50 fun questions to ask your best friend

You can know someone for years and still be surprised by their answers. These 50 questions are sorted into groups, from silly to slightly deep, so you can pick the right mood. Use them on a long call, at a sleepover, on a road trip, or as inspiration for your own friendship quiz.

Silly questions

  1. If you were a food, what would you be and why?
  2. Which animal would you be the worst at pretending to be?
  3. What is the most useless talent you have?
  4. If your life had a theme song, what would it be?
  5. What would you do if you woke up as a cat for a day?
  6. Which cartoon character are you most like?
  7. What is the weirdest food combination you secretly enjoy?
  8. If you could only eat one snack for the rest of your life, what would it be?
  9. What would your villain name be?
  10. What is the funniest word you know?

"How well do you know me?" questions

  1. What is my go-to order at my favourite restaurant?
  2. What do I do first when I wake up?
  3. What is my biggest fear?
  4. Which subject did I hate most in school?
  5. What is my most-used emoji?
  6. What do I do when I am angry?
  7. Where would I go on my dream holiday?
  8. What is my comfort movie or show?
  9. Am I a morning person or a night owl?
  10. What is the one thing I always forget?

Memory lane

  1. What was your first impression of me?
  2. What is our funniest memory together?
  3. When did you know we would be close friends?
  4. What is the most embarrassing thing that happened while we were together?
  5. Which of our inside jokes is your favourite?
  6. What trip or day out with me would you repeat?
  7. What is the worst advice I have ever given you?
  8. What is something I did that you still think about?
  9. Which photo of us is your favourite?
  10. What did we argue about that seems silly now?

Would you rather

  1. Would you rather always be ten minutes late or always twenty minutes early?
  2. Would you rather lose your phone or your wallet for a week?
  3. Would you rather be able to talk to animals or speak every language?
  4. Would you rather live by the sea or in the mountains?
  5. Would you rather never use social media again or never watch another movie?
  6. Would you rather be famous or rich and unknown?
  7. Would you rather have a rewind button or a pause button for your life?
  8. Would you rather eat only sweet food or only spicy food?
  9. Would you rather explore space or the deep ocean?
  10. Would you rather relive your best day or skip your worst?

A little deeper

  1. What is something you have never told anyone, but would tell me?
  2. What makes you feel most like yourself?
  3. What is a goal you have that you have not said out loud?
  4. What do you think I am better at than I believe?
  5. What is a small thing that always makes your day better?
  6. Who has had the biggest influence on who you are?
  7. What is something you are proud of from this year?
  8. What does a perfect friendship look like to you?
  9. What is one thing you wish you could tell your younger self?
  10. Where do you see us in ten years?

How to use these questions

Take turns asking, and don't rush: the best part of these questions is usually the story that comes with the answer. If a question gets too personal, it is fine to skip it. Good friends know when to laugh and when to just listen.

Want to turn this into a game? Pick ten of your favourites, add four possible answers to each, and see which of your friends can guess your real answers. That is exactly what Block or Not? does for you, with a scoreboard and a BLOCKED stamp for anyone who scores too low.

โœ๏ธ Make your own friendship quiz