There's a new question here every day, picked from the lists on this site. Each day of the week has its own theme: deep questions on Monday, This or That on Tuesday, Would You Rather on Wednesday, all the way to getting-to-know-you questions on Sunday.

Copy it into your group chat, ask it at dinner, or start a meeting with it. If today's doesn't fit, hit Another one, or pick from the 150 ideas further down.

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This week

The last three days

  1. · What Would You Do Thursday You can transport one furious elephant into any point in history, where would you put it?
  2. · Funny Friday What is the dumbest way you’ve been injured?
  3. · Weird Saturday Your home gets a one-star review from a ghost. What did it complain about?

The next three days

  1. · Deep Monday What’s something commonly done that gets progressively weirder the more you think about it?
  2. · This or That Tuesday Cereal: Milk First or Cereal First?
  3. · Would You Rather Wednesday Would you rather be in jail for a year or lose a year off your life?

How to use these questions

  • Write down your answers every day and treat it like a writing or journal prompt.
  • Share the question and get your friends to put their answers in the comments.
  • Use it as a conversation starter to ask friends or family.
  • Just ask them to yourself out loud like a crazy person.
  • Choose one and put it on a t shirt, and enjoy the random people that come up and talk to you.
  • Get them tattooed on your leg so you'll always have something to talk about. (Terrible idea)

Questions for any day

For work and teams

  1. What are the unwritten rules of where you work?
  2. What is the funniest corporate / business screw up you have heard of?
  3. What’s some insider knowledge that only people in your line of work have?
  4. What’s the weirdest thing that has happened to you while working at your job?
  5. What tips or tricks have you picked up from your job / jobs?
  6. What job are you grossly underqualified for but think you would be pretty good at?
  7. What profession doesn’t get enough credit or respect?
  8. What question do people always ask you once they find out what you do?
  9. Presentation: Go First or Go Last?
  10. Would you rather live without the internet or live without AC and heating?
  11. Would you rather never lose your phone again or never lose your keys again?
  12. Would you rather follow the instructions on how to do something or try without instructions?
  13. Would you rather do a physically hard job for a day or a boring job for a week?
  14. When you have a problem would you rather talk with someone or try to figure it out by yourself?
  15. What invention doesn’t get a lot of love, but has greatly improved the world?
  16. What really needs to be modernized?
  17. What product do you wish a company would make a “smart” version of?
  18. If you could be an NPC in any videogame, what game would you choose to reside in?
  19. If you could bring back any canceled TV series, which TV show would you choose to bring back?
  20. If you could put a new word in the dictionary, what would it be and what would be the definition?
  21. What kind of business would you like to start if you were given a chance?
  22. What did you manage to fix with something that was absolutely not the right tool?
  23. What do you take far too seriously and that makes it take longer than it should?
  24. What’s the best sandwich you’ve ever had?
  25. What ordinary errand somehow turned into an adventure?

More questions like these →

For class

  1. What subjects should be taught in school but aren't?
  2. What are some things you learned in school that aren’t true?
  3. What’s the biggest thing your textbooks got wrong or omitted?
  4. What subject would you enjoy learning if there were no tests or grades?
  5. What would you add to a school day for students who need a break from sitting still?
  6. What skill did you think everyone knew until you had to explain it?
  7. Group project: Choose Partners or Assigned Partners?
  8. Homework: Hardest First or Easiest First?
  9. School uniform: Easier Mornings or Lost Freedom?
  10. What's something you wish came with a practice version before the real thing?
  11. What expression would you like to be in popular use and what would it mean / how would it be used?
  12. What cute cartoon character would be absolutely terrifying if it existed in the real world?
  13. If hide and seek were a major sport in the Olympics, what would it be like?
  14. What amusement park do you wish existed?
  15. You can hear one type of animal complain about humans. Which animal do you choose?
  16. Time freezes for everyone but you for one day. What do you do?
  17. What would be some of the downsides of certain superpowers?
  18. Would you rather be an average person in the present or a king of a large country 2500 years ago?
  19. Would you rather know the uncomfortable truth of the world or believe a comforting lie?
  20. Would you rather cheat at a game and win or lose but know you gave it your best shot?
  21. Would you rather everyone in the world be kinder and more compassionate or more intelligent?
  22. If extra lives were a thing in the real world, how would you get them?
  23. If there were internet Olympics, what sports would be in it?
  24. What’s something you learned recently that you really should have already known?
  25. What aged like milk?

