Who knows you best?
Fun & Silly

21 Questions Game: 90 Best Questions to Ask

Updated May 2026 · 90 questions

The 21 questions game is simple. One person picks someone to put in the hot seat, then asks them up to 21 questions they have to answer honestly. It is a fast way to get to know a friend, a crush, or a new date. You can play in person, over text, or take turns asking each other. Here are 90 questions to choose from.

Free to read. Play them scored, with a result card, in the app.Get the App

How to play

  1. 1Pick who is in the hot seat first. Everyone else takes turns asking them questions.
  2. 2Ask up to 21 questions total, one at a time. The person in the hot seat answers each one honestly.
  3. 3After 21 questions, switch so someone new takes the hot seat. You can also trade turns question by question.
  4. 4Set one ground rule before you start: no skipping unless you really mean it, and what is said stays in the room.

Easy starters

  1. 1.What is your go-to order at a coffee shop?
  2. 2.Are you a morning person or a night owl?
  3. 3.What show are you watching right now?
  4. 4.What is your favorite way to spend a weekend?
  5. 5.Dogs or cats?
  6. 6.What is your comfort food?
  7. 7.What song have you had on repeat lately?
  8. 8.What is your favorite season?
  9. 9.Beach or mountains?
  10. 10.What is the last thing that made you laugh out loud?
  11. 11.What is your favorite snack?
  12. 12.How do you take your coffee or tea?
  13. 13.What is your ideal way to relax?
  14. 14.What is your favorite holiday?
  15. 15.What is one app you open every single day?

Funny

  1. 1.What is the weirdest thing you believed as a kid?
  2. 2.What is your most useless talent?
  3. 3.What is the strangest food combination you actually enjoy?
  4. 4.What is the worst haircut you have ever had?
  5. 5.What would your autobiography be called?
  6. 6.What is the silliest reason you have ever cried?
  7. 7.What is your go-to karaoke song?
  8. 8.What is the most embarrassing thing in your search history?
  9. 9.If your pet could talk, what would it say about you?
  10. 10.What is the dumbest thing you have ever argued about?
  11. 11.What is your most irrational fear?
  12. 12.What is the worst fashion choice you ever made?
  13. 13.What nickname do you secretly hate?
  14. 14.What is the weirdest thing you do when you are alone?
  15. 15.What is a small thing that makes you unreasonably happy?

Getting to know you

  1. 1.What is something you are really proud of?
  2. 2.Who has had the biggest influence on your life?
  3. 3.What is a hobby you wish you had more time for?
  4. 4.What did you want to be when you grew up?
  5. 5.What is your favorite memory from childhood?
  6. 6.What is one place you have always wanted to visit?
  7. 7.What is something new you learned recently?
  8. 8.What is your favorite thing about your best friend?
  9. 9.What is a skill you would love to master?
  10. 10.What does a perfect day look like for you?
  11. 11.What is the best advice you have ever gotten?
  12. 12.What are you looking forward to right now?
  13. 13.What is something people often get wrong about you?
  14. 14.What is a goal you are working on this year?
  15. 15.What is one thing on your bucket list?

Deep

  1. 1.What is something you are scared to admit you want?
  2. 2.What does happiness mean to you?
  3. 3.What is a moment that changed how you see the world?
  4. 4.What do you wish more people understood about you?
  5. 5.What are you most grateful for right now?
  6. 6.What is a fear you are slowly getting over?
  7. 7.What do you want to be remembered for?
  8. 8.What is the hardest thing you have ever been through?
  9. 9.When do you feel most like yourself?
  10. 10.What does a meaningful life look like to you?
  11. 11.What is something you have forgiven yourself for?
  12. 12.What relationship in your life matters most?
  13. 13.What is a belief you have changed your mind about?
  14. 14.What makes you feel truly understood?
  15. 15.What would you tell your younger self?

Dating and crushes, mild

  1. 1.What is the first thing you notice about someone?
  2. 2.What is your idea of a perfect date?
  3. 3.Do you believe in love at first sight?
  4. 4.What is the most romantic thing someone has done for you?
  5. 5.What is your biggest green flag in a person?
  6. 6.Are you more of a flirt or shy at first?
  7. 7.What is a small gesture that wins you over?
  8. 8.What song would be on your perfect date playlist?
  9. 9.What is your love language?
  10. 10.What is a deal breaker for you?
  11. 11.Who was your first celebrity crush?
  12. 12.What makes you feel appreciated in a relationship?
  13. 13.Would you rather get flowers or a handwritten note?
  14. 14.What is the sweetest text you have ever received?
  15. 15.What do you find most attractive in a personality?

Random and hypothetical

  1. 1.If you could have any superpower, what would it be?
  2. 2.If you won the lottery tomorrow, what is the first thing you would do?
  3. 3.Would you rather be able to fly or be invisible?
  4. 4.If you could live anywhere in the world, where would it be?
  5. 5.If you could have dinner with anyone, living or not, who would it be?
  6. 6.Would you rather know how you die or when you die?
  7. 7.If you could time travel, would you go to the past or the future?
  8. 8.What three things would you bring to a deserted island?
  9. 9.If animals could talk, which one would be the rudest?
  10. 10.Would you rather never use social media again or never watch TV again?
  11. 11.If you could instantly master one skill, what would it be?
  12. 12.What would you do with an extra hour every day?
  13. 13.If you could swap lives with anyone for a day, who would it be?
  14. 14.Would you rather always be ten minutes late or twenty minutes early?
  15. 15.If you could only eat one meal for the rest of your life, what would it be?

Play it for real, with a score

Answer about yourself, guess each other, and get a match percentage with a shareable result card. Free to play, no account, no data collected, together or online by sharing a link.

Download on iOS

Frequently asked questions

What are the rules of the 21 questions game?

One person sits in the hot seat and answers up to 21 questions honestly. Then you switch. The only real rule is to answer truthfully, and skips should be rare.

Is the 21 questions game good for couples, friends, or dating?

All three. Use the easy and funny questions with friends, the dating section with a crush, and the deep ones when you want a real conversation.

Can you play 21 questions over text?

Yes, and it is one of the best ways to play. Send one question at a time and take turns. It keeps a text conversation going and helps you learn about each other.

How long does a game take?

Usually fifteen to thirty minutes for one round of 21. Deeper questions take longer because the answers spark follow up conversations, which is the fun part.

Can you play 21 questions in the app?

Yes. In Who Knows You Best you share a magic link, take turns asking, and even guess each other's answers to see how well you really know one another.

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