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Party Game Generator

Deep Would You Rather Questions

These questions are slower. They work best with two or three people, a long drive, or the end of a dinner when nobody wants to leave yet.

30 questions ready

Press the button to get your first question.

Tip: press the space bar for the next one.

The full list: 30 questions

Prefer to read them all? Every question in the generator is below.

Deep (30)

  1. Would you rather be remembered for your kindness or for your achievements?
  2. Would you rather have one great love or many good friendships?
  3. Would you rather understand yourself completely or understand everyone else completely?
  4. Would you rather live a short life full of adventure or a long life full of comfort?
  5. Would you rather forgive someone who isn't sorry or apologize for something you didn't do?
  6. Would you rather know all the answers or keep all your curiosity?
  7. Would you rather have more time or more money?
  8. Would you rather be the one who loves more or the one who is loved more?
  9. Would you rather your life be a book everyone reads or a diary no one ever sees?
  10. Would you rather change one thing about the world or one thing about yourself?
  11. Would you rather spend a year traveling alone or a year at home with the people you love?
  12. Would you rather never be afraid or never be lonely?
  13. Would you rather leave a big mark on the world or a deep mark on a few people?
  14. Would you rather meet your future self or your past self?
  15. Would you rather have a life of peace with no excitement or a life of excitement with no peace?
  16. Would you rather know why you are here or where you are going?
  17. Would you rather your children be happy or successful?
  18. Would you rather keep your dream job or your hometown friends, if you could only have one?
  19. Would you rather speak to someone who has died or to someone not yet born?
  20. Would you rather be completely honest for a year or never ask a question for a year?
  21. Would you rather be wise or be happy?
  22. Would you rather have a perfect memory or the ability to forget anything you choose?
  23. Would you rather spend your life doing what you love or with who you love?
  24. Would you rather be at peace with your past or excited about your future?
  25. Would you rather your biggest regret disappear or your biggest dream come true?
  26. Would you rather know the meaning of life or the meaning of your own life?
  27. Would you rather live without art or without science?
  28. Would you rather be trusted or be loved?
  29. Would you rather grow old with someone or grow wise alone?
  30. Would you rather have the answer to one question about the universe or one question about yourself?

How to play Would You Rather

  1. Get a group together. It works with two people or twenty.
  2. One person reads a question out loud, from the generator or the list.
  3. Everyone picks one option. You have to pick; 'neither' is not allowed.
  4. Each player explains their choice in a sentence. The explanations are the best part.
  5. Pass the phone to the next person and let them draw the next question.

Playing offline? Card games we like

  • Would You Rather? family card game

    Hundreds of printed questions for game nights when everyone should be off their phones.

    See it on Amazon

  • Conversation card decks

    Good for dinner tables and long drives, with questions that go deeper than a party game.

    See it on Amazon

  • Card games for couples

    Date-night decks with romantic and revealing questions, a step up from the couples list here.

    See it on Amazon

These are Amazon links. As an Amazon Associate we earn from qualifying purchases, at no extra cost to you.

Questions people ask

What is a good would you rather question?

A good one has two options that are close in appeal, so people actually have to think. 'Would you rather have more time or more money?' works because most people want both. If everyone answers the same way, the question is too easy.

Are these questions appropriate for kids?

The 'For kids' category is written for young children and every question in it is clean. The rest of the list is family friendly too, but a few in the Hard and Deep categories touch on topics like death that you may want to skip with little ones.

Can I play Would You Rather over text or on Zoom?

Yes. Draw a question here, press Copy, and paste it into the chat. On a video call, share your screen with this page and let people answer in turn.

How do you win Would You Rather?

Usually nobody wins. If you want a score, have everyone vote and give a point to each player in the majority, or to each player in the minority if you want to reward the odd ones out.

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