The 100+ Best Questions to Ask Your BFF

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Get to know your bestie on a whole new level

Co-authored by Sophie Burkholder, BA Reviewed by Seth Hall

Last Updated: December 18, 2023 Fact Checked

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Fun Questions

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Random Questions

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Juicy Questions

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Interesting Questions

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Deep Questions

Your best friend might be the person you tell EVERYTHING to, but that doesn’t mean you know everything about each other. Asking your best friend fresh and interesting questions can bring out new sides of them you haven’t seen before. We’ve compiled a list of questions for you as long as your friendship, ranging from the silly and saucy to the profound and thought-provoking. Call your best friend, get the giggles and gossip out of the way, and then ask away!

Things You Should Know

Ask silly or juicy questions like “What songs are on your zombie-killing soundtrack?” or “Have you ever had a crush on a cartoon character?”
Ask random questions like “If you were a flavor, what would you be?” “What was your first email address?” or “What is your favorite memory we share?”
Get deeper with interesting questions like “Where did your name come from?” or “How do you hope people feel when they’re around you?”

Section 1 of 5:

Fun Questions to Ask Your Best Friend

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Choose some silly questions to liven up any convo with your bestie. In the mood for some giggles? These questions range from amusing to zany to hysterical, all guaranteed to add some hilarity to your hangout. ^{[1]
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- If you had to eat a crayon from its box, what color would it be?
- If your doppelganger suddenly appeared, how would you prove to me that you’re the real one? ^{[2]
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- If you were a chair, who would you like to sit on you?
- If you could have any superpower, what would it be and why?
- If someone was filming your life up to this point, what would be on the soundtrack?
- If you could have any mythical creature as a pet, what would it be?
- If you were suddenly arrested by the police, what do you think I would assume you’ve done? ^{[3]
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- Would you rather own a dragon or be a dragon?
- Would you rather wear shoes every second for the rest of your life or never be allowed to wear shoes ever again?
- Would you rather fight 1 cow-sized duck or 50 duck-sized cows?
- Which sport would be funniest if it had mandatory alcohol? ^{[4]
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- What is the weirdest thing you have seen in someone else’s home?
- What songs are on your zombie-killing soundtrack?
- What is the nastiest-sounding word you’ve ever heard in your life? ^{[5]
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- What conspiracy theories do you believe in?
- What breakfast cereal has influenced your life the most?
- When you get dressed, do you put on your socks or pants first?
- What do you think is the worst ice cream flavor? ^{[6]
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- What would your life be called if it was a sitcom series? ^{[7]
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- How many second graders do you think you could fight off before you become overwhelmed?

Section 2 of 5:

Random Questions to Ask Your Best Friend

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Ask random questions if you're bored or need a conversation starter. If you and your bestie are waiting for class to start or have exhausted all your usual topics, have a fun Q&A session. From hypotheticals to open-ended, these questions can open up new topics, trigger memories of stories to share, and start discussions you may have never thought to have with your BFF! ^{[8]
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- If you could marry any Hollywood star, who would it be?
- If you were a flavor, what would you be? ^{[9]
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- If your wardrobe could only be one color, what would it be? ^{[10]
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- If you could live in any decade, which one would it be? ^{[11]
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- If you could travel to one of the planets, which planet would you go to?
- If you could change your name, what would it be?
- What's your first memory?
- What were your favorite things to learn about in school?
- What was your first email address?
- What's in your purse, tote bag, or backpack right now?
- What is the best pizza topping combo?
- What do you like to do that others think is weird?
- What is your third-favorite planet?
- What do you do with your shopping cart when you're done with it at the grocery store? ^{[12]
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- What's your favorite smell? ^{[13]
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- What is a song you pretend you don’t like because it’s embarrassing to enjoy it? ^{[14]
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- Which sport do you wish you were really good at?
- How would you spend your birthday if money was no object? ^{[15]
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- Could you label every state on a United States map if it wasn't labeled?
- You just discovered that you’re a distant relative to royalty and now have a royal title. What title would you want, and what country would you want to represent?

