How to Play the Pick a Number Question Game (with 260+ Examples)

When you’re looking for a fun way to learn more about another person, the number question game is perfect for building a strong connection. Having a variety of different questions makes the game more exciting, and we have so many examples for you to choose from. Whether you want questions that are funny, flirty, deep, or spicy, we’ve got you covered! We also spoke with relationship experts to find out which questions are best for having engaging conversations.

Quick Rules for the Number Question Game

Write a list of questions and assign each one a different number. Have another person choose a number at random. Whatever number they choose determines which question they have to answer. Take turns answering questions to deepen your connection!

Section 1 of 10:

How to Play the Pick a Number Question Game

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1
Make a numbered list of questions. Use any of the example questions below or come up with your own. Write them all down in a list and assign each one a different number. Keep the list secret from other players if you want the questions to be a surprise, or share it so they can ask you the same questions too!
- Include as many questions as you want. Having more questions means you can play a longer game without any repeats.
2
Have another person pick a number to choose a question. When you’re ready to start, ask a player to choose a number randomly. Look through your list for the number and read the matching question out loud for everyone to hear.
- The number question game works for any number of players, but it’s perfect for a one-on-one game to learn more about another person.
- Alternatively, you could post the question list on your social media and ask other people to put a number in the comments for you to answer.
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3
Answer the question for the number you chose. Whoever chose the question has to answer the question completely and honestly. Listen to their answer so you can get to know the other person even better.
- When you’re playing with a large group, give everyone the opportunity to answer a question.
- After they answer, have a new person pick a number so they have a chance to answer a question.

Section 2 of 10:

Simple Number Game Questions

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Most number question games start with a simple list of questions that reveal basic information about the other person. Even if you already know these details, they’re fun questions to include on your list and easy for another person to answer.
- How old are you?
- When is your birthday?
- How tall are you?
- How much do you weigh?
- Where are you originally from?
- What’s your middle name?
- What are your pronouns?
- What color are your eyes?
- What are your hobbies?
- Where do you work?
- What languages can you speak?
- What are you currently wearing?
- What’s the last book you read?
- What’s your favorite color?
- What’s your favorite movie?
- What’s your favorite genre of music?
- What’s your favorite food?
- What’s your favorite school subject?
- How much battery do you have left on your phone?

Section 3 of 10:

Funny Number Game Questions

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Dating coach Cristina Morara says that questions that are a little silly can reveal a lot about a person.^{[1]
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Cristina Morara
Dating Coach

Expert Interview} Whenever you want a laugh or hear your friends come up with a creative answer, these funny questions are great icebreakers and conversation starters.
- What’s a hidden talent you’ve been hiding from everyone?
- Does pineapple belong on pizza?
- What’s the most embarrassing thing that’s happened to you in public?
- If you could have an unlimited supply of something, what would it be?
- What fictional character do you want to go on a date with?
- What are 3 things you would bring if you were stuck on a desert island?
- Would you rather fight 10 duck-sized horses or 1 horse-sized duck?
- What famous person would you want to have dinner with?
- What is your go-to karaoke song?
- If you could only listen to one song for the rest of your life, what would you choose?
- What’s the last picture you have saved in your gallery?
- What would you do if there were an extra hour every day?
- What’s the silliest way you’ve accidentally hurt yourself?
- What’s a fact you believed that turned out to be fake?
- What’s the weirdest question someone’s asked you?
- What animal would you like to transform into?
- If there weren’t any laws, what’s the first thing you would do?
- How would you react if you found out you were living in a simulation?
- What’s the most useless piece of trivia you know?
- What superpower do you want the most?
- Would you rather never have to sleep or never have to eat?
- What’s the worst movie you’ve ever seen?
- What would you use for the title of your autobiography?
- Who would you haunt if you turned into a ghost?
- What’s the funniest prank you were able to pull off?
- What weird food combo do you think is secretly delicious?
- What stupid joke always makes you laugh?
- What’s your favorite emoji to drop in casual conversation?
- What superstitions do you actually believe in?
- What word makes you cringe every time you hear it?

Section 4 of 10:

Flirty Number Game Questions

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Dating coach John Keegan says that “flirtation is playful energy,” so including cute and playful questions can get the ball rolling and help you connect a little deeper. His fun and flirty examples include “Where would you go on a romantic getaway?” or “Did you cause a lot of trouble as a kid?”^{[2]
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John Keegan
Dating Coach

Expert Interview} Check out our list for even more options!
- Are you single?
- What is your sexual orientation?
- How many people have you dated?
- Who do you have a crush on?
- Who’s your celebrity crush?
- Do you have a “type”?
- What’s more important: looks or personality?
- Have you ever kissed anyone?
- Do you kiss on the first date?
- Do you believe in love at first sight?
- What’s your love language?
- What makes you a good romantic partner?
- What’s the most attractive quality to you in a relationship?
- What compliment always makes you smile?
- What’s a pickup line you think would work on me?
- What are your rising, sun, and moon signs?
- Do you prefer going out on a date or cuddling together at home?
- Do you like to make the first move?
- What’s the longest you’ve ever been in a relationship?
- What’s your signature move for flirting?
- What is your dream date?
- What’s the best excuse you’ve used to get out of a date?
- How long do you stalk someone on social media before dating them?

