130 random questions to ask: funny, weird and fun

A random question is the fastest way out of a boring “hi, how are you” loop. It surprises people into giving a real answer, and real answers are where conversations start. Here are 130, sorted by mood.

Funny questions to ask

1. What is the most ridiculous thing you have ever argued about?
2. If your pet could talk, what would it complain about?
3. What is the worst possible name for a pet goldfish?
4. Which animal would be the most annoying if it could talk?
5. What is the dumbest way you have ever been injured?
6. What would be the worst superpower to have?
7. If you were a vegetable, which one would you be and why?
8. What is the weirdest thing you have ever seen in someone’s fridge?
9. What would your warning label say?
10. Which song would play every time you walked into a room?
11. What is the most embarrassing autocorrect you have ever sent?
12. If your life were a sitcom, what would it be called?
13. What is the strangest thing you have done when nobody was watching?
14. What would be the worst thing to say at a job interview?
15. What is the silliest rule your family had growing up?
16. If you had to wear one outfit forever, what would it be?
17. What is the worst flavour of ice cream you can imagine?
18. What is your most ridiculous pet peeve?
19. If you were a ghost, how would you scare people?
20. What is a completely useless fact you know by heart?
21. Which cartoon villain do you secretly agree with?
22. What is the worst present you could give someone on a first meeting?
23. If you could make one thing illegal just to annoy people, what would it be?
24. What would you name your pet rock?
25. What is the funniest thing a child has ever said to you?
26. What is the worst dance move you know?
27. If aliens landed, what is the first thing you would show them?
28. What is the most awkward thing that has happened to you in a lift?
29. What is the weirdest name you have heard for a shop or restaurant?
30. If you had a catchphrase, what would it be?

Weird questions to ask

1. Is a hot dog a sandwich?
2. Do you think fish get thirsty?
3. If you cloned yourself, would you get along with your clone?
4. What colour do you think Monday is?
5. Would you rather have fingers as long as your legs or legs as long as your fingers?
6. What is the strangest thing you believed as a child?
7. If you could smell one thing forever, what would it be?
8. What do you think dogs dream about?
9. Would you eat a sandwich that someone else already took a bite of for a hundred dollars?
10. What sound do you think a giraffe makes?
11. If you were a kitchen utensil, which one would you be?
12. Which would be scarier: a giant spider or a million tiny ones?
13. If the moon were made of cheese, what kind of cheese?
14. What is the weirdest food combination you actually like?
15. Would you rather sneeze glitter or cry bubbles?
16. What would happen if everyone could read minds for one day?
17. Which object in your room would survive a zombie apocalypse best?
18. If you had to live inside a video game, which one?
19. Do you think animals have favourite humans?
20. What would your ghost haunt: a library, a kitchen or a gym?
21. If trees could walk, where would they go?
22. What is the strangest thing you have ever found on the street?
23. Which number do you think is the loneliest?
24. Would you want to know the date of every rainy day for the next year?
25. If you could shrink to the size of an ant for a day, what would you do?

Fun questions to ask

1. What is the best thing you have eaten this month?
2. What is your favourite thing to do on a lazy Sunday?
3. Which film could you quote from start to finish?
4. What is your dream holiday?
5. If you could learn any skill overnight, what would it be?
6. What is the best concert you have ever been to, or would love to go to?
7. What is the most fun you have had for free?
8. What game could you play forever?
9. Which fictional character would make the best best friend?
10. If you opened a café, what would be on the menu?
11. What is your favourite childhood snack?
12. What song always gets you dancing?
13. What is the best advice you have ever ignored?
14. Which celebrity would you want to swap lives with for a day?
15. What is the best smell in the world?
16. What is something you have always wanted to try but have not yet?
17. If you could time travel, would you go to the past or the future?
18. What is your favourite holiday tradition?
19. What would you do if you won the lottery tomorrow?
20. What is the best thing about where you live? (No need to say where.)
21. Which app could you not live without?
22. What is your favourite animal and why?
23. If you could have any job for a week, what would it be?
24. What is the best series you have ever binge-watched?
25. Where would you go on a day trip right now?

Random questions that start a debate

Friendly debates keep a chat lively. Keep them light and agree to disagree.

1. Does pineapple belong on pizza?
2. Is it better to be early or exactly on time?
3. Which is the best meal of the day?
4. Should you fold or scrunch toilet paper?
5. Is a film ever better than the book?
6. Are cats or dogs better pets?
7. Is water wet?
8. Is it okay to recline your seat on a plane?
9. Should the toilet roll hang over or under?
10. Which is better: the first film in a series or the sequel?
11. Is it acceptable to eat breakfast food for dinner?
12. Summer or winter: which is the better season?
13. Should you put milk or cereal in the bowl first?
14. Are video games art?
15. Is it better to have a few close friends or lots of friends?
16. Should ketchup be kept in the fridge?
17. Is a burrito a wrap?
18. Is it rude to leave a group chat without saying anything?
19. Which is better: sunrise or sunset?
20. Is it okay to wear socks with sandals?

Random questions to get to know someone

1. What is something you are weirdly good at?
2. What is a hobby most people would not guess you have?
3. What is the last thing you got really excited about?
4. What is something you have changed your mind about recently?
5. What is your favourite word, and why?
6. What is a small thing that instantly improves your mood?
7. What is the best decision you made this year?
8. What would your perfect weekend look like?
9. What is a place that feels like home to you?
10. What is a question you love being asked?
11. What is on your bucket list?
12. What would you do with a year off?
13. Who is someone you admire, and why?
14. What is a book or film that stuck with you?
15. What makes you laugh the hardest?
16. What is your favourite way to spend time alone?
17. What is something you are looking forward to?
18. What is a tradition you would like to start?
19. What is the best thing a stranger has ever done for you?
20. What is one thing you would like to learn this year?

Random “what if” questions

There are 100 more in hypothetical questions.

1. What if you woke up tomorrow speaking every language?
2. What if nobody could lie for a week?
3. What if you could pause time for one hour a day?
4. What if you swapped lives with your best friend for a day?
5. What if you could only communicate in song lyrics?
6. What if you found a door in your home you had never seen before?
7. What if everyone had to wear a sign saying how they feel?
8. What if you could talk to your ten-year-old self?
9. What if the internet disappeared for a month?
10. What if you could see one hour into the future?

How to use random questions in a chat

• Open with one instead of “hi”. “Random question: is a hot dog a sandwich?” gets a reply more often than a greeting.
• Answer it yourself. Your answer gives the other person something to react to.
• Follow the funniest thread. If an answer makes you laugh, ask more about it.
• Keep it about opinions, not personal details, especially with someone you have just met online.

Random questions are made for random chat. You and the other person also see the same conversation starter when a chat begins, so there is always something to answer. For themed lists, try would you rather questions, truth or dare questions or get to know you questions.