21 Questions Game: 100+ Most Searched Questions on Internet You Should Know!

21 Questions Game: 100+ Most Searched Questions on Internet You Should Know!
21 Questions - Photo by Kelly Lacy from Pexels

Tripboba.com - The 21 Questions Game is basically a way to get to know someone better – sort of like “Never Have I Ever” game, but probably safer. In short, this game is just asking and answering questions – of course with interesting and fun questions.

This game is definitely perfect for a family gathering, time passing with friends, or while on a camping with your loved ones.

And you know what? This 21 questions game can also be great conversation starters. The idea that this 21 questions game can bring everyone closer is even a good reason for you to play it.

If you’re wondering about what are the 21 questions to ask during the game, you can find out and read this article by Tripboba and we assure you that you will find what you’re looking for!

21 Questions

21 Questions - Photo by cottonbro from Pexels

Tripboba’s first version of 21 questions are displayed down below. These are random 21 questions that you can bring on the table during the game:

  • “What's your dream road trip destination?”
  • “What's your favorite food of all time?”
  • “What are three items on your bucket list?”
  • “If you could travel to any year in a time machine, what year would you choose and why?”
  • “If you could change one thing about yourself, what would it be?”
  • “What's one of the most fun childhood memories you have?”
  • “If you could have dinner with a famous person (living or dead), who would you choose?”
  • “What's your favorite movie to watch over and over again?”
  • “What's your favorite season of the year?”
  • “What's the weirdest dream you've ever had?”
  • “Who is your celebrity crush?”
  • “What's your biggest fear?”
  • “What's the wildest thing you've ever done?”
  • “What's the best advice you've ever received?”
  • “What's a bad habit you had that you've been able to overcome?”
  • “What's your biggest regret?”
  • “What's your favorite thing about yourself?”
  • “What's the weirdest thing in your closet?”
  • “If you had to guess what people appreciate you the most, what would you say?”
  • “What's your dream job?”
  • “If you could be a part of a family on any TV show, which family would you choose?”

21 Questions Game

21 Questions - Photo by Alexander Suhorucov from Pexels

This is the great thing about gathering with family and friends, you are surrounded by love and fun things all around. This opportunity also brings ideas to have fun and laugh, just like to play the 21 questions game.

After doing researching, Tripboba has managed to gather another version of 21 questions to ask in the following list:

  • “What is a cause that is worth dedicating your life to?”
  • “Of all the personal questions I could ask you, what's one you wouldn't want to answer?”
  • “What's your biggest pet peeve when it comes to social media?”
  • “Who's your favorite character from literature?”
  • “What's an activity that you do not find fun at all?”
  • “What's your favorite color to wear?”
  • “What's your favorite type of dessert?”
  • “What's the worst lie you ever told as a kid?”
  • “Who in your family are you closest to?”
  • “What should parents stop teaching their children?”
  • “What's your favorite sport to play and why?”
  • “If we were in the middle of a zombie apocalypse, who are three people you'd want on your team?”
  • “What inscription do you want on your gravestone?”
  • “What should they teach in school, but don’t?”
  • “If you were an ice cream flavor, what would it be?”
  • “What is the TLDR (too long, didn't read) version of your life?”
  • “What's your favorite song to sing in the shower?”
  • “Is it okay to sacrifice one life to save ten?”
  • “What's one thing your mom or dad doesn't understand about you?”
  • “If you had a kid, what would you name it?”
  • “How much do you change when you know no one is around?”

21 Questions to Ask

21 Questions - Photo by Askar Abayev from Pexels

One of the rules of the game is to answer the questions with honesty. If the game breaks into the conversation, you don't have to worry. In fact, that's what the 21 questions game is all about, to facilitate conversation and find out new things about a person.

So, if the conversation is going on, don't worry about getting back into the game. You can always start over after the conversation has died down.

