171 Questions You Should Ask Your Best Friend to Get to Know Them Better

Whether you and your bestie have been close since Kindergarten or met on the first day of freshman year, there are always new things to learn about each other. You might know their favorite songs and celeb crushes backwards and forwards, but what about their future dreams or career aspirations? Asking your best friend questions is not only a fun way to pass the time when you get bored of scrolling on TikTok for the third hour, but it’s a meaningful way to discover more about each other on a deeper level — which is exactly what these 171 questions are designed for.

Use this list of best friend questions to spice up a sleepover, test your knowledge on how well you know your bestie, or make your standing Saturday brunch date a little more interesting. You can even use them as journaling prompts to reflect and get to know yourself better, then swap the journals with your best friend. After sharing some sincere thoughts on love, life, and everything in between (like your dream superpower), you’ll feel closer than ever.

Looking for a more natural way to bring up these thoughtful, fun, and personal best friend questions? Try playing an interactive card game to get the conversation flowing. Each card you draw will spark a new topic, ultimately leading to a deeper friendship. ❤️

Thoughtful Questions

Do you want to go to college in-state or out of state?

If you can give your parents one thing in the world, what would it be?

If you won the lottery, what would you do with the money?

If you could change one thing from your past, what would it be?

If you had to pack up and move to another country tomorrow, where would you go?

What career path do you see yourself taking in the future?

If you could have dinner with anyone dead or alive, who would it be?

What's one conspiracy theory you actually believe?

If you had to fight for one global cause for the rest of your life, which would it be?

If you could travel back in time to any historical event, which would it be?

What's one book that changed your life?

How do you prefer to be comforted when you're upset?

What's the first thing you notice when you meet a person?

If you had to curate the soundtrack to your life, what songs would be on there?

What's your love language, Enneagram type, or Myers-Briggs type?

When you where younger, what did you want to be when you grew up?

What do you value most in friends?

Do you consider yourself an extrovert or an introvert?

Do you think there’s something that people misunderstand about you?

What do you think is your best quality?

What emotion do you feel the most?

Do you typically follow with your heart or your head?

Who is the first person you text when you get good news? Bad news?

Do you journal?

What social justice issues are you most passionate about?

Have you ever participated in a protest?

Do you consider yourself a religious or spiritual person?

Do you believe in love at first sight?

Do you feel like you act differently when you’re by yourself versus when you’re with a group of people?

What are you looking for in a friendship?

What is your definition of success?

What does happiness mean to you?

Do you think you’re hard on yourself?

What does your dream future look like?

What advice would you give to your younger self?

Fun Questions

What songs would make up the soundtrack of your life?

If you could trade places for someone for the day, who would you choose and why?

If you could be any object, which would you be and why?

If you could have one superpower, which would it be?

If you could revive fashion trends from one particular decade, which would it be?

What's the funniest joke you've ever heard?

If you won the lottery, what's the first thing you'd do?

What luxury item would you splurge on?

If you could have a celeb as your BFF, who would it be?

If you could rummage through one celeb's closet and take anything, whose would it be?

If you had to change your name, what would your new one be?

Would you rather see five years into the future or 20 years into the future?

Do you believe in ghosts or any paranormal activity?

If you could only eat pizza, wings or burgers for the rest of your life, which would you choose?

If money was no object, what would you buy?

If you could be the main character of any movie, what movie would it be?

What beauty or fashion moment do you regret most?

If you could be famous for one thing, what would it be for and why?

What hobby would you like to try out?

What’s the first thing you do when you wake up in the morning?

If you could live in any period of history, when would it be and why?

If you could delete all social media apps and go off the grid, would you?

Do you have a hidden talent?

You can only use TikTok or Instagram — which one do you choose?

Do you prefer to stay in or go out on the weekend?

If you were elected President, what would be your first act?

Would you rather live by the beach or up in the mountains?

What is your idea of the perfect proposal?

Who is your favorite TikTok follow?

If you could only eat at one restaurant for the rest of your life, what restaurant do you choose?

What is the weirdest thing you've ever eaten?