Section 5 of 10:

Number Game Questions for Couples

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Dating coach Renee Slansky says that allowing “a person to feel seen and heard” when they open up about themselves can help build intimacy in your relationship.^{[3]
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Renee Slansky
Dating Coach

Expert Interview} If you want to connect with your partner, these questions are perfect for learning more about your relationship and what makes it unique.
- When did you know you had a crush on me?
- What’s your favorite date that we’ve gone on?
- What were your initial thoughts when you first met me?
- When is it appropriate to say “I love you” in a relationship?
- How do you feel when I’m checking you out?
- What was our best kiss?
- What’s something I do that makes you fall for me?
- Do you feel comfortable with PDA?
- What would a perfect day together look like to you?
- Do you think soulmates are real?
- What songs remind you of me?
- Where would you want to travel together?
- How do you like to express love?
- What’s your favorite form of affection?
- What would you do if we swapped lives for a day?
- What is the most romantic movie you’ve seen?
- What was going through your head after our first kiss?
- What is your favorite thing about me?
- What couple from a movie or TV show reminds you of us?
- How do you picture our life together in 5 years?
- Will you ever want to get married?
- What theme do you want for your wedding?
- How do you describe me to your friends?
- What have your friends said about our relationship?
- What relationship do you admire and why?
- What’s something you haven’t told anyone before?
- When do you feel most loved in our relationship?
- How do you feel when we aren’t together?
- How have I changed since we started dating?
- What do you still feel insecure about in our relationship?
- What outfit makes you feel the most confident?
- What would be an instant dealbreaker for us?
- How do you feel when we hold hands?
- What small gestures mean the world to you?
EXPERT TIP

John Keegan
Dating Coach
John Keegan is a Dating Coach and motivational speaker based in New York City. With over 10 years of professional experience, he runs The Awakened Lifestyle, where he uses his expertise in dating, attraction, and social dynamics to help people find love. He teaches and holds dating workshops internationally, from Los Angeles to London and from Rio de Janeiro to Prague. His work has been featured in the New York Times, Humans of New York, and Men's Health.

John Keegan
Dating Coach

Turn your questions into an engaging guessing game. Asking questions is a fun way to get to know people, but guessing their answers makes the convo more fun. When you ask a question, make a few clever or funny guesses to keep the conversation going.

Section 6 of 10:

Number Game Questions for Friends

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Whether you’re lifelong friends or just recently met, learning more about each other can really strengthen your bond and bring your friendship closer. If you’re playing the number question game with your friends or casual acquaintances, include some of these questions in your list.
- Who do you consider your best friend?
- Have you ever had a sleepover?
- What’s a topic you could talk about for hours?
- What job did you want when you were a kid?
- Who’s the last person that you texted or DMed?
- Do you prefer chatting online or hanging out in person?
- When did you know that we would be good friends?
- What has been the best day of your life so far?
- What’s your favorite memory that we’ve had together?
- If you could only talk to 3 people for the rest of your life, who would they be?
- What do you wish other people knew about you?
- Do you like hanging out at home or someone else’s place?
- How are you feeling right now?
- Where do you like to go when you want to be alone?
- What’s something you’re jealous of?
- What’s a fun fact I don’t know about you?
- What’s something that you wish you could change about yourself?
- What do you remember about when we first met?
- What 3 words would you use to describe yourself?
- Where do you want to go for a dream vacation?
- How many followers do you have on Instagram?
- What is the first thing you bought with your own money?
- What’s your go-to Starbucks order?
- What helps you re-energize during the day?
- What are your favorite games to play with other people?
- What’s the coolest thing you have in your room?
- What activities do you normally do after school?
- What are your parents like?
- Would you stand up for me in a fight?
- What’s the worst gift that someone has given you?
- What’s your most controversial hot take?

Section 7 of 10:

Deep Number Game Questions for Adults

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If you’re a little older, really thoughtful questions can make you reflect on your past and look ahead to the future. When you want to have a meaningful conversation that hits deep, try out some of these questions.
- What were you like in high school?
- What did you want to do when you finished school?
- What’s the most interesting job that you’ve worked?
- What’s a piece of advice you would tell your younger self?
- What’s the first thing you would do if you won the lottery?
- Have you lost touch with anyone you want to reconnect with?
- What item have you had for the longest amount of time?
- What childhood memory was the most influential for you?
- What’s something you were told as a kid that you still remember today?
- What do you miss most about being a kid?
- What values are the most important to you?
- Would your younger self be happy with who you are right now?
- What would you do with your time if you didn’t have to work?
- What would you do if you only had 1 week left to live?
- What goals do you have for the next 10 years?
- Do you ever want to have kids?
- What are you most worried about for the future?
- What do you want to be remembered for?
- What makes you reconnect with your inner child?
- How long does it take you to fully trust someone?
- Who has been the biggest inspiration in your life?
- What was the worst decision you made in your life?
- What book do you recommend everyone should read?
- What’s your favorite way to practice self-care?
- What’s something that you’re worried about being judged for?
- What’s the biggest life lesson you’ve learned from another person?
- If you could relive a day in your life, what would it be?
- Have you ever broken someone’s heart?
- What’s a childhood tradition that you still do today?
- What’s something that still confuses you?
- What family members are you the closest to?
- What helps pull you out of a bad mood?
- When’s the last time you cried?