More questions like these →

For kids

  1. Roblox or Minecraft?
  2. Dragons or Knights?
  3. Scarier, Sharks or Alligators?
  4. Scarier, Zombie or Monster?
  5. Batman or Superman?
  6. Would you rather own an old-timey pirate ship and crew or a private jet with a pilot and infinite fuel?
  7. Would you rather have an elephant-sized cat or a cat-sized elephant?
  8. Would you rather swim in Jell-O or swim in Nutella?
  9. Would you rather have a pet penguin or a pet Komodo dragon?
  10. Would you rather have a pet dinosaur of your choosing or a dragon the size of a dog?
  11. Would you rather live in a cave or a tree house?
  12. Would you rather have a house with trampoline floors or a house with aquarium floors?
  13. Would you rather have a bubble gun that shoots giant 5-foot bubbles or a bathtub-sized pile of Legos?
  14. Would you rather eat a bowl of spaghetti that was just one long noodle or eat ice cream launched from a catapult?
  15. Would you rather get to name a newly discovered tree or a newly discovered spider?
  16. Would you rather have a personal life-sized robot or a jetpack?
  17. Would you rather never have any homework or be paid $10 per hour for doing your homework?
  18. Would you rather control the outcome of any coin flip or be unbeatable at rock, paper, scissors?
  19. Would you rather be able to find anything that was lost or every time you touched someone they would be unable to lie?
  20. Would you rather live in a base under the ocean or a floating base in the sky?
  21. Would you rather live in a castle or a spaceship traveling far from earth?
  22. Would you rather have everything you draw become real or become a superhero of your choice?
  23. Would you rather eat broccoli flavored ice cream or meat flavored cookies?
  24. What do you wish grew on trees?
  25. If you had an endless supply of LEGOs but couldn't sell them, what would you build?

More questions like these →

For friends and group chats

  1. How do you feel about putting pineapple on pizza?
  2. What’s your “and then it got worse” story?
  3. Is cereal soup? Why or why not?
  4. What’s the most polarizing question you could ask a group of your friends?
  5. You have to argue your way out of hell, and you get one lawyer from this group. Who do you pick?
  6. You hear that everyone else here got arrested together. What do you assume happened?
  7. One of us starts a cult. Who joins for the free snacks and ends up second in command?
  8. Our lottery pool wins, but one person forgot to pay their dollar. How much are we giving them?
  9. A demon will leave us alone if someone tells a convincing lie. Who do we push forward?
  10. We take over a country. What scandal brings down our government before the first weekend?
  11. A stranger insults one of us in a bar. Who makes things worse while trying to help?
  12. We're 80 and get permanently banned from a casino. What did each of us do?
  13. In your group of friends, what role do you play?
  14. What stereotype do you completely live up to?
  15. What is a controversial opinion you have?
  16. What’s the dumbest thing someone has argued with you about?
  17. What do a lot of people have very strong opinions about, even though they know very little about it?
  18. What conspiracy theory do you actually believe?
  19. What movie universe would be the worst to live out your life in?
  20. Which TV character would be a nightmare to share a kitchen with?
  21. You can send one harmless inconvenience to your worst enemy. What do you send?
  22. What awful movie do you love?
  23. What happens regularly that would horrify a person from 100 years ago?
  24. A tiny brass band follows you for one day. When would it be useful, and when would it be unbearable?
  25. In what situations, do you wish you could throw down a smoke bomb and disappear?

