450+ Interesting Questions To Ask Your Best Friends

Imagine you’re all set to make new friends this year; how would you go about it? What are some of the questions to ask friends that will get you closer to them? As much as it’s great to make friends naturally, building a connection with them requires time and effort. One of the best ways to do that is by creating a questionnaire with fun, quirky, personal, and deep queries. So, design a set of questionnaires with a mix of everything, and enjoy the sharing session that is bound to unfold between your best friend and you. To get the ball rolling, we’ve curated a list of queries to ask your friends that are sure to deepen your bond.

In This Article

Questions To Ask New Friends

New friends are like can entice you to explore them further. From giving you the topic to text your friend to opening a long rally of reactions and counter questions, these conversation starters will help you break the ice. Here are some interesting queries to begin with to become familiar with your new friends.

protip_icon Do remember
Sharing something personal or sensitive right away may not be comfortable for many. So, take it slow as you begin this fun game with your new buddies.
  1. What is your favorite possession and why?
  2. What do you like to do in your ‘me time?’
  3. How frequently do you travel?
  4. Do you enjoy reading?
  5. Name three of your favorite TV shows.
  6. Do you consider yourself an introvert or an extrovert?
  7. Which foreign language do you like and why?
  8. Which is your favorite festival?
Favorite festival question to ask friend

Image: IStock

  1. What is your favorite dish?
  2. What kind of exercise do you prefer?
  3. Which horror movie character scares you the most?
  4. What’s your favorite animal?
  5. What are you terrible at that most people aren’t aware of?
  6. What is your favorite color?
  7. What is your most prized possession and why?
  8. How would you react if I told you aliens abducted me?
  9. What do you fear the most?
  10. Do you have any phobias?
  11. Name three of your favorite movies.
  12. How would you describe yourself in three words?
  13. Do you take pride in your vocabulary? What’s the most interesting word you know?
  14. What is your dream job?
  15. Name a song that has been your top favorite this week.
  16. Which meal of the day do you enjoy the most?
  17. What is your preferred restaurant in your locality?
  18. If you were asked to become the curator of a museum for a week, which museum would you pick?
  19. Do you have a weird morning routine?
  20. Has there been any instance when you have forgiven someone and regretted doing so?
  21. What are you most passionate about?
  22. What is your favorite thing to do in your free time?
  23. Which foreign country do you like the most and why?
  24. Where would you go if you could take a road trip right now?
  25. Which medical condition are you most scared of and why?
  26. What, according to you, should be your spirit animal?
  27. What are three of your favorite natural smells?
  28. Do you consider yourself brave?
  29. How experimental are you with your cooking? How often do you succeed?
  30. Which religious custom do you look forward to?
  31. Do you follow a workout routine?
  32. Do you believe in the existence of extraterrestrial life?
  33. What is one thing you’ve learned from your best friend?
  34. What is your guilty pleasure?
  35. Which band is your favorite and why?
  36. Which adventure sport have you never tried but would like to?
  37. Which is the weirdest ice cream flavor you have had?
  38. What type of music do you enjoy the most?
  39. Who is your celebrity crush?
  40. If you could go on a date with a supervillain, who would you go with?
  41. Are you a coffee or tea person?
  42. What is one thing you’ve always wanted to do but haven’t done yet?
  43. What unique quality do you look for when you make new friends?
  44. Has there been an incident when you laughed out loud at the most inappropriate moment?

Questions To Ask Friends To Know Them Better

Some friendships click, while there are others wherein you have to put in extra effort to get the conversation flowing and strengthen that bond. Get it done with these queries to discuss various aspects with your friends to know them better.

