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We’ve all been there, staring down the silence of a conversation with no clear path. This is where a set of random questions to ask comes in handy. Whether you’re among friends, a partner, or complete strangers, a random question being thrown into the air is a charming and quirky way to get the convo rolling again. You’ll never regret having a few conversation starters on hand! That’s as true of first dates and late-night conversations with your crush as it is of road trips with your bestie.

There’s also a pretty much endless number of random questions to ask people out there. Which are worth a spot in that overcaffeinated corner of your brain labelled “random” — you know, the part that houses all your half-baked thoughts and shower musings? Don’t worry too much about that because we’re here to help. Seriously, we’re all about asking questions that can take conversations in unexpected directions, whether you’re asking someone get-to-know-you questions over coffee or making a game out of putting fun icebreaker questions to a group. (If the latter is your speed, you’ll find plenty of random things to ask with a round of Never Have I Ever, Most Likely To, Would You Rather, or This or That.)

At the end of the day, the world needs curiosity more than it does awkward silences, and fun conversations often start out with a little randomness. So the next time the convo hits a lull, pull out one or two of these random questions to ask and see what happens.

In this article, you’ll find:

Random questions to ask your friends

If you could be any age for the rest of your life, which would you choose?

What’s a fictional world you think you would totally thrive in?

What’s something completely ordinary you irrationally love (think gas-station coffee or cracking open a new notebook)?

If you could only wear one color for the rest of your life, which one would you choose?

What’s a smell that instantly takes you back to childhood?

What’s your weirdest comfort show?

Why are turtles green?

What’s the best way to waste time?

What is your go-to shower song to sing?

You have to give a TED Talk on something you know way too much about. What’s the topic?

Do you have a go-to karaoke song?

Which emoji do you think best represents your current era of life?

What’s your “Mandela Effect” hill — something you swear used to exist but apparently never did?

What’s your go-to breakfast order?

If you were a minor character in a TV show, what would your one recurring line be?

What’s the best-named playlist you have saved?

Which celebrity would you trust to babysit your pets and/or plants while you’re away?

What’s an oddly specific red flag for you that no one else understands?

What’s your favorite nickname you’ve been given?

If you could bottle up one feeling forever — a single emotion or vibe — what would you choose?

Which random store aisle do you always end up wandering in even if you don’t need anything there?

What’s your favorite way to spend a Sunday?

What’s your ultimate “if I had a time machine, I’d go back just to relive that” moment?

Do you think money brings happiness?

What’s something you learned embarrassingly late in life that everyone else seemed to already know?

What’s the last book, movie, or TV show that made you cry?

If you could make one small, weird change to everyday life (like reversing the direction of doors), what would it be?

Hiking or video games?

If you could design a video game about anything, what topic would you choose?

What celebrity have you been told looks like you?

If you could describe our friendship in three words, what would they be?

What’s a conspiracy theory you secretly kind of believe?

What’s your favorite Disney character?

Who would you pay the most money to see in concert?

What’s the most useless fun fact stuck in your brain forever?

What random skill do you have that you’re unreasonably proud of?

What is one thing you think is really overrated?

If you could instantly teleport anywhere except your bed, where would you go right now?

Personal uniforms or a different outfit every day?

What’s your favorite family tradition?

What was your favorite birthday party?

What’s the weirdest item currently in your bag?

If your friend group had credits like a movie, what would your role be?

What do you think your aura looks like?

Who was your favorite teacher and why?

What was your favorite toy growing up?

Who was your first celebrity crush?

If your brain had background tabs like a computer, what would the oldest one still open be?

Which random app or website do you waste the most time on?

What’s a smell that should be bottled as a perfume but isn’t?

If you could swap brains with anyone for a day just to see how they think, who would it be?

If you could have a live feed of anything in the world (not creepy), what would you watch?

What’s your most dramatic “I can’t believe that actually worked” moment?

What’s a weird thought that lives rent-free in your head?

What’s a completely normal thing that secretly gives you the ick?

If you could trade places with any cartoon character for 24 hours, who are you picking?

What’s the most random thing that can make you emotional out of nowhere?

What’s the weirdest item you’ve ever impulse-bought?

What’s your favorite form of procrastination?