More questions like these →

Funny

  1. What would be on the gag reel of your life?
  2. What would be the worst “buy one get one free” sale of all time?
  3. What secret conspiracy would you like to start?
  4. Think of a brand, now what would an honest slogan for that brand be?
  5. What’s the most useless talent you have?
  6. Be honest: if you were born in medieval times, you probably wouldn't be royalty or a knight. So what kind of peasant would you be?
  7. What’s the most boring super hero you can come up with?
  8. What is something that everyone looks stupid doing?
  9. Tear gas makes people cry and laughing gas makes people giggle, what other kinds of gases do you wish existed?
  10. What movie completely changes its plot when you change one letter in its title? What’s the new movie about?
  11. What would the adult version of an ice-cream truck sell and what song would it play?
  12. First think of a product. Now, what would be the absolute worst brand name for one of those products?
  13. What two totally normal things become really weird if you do them back to back?
  14. What’s the best Wi-Fi name you’ve seen?
  15. What two things are terrible when separate but great when you put them together?
  16. If you were a cursed sword, what would your owner have to shout every time they swung you?
  17. If you were a pirate captain, what petty offense would you make someone walk the plank for?
  18. If you were a ghost and could possess people, what would you make them do?
  19. What's your biggest screw up in the kitchen?
  20. What’s the most epic way you’ve seen someone quit or be fired?
  21. What’s the most ridiculous thing you have bought?
  22. What escalated very quickly?
  23. What ridiculous thing has someone tricked you into doing or believing?
  24. Someone will pay off every debt you have, but your worst secret goes on a billboard in your hometown. Do you take the deal?
  25. If you were an alien lawyer trying to get Earth demolished, what TV show would you play for the jury?

More questions like these →

Deep

  1. If all your memories were erased, what kind of person would you be?
  2. If everyone said what they were actually thinking, what would happen to society?
  3. Is it better to be a big fish in a small pond or a small fish in a big pond?
  4. What lies do you most often tell yourself?
  5. Why do people expect a universe full of randomness to be fair?
  6. What are some of society’s unwritten rules?
  7. What is the biggest waste of human potential?
  8. Is it better for a person to have a broad knowledge base or a deep knowledge base?
  9. What life-altering things should every human ideally get to experience at least once in their lives?
  10. How much privacy are you willing to sacrifice for safety?
  11. Why is it so hard to learn from our mistakes?
  12. What’s the weirdest thing about modern life that people just accept as normal?
  13. Has social media been a net positive or a net negative for our society? Why?
  14. In general, is it better for a person to stand out and be different or blend in with everyone else?
  15. In what ways do you sabotage yourself?
  16. Is intelligence or wisdom more useful?
  17. How much effort should an individual put into not offending others?
  18. What’s something terrifying that we’ve all come to accept as a fact of life?
  19. If humanity was put on trial by an advanced race of aliens, how would you defend humanity and argue for its continued existence?
  20. Free Will or Destiny?
  21. If you had to disappear and start a whole new life, what would you want your new life to look like?
  22. What is a miracle that happens every day?
  23. If you had to sum up the whole human species in 3 words, what would those words be?
  24. Would you rather die in 20 years with no regrets or die in 50 years with many regrets?
  25. What social stigma does society need to get over?

More questions like these →

The 2016 questions

The old picture cards, from 2016 and April 2020.

  1. What skill would you like to master?

    What skill would you like to master?

  2. What would you name your boat if you had one?

    What would you name your boat if you had one?

  3. If animals could talk, which would be the rudest?

    If animals could talk, which would be the rudest?

  4. What is the best way for a person to attain happiness?

    What is the best way for a person to attain happiness?

  5. What movie title best describes your life?

    What movie title best describes your life?

  6. Who is the most interesting person you've met and talked with?

    Who is the most interesting person you've met and talked with?

  7. If you could go back in time and give your parents advice before you were born, what advice would you give them?

    If you could go back in time and give your parents advice before you were born, what advice would you give them?

  8. What were the last two books you read?

    What were the last two books you read?

