Random question generator

1. What do you wish someone had told you at 20?
2. Which compliment from years ago do you still remember word for word?
3. What's a small habit that says a lot about who you are?
4. What does a bad day teach you about yourself?
5. Who in your life sees you most clearly?
6. What would you do more of if you weren't so tired?
7. What did you only understand about your parents once you were older?
8. When did you last surprise yourself?
9. Which version of you would your younger self be proudest of?
10. What's the kindest thing a stranger has ever done for you?
11. What does real rest look like for you?
12. What do you find hardest to say no to?
13. Is there a place that feels more like home than your own home?
14. Which risk are you glad you took?
15. What would you like to be braver about this year?
16. What's a question you're afraid to ask yourself?
17. When do you feel most useful?
18. Which part of your routine would you protect at any cost?
19. What has your body been trying to tell you lately?
20. Which friend taught you something without meaning to?
21. What's a sentence that changed the way you think?
22. When did you last feel proud of someone else?
23. What do you keep that you can't bring yourself to throw away?
24. What does success look like on an ordinary Wednesday?
25. If your life were a season, which one is it right now?
26. What's something you're slowly getting better at?
27. Which emotion do you find hardest to show?
28. What's a promise you've kept to yourself?
29. What did you love doing before you cared what people thought?
30. What's a version of your life you sometimes daydream about?

1. What's the strangest compliment you've ever received?
2. Which kitchen utensil are you, and why?
3. What's the worst possible name for a dentist's practice?
4. If your pet could post one sentence about you online, what would it say?
5. What's the most awkward thing you could say in a job interview?
6. Which celebrity would be the worst roommate?
7. Which household appliance do you trust the least?
8. What rule would you stick on the office fridge?
9. Which film would be improved by adding a goat?
10. What's the worst superpower you could end up with?
11. Which bird has the most attitude?
12. What's the silliest thing you've ever cried at?
13. If you were a flavour of crisps, what flavour would you be?
14. What's the worst fancy dress costume you've ever worn?
15. What's your theme music when you sneak into the kitchen at night?
16. What's the most ridiculous thing an ad has made you buy?
17. Which song would you have played at your funeral just to confuse everyone?
18. What did you believe until embarrassingly late in life?
19. What's the worst thing to say right after a first kiss?
20. What's the pettiest rule you'd put in a house share contract?
21. What's a smell that should be a candle but isn't?
22. If your car had a personality, what would it be like?
23. What's the most dramatic way you've imagined quitting a job?
24. What would your villain origin story be?
25. Which emoji do you use wrong on purpose?
26. What would be a terrible slogan for your hometown?
27. If a narrator followed you around, whose voice would you pick?
28. What would be the worst flavour of toothpaste?
29. What's the most chaotic thing you've seen at a wedding?
30. Which fictional world would you be the first to die in?

1. Would you rather have a dog that talks or a cat that does your taxes?
2. Would you rather be on a cooking show or a dating show?
3. Would you rather have a lifetime pass to every festival or to every football stadium?
4. Would you rather never use social media again or never watch another series?
5. Would you rather have every meal planned for you or every outfit picked for you?
6. Would you rather be a film star's assistant or a rock band's tour manager?
7. Would you rather live in a treehouse or on a houseboat?
8. Would you rather always win at board games or always win arguments?
9. Would you rather know the plot of every film or the words to every song?
10. Would you rather lose your phone or your wallet on holiday?
11. Would you rather have hiccups for a day or a song stuck in your head for a month?
12. Would you rather spend a week in the jungle or a week in Antarctica?
13. Would you rather give up coffee or give up cheese?
14. Would you rather always have damp socks or a slightly too small shirt?
15. Would you rather host every party or never be invited to one?
16. Would you rather win an Oscar or an Olympic gold medal?
17. Would you rather be the best player on a losing team or the worst player on a winning team?
18. Would you rather travel the world alone or go to your dream destination with your worst enemy?
19. Would you rather have unlimited sushi or unlimited pizza?
20. Would you rather need only four hours of sleep or never get a hangover?
21. Would you rather have a photographic memory or perfect pitch?
22. Would you rather always know when someone is lying or always get away with lying?
23. Would you rather own a dragon or be a dragon?
24. Would you rather sneeze glitter or hiccup bubbles?
25. Would you rather throw the party or plan the holiday?
26. Would you rather have a house with a slide or a house with a secret room?
27. Would you rather be a world class dancer or a world class singer?
28. Would you rather have a fridge that always restocks or a laundry basket that is always empty?
29. Would you rather have a private cinema or a private pool?
30. Would you rather be able to talk to plants or to the weather?

