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What is the 20 Questions Game?

The 20 Questions Game might seem old-fashioned, but who cares? It works. You probably know how it works. Two people sit in a room and ask each other 20 questions to find out more about the other person. It helps to build a special bond while sharing your deepest dreams, desire, and fears.

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Sure, opening up and being vulnerable can be risky but give the 20 Questions Game a try. Trust me, if it’s the right person, it will be beautiful! Get to know each other on a deeper level!

How to play the 20 Questions Game

There are many variations of the well-known 20 Questions Game. But the basic rules of this fun game are straightforward: You’re at least two players, one asks a question, and the other player answers. There are no right or wrong answers.

The main goal of the game isn’t even answering a question, it’s sharing and talking about personal things. These questions are great conversation starters.

So, grab a person of your choice and look at our question list for your “20 Questions Game”!

20 Questions to ask a Guy

The following questions are good for getting to know a guy better. Read them carefully and choose the ones you want to ask your crush or someone else.

It doesn’t matter if you’re a teenage girl, a grown-up woman, or a guy yourself – I am sure we all agree: Boys can be difficult. And these 20 funny questions to ask a guy will be your solution and help you bond with him!

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  1. If you were a girl for a day, what is the first thing you’d do?
  2. Would you rather be an amazing painter or a brilliant mathematician?
  3. Who is your dream woman, dead or alive?
  4. What do you think of hairy legs?
  5. What would you do if a guy asked for your number?
  6. Would you rather eat a half-cooked meal or eat a half-burnt meal?
  7. What’s the worst and best thing about being male?
  8. Who are you closest to in your family?
  9. Are women equal to men?
  10. Would you rather be beautiful/handsome but stupid or intelligent but ugly?
  11. Which Disney Prince are you?
  12. Would you still like a girl if she was way taller than you?
  13. What’s the biggest lie that someone told you?
  14. What is the first thing you notice about a woman?
  15. What’s the most useless thing you’ve ever learned in school?
  16. How attractive do you think you are on a scale from 1 to 10?
  17. What’s your definition of a “real man”?
  18. Would you rather not shave your beard or cut your hair for a month?
  19. What is the real story behind your last post on Instagram?
  20. What makes you special and unique?

20 Questions to ask a Girl

Are you into the cute girl next door? Or you’re currently on the way to your first date with the girl of your dreams? Or maybe you’re just in a new school and want to start a friendship with the most popular girl?

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👉 Suggested read: 250+ Questions to get to know someone

Perfect, because the next 20 questions to ask a girl are made for you to come one step closer to this girl. So you better not waste your chance!

  1. Would you rather trade some intelligence for looks or looks for intelligence?
  2. What are the qualities that you are looking for in a boy?
  3. What scares you the most about the future?
  4. Which Disney Princess are you?
  5. What do you love about yourself?
  6. Would you rather go out without makeup or shoes?
  7. How do you know when you’re in love?
  8. What do you think about feminism?
  9. Would you rather wear a corset all day long, every day, or stiletto heels all day long, every day?
  10. If you were a boy for a day, what is the first thing you’d do?
  11. Who is the luckiest person you know?
  12. Would you rather date a man five years younger or older than you?
  13. What would you grab if your house was on fire?
  14. If you got pregnant today, what would you do?
  15. What’s your favorite smell?
  16. Which actress would play you in a movie about your life?
  17. Do you believe that the saying “nice guys finish last” has any truth to it?
  18. What’s your perfect burger?
  19. What’s the worst and best thing about being female?
  20. How attractive do you think you are on a scale from 1 to 10?

20 Questions to get to know Someone

Let’s play the 20 Questions Game! Whether you are new in school or at work, these questions to get to know someone are useful for everyone. Meeting and connecting with new people can be overwhelming.

Just take a step out of your comfort zone and start a conversation with someone who seems interesting! The following 20 questions are to get to know someone.