Section 3 of 5:

Juicy Questions to Ask Your Best Friend

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Use these intriguing questions to spice up your most intimate chats. Talking about the topics closest to someone’s heart is a great way to get closer to them. Dig a little deeper into the way your BFF thinks and acts with these saucy Qs. ^{[16]
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- What is the dirtiest thought you’ve ever had?
- What is your most awkward experience with a crush?
- What is the first thing you’d do if you woke up one day and you were the opposite sex?
- Who was the worst significant other you ever had, in your opinion?
- What is the one thing you’d do in bed with someone if you had no inhibitions whatsoever?
- What would be on the blooper reel of your life?
- What is the biggest lie you’ve ever told without getting caught?
- Who have you had a crush on that I wouldn’t have guessed? ^{[17]
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- Have you ever had a crush on a cartoon character? If so, who?
- Have you ever been skinny dipping?
- Is there a limit to what you would do for the right amount of money?
- If you had to choose between always being naked or having your thoughts appear in bubbles above your head for everyone to read, which would you choose?
- Do you think you’re a good kisser?
- What do you like most and least about your own appearance?
- What's the funniest excuse you've ever used to get out of a date? ^{[18]
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- Do you think people meet for a reason or by chance?
- What is the most attractive quality in a romantic partner?
- Would you take back someone who cheated on you?
- Would you uproot and relocate your life for someone you love?
- Would you prefer receiving flowers and gifts or having a candlelit meal?

Section 4 of 5:

Interesting Questions to Ask Your Best Friend

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Make a conversation more interesting with thought-provoking questions. Whether light-hearted or more serious, your best friend may have to take a moment to think through their response to these questions. You'll definitely get to know them even better than before! ^{[19]
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- Would you rather time travel to the past or the future? ^{[20]
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- What’s the most unforgettable meal you’ve had while traveling? ^{[21]
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- What's your favorite place you've ever visited? What did you love about it? ^{[22]
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- When you shower, what’s the first thing you wash? ^{[23]
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- What would you want to know if a crystal ball could tell you the truth about yourself, your life, the future, or anything else?
- Would you rather be able to play every musical instrument or speak every language fluently? ^{[24]
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- If you had to remove one color from the world forever, which would it be? ^{[25]
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- If you only had one of your five senses, which one would you choose? ^{[26]
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- Where did your name come from? ^{[27]
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- Did you have a favorite toy or comfort object growing up? What was it? ^{[28]
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- What is your favorite memory we share together? ^{[29]
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- What's the last thing you did for the first time? ^{[30]
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- What do you like to do when you don't feel like doing anything? ^{[31]
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- If you could pick a day to relive over and over again, what day would it be and why? ^{[32]
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- How do you define success? ^{[33]
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- What can you talk about for hours? ^{[34]
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- If you could have dinner with any three people from history, who would they be? ^{[35]
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- What is your love language? Do you wish you had a different one? ^{[36]
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- Are there any cultural histories or legends that resonate deeply with you? ^{[37]
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- When you can’t sleep at night, what are you usually thinking about? ^{[38]
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Section 5 of 5:

Deep Questions to Ask Your Best Friend

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Dive into these deep topics in your next heart-to-heart. Communication and deep questions build closer bonds between us and our loved ones, allowing us to understand what our nearest and dearest are most like at their core. ^{[39]
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Research source} Pose a few of the following questions to find out what your bestie thinks about real-life topics and scenarios.
- Do you usually follow your heart or your head?
- Do you think friends or family are more important?
- Do you think dreams have a deeper meaning?
- Do you think people are more naturally good or naturally evil?
- Is it easy or difficult for you to accept help from people?
- What title would you give to this chapter of your life?
- What is the best advice you’ve ever received?
- What are you proud of but never had an excuse to talk about? ^{[40]
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- What would you want your last words to be? ^{[41]
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- What's a question you'd like to answer but no one asks? ^{[42]
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- What’s your favorite story your grandparents have told you?
- What legacy do you hope to leave behind after you’re gone?
- What are you most grateful for in your life?
- What is more important in life: beauty, power, knowledge, or money?
- When is the first time you remember being self-conscious about your body? How do you think that moment shaped how you see yourself now?
- Where do you go when you need inspiration?
- How do you handle stress or anxiety when it creeps into your life?
- How do you hope people feel when they’re around you?
- How do you define beauty in a person or life?
- How close and warm is your family? Do you feel your childhood was happier than most other people’s? ^{[43]
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Tips

Use conversation starter cards for an easy way to get to know your BFF better.

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Remember you’re not trying to interrogate your friend—ask them questions but answer them yourself too!

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You know your bestie better than we do—choose questions that you know they’ll be comfortable answering without hitting any sore spots.

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The 100+ Best Questions to Ask Your BFF

Things You Should Know

Steps

Fun Questions to Ask Your Best Friend

Random Questions to Ask Your Best Friend

Juicy Questions to Ask Your Best Friend

Interesting Questions to Ask Your Best Friend

Deep Questions to Ask Your Best Friend

Expert Q&A

Tips

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References

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