Looking for a fun and simple way to get to know someone better? 21 questions is super popular among teens and for good reason. I remember playing it for the first time during a long bus ride on a school trip. What started as a silly way to pass the time turned into one of the best conversations I’ve ever had. It’s also one of my favorite games to play at sleepovers when I was in my teens. Whether you’re just starting a friendship or want to grow closer to someone you already know, this game is a great way to learn more about each other.
How to Play 21 Questions
21 Questions is a classic game where one person answers a series of questions to help others get to know them better. You can play it one-on-one or with a group. One person answers, and the others ask up to 21 questions. It’s simple, fun, and a great way to start a conversation.
2 Player Mode
Playing 21 Questions with just two people is simple and fun. One person starts by asking questions, and the other answers. You can take turns asking one question at a time, or try rapid fire mode, where one person asks all 21 questions in a row before switching roles. It can be played between a romantic couple or just close friends who want to learn more about each other. Either way, it’s a great way to connect and enjoy a good conversation.
Playing 21 Questions in a Group
Start by choosing one person to be “in the hot seat.” That person will be the one answering the questions. The rest of the group takes turns asking questions until they’ve reached 21. You can go in a circle or let people jump in with questions as they think of them. After 21 questions, pick a new person to be in the hot seat and start again. It’s a great way to start conversations and bring the group closer together. Just make sure the questions are kind and appropriate for everyone.
Romantic 21 Questions to Ask
If you’re playing 21 questions with your crush, or someone you just started dating, these questions are great! Ask these questions to get to know someone better on a romantic level!
- What was your first impression of me?
- What kind of date would be perfect in your eyes?
- What’s something small I do that you really like?
- How do you know when you’re falling for someone?
- What’s your love language?
- What’s your favorite memory of us so far?
- What’s one thing you’ve always wanted to tell me but haven’t?
- What do you like most about being with me?
- What’s one thing you hope never changes between us?
- What’s your favorite way to show affection?
- What’s one thing you never get tired of hearing from me?
- What’s a small moment with me that meant more than I realized?
- If I had a rough day, what’s the first thing you’d do to help?
- What makes you feel most connected to me?
- What’s a way you’ve seen us grow as a couple?
- What do you love most about how we communicate?
- What’s one thing I’ve taught you without even realizing it?
- When do you feel the safest or most at peace with me?
- What part of our relationship are you most proud of?
- What’s your favorite way to spend quiet time together?
Deep Questions for Couples
These are great questions to ask your boyfriend or girlfriend! You will find out a lot about each other and strengthen your compatibility.
- What does a healthy relationship look like to you?
- What’s something from your childhood that still impacts you today?
- What’s your biggest fear in a relationship?
- How do you usually handle conflict?
- What’s one thing you’ve learned from past relationships?
- What’s something you’ve struggled with that most people don’t know?
- Do you believe people can really change?
- What’s something you’ve always wanted to ask me but haven’t yet?
- What does commitment mean to you?
- Do you think it’s better to follow your head or your heart?
- When was the last time you were truly proud of yourself?
- What’s one value you’ll never compromise on?
- What’s a hard truth you’ve learned about love?
- How do you want to be supported during tough times?
- What does vulnerability mean to you in a relationship?
- What’s something you want to get better at for us?
- What’s one way I’ve made you feel seen or understood?
- How do you handle moments when you feel jealous or insecure?
- What are your boundaries in a relationship, and why?
- What’s a part of your personality you’re still figuring out?
Future and Dreams
What does your partner have planned for the future? Asking these 21 questions can help you see how well you align in your future vision.
- Where do you see yourself in five years?
- What kind of life do you want to build one day?
- Do you want to travel a lot or settle down in one place?
- What kind of parent do you think you’d be?
- What are your biggest goals in life?
- What’s something you’ve always wanted to try — but haven’t yet?
- If we won a free trip anywhere, where would we go?
- What’s one place you want us to visit together before we’re older?
- What’s a dream you haven’t shared with many people?
- How do you picture your life in 10 years?
Fun and Flirty 21 Questions
If you’re playing with your crush, these questions are great to get flirty with them!
- What’s your biggest turn-on?
- If we could take a trip anywhere together right now, where would we go?
- What song makes you think of me?
- If we were characters in a romantic movie, what would our story be called?
- Do you believe in soulmates?
- What’s your go-to move when trying to impress me?
- What’s something cute you’ve imagined us doing together?
- What cheesy romantic gesture would you secretly love?
- What’s your favorite way to flirt?
- What’s one compliment you love getting from me?
Random Questions to Ask
Sometimes random questions are the best! Make sure to throw in a couple of random questions while playing the game 21 questions.
- What’s your favorite midnight snack?
- What’s your go-to karaoke song?
- If we had our own holiday, what would we celebrate?
- What animal best represents your personality?
- If our relationship were a board game, what would the rules be?
- If I were a color, what color would I be?
- What’s your favorite thing we’ve ever laughed about?
- What’s one smell that instantly reminds you of something?
- Would you survive a zombie apocalypse — or would I save us both?
- What would we do if school/work got canceled for a week with no responsibilities?
Imaginative and Hypothetical
- If we could teleport anywhere together, where would we go?
- If I were a dessert, what would I be?
- Who’s your favorite fictional couple?
- If we were characters in a movie, what genre would it be?
- If we were in a video game, what level would we be stuck on?
- If you could give our relationship a secret handshake, what would it include?
- If we had a time machine, where would we go first?
- If we got matching tattoos, what would they be?
- What would be in a time capsule of our relationship?
- If we opened a shop together, what would we sell?
Playing 21 Questions over Text
Are you playing 21 questions over text? Trying to see if a girl or boy likes you back? Ask these questions to someone you’re texting with!
- What’s your favorite emoji to describe me?
- What meme perfectly sums up our relationship?
- What’s something you’ve wanted to text me but didn’t?
- What was your first reaction when you saw my profile (or message)?
- Do you like long texts or quick check-ins more?
- Have you ever re-read our old texts just to smile?
- What’s your favorite thing I’ve ever sent you?
- Do you think we’d still click if we met in another timeline?
- What’s a song, TikTok, or reel you wanted to send me but forgot to?
- What would you post about us if you weren’t worried what anyone thought?
Questions about Relationships
Get to know what your partner thinks about relationships and the future!
- What moment made you realize you liked me?
- How has our relationship changed you?
- What do you think is our biggest strength as a couple?
- Is there a couple you admire or look up to?
- What do you think our future inside jokes will be?
- Do you believe in fate or coincidence when it comes to how we met?
- What do you think makes us a good match?
- When did you feel closest to me so far?
- What’s one thing I could do more often that would make you feel loved?
- What’s something I do that you think is underrated?
Questions for Cozy Vibes
This game can get pretty intense sometimes. Ask these questions to create a cozier vibe while playing 21 questions.
- What’s your favorite thing about cuddling?
- What’s your dream playlist for a night in together?
- What’s one comfort show or movie you’d always rewatch with me?
- What’s your ideal Friday night with just us?
- What snack would you always keep in the pantry for me?
- What’s your favorite way to recharge when we’re relaxing together?
- Would you rather cook together or order your favorite takeout?
- What board game or card game would be our go-to as a couple?
- What’s something we could do together that would make a boring night fun?
- What’s one simple thing I do that makes your whole day better?