100 Very Best 21 Questions Game Questions

100 Very Best 21 Questions Game Questions

Entering the talking stage is difficult, but where do you even start? The 21 Questions game has been around for years, and it’s so easy to learn how to play! Asking these questions can help you get to know the other person on a whole new level, whether the relationship is romantic or platonic. Deepen your friendship or spark a flame with these fun, unique questions.

Jump to: How to Play21 Questions to Ask Anyone | 21 Questions to Ask Crush 


21 Questions List: Questions to Ask Crush

What do you think about your parents’ relationship?

Which couple from The Office would you take advice from?

If you could give your ex one tip about kissing, what would it be?

When did you have your first kiss?

Romantically, what are you looking for?

What’s your love language?

Which celebrity would you want to date?

Is love at first sight real?

What’s your biggest turn-off?

What’s your biggest turn-on?

What’s your favorite emoji to use when flirting?

Do you have any regrets from past relationships?

Do you prefer private or public relationships?

How many dates would we go on before you brought me home?

What’s the thing you hated most about being single?

What’s the thing that you absolutely loved about being single?

Are you looking for something casual or serious?

Have you ever had a long-distance relationship?

What are three “must haves” you look for in a partner?

What character represents your flirting style?

Do you ever see yourself getting married or having kids?

How long does it take you to drop the “L” word?

What’s your go-to excuse to sneak away from a date?

What’s one thing that your parents did that you want to take into your relationships?

What’s your favorite way to cuddle?

If we had a fight, how would you make it up with me?

When you fight with a partner, do you yell or walk away?

What’s your favorite sex position?

What’s the craziest thing that you’ve ever done in bed?

What’s your guilty pleasure in the bedroom?

Do you prefer have sex with the lights on or off? Is there a certain color you like?

Do you have a sex playlist? What artist appears most frequently?

What’s the weirdest thing that you’ve had playing in the background during sex?

Where did you have sex the first time?

If we got married, what kind of wedding would you want?

Where is your ideal honeymoon spot?

What’s a dealbreaker in the bedroom?

What kind/color/fabric of sheets do you have on your bed?

How often do you do laundry (and fold it)?

What’s your idea of a perfect stay at home day?

If you could pick a Disney princess that matches me, who would it be?

Where do you think you would take me on a second date?

What is your most romantic characteristic?

If you hit the lottery, what would you do with the money and would it be different if we were married?

Do you like to use any toys in the bedroom?

Are you more Fifty Shades or The Notebook?

How often do you get jealous in your relationships?

Would you let me put my fingerprint in your phone?

For a quiet night in, what movie would you pick to watch?

Scary movies: love them or hate them? Why?

Also82 Dark Humor Jokes // 208 Dad Jokes


21 Game Questions You Could Ask Anyone:

Have you ever had a lucid dream?

If you could choose anyone (fictional or real) to go out with, who would you take?

What’s your most frequent shower thought?

Why is your favorite color?

Do you have any irrational fears?

What superpower do you think would be the hardest to hide? Why?

What is your biggest insecurity?

If you could pick one memory to play on repeat, what would it be?

What’s something you’ve done that no one would believe if you didn’t have proof?

If we could check something off of your bucket list today, what would it be?

If you had to describe yourself using three nouns, what would they be?

If your house was on fire and you had time to grab any three things, what would you take?

If we could travel anywhere in the world at the blink of an eye, where would you go?

Disregarding money, what job would you love to have?

If you could replace someone on your favorite TV show, who would it be?

Pick one social media to delete from the world forever. Which is it and why?

How gullible were you as a child?

If you could change anything about your favorite sport, what would you change?

If you had to rename the color blue, what would you pick?

Aside from your parents, did you ever have any role models?

If you got a dog today, what would you name it?

If you got a cat today, what would you name it?

What’s a popular artist or band that you think is overrated?

If you forget your phone when you go to the bathroom, what do you do?

Do you sing in the shower? What’s your favorite song?

What’s something that is commonly misunderstood about you?

You are a captain of a dodgeball team. You can only select three fictional characters to be standing next to you on your team. Who are they?

Do you prefer Marvel or DC?

What’s your deepest guilty pleasure?

You get cursed and can only eat the thing you just ate for the rest of your life. Would you be happy?


How to Play:

The actual game is really easy. In fact, you’ve probably participated in it and didn’t realize. The whole point is to ask the other person a series of questions in order to get to know them better.

There are two ways to play this game: the short way and the long way. The shorter version of 21 Questions is you ask 21 questions, they answer all of them, and then they ask you 21 questions. It’s almost like a rapid-fire Q&A session, but you’ll learn a lot! In the long way, you and the other person go back and forth asking questions one at a time.

Is there really only 21 questions? No! It’s up to you and your group; you can do as many or as few as you want. Sometimes this game can go on for 100 questions, or just 10. It’s all up to you and whoever is playing. In order to start, pick a person to ask the first question through rock, paper, scissors, or just flip a coin. If there are a lot of people playing instead of just two, then it’s recommended that you ask one question, take turns answering it around the group, and then start with a new question.

What if I don’t like the question? Simple. Before the game begins, establish a rule that each person gets three skips where they pass on the question. You could choose not to do this of course! Or, like with Truth or Dare, you can set up a series of tasks or dares that a person needs to do in order to use a skip. Can’t let everyone pass all the time!

Make the game your own. No one plays exactly the same way, just like no one answers the questions the same. Have fun with it and don’t be afraid to ask your crush some of the more flirty questions!


More in Getting to Know people:

98 Best Truth Questions to Ask Your Friends
100 Speed Dating Questions
54 First Date Questions
100 Icebreaker Questions 
100 Get to Know You Questions
Yes or No Questions
50 Rapid Fire Questions to Get to Know People

Ann Tyger
Ann Tyger