Looking for random questions to ask someone to start a conversation? People love to talk – among various things, they love to talk about themselves. While some people love to talk with much enthusiasm, others might need a push or a stimulus. That’s where ice-breaking questions can come useful when starting a conversation. A good conversation can thrive when the participants ask each other excellent questions.
Therefore, we have compiled a list of random questions to ask to get to know anyone you want!
Best random questions to ask
- What’s the most ridiculous thing you’ve been duped into doing by your friends?
- What is one truth about you that no one believes?
- How difficult would it be if you had married a vegan?
- If you were exiled from the country, where would you go?
- Who is one person whom you would like to avoid in your life?
- Who is cooler – your dad or mom?
- What is one incident when your sibling tricked you?
- When was the last time you were outsmarted by a person you thought was dumb?
- What was the worst April fool you had in your life?
- Do you love vintage cars or modern cars?
- Have you ever gone to prison?
- What is the most bizarre food you have ever tasted?
- What’s an unusual habit that very few people know about you?
- What would be your first decision if you were ever made the President of the USA?
- Do you like fishing or boating?
- If you are paid for bad behavior, what behavior of yours can make you a fortune?
- If you had to be an expert conman in a profession, which profession would you choose?
- Which job do you think is the most undermined and underpaid?
- If you could domesticate a wild animal, which one would it be?
- How much money would you charge if you were to swallow a dead worm?
Expert advice: Clinical psychologists frequently refer to this study. It shows that laughter truly is a “medicine.” When meeting new people, getting a laugh from them won’t simply make them appreciate you. It may improve their health, too.
Random questions to ask to start a conversation
- How was your first date?
- How do you react when people call you but forget the reason?
- What is one strange coincidence that has ever happened to you?
- If you have to eat only one food next five years, what would that be?
- What is one thing people would never guess about you?
- What is a story you love to tell but hardly ever get a chance to?
- What is one popular but negative opinion people have about you?
- What sport will you like to invent next?
- What was the most memorable memory of your high school?
- What is one unusual item you keep in your refrigerator?
- If you had to wish for one last thing in your life, what would it be?
- Have you ever sneaked into your girlfriend/boyfriend’s house in the night?
- Have you ever broken the law but didn’t get caught?
- What was the most bizarre thing you ever did in your childhood?
- If you had to travel time, which era would you live in?
Related: Random questions to ask a girl
To ask your friends
—Random questions to ask your friends
- What makes you feel jealous of me?
- What do you choose between your heart and your mind?
- What was the most eye-opening moment for you in life?
- What is one thing you want to change about your past?
- What would it be if you had to choose only one between beauty, power, and money?
- Do you think you have achieved what you always wanted to achieve in life?
- If you could change a regretful moment, what would it be?
- What do you think about people – they are mostly good or evil?
- What is one thing that you love about traveling?
- What philosophy do you follow in your life?
- What was one experience that changed your life?
- What is one thing for which you hate yourself?
- What deja vu moment do you remember well?
- What legacy do you like to leave behind after you are gone?
- What gives you hope in the most difficult times?
Related: Random questions to ask a guy
For a girl
—Random questions to ask a girl
- Who is your celebrity crush?
- Do you like to read a book or take a nap when you travel?
- What’s one thing for which you can go to any extent?
- What do you do when you are agitated?
- What’s the scariest dream you’ve ever had?
- How do you react when you make a mistake?
- What is one thing that you find strangely attractive in boys?
- If you could read the mind of a celebrity, who would it be?
- What is one thing people meeting you the first time wrongly assume about you?
- If you could steal a thing from your friend, what it be and from whom?
- Did you dial the wrong number but find the person interesting?
- What is the strangest way someone has asked for a date?
- If you had to invite only three people to your wedding, who would they be?
- If you had to travel solo to a place, where would it be?
- Who would you choose to go on a date with – Brad Pitt, Tom Crusie, or Leonardo DiCaprio?
To ask your girlfriend
—Random questions to ask your girlfriend
- What is one thing others find fun but you don’t?
- What is the most thoughtful gift you like to receive?
- Which is one place you want to visit anyhow in your lifetime?
- What is your favorite TV show?
- Which food do you like more – Italian or Mexican?
- Would you rather join a gym or a Yoga session?
- What is one thing that makes you upset the most?
- If you had to choose only one ice cream flavor every time you want to have it, which one it would be?
- What is one question you always wanted to ask me but could not dare?
- When do you pretend to be annoyed but secretly love it?
- What is one thing that you want to steal from your favorite celebrity crush?
