RatherQuestions Deep Would You Rather Questions
Tap a side, see the live vote, then hit Next for another one.
Would you rather…
Questions about memory, time, love, regret and what makes a life good. There are no silly answers here, just choices that tell you something about the person making them.
How to use deep questions
Save these for small groups and slow conversations: a late night with close friends, a long drive, a first date that is going well. Ask one, then ask "why?" twice. The second answer is usually the honest one.
They also work as journaling prompts. Pick a question, write your answer, and come back to it in a year to see if it changed. The vote split on each question shows how other people weighed the same choice.
All deep would you rather questions
- Would you rather be remembered for your kindness or be remembered for your achievements?
- Would you rather have one conversation with your younger self or have one conversation with your older self?
- Would you rather find one purpose and keep it forever or find a new purpose every decade?
- Would you rather keep every friend you've ever made or make a brand-new close friend every year?
- Would you rather feel everything more deeply or feel everything more calmly?
- Would you rather be truly understood by one person or be admired by thousands?
- Would you rather know what your pet thinks of you or know what your parents really thought of you as a kid?
- Would you rather have a life full of adventure or have a life full of deep friendships?
- Would you rather live the same life again with no changes or live a completely different life?
- Would you rather know why you're here or be at peace not knowing?
- Would you rather be the one who always forgives or be the one who's always forgiven?
- Would you rather have a home you never want to leave or have a heart that always wants to wander?
- Would you rather spend a year in quiet reflection or spend a year saying yes to everything?
- Would you rather be loved for who you are now or be loved for who you could become?
- Would you rather find out what people say about you when you're not there or never find out?
- Would you rather let go of your biggest regret or keep it and the lesson it taught you?
- Would you rather hear the one thing your best friend never told you or tell them the one thing you never said?
- Would you rather have a life that looks perfect to others or have a life that feels perfect to you?
- Would you rather trust too easily or trust too little?
- Would you rather know your life's biggest turning point in advance or recognize it only looking back?
- Would you rather leave behind a great work of art or leave behind a great group of friends?
- Would you rather live without ambition or live without contentment?
- Would you rather keep a promise that costs you or break a promise to protect yourself?
- Would you rather be wise or be happy?
- Would you rather make one stranger's life completely better or make a thousand strangers' days a little better?
- Would you rather feel at home anywhere or have one place that feels like home forever?
- Would you rather always see the best in people or always see people exactly as they are?
- Would you rather spend your life with someone who challenges you or spend your life with someone who comforts you?
- Would you rather have every question you ask answered or never stop wondering?
- Would you rather be brave once when it really matters or be a little brave every day?
- Would you rather hear what your friends would say about you in a speech or read what a stranger would write about your life?
- Would you rather be the reason someone believes in themselves or be the reason someone believes in people again?
- Would you rather know your true potential or never feel limited by it?
- Would you rather start over in a new city where no one knows you or stay where everyone knows you?
- Would you rather change your mind easily or stand firm no matter what?
- Would you rather be someone's first love or be someone's last love?
- Would you rather have deep talks every night or have easy laughs every night?
- Would you rather know who you'd be if you grew up somewhere else or never wonder about it?
- Would you rather give advice that changes someone's life or receive advice that changes yours?
- Would you rather be at peace with your past or be excited about your future?
- Would you rather live in a world where everyone is honest or live in a world where everyone is kind?
- Would you rather spend one more day with someone you've lost or spend one more day as a kid?
- Would you rather be known by everyone or truly know a few people?
- Would you rather follow your heart or follow your head?
- Would you rather carry one memory with you forever or carry one skill with you forever?
- Would you rather make peace with an old friend or make a new friend for life?
- Would you rather feel lonely in a crowd or feel content on your own?
- Would you rather have a life of quiet meaning or have a life of loud success?
- Would you rather be needed or be wanted?
- Would you rather see yourself the way others see you or have others see you the way you see yourself?
- Would you rather understand everyone or be understood by everyone?
- Would you rather have more courage or have more patience?
- Would you rather be the storyteller or be the story?
- Would you rather never feel regret or never feel nostalgia?
- Would you rather know what your dreams mean or remember every dream you have?
- Would you rather leave the world a little kinder or leave the world a little more beautiful?
- Would you rather fall in love slowly or fall in love all at once?
- Would you rather grow old with your best friend or grow old surrounded by family?
- Would you rather always know the right thing to say or always know when to say nothing?
- Would you rather be proud of your past or be hopeful about your future?
How to play
Read a question out loud and give everyone five seconds to pick a side. No "neither," no "both." Then go around the group and have each person defend their answer.
Playing solo? Tap your answer above to see how everyone else voted, then hit Next. Each question has its own page with its live results, so you can send the tough ones to friends.
Questions people ask
What are good deep would you rather questions?
A few favorites: "Would you rather be remembered for your kindness or be remembered for your achievements?" "Would you rather have one conversation with your younger self or have one conversation with your older self?" "Would you rather find one purpose and keep it forever or find a new purpose every decade?" The full list is above, and every question links to its live vote results.
How do you play would you rather?
One person reads a question, everyone picks a side, then each player explains their choice. On this page, tap an answer to vote and see the live split, then hit Next for another question.