huge positive impact on your life?
If you could step into the shoes of any book character, who would it be and why?
What’s the most eye-opening documentary you’ve ever watched?
If you were invited to give a TED Talk, what topic would you speak on?
What’s a unique or meaningful tradition your family or culture follows?
What’s a useful invention that hasn’t been created yet but definitely should be?
If you could instantly master any form of art, what would you choose—painting, music, dance, or something else?
What’s one subject or skill you think should be mandatory in schools worldwide?
What’s a small moment or memory that always brings a smile to your face?
If you could solve just one global issue overnight, what would it be?
What’s a song that perfectly describes how you feel or where you are in life right now?
If you had a secret room in your home, what would you fill it with?
What’s the most touching act of kindness you’ve ever witnessed or experienced?
If you could have lunch with any historical or modern figure, who would you choose and why?
Which movie or book character do you relate to the most, and why?
What’s an unusual talent you have or wish you could develop?
What’s the most impactful or meaningful conversation you’ve ever had with someone?
If you could try any job or career for a week, which one would you pick?
What’s the wisest piece of advice you’ve received that you still live by?
What language or dialect do you find incredibly beautiful or fascinating?
If you could own any artwork from any artist, which piece would you choose?
What’s the most intriguing mystery or unsolved case you’ve come across?
What sport or outdoor activity have you always wanted to try but haven’t yet?
If you could have a historical figure as a mentor, who would you want guiding you?
What’s a movie that everyone should watch at least once in their life?
If you could invent something to solve an everyday problem, what would it fix?
What’s a small gesture someone did that had a surprisingly big impact on you?
What book do you think everyone should read at least once?
What hobby or activity do you think everyone should try at least once in their life?
What’s a life lesson you learned the hard way that you now appreciate?
Do you have any strange fears you’ve had to overcome, or one that still lingers?
What’s a tradition from another culture that you’d love to experience firsthand?
If you were an Olympic athlete, which sport would you want to compete in?
What’s a quirky habit of yours that you’re oddly proud of?
If you could spend a day living someone else’s life, whose life would you choose and why?
What’s a song that perfectly sums up your current mood or stage of life?
What’s the most fascinating or surprising fact you’ve learned about your family’s history?
If you could change one thing about your upbringing, what would it be and why?
If you could live during any era of art and music, which one would you choose?
What’s the strangest or most memorable coincidence you’ve ever experienced?
If you could instantly become an expert in any academic subject, what would you choose to master?