21 Questions Game Freaky to Ask Your Crush, Love, Friends, Colleagues

Want to connect more with your friends by playing simple and funny games? Then the 21 question game Freaky is a great choice for a fun party game to play with friends. It’s easy to play and will lead to some great talk.

The best way to get to know someone is to ask them these 21 questions. These questions can be freakishly crazy and stupid. Afterall srupid is fun right. 

Playing this game with your crush is a good way to find out if they want to date you. We’ve added some flirty questions to help you figure out if they’re interested.

So, without any more delay, let’s get started!

How To Play The 21 Questions Game?

As the name suggests, the 21 questions game is a task in which a person asks 21 questions about any topic, opinion, like, dislike, or choice in life. The best questions to ask depend on how well you know the other players and what you want to know about them. 

This can be part of a fun game for the weekend or a party. You can make it more difficult by turning it into a quiz, a quiz bowl, or a knowledge game. Adding questions that make you think hard, like puzzles and brainteasers, makes the quiz more difficult and interesting.

21 Questions Game Rules

There are different ways to play the game, and you can make up any interesting rules you can think of. But here’s what you have to do to play the original form.

  1. The game can be played by two or more people.
  2. Everyone in the game asks the person picked a set of 21 questions.
  3. Pick someone from the group to answer the 21 questions. If playing with others
  4. Once the player has answered all 21 questions, you move on to the next person, who answers 21 questions, and so on.
  5. Any player can offer to answer the next set of questions, or the person who just finished can suggest someone else.

You can add your own rules to make this game more interesting. Just one suggestion, please add some naughty rule. haha

The 21 Questions Game Freaky 21 Questions to Play with Your Friends in Group

Image Credit: Photo by Helena Lopes on Unsplash

People often play this game with their lovers or the people they feel most comfortable with. The questions could be about your most embarrassing moment or your secret desires.

These sassy questions will definitely make the game more fun. Since these questions are daring, it’s more fun to answer them with a group, including your special someone.

  1. What makes you want to take the first step?
  2. Who do you want to go on a date with?
  3. Do you have crazy thoughts about your ex?
  4. What would you like to do on your honeymoon?
  5. Which movie kiss did you like best?
  6. What was the greatest thing you did in a truth or dare game?
  7. Where would you want your first kiss to happen?
  8. What’s the most courageous thing you’ve done in public?
  9. Tell me about your first kiss.
  10. How do you think your love life is going?
  11. Have you ever done something bad and been caught?
  12. Who do you have a crush on?
  13. Have you ever seen someone without clothes on by accident?
  14. Did you ever try to get someone to like you?
  15. Have you ever stayed the night with a random date?
  16. Who did you have a crush on in school?
  17. What do you want your crush to give you for your birthday?
  18. How would you describe the people you’re seeing right now?
  19. Who did you want to share private times with?
  20. What was your first show as an adult?
  21. When did you feel the most in love?

21 Questions Game Freaky Questions to Ask on Date

  1. What’s the craziest thing you’ve ever done at the beach?
  2. What one word would you use to describe yourself?
  3. What’s the best thing about being in a relationship?
  4. Is there anything you’ve done that, if you didn’t have proof, no one would ever believe?
  5. How do you want your friendship to stay strong? What about the public?
  6. Have you ever sung in the shower? What song was it?
  7. What scares you the most?
  8. this instant. Are you single or do you have a secret date?
  9. What would you tell your ex?
  10. What past memory would you like to experience if you had the chance?
  11. Where was the first place you kissed?
  12. What name would you choose if you could change it?
  13. Do you feel bad about anything from a past relationship?
  14. What is the most common reason you give to get out of a date?
  15. One thing you hate about your brother or sister.
  16. Which famous person do you want to kiss?
  17. What is the one thing about you that people get wrong?
  18. What’s the best part about not being in a relationship?
  19. What makes you feel the most sad about being single?
  20. What gets your motor running?
  21. How do you feel about the way your mom and dad treat each other? 

21 Funny Questions to Ask Your College or Office Friends When You Get Together

Image Credit: Photo by Monstera: https://www.pexels.com/photo/happy-multiracial-friends-embracing-on-bench-after-basketball-training-5384621/
  1. Tell me about one of your most embarrassing moments that makes you laugh now.
  2. What would you say goodbye to? Carbs or drinks?
  3. Would you rather jump out of a plane or snorkel?
  4. Which animal would you choose to be for a week if you could?
  5. Would you rather have a partner with as much hair as an ape or one with no hair at all?
  6. What would I wear to our next date night if I let you dress me?
  7. What’s the strangest or crazy thing you’ve eaten that made you feel terrible?
  8. What’s the one silly thing you do that you don’t tell anyone about?
  9. What do you enjoy most that you shouldn’t?
  10. Who would you want to trade places with for a week and why?
  11. What’s the one thing you remember about your significant other that always makes you laugh?
  12. What kind of artist would you be if you were in a circus?
  13. What’s the strangest thing you’ve ever seen in a closet?
  14. What are the three things and people you would take with you if you were stuck on an island?
  15. In a day, how many selfies do you take?
  16. What would you do if you had a secret name for a day and a free pass?
  17. What do you like to eat while you watch your favorite movie?
  18. Tell me about the worst date you’ve ever been on.
  19. Would you steal if you knew you wouldn’t get caught?
  20. What are the worst pick-up lines you’ve ever heard?
  21. What are some silly things you’ve done that make you quietly proud?

