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Would you rather questions for couples, from sweet to deep

In short

With two players, Would You Rather works best as a guessing game: before each prompt is answered, both of you predict the other's choice, reveal at the same time, and score a point for each right guess. The choice takes two seconds; the one 'why' question afterwards is where the conversation happens. Start with sweet or funny prompts, move to flirty (kept PG-13) or deep once you're both warmed up, and let either of you skip any prompt.

On this page

"Would you rather never eat cheese again or never eat chocolate again?" takes your partner two seconds to answer. The interesting part is the next ten minutes, when it turns out they'd give up chocolate without blinking because of something that happened at a cousin's wedding in 2014, and you've never heard the story.

That's the whole trick of Would You Rather for two. The choice is a hook. The reason is the game.

How to play Would You Rather with two people

In a group, Would You Rather is a quick show of hands. With two of you on a call, slow it down and add a guess.

  1. One of you reads a prompt. Take turns choosing.
  2. Both of you guess what the other will pick. Say it out loud or write it down.
  3. Reveal your own answers at the same time. Count "three, two, one", then hold up one finger for the first option or two for the second.
  4. Score a point for each correct guess. First to ten, or whoever's ahead when one of you yawns.
  5. Ask one "why". Whoever reads the prompt asks the other why they chose it, then answers it themselves.

The simultaneous reveal stops the second person quietly copying the first, and the guess turns a list of questions into something you can win.

Why guessing first makes it better

You will get more wrong than you expect, and that's the point. In a set of 25 experiments, Eyal, Steffel and Epley found that asking people to imagine someone else's point of view didn't reliably make them more accurate about that person's mind and, if anything, made them slightly less so overall. The tasks included predicting a spouse's activity preferences. What did help, in their final experiment, was getting the other person's view directly, by talking.

Would You Rather does both in one round. You make your best guess, find out you were wrong, then hear the real reason. Each miss is a small update on someone you thought you'd already figured out.

The one follow-up that matters

"Why?" works, but specific follow-ups work better: "Wait, who were you with?", "Would you have picked the same thing five years ago?", "What would make you change your mind?"

In three studies of live conversations, people who asked more questions, particularly follow-up questions, were better liked by their partners. When people were told to ask more, they came across as more responsive (listening, understanding, care). The research was on people getting to know each other, including speed dates, but the habit carries over. A follow-up shows you heard the answer instead of waiting for your turn.

Keep it to one or two follow-ups per prompt, then move on while it's still fun. The usual ground rules apply: agree a level, give each other free passes, and either of you can stop. They're set out in Truth or Dare for couples, and they work the same way here.

Sweet would you rather questions

Would you rather…

  1. get a handwritten letter from me every month or a surprise voice note every week?
  2. have our next visit be a week somewhere new or a week doing nothing at your place?
  3. relive our first date or skip ahead to a day five years from now?
  4. always know what I'm thinking or always know how I'm feeling?
  5. have me cook you dinner badly or order your favourite food perfectly?
  6. get one long hug at the airport or a perfect first meal together?
  7. have a photo of every day we've spent together or a recording of every call?
  8. share a playlist we both add to or a book we read a chapter of each week?
  9. wake up to a good-morning message from me or fall asleep to a good-night call?
  10. live in my city or have me live in yours?
  11. spend a rainy Sunday together inside or a sunny one outside?
  12. know the exact date the distance ends or be surprised by it?

Funny would you rather questions

Would you rather…

  1. have to sing everything you say on calls for a week or speak only in rhyme?
  2. be followed around by a narrator only I can hear or by dramatic music only you can hear?
  3. always have spinach in your teeth on camera or always have your mic on when you think it's muted?
  4. swap phones with me for a day or swap wardrobes for a week?
  5. lose every argument with me forever or win every one but never know if I let you?
  6. have a pet that can talk but only complains or a pet that can't talk but judges you silently?
  7. never use emojis again or only communicate in emojis for a month?
  8. only eat food that's beige or only eat food that's green?
  9. have your search history read aloud at your birthday or your camera roll shown at mine?
  10. be famous for something embarrassing or unknown for something brilliant?
  11. have a rewind button for awkward moments or a pause button for good ones?
  12. arrive two hours early to everything or ten minutes late to everything?