What’s a childhood fear that still low-key haunts you as an adult?

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Which celebrity would you break up with me for?

If our relationship had a theme song, what would it be?

Couples costume for Halloween or no way?

If we had to switch lives for a week, what would stress you out most about being me?

Would you still like me if I was a worm?

What’s the pettiest reason you’ve ever been mad at me (or wanted to be)?

What’s something you’d totally dominate in if it were an Olympic event?

Which movie couple do you think we’re most like — for better or worse?

If we could teleport anywhere for a date right now, where would we go?

Do you read your horoscope?

What’s a smell that feels like pure nostalgia to you?

What’s your favorite small luxury?

What’s a random smell, sound, or song that instantly reminds you of me?

What’s your ultimate “doing absolutely nothing but somehow thriving” activity?

If you could wake up tomorrow fluent in any language, which one would it be?

What’s your most “us” memory that probably looks unhinged to anyone else?

What’s a random thing you’ve learned about yourself from dating me?

If we had a couples’ “wrapped” like Spotify, what would be our top three moments this year?

What’s a hobby or interest of mine that’s secretly grown on you?

If you could live with a fictional character, who would you choose as your roommate?

What does your dream house look like?

What’s the most oddly specific hill you’ll die on every time?

What is your least favorite word or phrase?

What inexplicable thing gives you the ick?

What’s the most random thing that’s ever genuinely inspired you?

What’s your favorite flavor of ice cream?

What’s your current hyperfixation or random niche obsession?

What’s something that instantly puts you in a good mood, no matter what?

How would you spend a million dollars?

What’s your most irrational fear?

If you could completely delete one daily chore from existence, which one are you choosing?

How many pillows do you sleep with?

What’s something you’ve always wanted to learn — not for work or school, just for fun?

What’s a habit of mine that you secretly think is cute but also unhinged?

What’s your idea of a healthy relationship?

What is something that will immediately ruin your day?

Do you trust people easily?

If you could have any animal as a pet, what would you choose?

Are you a spiritual person?

Do you believe in monogamy?

What’s your favorite thing about yourself?

If you could steal one quality from me for a day, what would it be?

What’s the ultimate comfort food?

If we had to design matching tattoos right now, what’s your first idea?

What do you wish was a school class that currently isn’t?

Where do you want to live when you’re older?

If you could immediately gain one ability, what would it be?

What is your favorite kind of gift?

What’s something you believed as a kid that you kind of miss believing?

What’s a random topic you could rant about for 10 minutes straight?

When do you feel the most secure?

What’s something you hope future-us never stops doing?

If your personality were a playlist, what three songs would have to be on it?

If we both had to disappear and start new lives under fake names, what names would you pick for us?

If I were a dessert, what would I be?

If we made a joint bucket list, what would be your first totally unserious addition?

What’s a random object in your room that weirdly means a lot to you?

If our love story had a visual aesthetic, what would it look like?

What song instantly makes you feel like everything’s going to be okay?

What’s something you’ve done that your younger self would never believe?

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Random Questions to Get to Know Someone

Are you a morning person or a night owl?

What’s your favorite way to celebrate a win or special occasion?

What’s your go-to fast food order?

What emoji do you use the most?

What’s a childhood food or snack you still think about?

What do you think the most important job is?

What’s your ideal weekend vibe: cozy inside or out exploring??

What’s one thing you’ve always wanted to learn?

Do you prefer air or train travel?

Who is your style role model?

Have you ever seen a ghost?

What was the best meal you’ve ever eaten?

What is your favorite type of movie?

Do you like haunted houses?

What’s the longest amount of time you’ve been away from home?

Do you prefer traveling with others or going on a solo adventure?

What is your favorite way to kick off a day?

Do you speak any other languages?

What’s the most important quality in a friend, in your opinion?

What’s a random fact about you that always surprises people?

What kind of career do you want?

Are you an introvert or an extrovert?

What’s a random corner of the internet you could scroll for hours?

What do you wish you had more time to do?

What’s something you learned embarrassingly late in life?

What’s one random thing you think everyone should experience at least once?

Did you like school growing up? Why or why not?

What makes you feel truly relaxed?

Who is your biggest role model?

What do you think the most unpleasant sound is?

Are there any songs you know all of the lyrics to?

