21 Questions Game – 105 Questions To Ask And How To Play

Ask away to know the general, personal, and naughty details that make ice-breaking fun.

Reviewed by Roma Williams, LMFT
Written by Sneha Tete, Certified Relationship Coach

Edited by Subhrojyoti Mukherjee • Aug 1, 2023

21 Questions Game – 105 Questions To Ask And How To Play

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The 21 questions game will keep everyone amused when you are out together. There is no end to the topics you can choose to ask questions from in this simple and fun game. You can come up with numerous quizzes or guessing games on various topics, like pop culture, movies, music, sports, television, and more, which you can use as a conversation starter or icebreaker in a group setting. In addition, you can learn a lot about the participants through these questions, such as their aspirations, hopes, and values. Thus, it can be entertaining and insightful if you play it right. Check out the great questions we have come up with for the 21 questions game. Then, start playing and have fun!

Trivia

The 21 questions game differs from the classic 20 questions game, which focuses on asking questions to guess an object. In contrast, the 20 questions game is about asking questions to get to know each other better.

In This Article

How To Play This Game

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This is the easiest of all games, and the only rule you need to follow is to answer the questions with honesty. The game can be played with two or more players, irrespective of age or gender. Each player has to answer a set of 21 questions.
To make things more interesting, the players can divide the questions and allocate points to each. The person who answers them all wins.

If you gather more than two people to play, all the other players get to ask you a question from the list as per their wish. The cycle of questions can continue with the last person answering starting the next set of questions.

Quick Tip

Since the 21 questions game is played in groups, you can use a dice to determine the order of the sequence. Each person rolls the dice, and whoever has the lowest number goes first, and so on.

Echo Style Of Gameplay

Another way to play this game would be to change the pattern of questions. Say, A asks B a question, B has to ask C another question after answering A’s question. This way, everyone gets to ask different questions, and it does not get repetitive and monotonous.

The best part about the game is you can keep changing the rules. All that matters is having the time of your life with your friends.
Remember, these questions may lead to stories, and in case a person starts relating an incident after answering the question, do not interrupt. The whole idea behind the game is to have tons of fun with your buddies.

Let’s get started!

The 21 Questions Game

Dating questions are great when you want to know someone but in a fun way. These simple games do not have any competition; they are all about entertainment and knowledge about your partners.

1. Dating Questions

Ask questions about the love life of your partner on the date as part of 21 questions game

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Finding out about your love life and date secrets can light up the mood of the party. Here is a list of 21 questions related to dating:

Have you ever dated anyone way older than you?
What was your most romantic date ever?
How important are looks to you?
What would you choose – ugly but smart or beautiful but dumb?
What gets you nervous on dates?
Did you fall in love with someone you went out on a blind date with?
Of all the people you have dated, whose voice do you like the most?
What was the most daring thing you did on a date?
Did you ever experience rain on your date?
What was the one thing your partner said that you would never forget?
If the person you date offers to take you to someplace alone, will you go?
What, according to you, is a perfect date?
If you had superpowers on your date, what would you wish for?
What is the sexiest thing you wore on a date?
If the perfect guy asked you to marry him on the first date, what would you do?
What would you like your date to be dressed in?
How would you want to propose to your crush?
Which would you prefer – online dating or offline dating?
What was the most expensive thing you ordered on a date?
What is the best thing you received on a date?
If your favorite celebrity asked you out, what would you do?

Related: 201 “This Or That” Questions

2. Random Questions

If you are bored and you have got nothing to do with a bunch of people in your room, play this game. Random questions game gives you the liberty to pick a range of topics, like celebrities, current events, history, geography, science, literature, and much more.

Pose random questions to know about loved ones better

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This is the list you will want as a miscellaneous card for party games. These trivia questions don’t follow a theme but will help you keep the game interesting and know your friend better.

What would be the first thing you would do if your flight was delayed and you sat beside a handsome person in the waiting lounge?
If you run into your celebrity crush, what would you do?
If you hit the jackpot, what would you do with the money?
Who is your favorite person to hang out with?
What would be your “never have I ever” question?
What would you name your autobiography?
If you were asked to stay back for work at Christmas, what would you do?
What would you do if you found out your crush was going to be your co-passenger?
What tops your wishlist?
Would you rather know your future or your past?
Which is the longest river in the world?
If you were given a time machine, what would you do?
What do you do when you are stressed?
What is your best pick-up line?
At what point would you like to restart your life?
When did Columbus found America?
What is the best thing you like about you?
If you get hurt, how would you react?
What are your three things to do before you die?
Who is your biggest inspiration in life?
Which book, you read a long time ago but still think about?

3. Naughty Questions

These kinds of questions are often played between partners or the people you are most comfortable with, it could be about your most embarrassing moment or your hidden fantasies.

Try these bold questions to spice up the mood of the 21 questions game

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These sassy questions will surely spice up the mood of the game. As they are bold, these questions are more fun when a whole group is involved, and your special one is a part of it.

Did you ever try to seduce anyone?
What is the bravest thing you did in public?
What is the thing you would do during your honeymoon?
Did you ever spend a night with your blind date?
How was your first kiss?
Who is your celebrity crush?
Did you ever get caught doing something wrong?
What is the bravest thing you did in a truth and dare game?
Which is your best kiss moment in a movie?
Which was your first adult movie?
Have you ever accidentally seen anyone without their clothes on?
What inspires you to make the first move?
Do you fantasize about your ex?
Which was your most romantic moment?
Who is the person you wanted to experience intimate moments with?
Where would you want to make love for the first time?
How would you describe your current love life?
Who would you like to take out on a date?
What would you like to gift your crush on your birthday?
How would you rate your love life?
Which teacher did you have a crush on?