- What is your favorite vacation country?
- What makes you annoyed on Instagram?
- If you could check my phone, what would you check first?
- Do you feel proud or jealous when other girls publicly check me out?
Questions to ask people
—Random questions to ask people
- What are your views on life?
- Do you like to have a simple life or an extravagant life?
- What’s one thing about yourself that you’d like to change?
- When was the last time you had a binge night?
- Who is your all-time favorite president?
- Do you consider yourself a trustworthy person?
- What is one silly thing you are passionate about?
- If you could enter the White House invisibly, what would you do?
- What makes you believe people you don’t know?
- What is one talent you wish you never had?
- Which was the best trip you ever had in your life?
- If you had magical power for a day, how do you use it?
- Do you like to have a cat or a dog as a pet?
- How did you meet your first crush?
- Would you like to be in a job that you are not passionate about but pays well, or can you settle for less if you find a job you’re passionate about?
Fun random questions to ask
- What’s the most ticklish spot on your body?
- What is something that characters do in movies that annoys you the most?
- What is the most ridiculous outfit you have ever worn in public?
- If you could speak to one animal, which one it would be?
- What is the most creative Wi-Fi password you ever know?
- Which animal would be the rudest if it could speak?
- If you could extend the period of one season, which one would it be?
- How comfortable would you be if you have to show your closet right now?
- What is the greatest risk you have ever taken for your crush?
- Which is one book you can read again and again?
- Would you rather leave Facebook or Instagram?
- What place would you first travel to if you could teleport?
- What sitcom scenario would you most like to see play out in real life?
- If you had to invest $1 million in one stock, which one would it be?
- Which movie villain would like to be your roommate?
Random questions to ask your crush
- What similarity do you find between you and me?
- What is your worst cooking experience?
- What does your ideal weekend look like?
- What’s your favorite pastime?
- What’s your favorite way to indulge?
- Do you like planning in advance or love to be spontaneous?
- What is your superstition (if you believe in it)?
- What movie best describes your life?
- What song can you listen to in a loop without getting tired of it?
- Who was your first crush/love?
- What is one childhood memory that you are ashamed of?
- Did you ever feel heartbroken?
- Do you have any phobias that you never share with anyone?
- How do you deal with stress or anxiety?
- What traits do you think are most important to find in a partner?
Funny random questions to ask
- Which weird animal would you be willing to take on as a pet?
- What is the best business idea you have ever had?
- What is one thing for which you like yourself?
- Would you like to visit a place where you can’t communicate with anyone?
- What is one unforgettable goosebumps moment in life?
- What will you do first if you ever wake up to find your gender changed?
- What is one food that you can’t live without?
- Who is one person always on your speed dial?
- What is one weird thing you can’t stop doing in public?
- How would you react if you had ever been kidnapped by aliens?
- What is one thing you want to be famous for?
- What is the most ridiculous thing you ever did on a date?
- How do you react when you realize you forgot to switch on the charger after an hour?
- Would you rather go to a mountain or beach for a holiday?
- What was the most unexpected and coolest punishment you ever got?
Weird random questions to ask
- Did you ever wave at someone thinking you know the person, only to realize that it is not the person?
- What is one song you pretend to dislike but you enjoy secretly?
- Have you ever tried to look cool in front of someone and failed?
- What’s the weirdest thing you have done on public transport?
- Have you ever slept in class and woken up only to find everyone else staring at you?
- If you could live anywhere in the world but had to stay naked all the time, where would you choose?
- Have you tried a voice accent impersonation only to fail miserably?
- Did you ever fall in front of a large crowd?
- What’s one weirdest fact you know about your sibling?
- Did you ever blackmail your best friend/sibling after finding their weirdest fact?
- Did you ever wake up in the morning only to find that you have more time to sleep?
- What would it be if you were given the to speak your mind in front of your boss?
- What is classy, according to you, that others consider trashy?
- If animals can speak, who do you think will be the most sarcastic?
- What’s the most awkward first date you’ve ever been on?
- Have you ever yelled at a person only to realize later that you yelled at the wrong person?
- What can be the dumbest bio to write for a dating app?
- What is the one useless talent you have that you are ashamed of?
- What would you do if you were given a useless superpower?
- What is the dumbest way to injure yourself?
Random questions to ask over text
- What are your favorite “go-to” videos or screenshots for a laugh?
- What was the most embarrassing thing you ever said to someone?
- What is the most amusing thing you ever received on your birthday?
- What’s your favorite quote from a movie?