  1. What was the last movie that made you cry?
  2. What language do you like the sound of, even though you don’t know how to speak it?
  3. Would you rather never be able to wear pants or never be able to wear shorts?
  4. Which social media do you use the most often?
  5. What’s the worst injury you’ve ever gotten?
  6. Have you had any near-death experiences?
  7. Where have you traveled?
  8. Would you rather be a famous director or a famous actor?
  9. Would you rather be held in high regard by your parents or your friends?
  10. What are five things that you can not live without?
  11. Would you rather be forced to kill one innocent person or five people who committed minor crimes?
  12. What is your take on climate change?
  13. What is the last dream you can remember?
  14. Would you rather be able to teleport anywhere or be able to read minds?
  15. What era would you choose to live in if you could?
  16. Do you have any addiction?
  17. How do you spend a typical Saturday night?
  18. How do you treat people who annoy you for no reason?
  19. Would you rather lose all your money and valuables or all the pictures you have ever taken?
  20. Would you rather only wear one color each day or have to wear seven colors each day?

👉 If you like these questions, here you can find 500+ Would You Rather Questions!

20 Funny Questions to get to know Someone

Do you want to laugh? Then the 20 funny questions to get to know someone are perfect for you! Use them wisely and I’m sure everyone will be laughing.

Just like in school, at work, or during a date these funny questions can give your conversation that little extra. So go ahead and try it out.

  1. When and how did you find out that Santa isn’t real?
  2. What was your most embarrassing moment in school (so far)?
  3. Would you rather be balding but fit or overweight with a full head of hair?
  4. What is the craziest thing you’ve ever done?
  5. Would you rather not be able to see any colors or have mild but constant tinnitus (ringing in the ears)?
  6. What’s your most embarrassing sex story?
  7. Would you rather give up bathing for a month or give up the internet for a month?
  8. What’s the strangest hobby you’ve heard of?
  9. Do you believe in aliens?
  10. Would you rather have super sensitive taste or super-sensitive hearing?
  11. What’s the most ridiculous thing you’ve done because you were bored?
  12. Would you rather be lost in a bad part of town or lost in the forest?
  13. Which fictional character would you marry if you had the chance?
  14. Who’s famous for their talent, but really shouldn’t be?
  15. What are you too old for but still enjoy?
  16. What’s the most embarrassing thing you’ve ever done to get someone’s attention?
  17. If you were a ghost, how would you haunt?
  18. What’s the weirdest celebrity crush you’ve ever had?
  19. Would you rather have amazingly fast typing/texting speed or be able to read ridiculously fast?
  20. Would you rather be famous but ridiculed or be just a normal person?

20 Questions to ask your Crush

Taking the first step in the right direction can be tough. Those questions will help you come one step closer to your crush and make them like you. So try out these 20 questions to ask your crush and enjoy the results!

🤓 Suggested read: Things to talk about | 1000+ Great ideas for a conversation

The following questions to ask your crush are great for the first real talk, for dates in the beginning, as well as after some time as a couple. Just check them out and take the chance to get to know the person of your dreams!

  1. Would you date someone who doesn’t have any books in their house?
  2. Would you rather never get angry or never be envious?
  3. What’s your dream date night?
  4. What do you personally think of your friend’s relationships?
  5. What do you think about double texting?
  6. Would you rather eat a ketchup sandwich or a Siracha sandwich?
  7. Would you rather have a horribly corrupt government or no government?
  8. What do you think about marriage?
  9. Do you think weight gain is an acceptable reason to break up with someone?
  10. Do you believe love can last a lifetime?
  11. Would you ever date a blind person?
  12. Would you rather eat a box of dry spaghetti noodles or two cups of uncooked rice?
  13. What small thing makes you angrier than it should?
  14. What attracts you to people?
  15. What’s the length of your longest romantic relationship?
  16. Would you rather be poor but help people or become incredibly rich by hurting people?
  17. Are you still friends with your exes?
  18. What are your feelings towards open relationships?
  19. What’s the best thing about being single?
  20. Would you rather use a push lawnmower with a bar that is far too high or far too low?

