140 Fun Things to Ask if You're Playing the 21 Questions Game

21 questions
The Best 21 Questions Game Ideas John Howard/Getty Images

If you've ever wanted to get to know someone a bit better but didn't know how to go about it, please allow us to introduce you to the 21 questions game.

The word "game" is used very loosely here, because it essentially just involves asking someone 21 very important (or not, lol) questions that will allow you to discover new things about them. For example, how long would they last in a zombie apocalypse? What gives them the ick? And what was their first impression of you? (Proceed with caution on that last one...)

To help you get started on your next game, we've rounded up 140 of the best things to ask someone while playing the 21 questions game, with suggestions based on whether you want to get deep, cheeky, or just keep things casual. Shall we get into it?

What is the 21 Questions Game?

The 21 questions game is exactly what it sounds like. There are no gimmicks or weird rules, you just have to ask someone 21 questions in a bid to get to know them better. Questions can be fun, flirty, silly...the works!

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It's a great conversation starter for someone you're not close with, or equally fun as a way to deepen an existing relationship, with questions you would never usually ask.

How Do You Play the 21 Questions Game?

It's super simple to play 21 questions. You just need at least two people (although feel free to ponder the questions yourself!) and some appropriate questions for the setting. You probably don't want to be asking your grandma the same questions as your crush!

That being said, there are a few ways you can play 21 questions:

  • Classic, two people: If it's just two of you playing, it's usually fun to take turns, with one person asking a question and the other answering. The person who answered can then ask the next question, and so on and so forth until you've asked 21 questions in total. With this version, you can also both answer the same question before moving onto the next, or choose your own questions as you see fit.

  • Classic, group: If playing with more than two people, someone from the group will be selected at random, and then the group will ask that individual 21 questions in a row. The next person to go can be randomly selected again.

  • Ricochet: In a group setting, Person A must ask a question to any player in the group who becomes Person B. Once Person B has responded, they must then ask Person C a different question. Once they've answered, they'll ask Person D a new question. The game continues until everyone has answered a question. You then go around again until the group has answered 21 questions.

  • Round and round: Again, this is played in a group. Person A asks the group a question, and everyone in the group answers (usually in a circle formation) before moving onto the next question, until you get to 21 questions.