What is the spiciest food you’ve ever eaten?

What kind of weather puts you in your best mood?

What is a silly thing you take a lot of pride in?

Do you believe in aliens?

Do you like to get to the airport early or cut it close?

What’s your astrological sign?

Do you think you have a greater life purpose?

Are you more of a texter, caller, or voice-note person?

What kind of music do you put on when you need a mood boost?

Have you ever won an award?

How do you like to spend a rainy day?

What’s one opportunity you feel like you missed out on?

Do you remember names easily?

Are you more energized by big groups or one-on-one time?

Are you more likely to rewatch an old favorite or start something new?

What’s your ideal vacation: beach, city, mountains, or something else?

What’s a movie you can quote a little too well?

What’s the first thing you usually notice about people?

If someone gave you a free plane ticket right now, where’s your first stop?

What’s your current “little treat” habit?

What’s something small that makes your space feel like yours?

Are you more of a “let’s plan it” person or a “let’s wing it” one?

Do you collect anything — intentionally or by accident?

What kind of posts fill your For You Page lately?

Are you an “arrive early” or “fashionably late” type?

What’s something you can talk about for way too long?

What’s your favorite way to connect with people — deep convos, shared hobbies, humor, or something else?

If you could have dinner with one fictional villain, who are you picking?

What’s the most random “main character” moment you’ve had recently?

Interesting Random Questions That Get Deep

Do you believe in luck, timing, or just hard work?

When you were a kid, what did you think being an adult would be like?

What’s something you’ve recently changed your mind about?

When was the last time you cried?

What are you most worried about right now?

How do you think the world is going to end?

What makes you the most proud?

What’s one thing you would change about yourself?

What motivates you?

What do you do when you need some inspiration?

When was the last time you got into a big fight?

Do you believe in an afterlife?

What is one thing you think can’t be explained?

What’s something you’ve unlearned that made your life better?

Which family member are you the closest to?

Who do you wish you were closer to?

When was the last time you did a random act of kindness?

What’s your biggest fear?

Where do you see yourself in 10 years?

If you could travel back in time, where would you go?

Do you believe in destiny?

What’s the biggest coincidence you’ve ever witnessed?

How do you show love?

Do you think everything happens for a reason?

What’s your biggest regret in life?

Do you think animals and humans have a special connection?

Do you think any of us are born good or bad?

Are you a confrontational person?

Do you believe in karma?

How connected do you feel to the world?

Do you believe in love at first sight?

Who is your biggest fan?

What are you excited about right now?

When did you last surprise yourself, in a good way?

What do you notice first about another person?

Do you enjoy speaking with strangers?

How do you think your friends describe you?

What do you think the quickest way to turn around a bad day is?

Are you a jealous person?

Is it ever ok to lie to someone?

How do you like to cheer other people up?

Who do you go to first when you have a big decision to make?

What is the biggest decision you’ve ever made?

Are you a spontaneous person?

Do you think AI will change the world for the better?

What’s the biggest injury you’ve ever had?

What keeps you up at night?

How important is family to you?

Is the glass half empty or half full?

If happiness were a place, what would it look like?

What do you think people misunderstand about you most often?

What’s the biggest way you’ve changed in the past year?

Do you think you’re more driven by curiosity or by comfort?

What do you think your younger self would love most about who you are now?

How do you usually know when you’ve outgrown something — or someone?

What’s something that makes you feel small in a comforting way?

What’s something simple that makes you feel at peace?

What version of yourself are you trying to become right now?

Do you think people ever really change?

What do you think makes a person “good”?

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What reality TV show competition do you think you could win?

What’s your personal villain origin story?

What’s your most irrationally confident “I could definitely do that” moment?

What’s your Roman Empire — the random thing you think about way too often?

What’s the dumbest argument you’ve ever had that you still kind of stand by?

If someone made an action figure of you, what accessories would it come with?

If you were a ghost, what super specific place would you haunt?

If animals could talk, which species do you think would be the rudest?

What’s your most “it seemed like a good idea at the time” moment?

What’s a trend you participated in that you’d rather forget existed?

What’s the most ridiculous fact you know by heart?

If your life had bloopers, what moment would definitely make the reel?