1. Matcha or espresso?
2. Voice notes or texts?
3. Sweet popcorn or salted popcorn?
4. Paper book or audiobook?
5. Dinner party or house party?
6. Camping or a hotel?
7. Cinema or sofa?
8. Escape room or bowling?
9. The pool or the sea?
10. Rain on the window or snow outside?
11. Home cooked or takeaway?
12. Spontaneous trip or planned trip?
13. Rom com or thriller?
14. Hostel or hotel?
15. Picnic or barbecue?
16. Crisps or chocolate?
17. Paris or Rome?
18. Group holiday or a trip for two?
19. Tattoo or piercing?
20. Gym or a long walk?
21. Ice in your drink or no ice?
22. Your own playlist or the radio?
23. Hot sauce or no sauce?
24. Brunch or dinner?
25. Phone on loud or always on silent?
26. Karaoke or the dance floor?
27. Road trip or train trip?
28. Vinyl or streaming?
29. Breakfast in bed or breakfast out?
30. Handwritten card or a long text?

1. Agree or disagree: brunch is just a late breakfast with a higher price.
2. Agree or disagree: the playlist matters more than the food at a party.
3. Agree or disagree: voice notes longer than one minute should be banned.
4. Agree or disagree: the sequel is sometimes better than the first film.
5. Agree or disagree: birthdays after 30 don't need a party.
6. Agree or disagree: you should split the bill by what you ordered, not evenly.
7. Agree or disagree: reclining your seat on a short flight is rude.
8. Agree or disagree: Mondays are better than Sundays.
9. Agree or disagree: rewatching an old series beats starting a new one.
10. Agree or disagree: you should take your shoes off in someone else's home.
11. Agree or disagree: the ending of a series matters more than the beginning.
12. Agree or disagree: dogs in restaurants are a good thing.
13. Agree or disagree: replying "k" to a message is rude.
14. Agree or disagree: Christmas music in November is fine.
15. Agree or disagree: cold pizza is better than hot pizza.
16. Agree or disagree: whoever has the window seat controls the blind.
17. Agree or disagree: a gift with a receipt beats a surprise.
18. Agree or disagree: staying in on a Saturday night is underrated.
19. Agree or disagree: matching couple outfits are cute.
20. Agree or disagree: socks with sandals are fine if they look good.
21. Agree or disagree: being too early is just as bad as being late.
22. Agree or disagree: a group chat with more than ten people is useless.
23. Agree or disagree: cereal is a perfectly good dinner.
24. Agree or disagree: wedding speeches should have a five minute limit.
25. Agree or disagree: phones on the table at dinner are rude.
26. Agree or disagree: the best place at any party is the kitchen.
27. Agree or disagree: you should always bring something when you visit someone's home.
28. Agree or disagree: summer is overrated.
29. Agree or disagree: ketchup on eggs is completely fine.
30. Agree or disagree: a good nap beats a good night out.

1. What's one thing we do that you'd tell other couples to try?
2. Which of our habits would surprise our friends?
3. What's your favourite photo of me that I don't like?
4. What's the best thing I've ever cooked for you?
5. What's a small thing that makes our home feel like ours?
6. Which of my relatives do you get on with best?
7. What's the most "us" thing we've ever done?
8. When do you think I'm at my funniest?
9. What's a kind of date we've never tried that you'd like to?
10. What's a compliment you'd like to hear from me more often?
11. Which film character do I remind you of?
12. What do you think our friends say about us when we're not there?
13. Which of our arguments can you laugh about now?
14. What's the best present you could get me for less than the price of a pizza?
15. What's one thing you'd change about our Sundays?
16. Which of my friends would you pick to be stranded on an island with?
17. What did you think the first time you saw my home?
18. If we had a podcast together, what would it be about?
19. What's my most charming bad habit?
20. Which trip do we tell the story of most, and who tells it better?
21. What would you cook for me to say sorry?
22. What do I do when I'm nervous that you've noticed?
23. What's something about me you've bragged about to your friends?
24. What's a chore you secretly like doing for me?
25. What's the best text I've ever sent you?
26. Which of my stories have you heard too many times?
27. What does our dream Sunday morning look like?
28. What's a word or phrase that only the two of us use?
29. What do you think I worry about that I don't need to?
30. What's a song you secretly think of as ours?

1. Which of us would win a reality show, and which one?
2. What's the group's most legendary night, in one sentence?
3. Who in the group gives the best birthday presents?
4. Which of us would you trust to plan a surprise party?
5. What's a group tradition we should start this year?
6. Who will be the first to cry at the next wedding in the group?
7. Which of us would be worst at keeping a plant alive?
8. What's the best group photo we've ever taken?
9. Who in the group always has snacks?
10. If the group had a mascot, what would it be?
11. Which of us would make the best tour guide?
12. What's the dumbest argument this group has ever had?
13. Who should be in charge of music on a road trip, and who should be banned?
14. Which of us would last longest on a desert island?
15. Which inside joke could you explain to a stranger in under a minute?
16. Who here is most likely to move abroad?
17. What's a holiday we keep saying we'll take together?
18. Who in the group is best at directions, and who should never hold the map?
19. Who here would you call first with good news?
20. What's the worst haircut anyone in this group has had?
21. Who here would win a cooking competition?
22. What's a skill each of us could teach the others?
23. Which of us would make the best getaway driver?
24. Who's most likely to be late to their own birthday party?
25. What's the best advice someone in this group has given you?
26. Which of us would be the most fun on a long flight?
27. If we started a band, who plays what?
28. Which of us is worst at keeping a secret?
29. What's a photo of us you'd frame?
30. What do you remember about the first time you met each person here?