  9. What's the hardest lesson you’ve had to learn?

    What's the hardest lesson you’ve had to learn?

  10. What is something really popular now, but in 5 years everyone will look back on and be embarrassed they liked it?

    What is something really popular now, but in 5 years everyone will look back on and be embarrassed they liked it?

  11. What simple change in your life would have the biggest positive impact?

    What simple change in your life would have the biggest positive impact?

  12. What three objects you own do you value most?

    What three objects you own do you value most?

  13. What would you name your boat?

    What would you name your boat?

  14. What happens in real life, but rarely gets portrayed in movies?

    What happens in real life, but rarely gets portrayed in movies?

  15. What is the most useful thing your mom or dad has taught you?

    What is the most useful thing your mom or dad has taught you?

  16. Who’s your favorite protagonist from an animated movie?

    Who’s your favorite protagonist from an animated movie?

  17. What's something you tried really hard to like but just couldn’t?

    What's something you tried really hard to like but just couldn’t?

  18. What movie would be greatly improved if it was made into a musical?

    What movie would be greatly improved if it was made into a musical?

  19. If you received a salary to follow whatever passion you wanted to, what would you do?

    If you received a salary to follow whatever passion you wanted to, what would you do?

  20. What inscription do you want on your gravestone?

    What inscription do you want on your gravestone?

  21. What’s the TLDR description of your last relationship?

    What’s the TLDR description of your last relationship?

  22. What will immediately disqualify a potential SO?

    What will immediately disqualify a potential SO?

  23. What smell brings back great memories?

    What smell brings back great memories?

  24. Would you rather be unable to use search engines or unable to use social media?

    Would you rather be unable to use search engines or unable to use social media?

  25. What keeps you up at night?

    What keeps you up at night?

  26. Is there an app you hate but use anyways?

    Is there an app you hate but use anyways?

  27. What childish thing do you still enjoy?

    What childish thing do you still enjoy?

  28. What movie trope annoys you the most?

    What movie trope annoys you the most?

  29. What is the ugliest vegetable?

    What is the ugliest vegetable?

  30. If you could put your brain in a robot and live indefinitely, would you?

    If you could put your brain in a robot and live indefinitely, would you?

  31. Would you rather always be 10 minutes late or always be 20 minutes early?

    Would you rather always be 10 minutes late or always be 20 minutes early?

  32. If you could trade 1 year of your life for $30,000, how many years would you trade in?

    If you could trade 1 year of your life for $30,000, how many years would you trade in?

  33. What job would you be absolutely terrible at?

    What job would you be absolutely terrible at?

  34. What should they teach in high school but don’t?

    What should they teach in high school but don’t?

  35. What piece of technology brings you the most joy?

    What piece of technology brings you the most joy?

  36. What terrible movie do you love?

    What terrible movie do you love?

  37. What’s the most useful thing you own?

    What’s the most useful thing you own?

  38. Would you rather be alone for the rest of your life or always be surrounded by annoying people?

    Would you rather be alone for the rest of your life or always be surrounded by annoying people?

  39. If you could only eat one food for the rest of your life, what would it be?

    If you could only eat one food for the rest of your life, what would it be?

  40. Would you rather be transported permanently 500 years into the future or 500 years into the past?

    Would you rather be transported permanently 500 years into the future or 500 years into the past?

  41. Would you rather be poor but help people or become incredibly rich by hurting people?

    Would you rather be poor but help people or become incredibly rich by hurting people?

  42. What is the most impressive thing you know how to do?

    What is the most impressive thing you know how to do?

  43. What three words best describe you?

    What three words best describe you?

  44. What silly or funny thing are you afraid of?

    What silly or funny thing are you afraid of?

  45. What was your best drop the mic moment?

    What was your best drop the mic moment?

  46. What is something you are utterly obsessed with at the moment?

    What is something you are utterly obsessed with at the moment?

  47. If you summed up your life in one word, what word would it be?

    If you summed up your life in one word, what word would it be?