4. Movie-Related Questions

Movies are a big part of our life. We all have grown up watching movies and questions related to movies can bring only nostalgia and fun on the table.

Ask movie-related questions as part of 21 questions game

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Your choice of movies defines your taste and likes in life. Here is a list of movie questions that will help you know your friends better:

Which movie had a huge impact on you?
Which is your favorite action movie?
Which movie have you watched over 50 times?
Which is the first movie you watched in a theater?
Which was your first horror movie?
What do you like to snack on while watching a movie?
Which genre do you stick to?
Who is your favorite character in a movie?
Have you ever cried watching a movie?
Do animated movies touch you?
What is your favorite experience of watching a movie?
Which movie did you have to watch more than once to understand it?
Which TV series are you most attached to?
Which movie do you like more than the book?
Which movie made you like a villain more than the hero?
Which movie scene would you like to recreate in your life?
Which movie did you watch on your first date?
Which movie character do you relate to?
Which movie did you regret watching?
Who is the worst person to watch a movie with?
Have you ever been inspired by a negative character?

Related: 150 Newlywed Game Questions

5. Questions About Love Life

Sometimes we have to unearth our secretive love life, and give something spicy to your friends to giggle about. It could be funny moments of you and your partner or the one when you wouldn’t stop fighting for silly little things.

Set of 21 questions that help to know about the love life of your special person

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If you have feelings for someone but are afraid to make a move without being sure of what they feel about you, this is the set of questions you should stick to:

Who was the first person to propose to you?
Do you believe in love at first sight?
According to you, what defines a perfectly healthy relationship?
Did you ever fall in love on the first date?
Would you marry without love?
How would you celebrate your wedding?
If you had to marry a person right now, who would you choose?
What is your secret to making your love life work?
Which is your favorite destination for a date?
How much do looks and appearance have to do with a relationship?
Have you ever cheated in a relationship?
Have you ever been in true love?
Would you change yourself for the person you love?
What kind of person would you fall in love with?
What is the craziest thing you have done for love?
What is the most awkward situation you have faced in a relationship?
What would you choose – money or love?
Were you ever obsessed with anyone?
Did you ever have a crush on any friend?
What is the most romantic thing you want to do in a relationship?
Whom would you choose between your best friend and your crush?

While you play this game, there are a few tips to be kept in mind:

Be honest in your replies.
It is best to have lesser than 8 people in the group to keep the cycle of questions short and interesting.
You can make the game exciting by giving choices for the answers.
It is best if you play this game with people you know and are comfortable with.
This game is all about fun, so keep the mood light and do not get offended.
Do not judge anyone for the answers they give.
Do not interrupt anyone even if they take a lot of time to explain their story.

Fun and interesting 21 questions game to play with your gang

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Infographic: Why Play The 21 Questions Game?

The 21 Questions Game is an easy and interesting way to get to know someone better. It is a question and answer game that you play with friends and family. You can also play it with your date and understand each others’ personalities in a fun way. This game also provides you with an opportunity to develop and build many important skills that play an important role in preparing you for life.

Check out the infographic below to know what this game has to offer.

why play the 21 questions game (infographic)

Save the high-quality PDF version on your device now.

Download Infographic

Now that you have all the required questions to play the 21 questions game, you can gather all your folks and get started. These questions are perfect for game nights, sleepovers, and random get-togethers. ‘21 Questions’ is one of the easiest questions to play, but the only catch is you have to answer the questions honestly. As mentioned before, the plan is to have fun, so do not offend anyone in the process. Along with taking inspiration from the questions above, follow the tips to make the game a success.

Frequently Asked Questions

What are some juicy 21 questions?

You may ask questions like “What is the weirdest dream you have ever had?” or “What is that one thing about yourself that you would like to change?” or ask about embarrassing encounters. However, ensure that the questions do not hurt or offend them.

What is an example of a deep question?

You may ask someone questions about life, their highest and lowest points, struggles, motivations, aspirations, and accomplishments. These will help you to understand them at a deeper level.

What are the 21 questions categories?

There are no strict categories of questions to play the 21 questions game. However, be mindful of the group dynamics and the comfort level of all the participants to ensure you do not ask uncomfortable or offensive questions. Some safe question categories are hobbies, travel bucket lists, favorite music, and funny personal stories.

How long does a game of 21 questions last?

A game of 21 questions can keep you and your friends entertained for several hours until people want to take a break or have had enough of it. As each question is unique and it is thrilling to learn more about people you like, it can keep people hooked on to it for a long time until their curiosities are satiated.

Can you only ask yes or no questions in the 21 questions game?

Not necessarily. Your questions can be detailed and require the other person to reflect on them for a while. However, if you wish, you can add your own rules to the types of questions that can be asked.

What kind of things can you use for the 21 questions game?

The 21 questions game does not require props or other things as they are simply questions to know the other person’s perspective on things.

Key Takeaways

21 Questions is a simple, fun, and insightful game that helps you learn a lot about the participants.
The only rule you have to follow is to answer with honesty.
You will need more than two people to play the game.
Allocate points for each question and keep the questions interesting to have fun.

Learn how to play the classic game of 21 questions! Watch this video for fun tips on how to ask the right questions and enjoy with your friends.