40 deep would you rather questions

Would you rather questions about values, how to live, truth and other people, for friends, couples or a discussion group. Choose, give a reason if you like, and pass on any question.

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The prompt cards use 5 sheets, with up to 8 cards on each. Sets with answers include extra pages for the key.

Character and values

  1. Would you rather be known as someone who is fair or someone who is generous?

  2. Would you rather be the person who notices when someone is left out or the person who fixes the problem nobody else wants to touch?

  3. Would you rather have great patience or great determination?

  4. Would you rather be an excellent listener or an excellent explainer?

  5. Would you rather have more curiosity or more self-discipline?

  6. Would you rather make big choices with your head or with your heart?

  7. Would you rather be praised for your talent or for your effort?

  8. Would you rather have a talent that brings you joy or a talent that helps other people?

  9. Would you rather be brave enough to try anything once or wise enough to know what is worth trying?

  10. Would you rather be trusted by everyone or understood by everyone?

How you want to live

  1. Would you rather have a life full of small daily pleasures or a life with a few unforgettable high points?

  2. Would you rather have a life that is peaceful but predictable or one that is exciting but uncertain?

  3. Would you rather spend a year learning something purely for the joy of it or a year mastering something practical?

  4. Would you rather have complete freedom with little security or complete security with little freedom?

  5. Would you rather have your biggest dream come true tomorrow or work ten years toward it and then have it come true?

  6. Would you rather feel comfortable with uncertainty or always have a clear plan?

  7. Would you rather follow a path you chose alone or a path you share with people you love?

  8. Would you rather give your time or your money to a cause you care about?

  9. Would you rather be a master of one craft or skilled at many different things?

  10. Would you rather have the courage to start over or the patience to see something through?

Knowledge and truth

  1. Would you rather always know when you are wrong or always know when you are right?

  2. Would you rather see every issue from all sides or act with complete conviction?

  3. Would you rather learn how the universe began or how the human mind works?

  4. Would you rather have many opinions you are willing to change or a few you would never give up?

  5. Would you rather change the mind of one person you care about or of a thousand strangers?

  6. Would you rather learn mainly from your own mistakes or mainly from other people's?

  7. Would you rather be the first to discover something or the one who explains it so everyone understands?

  8. Would you rather see the world as it is or as it could be?

  9. Would you rather know the answer to one great mystery of history or one great mystery of science?

  10. Would you rather remember everything you have ever read or fully understand everything you have ever read?

People and the world

  1. Would you rather have a friend who always tells you what they really think or a friend who always makes you feel understood?

  2. Would you rather understand everyone's point of view instantly or have everyone understand yours?

  3. Would you rather spend an afternoon talking with a great thinker from the past or with an ordinary person from a thousand years in the future?

  4. Would you rather end one global problem for good or make every person's daily life a little easier?

  5. Would you rather give every child one great teacher or give every adult one true friend?

  6. Would you rather make something beautiful or something useful?

  7. Would you rather protect one wild place completely or slow the loss of nature everywhere a little?

  8. Would you rather be free to say anything or be sure everything you say is understood?

  9. Would you rather teach the whole world one thing you know or learn one thing from every person alive?

  10. Would you rather learn from a teacher who is always kind or one who always pushes you further?

Plan the round and team scores

8 turns × 60 seconds = 8 minutes of play, plus instructions and breaks.

60

These are adjustable house rules. Pause whenever the group needs more time.

Team 1: 0

Team 2: 0

Use this set with a group

Read a prompt, allow thinking time, then invite an answer or a pass. For a timed round, choose a turn length before starting. A host can keep the printed answers out of view until the round ends.