protip_icon Quick tip
To keep the conversation even more exciting, reply to their answers and keep it a two-way conversation.
  1. Did you ever wish to be a tiny ant so that nobody would notice you? Why?
  2. How often do you lie? What was your last lie?
  3. Given a choice to change your citizenship, which country would you choose?
  4. What would you like to eat all by yourself without sharing?
  5. How often do you feel the need to admire yourself?
  6. Who is your inspiration?
  7. Who is your biggest cheerleader?
  8. What is one thing you’re really good at that most people don’t know about?
  9. What is the one thing that you regret the most?
  10. What was the last concert you attended?
  11. What is your idea of a perfect day?
  12. If you could create a new holiday, what would you name it, and how would you celebrate it?
  13. Has there been a moment in your life when you wanted to treat yourself for doing something well?
  14. Are you happy with your career choice?
  15. Would you like to associate with any activism?
  16. What is it about nature that affects and inspires you the most?
  17. Given a chance to choose an alternative career, what would you choose?
  18. What is your most cherished childhood memory?
  19. What is your favorite comfort food?
  20. Do you enjoy drawing?
  21. What is your biggest accomplishment?
  22. What is the one piece of clothing that you like yet would never wear?
  23. If you could choose a celebrity as your BFF, who would it be?
  24. What are you most likely to do in the event of a natural calamity?
  25. Do you like keeping up with the changing trend?
  26. How do you relax after a tiring day?
  27. Who is that one person from your school with whom you want to connect again?
  28. Do you nurture any prejudices?
  29. What is your biggest failure?
  30. What would you pick if you had a room filled with every toy in the world?
  31. What is your dream vacation?
  32. What is one trait you don’t want your friends to have?
  33. Do you have a bucket list?
  34. What are your top five pet peeves?
  35. Is there a book you have read several times but would like to read again?
  36. What is the first thing you look for when you meet a person?
  37. What is the most disgusting thing that you have tasted?
  38. Which board game do you like to play with your friends?
  39. Have you ever had any weird or annoying friends?
  40. What would your dream house look like?
  41. Can you recall a few lines from your favorite poem?
  42. What do you like the most about yourself?
  43. What is one annoying thing that you commonly see among most people?
  44. If you could be any fictional character, who would you be and why?
  45. Would you like to swim in a pool or explore the ocean’s depths?
  46. What do you prefer, a shower or bath?
  47. Have you ever faced any mortal danger?
  48. How disappointed do you get when things don’t go your way?
  49. Have you ever been tempted to run away from home?
  50. Which sport are you terrible at?
Which sport are you terrible at?

Image: IStock

  1. Have you ever gate-crashed a party and been caught?
  2. What do you think is essential in a best friend?
  3. What is the one thing you cannot go out without?
  4. What are some principles you strictly follow in relationships?
  5. Do you have a weird habit that you wish you didn’t have?
  6. Of all the books you have read, which is your favorite?
  7. Do you believe in life after death?
  8. Do you often change your opinion about things?
  9. When was the last time you were so involved doing something that you lost track of time?
  10. What is your way of relieving stress?
  11. Is there a particular skill you are good at but embarrassed about?
  12. What values influence your decisions?
  13. What is one of the toughest challenges you have overcome to date?
  14. What is the time of the day when you are most idle?
  15. What is your favorite friendship quote?
  16. Do you have a lucky dress for important events?
  17. Would you rather be an average-looking genius or a good-looking dumb person?
  18. Which teacher has had the most positive influence on your life?
  19. Who would you turn to when you need a partner in crime?
  20. What is the oldest piece of clothing you have?
  21. Are you a ‘work to live’ or a ‘live to work’ kind of person?
  22. What values do you hold most dearly?
  23. Which question makes you feel trapped?
  24. What is the insecurity that you desperately want to overcome?
  25. What do you enjoy doing the most with your family?
  26. What personality trait in your parents do you admire the most?
  27. Name three things that you feel most grateful for.
  28. What is something you are currently striving to improve?

Questions To Ask Your Best Friend

Are you confident that you know everything about your best friend? Think twice, for there may be several subjects you may not have touched. These queries to prompt communication, will help you figure out how in-tune you are with your best friend.