Dirty 21 Questions Game to Play with Your Naughty Friends

  1. What would you do to me if we were in bed together right now? Use the 21 Questions Game to find out what she thinks about you in the dirtiest way, and then say all the dirty things that come to mind.
  2. How many times can you have sex in a day? What is the most you can do? Have you ever done something in a weak way? Get dirty with this 21 Questions game, and just ask her the dirtiest questions you can think of, like this one, to find out what her limits are in bed and to talk about your own.
  3. How often do you have sex, or how often do you want to? Who is the star of the show? Are you a person who lives below or above? How long do you keep going with it? How often do you have an orgasm? What are you going to do if your partner doesn’t give you the sexual life you want?
  4. What are the first things you notice about the other gender? What are the things about his appearance that you like the most? What can you do in bed to make him happy if you see all those things?
  5. Have you ever had a sexual dream come true? If you don’t, what’s your biggest sexual wish? When and with whom do you want to do it? By playing the 21 Questions Game with your crush or girlfriend, you can find out what her sexual fantasies are.
  6. Do you think of yourself as a kink? What has been the dirtiest thing you’ve ever done? What did your partner think? How much fun did you both have?
  7. How old were you when you became a woman? Who did you work with? What went wrong? How much did you like it? Tell me as much as you can about it, and did it happen during the day or at night?
  8. How often do you urinate on yourself? This week, have you touched yourself?
  9. Do you think it’s okay to use your body to get something from someone? Have you ever slept with someone and then got something from that person? What did you think and feel after everything?
  10. What kind of body shape makes you want to hit on the other gender? Have you ever looked at someone’s body because you really wanted him?
  11. When did you first kiss someone? How did it go? Do you remember how it felt and how it tasted? Who was it, and how old was he/she? Did you both plan to kiss, or did it just happen?
  12. How was the first time you met? What happened? Did anyone kiss you? What do you think?
  13. Have you ever seen someone get it on? What happened after that? Did you walk in or just run away? What did the two people do?
  14. Who is the person you think about most when you’re having sex? Or do you just think about the real person you are having it with? How many different ways have you tried to have sex? Which one do you like best?
  15. Is there anything I can do right now to get you horny? How can I get close to you?
  16. Have you ever thought about cheating on your partner to get what you want sexually or for other reasons? What do you think? Would you try it again? Did your partner catch you afterward?
  17. What do you want to do with this person on your first date? How do you make yourself feel good? Have you ever gone out more than twice?
  18. Have you ever slept with someone when you were drunk and felt bad about it? What’s the craziest thing you’ve done when you were drunk?
  19. Do you sleep in nothing? Which one do you like best?
  20. Do you want me to make it hard? Where on your body do you want me to touch you?  Would you rather watch the original movie or play with toys?
  21. Do you think you’re good at kissing? Has anyone ever told you how good you are at kissing or how bad you are at kissing?

Also Read:
The Origin Of The Surprised Pikachu Meme With Video Reference

21 Questions To Ask Your Crush

21 Questions Game Freaky Question to Ask on Date
Image Credit: Photo by Carly Rae Hobbins on Unsplash
  1. How would you describe the ideal date?
  2. Do you think that love can happen at first sight?
  3. What did you think of me when you first saw me?
  4. Do first dates make you nervous or do you like them?
  5. What gets you most excited?
  6. What turns you off the most?
  7. How bad was the worst date you ever went on?
  8. What is the strangest thing that gets you excited?
  9. Have you ever told someone “I love you”?
  10. Is there a famous couple that you look up to?
  11. What’s your favorite thing about the way the other sexe looks?
  12. What are the top three things you want in a partner?
  13. Remember the first time you kissed? How did it go?
  14. What’s your way of showing love?
  15. When you’re chatting, what emoji do you use the most?
  16. What’s the worst thing about being single, in your opinion?
  17. What’s the best part about not having a partner?
  18. Have you ever been in a relationship with someone far away? What happened?
  19. Do you like to hold hands?
  20. Which one do you like best?
  21. What was the worst thing you ever did in bed?

21 Questions Game: Freaky Daring 21 Questions To Ask

  1. I dare you to send your mom the last picture you took with your phone.
  2. I dare you to let your partner change everything about you, from your hair to your shoes.
  3. I dare you to be honest with me about how you feel about me.
  4. I dare you to let one of the other people in the group use a permanent pen to draw on your face.
  5. I dare you to order pizza and a Coke.
  6. I dare you to ring the doorbell of the neighbor and then run away.
  7. I challenge you to like the first 20 Facebook posts.
  8. Go outside and give the first person you see a smile.
  9. I dare you to spend ten minutes massaging your partner’s back.
  10. I dare you to call your mother and tell her about your first kiss.
  11. I dare you to make a joke call to anyone you want.
  12. I’ll give you two minutes to sing and dance like you’re crazy.
  13. I dare you to do all of your dares more than once.
  14. I challenge you to put your socks in your mouth.
  15. I dare you to make a funny face, take a picture, and use that picture as your personal picture on social media for one night.
  16. I dare you to run around the house with someone else’s clothes on your head for the rest of the game.
  17. I’ll give you five minutes to sing and talk while you do it.
  18. I dare you to take four things out of the fridge at random, mix them together, and drink it.
  19. I dare you to make everyone in this room laugh for two minutes. I dare you to put an ice cube in your pants and let it melt.
  20. I dare you to be a slave for seven minutes to another person of your choice.


So I hope you find this 21 Questions Game to be a great way to start a good conversation with your girl or guy. You don’t just know someone, you get to know them better and deeper. They also get to know you, which makes you interesting to them.

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Vijay Chauhan

Vijay Chauhan is a professional SEO & Content writer at Go Digital Mag and Indiantripster. He is a big Anime & Movie lover. He likes to watch these shows and writes about them. Apart from these he is professional digital marketer who loves travelling and food. Vijay loves to explore new places and shoot videos to post reel on his instagram to share all these amazing places to the world. You can contact Vijay Chauhan on Instagram & Linkedin.

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