- What’s the funniest text you have ever received?
- What was the weirdest thing that you faced last week?
- Why would you go mad while driving?
- What was the worst text you accidentally sent to someone?
- Which item do you really wish to buy right now?
- If you had to buy only one thing on Black Friday Sale, what would it be?
- Do you find it funny when people share a secret that you already know?
- What was one incident from your childhood you want to forget but can’t?
- What strange smell do you find surprisingly appealing?
- What are some unwritten rules you follow in life?
- What is a thing that is not real but you want it to be?
Random questions to ask a stranger
- Did you ever apologize to someone for no reason?
- What is a rumor about you wish it to be true?
- If you had to start a conspiracy, what would it be?
- What is one thing that is invisible but you wish to see it?
- Which sound do you think would be the scariest if people could hear it?
- What is the scariest dream you ever had in your life?
- What is one dream you have that you wish to be true?
- What is the last movie you watched in the theater you think was a waste of time?
- What would you do if you were trapped on an island with a beautiful girl?
- When was the last you were upset after watching your favorite lose?
- If you go back to one past year, which one would it be?
- What is the weirdest place you visited on vacation?
- What is a stupid thing you stole from someone?
- Would you be comfortable showing your Google search history, including the Incognito history if you could?
- Which is your favorite social media app?
Random questions to ask when you’re bored
- If you could go on a date with an animal or bird, which one it would be?
- What was the most embarrassing moment in your grade school?
- Have you tried to impress someone only to fail terribly?
- What makes you feel proud when you are in public?
- If you had to give up one piece of electronics in life, what would it be?
- Did you ever give someone advice that proved to be ridiculous?
- Did you ever laugh out loud in public?
- When was the last time you shouted at yourself for your stupidity?
- If you could change the result of one FIFA final, which one would it be?
- What is one bad habit you want to get rid of badly?
- If you could dive deep into the ocean for a day, what would you do?
- Did you ever visit a therapist because you find him/her attractive?
- What is your favorite guilty pleasure?
- If you have to leave your office early, what reason would you tell your boss?
- Did you ever watch cartoons with kids and find them enjoyable?
Interesting questions to ask
- What’s your favorite sleeping position?
- Which three scents do you like the most?
- What’s one thought you ever had that you think is the weirdest?
- What comes to your mind when you hear the word “Chinese”?
- What’s one letter you would like to erase from the English alphabet?
- What animal or bird would you like to be reincarnated as?
- If you were given a chance to visit a planet in the solar system apart from the Earth, which one would it be?
- Are you a Marvel fan or a DC fan?
- If you could become a Marvel character for a day, which one would it be?
- What would you do if you were given the power of your favorite Marvel character?
- How will you react when you realize that you have become invisible?
- Which place on Earth does fascinate you the most?
- What’s one thing without which you can’t live?
- What’s your favorite foreign language?
- Which song reminds you of your childhood?
Teenage random questions to ask
- What’s the most irritating thing that friends do to you?
- What’s your favorite exotic cuisine?
- What would like to learn if you have to – French or Spanish?
- How many of your classmates share the same first name as you?
- What color would you choose to paint your bedroom?
- What do you like more for your birthday – Ice cream cake or sponge cake?
- If you have to become the principal of your school, what would you like to change?
- What comes to your mind when you are alone and it becomes dark?
- Where will you go if you could travel anywhere in the world for free right now?
- What’s your favorite soda flavor?
- If you have to choose between wealth and fame, what would you choose?
- Who is your celebrity crush that no one knows?
- Has your teacher ever caught you sleeping in class?
- Who is your favorite sports celebrity?
- Who can you approach easily when you make a mistake – your dad or mom?
Basic random questions to ask (conversation starters)
- Which famous person would you like to have dinner with and why?
- What’s the strangest thing you do when no one is looking?
- What did your past relationship teach you about love?
- What’s one word that best describes who you are?
- If you could go anywhere in the entire world, where would it be?
- What’s your most useless talent?
- What’s your favorite sports team?
- How many pairs of sneakers do you own?
- How would you describe humanity to an alien?
- Do you have a secret talent?
- What’s your favorite family tradition?
- What’s your favorite fast food restaurant?
- What is your favorite movie of all time?
- What’s the craziest thing you’ve ever done with your friends?
- What’s the funniest thing to ever happen to you?
Fact checked:
Board reviewed by Marianne Tomlinson, LCSW (Couples and Family Therapy). Content is rigorously reviewed by a team of qualified and experienced fact checkers. Learn more.