protip_icon Do remember
Keep your phone on silent mode while playing the game. Constantly checking the phone could take away the fun of the game.
  1. Have you ever lost your way?
  2. What do you think would spell doom for our friendship?
  3. Which friends’ duo from the movies do you associate our friendship with?
  4. Describe your most embarrassing moment.
  5. If you had to change your name, what would your new name be?
  6. Which is your favorite memory of our friendship?
  7. What do you not like about me?
  8. What would you have thought of me if we weren’t friends?
  9. Is there a movie or TV show you would rewatch even after many years?
  10. What is something I do that makes you laugh instantly?
  11. What is the best advice anyone has ever given you?
  12. What would you choose to do if you had a day for yourself?
  13. Do you think it is better to have a huge gang of good friends with different personalities or one true and trustworthy friend?
  14. How differently do you think life would treat you if you hadn’t been my friend?
  15. Is there anything you want to tell me to understand you better?
  16. How comfortable are you with your weaknesses?
  17. How much control do you have over your life?
  18. How would you want your epitaph to be read?
  19. What is one thing you would like for us to do that we haven’t done yet?
  20. What is your biggest hope for me?
  21. Have you ever done something that seems so out of character that most people didn’t believe it?
  22. What notable volunteer work have you been involved in?
  23. What is one thing you want to change about me?
  24. What is one thing you would never want to change about me?
  25. Have you ever broken the law to save someone you care about? If not, would you?
  26. Is there something I wouldn’t believe about you?
  27. What do you dislike the most about my personality and attitude?
  28. Do you remember the moment when we first became friends?
  29. If you were to work undercover, which identity would you prefer to take up?
  30. If you were invited to dine with the defense head or your favorite celebrity, who would you choose?
  31. If you were given $2 million on the condition that you cannot spend it on yourself, what would you do with it?
  32. What is your most favorite thing about me?
  33. What is one thing you would like to see me accomplish in the future?
  34. Do you share your secrets with anyone else, other than me?
  35. What is the one thing you know about me that no one else knows?
  36. If you were in a movie, who would you act with?
  37. Did you have a supportive family environment growing up?
  38. Is there something you did that you wish you could go back and undo?
  39. Which emotion do you associate yourself with the most?
  40. What is it that you fear the most about getting old?
  41. If your best friend asked you to lie for them, would you do it, despite knowing you could get into deep trouble?
  42. What’s the best practical joke someone played on you?
  43. Have you ever snooped around and found out something you wish you hadn’t?
  44. What is your biggest worry for me?
  45. What is the most awkward situation your parents have caught you in?
  46. Would you like to be called kind and smart or cunning and attractive?
  47. What thoughts or memories tend to keep you up at night?
  48. What, according to you, is one goal we both should set together?
  49. What is the worst advice you have ever given or received?
  50. Which of your friends are you proudest of and why?
  51. Which unhealthy food do you crave when you feel low or depressed?
  52. Who is that person you detested at first sight but are good friends with today?
  53. Was there something you were 100% sure of until you found out you went off on a tangent?
  54. Who comes to your mind when you think of the words ‘sophisticated’ and ‘classy?’
  55. Which quote do you think captures our friendship the best?
  56. What is something that you excel at but dislike doing?
  57. Have you ever been caught lying about something?
  58. Which one movie/scene always makes you cry?
  59. How would you prefer for people to express their affection towards you?
  60. What is the cheesiest pick-up line you have ever heard or told someone?
  61. What are the two bad habits you would find the hardest to give up?
  62. Is there a place where you are banned?

Fun Questions To Ask A Friend

Silly, surprising, and unusual—answers to some of these questions will get you laughing and rolling on the floor. Go ahead with these queries to engage them!

  1. Do you spend time looking for shapes in the clouds?
  2. Is there a particular dream you wish you had every night?
  3. If you were a genie and asked to grant a boon to your parents, what would it be?
  4. What would you choose if God asked you to pick three random things that would be abundant in your life?
  5. If you were to write a book, where would you base your plot?
  6. Which is the evil side of your body? Left or right?
  7. What is your go-to dance move for any occasion?
  8. Where would you go if you had an open ticket to travel anywhere in the world?
  9. What is the most mesmerizing place you have ever been to?
  10. Which emoji do you frequently use while texting?
  11. Do you give names for random animals, birds, and insects you see?
  12. How often do you feel an intense desire to hit someone on their head and run?
  13. Given a choice to choose a wild animal as a pet, what would you choose?
  14. Have you ever laughed so hard that you peed your pants?
  15. If money wasn’t an issue, would you still work?
  16. Are you a dessert or an ice cream person?
  17. If you could act in a TV series you are watching, which one would it be?
  18. If you could switch lives with a friend for a day, who would it be?
  19. What is the weirdest dare you have ever executed?
  20. If you could trade places with a singer, who would it be and why?
  21. Do you wish to live in a magical world where you could get anything at the snap of a finger?
  22. What type of humor do you categorize yourself into—witty, dark, or slapstick?
  23. Have you ever tried to figure out the logic behind cartoons?
  24. What are the things you daydream about?
  25. Which scientific invention do you think is the best gift to humankind?
  26. What is something that everyone around you loves but you hate?
  27. Have you ever accidentally sent a text or an email to the wrong person?
  28. What do you miss the most about your childhood?
  29. Which is the ridiculous style trend you ever saw?
  30. If you were blessed with a superpower, what would it be?
  31. Which part of your body would you want to get a tattoo inked?
  32. If you could trade places with a toy, which toy would you like to be and why?
  33. What is the craziest thing you have done and enjoyed it?
  34. What is the one behavior you intentionally repeat just to irk people?
  35. What is the best prank you have ever pulled or witnessed?
  36. What is something that you are really bad at but enjoy doing anyway?
  37. Which luxury item will you splurge on if you won a lottery?
  38. If there was an auction of stuff owned by celebrities, what would you buy?
  39. Do you agree that you get the best of ideas when you are sitting on the throne?
  40. Does your dream car exist? If not, what is so unusual about it?
  41. If you could only eat one food for the rest of your life, what would it be?
Which is your dream car?