1. What's a food you've never tried but want to?
2. What's the last thing you learned just for fun?
3. What's the first thing you do when you arrive in a new city?
4. Are you a morning person, or are you lying?
5. Which city has the best food you've ever eaten?
6. Which country would you move to tomorrow?
7. What's a smell that reminds you of where you grew up?
8. What's the best piece of advice you've ever ignored?
9. What's a hobby you picked up as an adult?
10. What were you obsessed with five years ago?
11. Which three things are always in your bag?
12. What do you order the first time you try a restaurant?
13. What's the phrase you say most often?
14. What are you a little bit famous for among your friends?
15. Which season suits you best?
16. How do you like your eggs?
17. What's a film you watch every single year?
18. Do you have a lucky number, and why that one?
19. Which language would you love to speak?
20. What's the best thing about where you live?
21. What's your perfect Sunday breakfast?
22. What's your favourite way to get some exercise?
23. Which famous person have you met, or nearly met?
24. What's something small that instantly makes your day better?
25. Which sport do you actually enjoy watching?
26. What's a talent that runs in your family?
27. Which board game are you suspiciously good at?
28. What's the best thing you've ever won?
29. What's the last book or podcast you recommended to someone?
30. Which place would you show a friend visiting your city for the first time?

For adults who have opted in. Flirty, not explicit, and anyone can pass.

1. What's the most flattering thing a stranger has said to you on a night out?
2. What's your best feature, according to the people you've dated?
3. Who from your past would you still say yes to a drink with?
4. Which celebrity would you drop everything for?
5. What's the most romantic place you've ever kissed someone?
6. What's your idea of a first date that ends well?
7. Have you ever been caught checking someone out?
8. What's the cheesiest chat up line that actually worked on you?
9. Which outfit makes you feel most confident?
10. What's the longest you've flirted with someone before making a move?
11. What's the smoothest move you've ever seen someone pull at a bar?
12. What's a flirty habit of yours that your friends tease you about?
13. Text first, or wait to be texted?
14. Who was your most unexpected crush?
15. Have you ever had a crush on someone you worked with?
16. What's the most spontaneous thing you've done for a crush?
17. Slow kiss, surprise kiss or goodbye kiss?
18. Would you rather be the one who flirts or the one who gets flirted with?
19. What's the most attractive thing someone can do on a night out?
20. Where's the most unexpected place you've felt a spark with someone?
21. What's your weakness: a great voice, a great smile or a great laugh?
22. What's the most daring message you've sent on a dating app?
23. Have you ever fallen for a friend's sibling?
24. What do you find irresistible that most people don't?
25. What's the best compliment you've had from someone you were dating?
26. Have you ever kissed someone in this room? Nod or shake your head.
27. What's your secret move when you want someone to notice you?
28. Have you ever stayed out all night with someone you'd only just met?
29. What body language tells you someone is interested?
30. What's a date you'll never forget, for good or bad reasons?

1. If you could have dinner with any three people, living or dead, who would they be?
2. If you could live in any decade for a year, which would you pick?
3. If you got a free billboard for a month, what would you put on it?
4. If you could master one instrument overnight, which would it be?
5. If you could add one public holiday, what would it celebrate?
6. If you had to run a one hour workshop on anything, what would it be?
7. If you could rename your town, what would you call it?
8. If you could make one law for a day, what would it be?
9. If you could be famous for one week, what would you be famous for?
10. If you could be a guest star on any TV show, which one?
11. If you had a robot double, what would you send it to do?
12. If you could swap jobs with anyone for a week, who would it be?
13. If you were a famous chef, what would your signature dish be?
14. If you could only eat one country's food for a year, which country?
15. If you could know the answer to one unsolved mystery, which one?
16. If you could relive one concert, which one would it be?
17. If you invented a new sport, what would the rules be?
18. If you had to live in a theme park, which one?
19. If you could design your own island, what's on it?
20. If you had to wear one outfit every day for a year, what would it be?
21. If you could get a lifetime supply of one thing, what would you choose?
22. If you could have any animal as a sidekick, which one?
23. If you could time travel once, would you go forward or back?
24. If you won a free holiday tomorrow, where would you go and who would you take?
25. If you could hear one person's thoughts for a day, whose would it be?
26. If your home had one magical room, what would it do?
27. If you had to star in a reality show, which format would you pick?
28. If you could be any age for a week, which age?
29. If you wrote a bestseller, what would it be about?
30. If you could trade one of your senses for a superpower, would you, and which?