What’s your go-to “unhinged but harmless” opinion?

What’s the weirdest thing you’ve cried over?

If your life had Yelp reviews, what do you think your average star rating would be?

Which cereal mascot would win in a fight?

If you had to live inside a commercial, which one would you pick?

What’s your personal “it’s not a phase, Mom” era right now?

What’s your most irrationally strong opinion about something that doesn’t matter?

If you were a side character in a sitcom, what would your running gag be?

If you had to pick one condiment to represent your personality, which would it be?

What’s your red flag but make it cute?

What’s the pettiest thing you’ve ever done out of pure principle?

If you could turn one boring adult task into a competitive sport, which one would you dominate?

What’s a smell that shouldn’t be good but secretly is?

What’s a fictional job you think you’d actually crush at?

Which celebrity would make the worst substitute teacher?

What’s the dumbest purchase you’ve ever made that you have zero regrets about?

Which emoji do you think perfectly captures your driving style?

What’s your most “I’m too old for this” moment recently?

Which movie title accidentally describes your last week?

If you had to teach a class on something ridiculous, what’s the subject?

What’s the worst outfit choice you’ve ever made with full confidence?

If a documentary crew followed you for a week, what would the title be?

If you could delete one inconvenience from existence (like tangled earbuds), what’s gone?

If you could prank one historical figure, who’s your target?

What’s the most random object you’ve ever formed an emotional attachment to?

What’s your “why am I like this” habit you refuse to fix?

What’s a phrase that instantly makes you suspicious when people say it?

Which celebrity would you trust to parallel park your car?

If you had to replace your hands with two everyday objects, what are you picking?

If aliens asked you to show them “fun,” what would you take them to do?

What’s the funniest misheard lyric you’ve ever confidently sung?

What’s the least useful thing you’ve ever memorized?

What’s your “I’m not proud, but it worked” life hack?

Random & Fun Icebreaker Questions for a Group

Which fictional world would you most want to vacation in — no danger involved?

Which snack food deserves more respect?

Which app on your phone could you never live without?

What’s your weirdest hidden talent?

What’s your most chaotic travel story in one sentence?

Who in this group would survive the longest in a zombie apocalypse — and why?

What’s something you believed as a kid that’s hilarious in hindsight?

Who here would make the best undercover spy (and who would blow the cover instantly)?

What’s your most irrational fear that you’ll admit publicly?

What’s something you’re embarrassingly competitive about?

Who here would definitely talk their way out of a speeding ticket?

If this group had to pitch a startup idea, what would it be?

If we made a group band, what would our name be?

If someone gave you $10,000 and one rule — you have to spend it today — what would you do?

What’s the best worst decision you’ve ever made?

Which member of the group is most likely to end up on a reality show?

What’s a trend you secretly miss?

What’s your weirdest superstition or lucky ritual?

If we all opened a restaurant together, what would it be called and what would we serve?

What’s something you love that everyone else seems to hate?

What’s a simple pleasure that you think is deeply underrated?

What’s something you’ve learned recently that blew your mind?

What’s your personal “green flag” that you’re proud of?

Who here would survive the longest without their phone?

Who would make the best cult leader (in a funny way)?

If you could only listen to one artist for the rest of the year, who would it be?

If you could have an unlimited supply of one item forever, what would it be?

If everyone in this group were emojis, which ones would we each be?

If you could turn one hobby into your full-time job, what would it be?

What’s a movie line you quote way too often?

If our friend group had Hogwarts houses, who’s in which one?

What’s your current “comfort rewatch”?

What’s your favorite thing to order from a diner?

What’s your most controversial but harmless opinion?

What’s something you’ve recently learned you were doing wrong this whole time?

What’s your favorite low-effort way to feel fancy?

Who here would last the longest on a camping trip — and who’s giving up first?

What’s a movie or show you think is overrated but will never admit publicly?

If we all joined a book club, who’s reading ahead and who’s faking it?

If we were stuck on a deserted island, what would everyone’s job be?

What’s your weirdest recurring dream theme?

Who here would survive the longest in a haunted house?

Who here would 100% join a pyramid scheme and try to recruit the rest of us?

What’s your weirdest food combo that actually slaps?

What’s the most random fact you know that no one ever asks about?

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