Image: IStock

  1. What is the stupidest reason you have ever given to bunk school?
  2. Would you like to learn swear words in different languages so that you can use them on unsuspecting targets?
  3. If you got a chance to live the life of a celebrity for a day, who would you be?
  4. What is the weirdest dish you have ever tried?
  5. Have you ever walked in on someone else doing something embarrassing?
  6. What are three of your favorite words? How often do you use them?
  7. At what age do you wish to remain permanently?
  8. Have you ever convinced someone to do something silly? What was it?
  9. What is that one opinion or belief that others consider useless, but it is your priority?
  10. Stranded on an island, what would you like to grow if you were given seeds?
  11. Are you happy with your name? Given a choice to change it, what would you like to call yourself?
  12. If you were stranded on a deserted island, what three things would you not be able to live without?
  13. If you could witness an ancient era, which one would you pick?
  14. Can you bake your favorite cake?
  15. If you could create a virtual reality world of your own, what would it look like?
  16. If cartoon logic replaced the rules of physics, what are the three things you would want to try?
  17. What is your favorite slang word?
  18. Which celebrity do you think enjoys undue importance?
  19. Is there an awkward thing that happens to you almost regularly?
  20. What do you see in a person before you come up with a nickname for them?
  21. Have you ever had a crush on a teacher or a boss? How did you act around them?
  22. If you could go back in time and learn one thing as a child, what would it be?
  23. If you could select any job in the world, which job would you prefer?
  24. Have you ever farted and blamed someone else for it?
  25. What would you choose, unlimited food or drinks?
  26. Where do you prefer to go, a space station or an ocean floor exploring ship?
  27. Which country do you feel is the most aloof and why?
  28. What is the weirdest conversation you have heard between children?
  29. Do you think children are innocent or smart?

Deep Questions To Ask Friends

Solidifying that bond of friendship requires the right blend of queries to explore. However, make sure you are all ears while listening to your friend’s answers.

  1. Have you ever faced a traumatic or challenging situation in your life that helped you understand people better?
  2. What are your notions about creativity?
  3. Have you figured out what you want to do with your life?
  4. What is your main purpose in life?
  5. If death were at your doorstep, what would be your greatest fear?
  6. What do you think is the best phase in human life?
  7. Where do you think thoughts go when you forget them?
  8. Do you agree that procrastination can do good to you?
  9. Do you talk loudly to your ‘inner self?’
  10. What is the deepest desire you have ever had?
  11. What is a secret that you would dare not tell your parents?
  12. What is your biggest turn-on in a relationship?
  13. What do you think is wrong with our society?
  14. Is there any instance in your life you would want to change?
  15. Given a choice to change something in history, what would you like to change?
  16. What hopes do you hold for the future?
  17. What is the one thing that turns you off in your partner?
  18. If you could change something about the world, what would it be?
  19. Do you think people will become better if they just let go of the pretensions they carry?
  20. If you knew you just had a month to live, what are the three things you would do on priority?
  21. Will you try something life-threatening just for the experience or choose to play safe?
  22. Do you believe in God?
  23. What do you think is the most significant challenge humanity will face in the next century?
  24. If you could speak to any historical figure, who would it be, and what would you ask them?
  25. How would you like people to remember you?
  26. Do you believe in the ‘law of attraction?’
  27. Have you ever been involved in an act that saved someone’s life?
  28. What is that one mistake many parents make that damages their children’s attitude?
  29. Which social stigma do you think society should let go of?
  30. How would you define life?
  31. If you could be this country’s president for a day, what would you do?
  32. What are your thoughts on family traditions that are forced upon you?