Flirty would you rather questions

PG-13 throughout. If a "why" needs more than a headline, save the details for when you're together.

Would you rather…

  1. get a compliment from me about how you look or about how you think?
  2. have me surprise you with a visit or plan it together for months?
  3. slow dance in a kitchen or kiss on a train platform?
  4. hear me say something sweet in your language or mine?
  5. wear my hoodie on our next call or have me wear yours?
  6. go on a candlelit dinner date or a late-night drive with music on?
  7. get a long love letter or a short message that makes you blush in public?
  8. have our next kiss be at the airport or somewhere you've planned in secret?
  9. spend our next visit dressed up or in pyjamas?
  10. have me whisper something on a call or say it to your face in a crowded room?
  11. know my favourite thing about your face or my favourite thing about your voice?
  12. relive the moment we first held hands or the moment we first said "I love you"?

Deep would you rather questions

These need more time per prompt. Three or four can fill half an hour.

Would you rather…

  1. have a relationship with lots of highs and lows or one that's steady and calm?
  2. know every hard thing ahead of us in advance or find out as it happens?
  3. be with someone who always tells you the truth or someone who always makes you feel good?
  4. move to a new country together or settle near one of our families?
  5. have more time with me or more money for us?
  6. be right in an argument or be close again sooner?
  7. be the one who misses the other more or the one who is missed more?
  8. have a big life with lots of people in it or a small one with a few close people?
  9. change one thing about how we met or keep every part of it exactly the same?
  10. have me know every one of your past mistakes or never know any of mine?
  11. live a life that's very comfortable or one that's very interesting?
  12. say what you're feeling straight away or wait until you understand it?

How to write your own prompts

The list runs out. Making new ones is half the fun, and the best prompts come from your own lives.

  • Both options should cost something. "Would you rather have a million pounds or a cold?" isn't a dilemma. "A big raise in a city you hate or the same job somewhere you love?" is.
  • Be specific. "Live by the sea" is vague. "Live in a flat in Lisbon with no lift" gives your partner something to picture.
  • Use your own material. Your cities, your families, your running jokes, the film you can't agree on.
  • Write a few your partner will find hard. You'll learn more from a long pause than from a quick answer.

A good way to end a session: each of you writes one prompt for the other on paper, holds it up to the camera, and you both answer.

Key takeaways

  • With two players, guess each other's answer first, reveal at the same time, and score a point for every correct guess.
  • The choice is the hook; one or two specific follow-ups ("would you have picked that five years ago?") are where the conversation happens.
  • Start with sweet or funny prompts, keep flirty ones PG-13, and save deep prompts for when you have time to talk them through.
  • Use the same ground rules as Truth or Dare: agree the level, free passes, and either of you can stop.
  • Write your own prompts from your shared life, making sure both options cost something.

Frequently asked questions

What if we keep picking the same option?

That's a sign the prompts are too easy, not that the game is broken. Swap to prompts where both sides cost something, or play a round where each of you must argue for the option you didn't choose.

Can we play over text?

Yes, and it suits slow days: send one prompt in the morning, both reply with your guess and your answer, and save the why for the evening call. You lose the simultaneous reveal, so agree not to read the other's reply before sending yours.

How many prompts make a good session?

Ten to fifteen is plenty if you're asking why each time. If you're racing through thirty in twenty minutes, you're skipping the part that makes it worth playing.

References

  1. Huang, Yeomans, Brooks, Minson & Gino (2017), It doesn't hurt to ask: Question-asking increases liking, Journal of Personality and Social Psychology doi.org
  2. Eyal, Steffel & Epley (2018), Perspective mistaking: Accurately understanding the mind of another requires getting perspective, not taking perspective, Journal of Personality and Social Psychology doi.org

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