A hundred Would You Rather questions written for two people. Nothing to install — keep this page open, take turns reading, and both of you answer every one. They get heavier as you go down, so stop wherever suits the evening.
One rule worth setting first: you have to pick one. “Neither” is not an answer, and the whole point is the five seconds of thinking before you commit.
Easy ones to warm up
- Would you rather have a lazy morning in bed or a sunrise walk?
- Would you rather cook together or order in and watch something?
- Would you rather live by the sea or in the mountains?
- Would you rather have a huge dog or three small cats?
- Would you rather travel somewhere new every year or go back to the same place?
- Would you rather be too hot or too cold?
- Would you rather give up coffee or chocolate?
- Would you rather have a day with no phone or a day with no music?
- Would you rather host the party or be a guest at it?
- Would you rather have a window seat or an aisle seat?
- Would you rather eat the same breakfast forever or never eat breakfast again?
- Would you rather be an hour early or ten minutes late?
- Would you rather spend a weekend completely alone or completely surrounded by people?
- Would you rather have a tidy house or a full fridge?
- Would you rather read the book or watch the film?
- Would you rather holiday somewhere hot or somewhere snowy?
- Would you rather have more time or more money?
- Would you rather sing in front of a crowd or dance in front of one?
- Would you rather live without takeaways or without streaming?
- Would you rather always be slightly too busy or slightly too bored?
About the two of you
- Would you rather we spent a whole day apart doing our own things, or every hour together?
- Would you rather I planned the holiday or you did?
- Would you rather we argued more and resolved it fast, or rarely argued at all?
- Would you rather get a gift you asked for or a surprise?
- Would you rather be told the truth bluntly or gently?
- Would you rather have a big wedding or a tiny one?
- Would you rather live near my family or yours?
- Would you rather we both worked less and had less, or both worked more and had more?
- Would you rather have the same hobby or completely different ones?
- Would you rather know what I was thinking all the time or never?
- Would you rather be the one who plans or the one who goes along with it?
- Would you rather we texted all day or saved it all for the evening?
- Would you rather share every password or keep some things separate?
- Would you rather have a night out together or a night in?
- Would you rather I remembered every anniversary or never forgot a small thing you mentioned?
- Would you rather we had the same taste in music or complementary taste?
- Would you rather do the washing up or the cooking, for the rest of your life?
- Would you rather be apart for a month and then together for a year, or never apart but busier?
- Would you rather we told each other everything immediately or took time to think first?
- Would you rather I surprised you more often or was more predictable?
Silly ones
- Would you rather fight one horse-sized duck or a hundred duck-sized horses?
- Would you rather always speak in rhyme or sing everything you say?
- Would you rather have fingers for toes or toes for fingers?
- Would you rather be able to talk to animals or speak every human language?
- Would you rather be invisible or be able to fly?
- Would you rather have a permanent cowlick or permanent spinach in your teeth?
- Would you rather sneeze every time you laughed or hiccup every time you cried?
- Would you rather live in a world with no music or no colour?
- Would you rather have a rewind button or a pause button?
- Would you rather smell like garlic forever or never be able to smell anything?
- Would you rather have your search history read out or your bank statement?
- Would you rather be famous for something embarrassing or never be known at all?
- Would you rather have a personal chef or a personal driver?
- Would you rather only whisper or only shout?
- Would you rather live one day twice or skip a day entirely?
- Would you rather always know when someone is lying or always get away with lying?
- Would you rather have unlimited free flights or unlimited free food?
- Would you rather never use a lift again or never use stairs again?
- Would you rather wear the same outfit every day or never repeat an outfit?
- Would you rather have a tail or wings you cannot fly with?
Deeper, if the evening is going well
- Would you rather be deeply respected or deeply loved?
- Would you rather know when you will die or how?
- Would you rather fix one regret or get one guaranteed future win?
- Would you rather be the person who leaves or the person who is left?
- Would you rather have a job you love that pays badly or one you tolerate that pays well?
- Would you rather be understood by one person completely or liked by everyone?
- Would you rather lose all your photos or all your messages?
- Would you rather have more confidence or more patience?
- Would you rather be able to forgive instantly or forget completely?
- Would you rather have an ordinary life that is calm or an extraordinary one that is hard?
- Would you rather be told a hard truth about yourself or never know it?
- Would you rather have had an easier past or a guaranteed easier future?
- Would you rather your children were happy or successful?
- Would you rather be the smartest person in the room or the kindest?
- Would you rather take a risk and fail publicly or never take it?
- Would you rather have one lifelong friend or many good ones?
- Would you rather live in the moment or always have a plan?
- Would you rather be needed or be free?
- Would you rather hear what people really think of you or never wonder?
- Would you rather we grew in the same direction slowly or in different directions quickly?
Hypotheticals about the future
- Would you rather retire early somewhere quiet or work longer somewhere exciting?
- Would you rather own a home or be free to move whenever?
- Would you rather live abroad for a year or travel for three months every year?
- Would you rather have a big family or a small, close one?
- Would you rather save hard now or enjoy it now?
- Would you rather both change careers or both stay put?
- Would you rather live in a city, a town or the middle of nowhere?
- Would you rather have a spare room or a garden?
- Would you rather be known in your community or completely anonymous?
- Would you rather have one big adventure or many small ones?
- Would you rather look back on a life that was safe or one that was interesting?
- Would you rather take the stable job or the one with upside?
- Would you rather have the same routine for ten years or change every year?
- Would you rather we made decisions quickly or slowly?
- Would you rather live near the people we love or near the life we want?
- Would you rather have a pet now or wait until things are settled?
- Would you rather we both had demanding jobs or one of us did?
- Would you rather our life was predictable or surprising?
- Would you rather solve money or solve time?
- Would you rather do all of this again exactly the same, or differently?
What to do when you run out
If this went well, the next one up in intensity is the 36 questions that lead to love, which is the structured version of the same idea. For something lighter, try Never Have I Ever or the couple quiz.
And if you want something that is still there next week rather than a one-off evening, a shared game does that job — Our Flower Garden is our pick, or see the full no-download list.