Asking a variety of questions to your best friend helps strengthen your bond. An anonymous blogger and mother shares her experience of asking questions to her best friend on her blog Seafarer’s Wife. She says, ”We chat daily about everything and anything. We look forward to spending time together and are always looking out for one another. But most importantly, we ask each other the difficult questions. We don’t have to pretend, we can be ugly and truthful and we know that we can be each other’s safe space, without being judged! (i)

Weird Questions To Ask Your Friends

You are compelled to think outside the box when you know someone too well. Hit your friends with these weird queries to uncover secrets when they least expect them.

  1. Of all the conspiracy theories that exist, which one do you believe?
  2. Which parallel world would you like to visit?
  3. Given a choice to rule a planet, which one would it be?
  4. Given a chance, which childhood event would you want to watch live?
  5. If you were to be popularly known for something, what would it be?
  6. Have you ever had a paranormal experience, when and how?
  7. If you could magically create any meal in huge portions, what would it be and why?
  8. If you were a serial killer, what would be your signature weapon?
  9. What do you like to have around your desk when you are working?
  10. How would you spend the extra time if you could do without sleep?
  11. If you had the power to become invisible for a week, what would you do?
  12. If you could go back in time, which year would you choose and why?
  13. Which global problem would you like to solve?
  14. How would you spend your day if you had only this day to live?
  15. If you could have any one thing after a random wish, what would it be?
  16. If you had to live in a haunted house or setting, which one would you pick?
  17. If you ever built a theme restaurant, what will the theme be, and how far will you go to achieve the effect?
  18. If you entered a cryogenic stage, what would your reaction be when you wake up?
  19. Given a choice between a packet of uncooked spaghetti and a stack of fresh paper, what would you prefer to eat?
  20. If you had to wear a single outfit for the rest of your life, what would it be and why?
  21. If you could magically acquire any talent or skill, what would it be and why?
  22. What would you be if you could transform into any plant of your choice?
  23. If you had to give up any of your senses, which one would you sacrifice?
  24. If you could create an imaginary constellation, what would it represent?
  25. Is there a mystery that you wish you could solve?
  26. Would you like to waste time, effort, or money?
  27. How long do you store expired stuff before deciding to throw it out?
  28. If you could invite a famous ghost for dinner, who would it be?
  29. What would you do if you suddenly had a divine entity visit you?
  30. Which fictional world would you choose if you could live in any?
  31. If you had to marry a Disney character, who would it be and why?
  32. What would you draw if you had a magic pencil that could bring anything to life?
  33. If there were anything like a healthy addiction, what would you like to be addicted to?
  34. Have you ever felt bad or sided with a villainous character in a movie?
  35. Is there a subject you feel should be included at the school level?
  36. How would you react if you were to meet the Avengers in real life?
  37. What is the most unusual location where you have clicked a selfie?
  38. Which cheese would you pick to eat for the rest of your life?
  39. If you were a ghost, who would you haunt, and how?
  40. What is the strangest coincidence in your life?
  41. If a biopic were made on you, which actor would you like to play your role?
  42. If the entire humankind were to do one thing at the same time, what would it be?
  43. If you found a gadget that would allow you to relive one day of your entire lifespan, which day would you choose?
  44. What is one peculiar thing you have done to impress someone you liked?
  45. If you woke up one day and heard what other people were thinking, how would you feel?
  46. If you got a chance to enter a video game, which would it be?
  47. If you could swap genders for a day, what would you do and why?
  48. If you could innovate a new mode of transport, what would it be?
  49. If you were given a choice to be reborn, would you choose a human or animal birth?
  50. If you were asked to make two rules that everyone has to follow, what would they be?
  51. If you were asked to choose a home to live in from a book or a movie, what would you choose and why?
A home to live in.

Image: IStock

  1. Is there any food that you think never existed? Why?
  2. If you could eat a lot of things without feeling full or getting fat, what would you consume?
  3. If you had a gift like Dr. Dolittle, and you could talk to animals, what would you ask them?
  4. What would you do if you woke up as a mermaid one day?
  5. What would you do if you got turned into a vampire overnight?
  6. If you could exist without eating food, what would you like to survive on?
  7. What are the situations under which you wish you could trigger a smoke bomb and disapparate?
  8. If you had to pretend to be an artist for a week, what piece of art would you create?
  9. If you could live one experience from someone else’s life, what would it be and why?
  10. What if, one day, you woke up as a baby again?
  11. What is an atypical thing you have seen someone do in a waiting room?
  12. What would it be if you got the chance to pass one law with immediate effect?
  13. Provided with every possible comfort, would you agree to be imprisoned in a room without human contact?
  14. If an interaction with your future self were possible at this moment, what message would you like to give?
  15. If you think of life as a game, what would you like to play?