Do you prefer cities or the countryside?

What was the best date you've ever been on? The worst?

What is your comfort movie?

What is your comfort T.V. show?

Would you rather time travel to the past or the future?

Do you prefer sweats or dressing up?

What instrument would you like to learn how to play?

Would you rather drink coffee or tea for the rest of your life?

What song could you listen to on repeat for the rest of your life?

If you could stay one age forever, what age would you choose?

Have you ever dreamed about what your children's names would be?

Who is your favorite musician or band?

If you could eliminate one subject from school, what would you choose?

What is your favorite ice cream topping?

If you could take only one person on an all-expenses-paid vacation, who are you taking?

Do you have any recurring dreams (or nightmares)?

Would you rather be a famous musician or famous actor?

What slang word do you wish would come back?

Be honest — what is the last thing you searched on your phone?

Do you want to study abroad?

What’s your favorite holiday?

Questions to Get to Know Them Better

What are your pronouns?

How would you describe your personal style?

What's your favorite song right now?

Where do you like to go shopping?

What's your favorite meal of the day: breakfast, lunch, or dinner?

Do you prefer sneakers or heels?

What's your favorite movie?

What's your favorite TV show of all time?

What movie absolutely scarred you?

What's a food combination that you enjoy that others might find weird?

What's your favorite subject in school?

Who's your ultimate celeb crush?

What's your biggest pet peeve?

Do you consider yourself an early bird or a night owl?

Do you plan in advance, or save things for the last minute?

What's your best childhood memory?

What's your idea of a perfect date?

What's the best compliment you've ever received?

What's your favorite thing to do alone?

What's the craziest thing on your bucket list?

Where are you dying to travel to?

What movie would you like to see turned into a musical?

What's your favorite game?

What's your favorite dessert?

What's your most embarrassing moment?

What would your perfect day look like? Plan it from start to finish.

If you could only eat one thing for the rest of your life, what would it be?

What is your favorite season, and why?

Do you always arrive places early and/or on-time, or are you notoriously late for everything?

Are you a spender or a saver?

Are you saving up for something special right now?

What does your ideal weekend look like?

Do you prefer sweater weather or T-shirt weather?

What's your zodiac sign?

What's your favorite subject to research and explore?

What instantly puts you in a good mood?

Personal Questions

What's your favorite memory of us?

Who is your role model?

What's your biggest fear?

What's one thing I do that you wish I'd stop doing?

What's a secret even I don't know?

What part of your childhood are you most nostalgic for?

What's one thing I do that makes you laugh every time?

If you could only describe me in three words, what would they be?

If you could only describe yourself in three words, what would they be?

What's your relationship really like with your parents?

What do you think is your biggest accomplishment?

What are you still hoping to accomplish?

Is there anything you're really stressed out about right now?

What was the last thing that made you cry?

What's the craziest thing you've ever done?

Do you remember how we first met?

What's the proudest you've ever been of me?

What's the proudest you've ever been of yourself?

Out of all your family members, who are you the closest with?

Where do you see yourself in five years? How about 15?

What scares you the most about getting older?

Do you think you’ve ever been in love?

Do you believe in soulmates?

When was the last time you were jealous, and why?

Have you ever experienced a friendship breakup?

Have you ever experienced heartbreak?

If you have siblings, do you feel like you’re closer with one over others?

Have you ever felt betrayed by someone?

What have your past relationships taught you?

What thoughts keep you awake at night?

What qualities do you look for in a partner?

What’s the nicest thing someone has ever done for you?

Do you see yourself getting married someday?

Do you have any regrets?

Have your parents or family ever not liked your significant other?

Have you ever had to break-up with someone?

Have you ever been broken up with?

What do you consider red flags in relationships?

Have you ever lost someone close to you?

Do you believe in second chances?

What is the biggest risk you’ve ever taken?

Who was your first kiss?

Do any types of conversations make you uncomfortable?

Who was your first crush?

Are you crushing on someone right now?

Is there anything I've ever done to offend you?

What is something you've learned from our friendship?

Is there anything about your life that you'd like to change?

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