20 Funny questions to ask your Friends

Hanging out with friends is great. But sometimes it feels like there’s nothing to talk about or you don’t feel like talking at all. Well, if this is your case, the following funny questions will help you break up the silence!

So get ready for some funny moments and laugh together. All you have to do is just try them out. Be aware that the answers you get will probably be hilarious, too!

  1. When was the last time you laughed so hard you cried?
  2. What is the worst TV show/movie you’ve ever watched?
  3. What alcoholic drink best describes your personality and why?
  4. Would you rather eat at Burger King or McDonald’s?
  5. What’s the worst food combination you can imagine?
  6. What have you done wrong for most of your life and only recently found out the right way to do it?
  7. Would you rather have three nipples or one nipple?
  8. Would you rather dance like MJ or sing like Freddie Mercury?
  9. Would you rather eat pizza every day or eat pasta every day?
  10. What’s your worst customer service story, either as the customer or as the employee?
  11. Have you ever had a crush on an animated character?
  12. What childish thing do you still enjoy?
  13. What flavor combination is kind of weird, but do you really like it?
  14. What was the weirdest habit you had as a child?
  15. What’s the strangest way you’ve become friends with someone?
  16. Which reality TV series would you love to be part of?
  17. What is the best joke that you know?
  18. What’s the weirdest conversation you’ve ever overheard?
  19. What’s the strangest gift you’ve ever received?
  20. If you could replace the handshake as a greeting, what interesting new greeting would you replace it with?

👉 Do you like games as conversation starters? Give our 21 questions game with more than 100 questions a try: 21 Questions!

Bonus: 100 Extra 20 Questions Game Questions

Do you want more? We created a bonus for you with an additional 100 questions for your 20 Questions game. With these questions, you can almost never run out of ideas. Ready, set, go!