Questions To Ask Friends When Bored

Would you like to have a long conversation with your friend and make them forget what to say next? Be prepared with random queries to unearth some interesting facts about your friends.

  1. What would you pick if you had to choose one movie or TV show to watch for the rest of your life?
  2. Imagine getting stuck atop an unmoving giant wheel for a day, what would you do?
  3. Which restaurant would you choose to run if you got the chance to do so for a day?
  4. What would you name your boat if you had one?
  5. What do you do when boring relatives turn up at your place?
  6. Do you have the habit of collecting weird stuff that nobody wants? What do you do with it?
  7. What is the weirdest thing that you have ever said in public?
  8. What according to you is the most ridiculous conspiracy theory?
  9. What would you opt for if you could have one free spa experience?
  10. What is the most unexpectedly great thing that’s ever happened to you?
  11. What’s the most unusual or funniest way someone hurt you?
  12. Which fictional character do you think would be the most boring or interesting to meet and why?
  13. If you were offered a role in any movie, which director would you like to work with?
  14. Imagine waking up one day and finding yourself in a different body; what would you do?
  15. What are some of the things that make you happy or sad?
  16. What are some of the peculiar curiosities that you have ever had?
  17. What is the weirdest Google search you have ever done?
  18. Has there ever been an instance when you screwed up everything, and fortunately, nobody found out?
  19. What food do you love the most but consider it a pain to eat?
  20. If you were asked to design the most exciting obstacle course, what obstacles would you include in it?
  21. If you could chat with a novel character, who would you pick?
  22. What are some of the things that you are proud of having achieved?
  23. If you could ask me anything, right now, what would it be?
  24. What if you could eat only one dessert for an entire day, what would you choose?
  25. Which mythical creature do you wish to see come alive?
  26. Which three spells would you like to learn first if someone agreed to teach you real magic?
  27. What would you make people do if you were to possess them as a ghost?
  28. Imagine you could erase one memory from your mind right now; what would it be and why?
  29. Imagine you got stuck in a time loop in an abandoned place. Would you want me to accompany you?
  30. Who would you take along if you got invited to a beach party with any people of your choice?
  31. Would you be part of a pirate crew if you got the opportunity?
  32. If world-famous monuments were being sold, which one would you buy?
  33. If you could ask God one question, what would you ask?
  34. Would you still eat food that’s past its expiration date, provided it smells and looks fine?
  35. Do you believe in the possibility of computers and clones taking over the world?
  36. If you could build a theme park, what rides would it have?
  37. What is the weirdest food combination you have tasted and liked?
  38. What are some of the most interesting or unusual things you have learned during the pandemic?

True Or False Questions To Ask Friends

Friends coax you to reveal secrets. Whether you wish to go into the details or agree to disagree, these queries to reveal a huge closet of secrets are the best way.

  1. Do you agree that you have never sung karaoke in public?
  2. Is it true that you have ever stolen something from a store or a friend?
  3. Have you ever cheated on a test or a game?
  4. Have you ever done scuba diving?
  5. Is it true that you once leaked an exam question paper to your class?
  6. Did you ever befriend a friend because they were better than you?
  7. Have you ever seen a ghost?
  8. Have you never visited a haunted place?
  9. Is it true that the police have randomly interrogated you?
  10. Were you ever engaged in a public display of affection?
  11. Is it true that you struggle to express your emotions?
  12. Are you someone who takes an impromptu bathroom break in the middle of an interview?
  13. Did you ever unintentionally forget that you had a date with someone?
  14. Did you ever promise someone a movie date only to end up late?
  15. Have you missed the midnight train because you misinterpreted the dates?
  16. Do you insist on paying for the meal on all your dates?
  17. Do you believe in zodiac signs?
  18. Do you believe in numerology?
  19. Can you sneeze with your eyes open?
  20. Is it true that you once accidentally splashed water on your boss?
  21. Is it true that you met a celebrity and remained frozen in shock?
  22. Do you often fake being sick to get out of something you didn’t want to do?
  23. Have you ever created a social media account with a fake identity?
  24. Are you the overdressed one in almost every party you are at?
  25. Is it true that you got caught playing games during office hours?
  26. Do you walk into a room only to question why you were there in the first place?
  27. Did you change your marks on your answer sheet while in school?
  28. Do you always think a lot before saying anything?
  29. Is it true that you believe yourself to be a go-getter who would rather die than quit?
  30. Are you conscious about what you buy so that you can support the sustainability cause?
  31. Do you always forgive others’ mistakes?
  32. Do you sing in the shower every day?
Sing in the shower.