Get to know these 21 questions to ask during the game:

  • “How much do you know about the world outside your country?”
  • “How useful would you be in a zombie apocalypse?”
  • “Which movie or book do you think is ridiculously overrated?”
  • “Who would you most like to sit next to on a 10-hour flight and why?”
  • “What are two things you know you should how to do but don’t?”
  • “What makes you say “What was I thinking?” when you look back on your life?”
  • “What is something you’ve done that you wish you could undo?”
  • “What do most people think about you that is absolutely not true?”
  • “What is something that can’t be taught and can only be learned with age?”
  • “Do you think the convenience of technology is worth the loss of privacy that comes with it?”
  • “If you could live your life again knowing what you do now, what would you change?”
  • “You have $100 to burn, all your friends are busy and you have the whole day to yourself, what do you do?”
  • “If you could be born again and choose what nationality, gender, and race to be, what would you choose?”
  • “What are the consequences of everyone having instant distraction at their fingertips?”
  • “Would you rather have a home on the beach or in the mountains?”
  • “What would your dream house be like?”
  • “What makes you the angriest?”
  • “If you could visit one place on Earth where would you go?”
  • “What always brings a smile to your face?”
  • “If you could own any three cars what would they be?”
  • “What was your favorite game as a child?”

21 Questions for a New Relationship

21 Questions - Photo by Juan Pablo Serrano from Pexels

When you are in a relationship, you definitely want to know more about the person you’re with, and one of the best ways to find out is by playing the 21 questions game. And for you, Tripboba has gathered 21 questions good questions to ask when you’re in a new relationship below:

  • “Since no one is perfect, and a man will be a man, do you feel women should perhaps welcome the ideal of being a ride or die chick?”
  • “What inspires you the most?”
  • “If you had one day left to live, what would you do?”
  • “How do you define cheating in a relationship?”
  • “Are there any exes still in the picture?”
  • “Do you want kids?”
  • “Who’s the closest person to you in your extended family?”
  • “Do you believe in God?”
  • “Do you think celebrating Valentine’s Day is corny?”
  • “Have you ever had an std?”
  • “What do you want to do when you retire?”
  • “How do you feel about your relationship with your mother?”
  • “What did you last sing to yourself? To someone else?”
  • “What is the most important thing to do on your bucket list before you die?”
  • “For what in your life do you feel most grateful?”
  • “If you had a time machine, would you go back in time or visit the future?”
  • “Where have you always wanted to travel?”
  • “Are you looking for commitment?”
  • “Of all the people in your family, whose death would you find most disturbing? Why?”
  • “Why did you cry the last time you did so?”
  • “What does friendship mean to you?”

21 Questions Game Freaky

21 Questions - Photo by Pressmaster from Pexels

For more 21 questions to ask, you can check out the following list:

  • “Which song reminds you the most of your life?”
  • “If you were a superhero what powers would you have?”
  • “Which is more important, truth or happiness?”
  • “Would you rather be rich or famous?”
  • “If you could choose one celebrity to be the father/mother of your child who would it be?”
  • “You are walking to work. A dog is drowning in the canal on the side of the street. Your boss told you if you are late one more time you’ll be fired. Will you save the dog?”
  • “If you were an animal, what would you be and why?”
  • “Would you rather trade some intelligence for looks or looks for intelligence?”
  • “If you could be trained up in any profession of your choice by top professionals, what profession would you choose?”
  • “What makes you the happiest?”
  • “If you could change the way kids are parented these days, what would you do?”
  • “If you could change anything about yourself what would it be?”
  • “What are some things that are overrated?”
  • “If you could choose one celebrity to be the father/mother of your child who would it be?”
  • “What is your description of an ideal partner?”
  • “What makes you think you have wasted a lot of time in the past?”
  • “You need to spend $1000 in 24 hours, what do you do?”
  • “If your parents hate the partner you love; would you ditch him/her or carry on with them despite the protests?”
  • “How would be your ideal partner?”
  • “Will you like to decide for your kids which courses to study in high school?”
  • “If you could be trained up in any profession of your choice by top professionals, what profession would you choose?”


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