Would You Rather Generator

56 questions in three levels. Pick a side, then say why.

Safe to answer in the first thirty seconds.

1 of 20

Would you rather…

Pick a side. No “both”, no “neither”.

Play it with a stranger

Would You Rather is built into Anoniz text chat. Once you are talking to a real person, either of you can start a round, and the questions get deeper the longer you both stay.

Start a text chat

Free, no account. The game is not offered in AI chats.

How to play

  1. Ask the question. Read it out, or copy it into a chat.
  2. Both pick a side. Answer before either of you explains.
  3. Say why. Then ask one follow-up before the next question.

Why the questions come in levels

A deep question lands badly with someone you met a minute ago, and a playful one lowers the guard first. So the levels are meant to be played in order.

The game inside an Anoniz chat follows the same order. Rounds one and two are playful, three and four are about values, and everything after that is deep.

All 56 Would You Rather questions

Playful

  1. Always be 10 minutes early or always be 10 minutes late?
  2. Never use headphones again or never use a speaker again?
  3. Have unlimited money but no free time or unlimited free time but just enough money?
  4. Only be able to whisper or only be able to shout?
  5. Live without music or live without films?
  6. Fight one horse-sized duck or fight one hundred duck-sized horses?
  7. Never be able to skip an ad again or never be able to pause anything again?
  8. Be famous for something embarrassing or be completely unknown forever?
  9. Always have a song stuck in your head or always have a slightly wet sock?
  10. Eat only sweet food forever or eat only savoury food forever?
  11. Never feel too hot again or never feel too cold again?
  12. Have a rewind button for your life or have a pause button?
  13. Be able to talk to animals or be able to speak every human language?
  14. Lose all your photos or lose all your playlists?
  15. Always know when someone is lying or always get away with lying?
  16. Have no phone for a week or have no shoes for a week?
  17. Live in a city that never sleeps or live somewhere with no traffic at all?
  18. Only be able to text or only be able to call?
  19. Be the funniest person in the room or be the smartest person in the room?
  20. Never have to sleep again or never have to eat again?

Values

  1. Be deeply respected or be widely liked?
  2. Know exactly how you die or know exactly when you die?
  3. Have five close friends or have fifty good ones?
  4. Live somewhere beautiful and alone or somewhere ordinary near people you love?
  5. Be great at a job you hate or be mediocre at a job you love?
  6. Always say what you think or never have to explain yourself?
  7. Have your parents’ approval or have your own?
  8. Be the person who leaves or be the person who is left?
  9. Read minds but never turn it off or never know what anyone thinks of you?
  10. Have a life full of change or have a life you can rely on?
  11. Be remembered by many for a little or by a few for everything?
  12. Give up your ambition or give up your free time?
  13. Never be lonely but never be alone or be alone whenever you want but often lonely?
  14. Always take the safe option or always take the interesting one?
  15. Have a hard truth told to you or be protected from it?
  16. Start over somewhere nobody knows you or stay where everyone does?
  17. Be underestimated or be overestimated?
  18. Have more time with someone you lost or have peace about losing them?
  19. Be right or be kind?
  20. Know your future or change your past?

Deep

  1. Forgive someone who never apologised or get an apology from someone you can’t forgive?
  2. Know what people say about you or never wonder again?
  3. Relive your best day forever or never think about it again?
  4. Be the reason someone changed or never know you were?
  5. Have everyone see you exactly as you are or keep one thing hidden forever?
  6. Lose the memory of your worst year or keep it and everything it taught you?
  7. Be told the truth about how people see you or be told a kind lie you believe?
  8. Have a second chance with one person or closure with all of them?
  9. Be needed or be wanted?
  10. Never disappoint anyone again or never be disappointed again?
  11. Say the thing you never said or hear the thing you never heard?
  12. Live the life you planned or live the one you got?
  13. Be at peace with who you are or become who you meant to be?
  14. Have someone stay out of love or have them leave out of honesty?
  15. Know you did enough or have people believe you did?
  16. Meet the person you were at ten or meet the person you’ll be at eighty?

Common questions

Yes. There is no account, no limit and nothing to install. It runs in your browser, and nothing you pick is stored or sent anywhere.

Yes, and it suits text well because each turn is one message. Press Copy to put the question on your clipboard, paste it into the chat, and make sure you both answer before either of you explains.

56 in total: 20 playful, 20 about values and 16 deep. They are the same questions the game uses inside an Anoniz chat.

None of them asks for a name, a location or anything else that identifies you. The deep ones are personal, though, so save them for a conversation that has earned it, and skip any you would not want to answer yourself.

More ways to keep a chat going

Want plain questions instead of dilemmas? Try the random question generator. For the thinking behind the game, read Would You Rather questions that go somewhere and eight games to play over text.