Image: IStock

  1. Do you agree that making prank calls is your favorite activity?
  2. Did you ever pretend to have a phone call to get away from talking to someone?
  3. Do you tend to talk non-stop when you are stressed?
  4. Are you so absent-minded that you often walk into the wall or forget why you called someone?
  5. Is it true that your tongue can touch your nose?
  6. Do you call yourself an introvert only to avoid speaking?
  7. Is it true that you have peed in the swimming pool and gotten caught?
  8. Are you someone who loves pineapple in pizza?
  9. Have you ever gone bungee jumping?
  10. Is it true that you are scared of roller coasters?
  11. Have you drunk-dialed someone?
  12. Did you ever party so hard that you had a severe hangover?
  13. Do you keep working despite feeling unwell?
  14. Is it true that you bite your tongue when you lie?
  15. Do you agree that you like weird food combinations?
  16. Are you someone who gets lost even when given the most accurate map?
  17. Is it true that you are always late for a party?
  18. Have you ever been in love before?
  19. Do you believe in angels?
  20. Do you agree that AI is taking over people’s jobs?
  21. Do you agree that you have faked being intoxicated at parties?
  22. Do you have a secret crush on someone in this room?
  23. Have you ever lied about your age or birthday?
  24. Do you agree that you have ever eaten something off the floor?
  25. Have you ever snooped through someone else’s phone or computer?
  26. Is it true that you stick boogers in various places?
  27. Have you ever blamed someone else after breaking something?
questions to ask friends_illustration

Image: Dall·E/MomJunction Design Team

Frequently Asked Questions

1. Are there any topics I should avoid when asking fun and interesting questions to a friend?

Yes, some topics are better to avoid when asking fun and interesting questions to a friend, such as sensitive personal matters, controversial political or religious issues, and anything that may make them feel uncomfortable or embarrassed.

2. How can I ensure the questions I ask are engaging and interesting to my friend?

To ensure that your queries to initiate a conversation are engaging and interesting to your friend, try to tailor them to their interests and passions. Take note of what topics they enjoy discussing, and ask open-ended questions encouraging them to share their thoughts and opinions.

3. How can I make sure my questions are not too personal or uncomfortable for my friend to answer?

When asking questions to a friend, it’s essential to consider their feelings and boundaries. Your queries can begin with open-ended questions that allow your friend to choose how much they want to reveal about themselves. Avoid asking questions that are too intimate or might make your friend uncomfortable.

4. How can I keep the conversation from becoming repetitive or predictable?

To keep a conversation from becoming repetitive or predictable, introduce new topics, ask open-ended questions that require more thought-provoking answers, and actively listen to what the other person is saying. Share your experiences and opinions, and encourage the other person to do the same.

You can ask these interesting and fun questions to your friends while having a sleepover, getting together, or when you are trying to make new friends. Asking each other questions can help you know more about one another and develop a bonding as you share experiences and memories. We have divided these questions into several categories to make it easier for you to pick out the ones based on your preferences. So go ahead and choose the ones that intrigue you the most and spice up the conversation.

Infographic: Engaging Questions For Conversations With Friends

Are you interested in getting to know your friends better? This infographic offers a variety of fascinating questions that can help start meaningful conversations and reveal undiscovered aspects of your friendships. From thought-provoking situations to enjoyable hypothetical scenarios, these questions aim to strengthen your bond and create lasting memories.

intriguing questions to get conversations flowing with friends (infographic)

Illustration: Momjunction Design Team

Do you have any questions that you never thought to ask your friends? Check out this video for some of the most unexpected questions to ask your friends!

Personal Experience: Source

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Jessica Jefferson

Jessica JeffersonMA, MS, LMFT

Jessica Jefferson is a licensed marriage and family therapist and a certified perinatal mental health professional who is trained to help clients suffering from mental health disorders like anxiety and depression. She graduated with a Bachelors in Psychology from the University of Miami, a Masters in Psychology in Education from Teachers College, Columbia University and a Masters in Family Therapy...read full bio