Section 8 of 10:

This or That Number Game Questions

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Celebrity dating coach Damona Hoffman recommends “this or that” questions because they’re light and playful, and people will usually have an opinion on one of the answers.^{[4]
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Damona Hoffman
Celebrity Dating Coach

Expert Interview} Make your friends pick one or the other with these fun options.
- iPhone or Android?
- Morning person or night person?
- Sweet or spicy?
- Pancakes or waffles?
- Going out or staying in?
- Wake up early or sleep in?
- Time travel to the past or the future?
- Texting or talking on the phone?
- Cat person or dog person?
- Wearing socks or going barefoot?
- Cake or pie?
- Read the book or watch the movie?
- Music or podcasts?
- Movie or TV shows?
- Introvert or extrovert?
- Board games or video games?
- Summer or winter?
- Pizza or burgers?
- Binge-watch or one episode at a time?
- Stick to the plans or act spontaneously?
- Street smart or book smart?
- Chocolate or vanilla?
- Comedy or horror movie?
- Exotic vacation or staycation?
- Day at the beach or day at the pool?
- Spend time alone or hang out with a group?
- Memes or emojis?
- Watch the sunrise or the sunset?
- Super strength or the ability to read minds?
- Speak every language or talk to animals?
- Home-cooked meal or ordering out?
- Spend time with friends or family?
- Fiction or non-fiction books?

Section 9 of 10:

Yes or No Number Game Questions

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Yes or no questions are perfect for the number game because there are only 2 possible answers. No matter how they respond, you can naturally build off their answer to have a deeper conversation.
- Do you have a crush on someone?
- Do you believe in ghosts?
- Have you ever broken a promise?
- Have you ever met a famous person?
- Are you a picky eater?
- Are you afraid of anything?
- Do you have pets?
- Have you ever seen a shooting star?
- Do you talk to yourself when you’re alone?
- Have you ever pretended to be sick to get out of something?
- Did you play any sports as a kid?
- Have you ever won an award?
- Did you ever have an imaginary friend?
- Have you gone on a blind date?
- Have you ever laughed so hard you cried?
- Can you touch your tongue to your nose?
- Have you ever taken a spontaneous trip?
- Have you ever been caught telling a lie?
- Do you sing in the shower?
- Are you a light sleeper?
- Have you been to another country?
- Do you have any siblings?
- Have you ever snuck out?
- Did you have a nickname?
- Have you broken a bone?
- Has anyone ever asked you for advice?
- Do you like surprises?
- Do you think magic is real?
- Have you ever gotten a ticket?
- Have you ever lived in another city?
- Have you ever gotten back together with an ex?
- Do you believe in destiny?
- Do you have a favorite school subject?
- Do you have a mentor that you look up to?
- Do you have a sweet tooth?
- Would you do something risky to help out a stranger?
- Would you want to learn how you were going to die?
- Would you give up everything you have right now for a million dollars?
- Do you have any regrets you still think about?

Section 10 of 10:

Spicy Number Game Questions

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If you want to turn up the heat with someone you’re interested in, don’t be afraid to include some spicier questions to learn more intimate details about their life. However, if a question makes them feel uncomfortable, let them choose a different number.
- Have you ever had a crush on one of your close friends?
- What emojis do you like to use when you’re feeling flirty?
- What’s your go-to pickup line that’s actually worked?
- Have you ever gotten or given a hickey?
- What’s your biggest fantasy when we’re together?
- Do you like to initiate intimacy first?
- What are your 3 biggest turn-ons?
- What’s one of your biggest turn-offs?
- What’s the flirtiest text you’ve ever sent?
- Have you ever had a rebound after getting out of a relationship?
- Have you ever sent sexy pics of yourself to someone else?
- Would you go on a date with me?
- What are your biggest red flags while dating?
- What’s your least favorite quality of your partner?
- Have you ever been skinny-dipping?
- Have you ever sent a dirty text to the wrong person?
- Do you get jealous when someone else checks me out?
- How many people have you told “I love you”?
- Would you ever be in an open relationship?
- Have you ever done anything illegal?
- What’s the naughtiest dream you’ve had?
- What’s your favorite feature on my body?
- Which celebrity do you wish you could be with?
- Have you ever cheated on a partner?

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Keegan recommends against asking questions about politics because it could be controversial and make some people uncomfortable.^{[5]
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John Keegan
Dating Coach

Expert Interview}

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