100 questions to ask your best friend

Whether you have been friends since nursery or met last term, there is always more to find out. Below are 100 questions to ask your best friend, sorted from fun and funny to deep and juicy. Use them on a sleepover, a long drive or in the group chat, and finish with the questions that show how well your best friend really knows you.

How to use these questions

You do not need to ask all 100 in one go. Pick a category that fits the mood: fun questions for a busy evening, deep questions for a late-night talk, and the memory questions for a birthday. Take turns, so both of you answer every question.

The best rule is simple: no judging. A good question deserves an honest answer, and an honest answer deserves a friend who listens instead of laughing at it.

Fun questions to ask your best friend

Easy openers for a sleepover, a long drive or a slow afternoon in the group chat.

If you could eat only one meal for the rest of your life, what would it be?
What is the most useless talent you have?
Which song do you secretly know every word of?
If you could swap lives with a celebrity for a day, who would it be?
What is your go-to karaoke song?
Which fictional character are you most like?
What would you do with a free day and no phone?
What is the weirdest food combination you actually enjoy?
If you had a theme song, what would it be?
Which app would you delete last?
What is your most-used emoji?
If you could live in any city for a year, where would you go?
Which TV show could you rewatch forever?
What is the best gift you have ever received?
If animals could talk, which one would be the rudest?

Funny questions to ask your best friend

Questions that usually end in screenshots and inside jokes.

What is the most embarrassing thing you have ever said to a teacher?
Which of our friends would survive the longest in a zombie film?
What is the dumbest way you have ever hurt yourself?
If I were a snack, which snack would I be?
Who would play me in a film about my life?
What is the worst haircut you have ever had?
Which of my habits annoys you the most?
What is the strangest thing you have ever googled?
If we got arrested together, what would it most likely be for?
What is the most cringe text you have ever sent?
Which of us would be the worse influencer?
What would my villain origin story be?
What is the silliest thing you have ever cried about?
Which of my outfits should never come back?
If I had a warning label, what would it say?

Deep questions to ask your best friend

Slower questions for when the jokes run out and you actually want to talk.

What is something you have never told anyone?
When did you feel most proud of yourself?
What are you most afraid of right now?
What does a perfect day look like for you?
What is something you wish people understood about you?
Which moment changed you the most?
What do you need from a friend when you are having a bad day?
What is a dream you have never said out loud?
What do you think I do not know about you yet?
When was the last time you felt really happy?
What is something you would like to forgive yourself for?
What makes you feel at home?
Which belief of yours has changed the most?
What would you tell your younger self?
How do you know someone is a real friend?

Questions to test how well your best friend knows you

Ask these and score the answers. Get them right and you are a real BFF.

What is my favourite food?
What is my biggest fear?
What is my dream job?
Which song do I play on repeat?
What is my favourite colour?
What do I order at a café?
What is my comfort film?
What is my biggest pet peeve?
Am I a morning person or a night owl?
What is my favourite season?
Which country do I want to visit most?
What is my favourite snack?
Who was my first celebrity crush?
What do I do when I am stressed?
What is my middle name?

Questions about your memories together

Good for birthdays, anniversaries of the friendship or a walk down memory lane.

What was your first impression of me?
When did you know we would be friends?
What is your favourite memory of us?
What is the funniest thing that has happened to us?
Which trip or day out do you want to repeat?
When did I make you laugh the hardest?
What is the biggest fight we ever had?
What is a photo of us you will never delete?
Which inside joke of ours is the best?
When did I surprise you the most?

Would you rather questions for best friends

Quick choices, big debates.

Would you rather lose your phone or your wallet?
Would you rather always be ten minutes late or twenty minutes early?
Would you rather live without music or without films?
Would you rather be famous or rich?
Would you rather read minds or be invisible?
Would you rather have a rewind button or a pause button for your life?
Would you rather travel to the past or the future?
Would you rather never use social media again or never watch TV again?
Would you rather be the funniest or the smartest person in the room?
Would you rather spend a day with me at the beach or in the snow?

Questions about the future

For dreaming big together.

Where do you see yourself in ten years?
What is one thing you want to learn this year?
Would we still be friends if we lived in different countries?
What would our dream holiday together look like?
What kind of house do you want one day?
What is on your bucket list?
Which goal are you most excited about?
What would you do if you won the lottery tomorrow?
What do you think we will be like as old people?
What tradition should we start together?

Juicy questions to ask your best friend

Only for best friends who can handle the truth.

Who was your last crush?
Have you ever had a crush on one of my friends?
What is the biggest secret you have kept for me?
Have you ever lied to me to get out of plans?
Who in our group would you trust least with a secret?
What is the most rebellious thing you have ever done?
Have you ever been jealous of me?
What is something you would never tell your parents?
Which text do you regret sending?
What is a red flag you ignored?

Does your best friend really know you?

Turn the questions into a game. Answer 10 questions about yourself, share your link and see who scores 10/10. It takes a minute and it is free.

Take the Best Friend Test

Turn the questions into a game

Questions are more fun with points. Try one of these:

Guess first. Before your friend answers, guess what they will say. One point for every right guess.
Hot seat. One person answers five questions in a row without skipping. Then swap.
Score the group. Make a Best Friend Test, send the link to your group chat and compare scores on the scoreboard.

Questions about questions to ask your best friend

What are good questions to ask your best friend?

Good questions are open questions that cannot be answered with yes or no, such as “What was your first impression of me?” or “What is something you wish people understood about you?”. Mix fun and deep questions so the conversation stays light but still goes somewhere.

What are deep questions to ask your best friend?

Deep questions are about feelings, fears and dreams, for example “What are you most afraid of right now?” or “Which moment changed you the most?”. Ask them when you have time and privacy, and answer them yourself too.

How do I test if my best friend knows me?

Ask questions about you that only a close friend would know, like your comfort film, your biggest fear or your café order. The Best Friend Test does this for you: you answer 10 questions, share the link and your friends get a score.

How many questions should we ask?

There is no right number. Ten to fifteen questions usually fill an evening. Pick one category per session and keep the rest for next time.

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