Skip to content

Best friend

50 questions to ask your best friend

50 questions · Updated 10 Nov 2026

You know your best friend better than almost anyone — which is exactly why the right questions still surprise you. These 50 cover the story of your friendship, the deep stuff you rarely say, ridiculous what-ifs and a quiz to prove who really knows who.

Ask them on a long call, put one on your link for your best friend to answer anonymously, or turn the “know me” set into a story game. For questions to throw at the whole group, see these NGL questions for friends.

Ask these anonymously

Get your own free link, put any question on it and share it to your story. Friends answer without their names.

Get your free link

18+ · no app to install

Our story

  1. 1.When did you know we'd be best friends?
  2. 2.What was your first impression of me, really?
  3. 3.What's our most legendary moment?
  4. 4.What's one day with me you'd relive?
  5. 5.Which fight of ours was the silliest?
  6. 6.What's the best gift I've ever given you?
  7. 7.What's one trip we have to take together?
  8. 8.What's the inside joke we use the most?
  9. 9.Which photo of us is your favourite?
  10. 10.What would the movie about our friendship be called?

Deep talk

  1. 11.What's something you've never told me?
  2. 12.What's been worrying you lately?
  3. 13.What do you need more of from me?
  4. 14.When have you felt most supported by me?
  5. 15.What's a fear you think I don't know about?
  6. 16.What do you think we'll be like at 60?
  7. 17.What's one thing you're proud of me for?
  8. 18.How have I changed since we met?
  9. 19.What's a promise we should make to each other?
  10. 20.What do you love about yourself?

Would you…

  1. 21.Would you tell me if my partner was wrong for me?
  2. 22.Would you move cities with me?
  3. 23.Would you read my diary if you found it?
  4. 24.Would you tell me if I had something in my teeth?
  5. 25.Would you cover for me if I bunked a family function?
  6. 26.Would you still be my friend if I got famous and annoying?
  7. 27.Would you go viral with me if it was embarrassing?
  8. 28.Would you trade lives with me for a week?
  9. 29.Would you tell me the truth even if it hurt?
  10. 30.Would you name your first pet after me?

How well do you know me?

  1. 31.What's my comfort food?
  2. 32.What's my biggest pet peeve?
  3. 33.Which song would I pick at karaoke?
  4. 34.What's my go-to excuse to cancel plans?
  5. 35.What's my dream job?
  6. 36.What's my worst habit?
  7. 37.What do I spend most of my money on?
  8. 38.What am I like when I'm angry?
  9. 39.Which movie have I watched the most times?
  10. 40.What's my secret talent?

Just for fun

  1. 41.If we opened a café together, what would we call it?
  2. 42.Which reality show would we win together?
  3. 43.What would our duo costume be?
  4. 44.Who's the bad influence in this friendship?
  5. 45.If we were two animals, which ones would we be?
  6. 46.Which of us would survive a zombie apocalypse?
  7. 47.What would our podcast be about?
  8. 48.Who would get us lost on a road trip?
  9. 49.Which of us would be the worse pet parent?
  10. 50.What's our friendship's theme song?

Tips

Save the deep ones for late

Deep questions land better on a late-night call or a long walk than over text in the middle of a busy day. Start with the fun sets and let the conversation get there.

Turn the quiz into a story game

Post one “how well do you know me?” question a day and answer it the next day. Your best friend will want to prove they got it right — and so will everyone else.

Let them answer anonymously

Some things are easier to say without a name, even between best friends. Put “what's something you've never told me?” on your link and give them the space.

Keep going