  1. Why do you think we dream?
  2. If you had to rename yourself, what name would you choose?
  3. What’s your favorite holiday, and why?
  4. What’s the weirdest thing you used to eat as a child?
  5. Would you rather always be hot or always be cold?
  6. Would you rather discover a new periodic table element or win gold at the Olympics?
  7. What’s the best decision you’ve ever made?
  8. Would you rather be trapped in a sandstorm or snowstorm?
  9. What is the weirdest dream you’ve ever had?
  10. Have you ever cheated on someone?
  11. What is the worst thing you’ve ever done in your life?
  12. Would you rather starve to death or eat humans for the rest of your life?
  13. If you could be any animal, what would you be?
  14. What would you tell your younger self if you could go back in time?
  15. What TV shows did you watch when you were a kid?
  16. Would you rather brush your teeth with rocks or drink milk that smells like bad breath?
  17. What’s the most ridiculous thing you have convinced someone is true?
  18. What would your perfect day look like?
  19. What country can you name, but besides the name, you know almost nothing else about?
  20. What do you think people automatically assume about you when they look at you?
  21. What’s the most pleasing accent to hear your language spoken with?
  22. Would you rather be a fairy or be a tall dwarf?
  23. How did you deal with your feelings and emotions growing up?
  24. What are your life’s dreams, and what do you want for your future?
  25. Would you rather have a sensitive nose or sensitive ears?
  26. Who is your secret hero?
  27. How long would you survive a zombie apocalypse?
  28. When was the most inappropriate time you farted?
  29. Have you ever been cheated on?
  30. Would you rather be fantastic at riding horses or amazing at driving dirt bikes?
  31. What are you completely over and done with?
  32. Would you rather be emotionless or feel too much?
  33. What are the top three things you want to accomplish before you die?
  34. What age do you feel right now, and why?
  35. What would your dream house be like?
  36. What movie have you seen more than seven times?
  37. Would you rather move to a new city or town every week or never be able to leave the city or town you were born in?
  38. What is the most beautiful word for you?
  39. In your opinion, what is the most useless animal?
  40. What is the best advertisement you’ve ever seen?
  41. Would you rather go on a fancy date or Netflix and chill?
  42. If you had the super-power of invisibility, how would you use it?
  43. How would you save the world?
  44. What is the super-power you most want to have?
  45. What do you imagine your future family will be like?
  46. Would you rather live the next 10 years of your life in China or Russia?
  47. If you had to switch lives with someone, who would you choose?
  48. Would you rather never be able to eat meat or never be able to eat vegetables?
  49. How did you meet your best friend?
  50. Would you rather have a home on the beach or in the mountains?
  51. What was the best meal you’ve ever eaten?
  52. Would you rather eat a spoonful of wasabi or a spoonful of extremely spicy hot sauce?
  53. How would you describe your relationship with your family?
  54. What memory do you just keep going back to?
  55. What’s the most ridiculous argument you’ve had?
  56. Would you rather be very good at dancing or singing?
  57. What was your favorite game as a child?
  58. Would you rather travel anywhere in the universe at the speed of light or be able to read minds?
  59. Given the choice of anyone in the world, who would you want as a dinner guest?
  60. Have you ever had to lose someone close to you?
  61. What’s the worst advice someone has given you?
  62. What keeps you up at night?
  63. Would you rather be forced to dance every time you heard music or be forced to sing along to any song you heard?
  64. Would you rather hug a panda or hug a polar bear?
  65. If you could see into the future, what’s one thing you want to see?
  66. How many people have you kissed?
  67. What is your very first memory?
  68. What do you hate about politicians?
  69. Do you have any insecurities in your life?
  70. Would you rather be completely insane and know that you are insane or completely insane and believe you are sane?
  71. When you were a kid, what seemed like the best thing about being a grown-up?
  72. What are you most grateful for?
  73. What took you way too long to figure out?
  74. Would you rather be able to see 10 minutes into your own future or 10 minutes into the future of anyone but yourself?
  75. Would you rather surf or skateboard?
  76. What are your views on what happens after you die?
  77. What do you miss about your childhood?
  78. Would you rather there be a perpetual water balloon war going on in your city/town or a perpetual food fight?
  79. If you went into a coma and woke up in the year 2120, what would be the first thing you would want to know?
  80. Would you rather be an average person in the present or a king of a large country 2500 years ago?
  81. What do you really wish you knew when you were younger?
  82. What book did you read more than one time?
  83. What was the happiest moment of your life?
  84. Would you rather control King Kong or Godzilla?
  85. Would you rather have to fart loudly whenever you have a serious conversation or have to burp after every kiss?
  86. What is the most important thing you have learned in life?
  87. Would you rather go to the cinema or to a concert?
  88. What makes you the angriest?
  89. Would you rather be covered in fur or covered in scales?
  90. If you could move anywhere in the world, where would you go?
  91. What pets did you have while you were growing up?
  92. Would you rather always be 10 minutes late or 20 minutes early?
  93. What do you think about artificial intelligence?
  94. Do you think religion will always exist?
  95. Would you rather wear a wedding dress/tuxedo every single day or wear a bathing suit every single day?
  96. Would you rather be a cyborg or be half-man half-animal?
  97. Who was your first crush?
  98. What’s your dream job, and why?
  99. Would you rather be Spongebob or be Patrick?
  100. If you could put something on the cover of a newspaper, what would it be?

👉 In need of more questions? Here are more 100 Questions to get to know someone!

If you’re looking for advice on strengthening your relationships, check out these books. They offer tips on everything from communication to conflict resolution and can help you build a stronger, more lasting bond with your partner!

  1. Love: The Psychology of Attraction: A Practical Guide to Successful Dating and a Happy Relationship
  2. Single, Dating, Engaged, Married: Navigating Life and Love in the Modern Age
  3. The Power of Four Bases for Relationships: Can You Hit a Home Run in a Relationship?
  4. Couple’s Bucket List: 101 Fun, Engaging Dating Ideas
  5. Helping Gay Men Find Love: Tips for Guys on Dating and Beginning a Healthy Relationship
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