Best Questions to Ask for the 21 Questions Game

  1. What movie never fails to make you cry?

  2. How would your best friends describe you?

  3. How far would you make it in a zombie apocalypse?

  4. Who in your family are you closest to?

  5. How would you describe yourself in three words?

  6. If you had the option to press a button and restart your life, would you press it?

  7. What is the most-worn item in your wardrobe?

  8. If you could move to another country for free, which would you pick?

  9. What food or snack that other people love do you think is overrated?

  10. Which family member are you closest to and why?

  11. When you were a child, what did you want to be when you grew up?

  12. What is your worst habit?

  13. What was your first job?

  14. What's your biggest regret from school?

  15. What's your most memorable dream or nightmare?

  16. Do you believe in an afterlife?

  17. What would be your dream job?

  18. What's the most-used emoji on your phone?

  19. If you could swap lives with anyone, who would it be?

  20. Where do you feel most yourself?

  21. Which mythical creature do you relate to on a spiritual level?

  22. If you weren't in your current role, what job would you have?

  23. What inspires you most?

  24. What would you do if you were president for a day?

  25. What are people always surprised to learn about you?

  26. What moment in your past do you wish you could experience again for the first time?

  27. Who would you trust to help you bury a body?

  28. Do you believe in aliens?

  29. When did you last cry?

  30. What’s one dish you can make from scratch without a recipe?

  31. Which social media app do you use the most?

  32. How often do you speak to your family?

  33. Where do you feel most at home?

  34. What do you think of marriage?

Best 21 Questions to Ask Your Crush

  1. What makes a perfect date for you?

  2. What gives you the ick?

  3. What was your first impression of me?

  4. What was your first kiss like?

  5. What's your wildest dating story?

  6. Do you go on many dates?

  7. Who's your favorite celeb couple?

  8. How do you feel about astrology?

  9. Do you believe in soulmates?

  10. How important are looks to you?

  11. Which reality TV show would you go on?

  12. How would you impress someone on a date?

  13. Do you think dating apps are a good way to meet someone?

  14. What's your most embarrassing moment?

  15. Who do you trust the most?

  16. What's your favorite thing about me?

  17. What's your go-to takeout order?

  18. If you could swap bodies (not brains) with anyone, who would it be?

  19. What movie or TV series is perfect for a cozy Sunday?

  20. What's the most admirable trait a person can have?

  21. What's your cheesiest pickup line?

  22. What was your first impression of your last partner?

  23. What do you think my first impression of you was?

  24. What’s your toxic trait?

  25. Who is your celebrity crush?

  26. What motivates you?

  27. Do you have any weird secret habits?

  28. Who would be your dream celebrity to date?

  29. What's your guilty pleasure?

  30. What would be your last meal before heading to a deserted island?

  31. What's your least favorite thing about me?

  32. How has your impression of me changed since we first met?

  33. Which of my friends do you like the best?

Best 21 Questions to Ask in a New Relationship

  1. What's your love language?

  2. How did your last relationship end?

  3. What do you value most in a partner?

  4. Which city is at the top of your travel list?

  5. What can I do that will always cheer you up?

  6. Have you ever been cheated on?

  7. Have you ever cheated on someone?

  8. What would be the dream date I could take you on?

  9. What are three key personality traits you want in a partner?

  10. How do you deal with conflict in a relationship?

  11. What's a deal breaker in a relationship for you?

  12. What's something people misunderstand about you?

  13. Do you believe in monogamy?

  14. How do you feel about polyamory?

  15. Would you like to get married one day?

  16. Do you see yourself having kids in the future?

  17. What are you most focused on right now?

  18. What's the biggest lesson you learned from your previous relationships?

  19. Who was your celebrity crush when you were younger?

  20. Do you enjoy cooking?

  21. What's your worst household habit?

  22. Are you an early bird or a night owl?

  23. Do you have any insecurities?

  24. What excites you?

  25. What frustrates you?

  26. What would you like to change about the world?

  27. What do you foresee being the biggest challenge in our relationship?

  28. Are you an introvert or an extrovert?

  29. What's your ideal way to spend a weekend?

  30. Which of your friends do you think you're the most like?

  31. Do you have a "The One That Got Away"?

  32. Has a pickup line ever worked on you? What was it?

Best Juicy Questions for the 21 Questions Game

  1. Where is your favorite place to be kissed?

  2. Where is your favorite place to kiss someone?

  3. Have you ever sent a nude photo?

  4. Have you ever received a nude photo from someone else?

  5. What attracts you to someone else?

  6. What do you wear to bed?

  7. Have you ever had a hot dream about someone?

  8. If you could sleep with a celebrity, who would it be?

  9. Have you used handcuffs in bed before?

  10. Have you ever given or received a hickie?

  11. Have you ever faked an orgasm?

  12. What's your favorite sexual position?

  13. Have you joined the mile-high club?

  14. Have you ever skinny-dipped?

  15. Have you had a friends-with-benefits before?

  16. What's your favorite sex toy?

  17. Have you ever fulfilled a sexual fantasy?

  18. How many people have you had sex with?

  19. What makes you feel intimate with someone?

  20. Do you have any fetishes?

  21. How do you feel about shower sex?

  22. How high is your sex drive?

  23. What's your favorite part of foreplay?

  24. When and where do you like to have sex?

  25. Have you had a situationship before?

  26. How often do you think a couple should be having sex?

  27. How do you get over a breakup?

  28. Where's the weirdest place you've had sex?

  29. How do you feel about sex outside?

  30. Would you be open to having sex with more than one person at once?

Best Deep Questions for the 21 Questions Game

  1. What keeps you up at night?

  2. What do you think happens after death?

  3. What's your biggest regret?

  4. If you could go back and change your biggest mistake, would you?

  5. Do you believe in "The One"?

  6. What's the worst lie you've ever told?

  7. What's your biggest fear?

  8. Who would you call if you were in trouble?

  9. What's the best advice you've ever received?

  10. Who do you go to when you need help or advice?

  11. If you were to walk into a room of everyone you knew, who would be the first person you would look for?

  12. What song do you want played at your funeral?

  13. Do you think your values align with your siblings?

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