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How well do you know me? 50 questions

Last updated 4 November 2026

The short version

  • Take turns. One of you writes down an answer about yourself, and the other guesses. A match is a point.
  • The questions go from easy to deep. Start easy.
  • Want it to keep score for you? In Sync turns this into a free game for two, on one phone or two.
Play In Sync free

2 players · about 10 min · no app, no sign-up

How to play

  1. Decide who answers first. They write their answer down, so nobody can change their story.
  2. The other person guesses out loud.
  3. Reveal. A match is 1 point. Close enough is half a point, if you both agree.
  4. Swap after each question. Anyone can pass on any question.

Easy: everyday stuff

  1. How do I take my coffee or tea?
  2. What do I always order at our usual place?
  3. Am I a morning person or a night owl?
  4. What's my go-to snack?
  5. Which app do I open first in the morning?
  6. What do I wear when I'm home all day?
  7. Window seat or aisle seat?
  8. What's my comfort TV show?
  9. How many alarms do I set?
  10. Which chore do I always put off?

Medium: likes and opinions

  1. What's my favourite food that I'd never cook myself?
  2. What song am I playing on repeat right now?
  3. Which season do I like best?
  4. Where would I go on my dream holiday?
  5. Which film could I watch again and again?
  6. Which smell makes me happy?
  7. Which food do I refuse to eat?
  8. Which famous person would I most like to have dinner with?
  9. What's the best gift I've ever been given?
  10. What would I buy first if I won the lottery?

Memories

  1. Where did we first meet?
  2. What did I order the first time we ate together?
  3. What was my first job?
  4. What's my earliest memory?
  5. Which teacher did I like most at school?
  6. What was my favourite toy as a kid?
  7. Where did I go on my favourite childhood holiday?
  8. What was the first concert or show I went to?
  9. When did I last laugh so hard I cried?
  10. What's the most embarrassing thing that's happened to me in public?

Would I...?

  1. Would I rather be too hot or too cold?
  2. Would I go skydiving if it were free?
  3. Would I eat the last slice, or offer it around?
  4. For my birthday, would I rather have a big party or a small dinner?
  5. Would I send back a wrong order, or just eat it?
  6. Would I read the last page of a book first?
  7. Would I rather live in a city or the countryside?
  8. Would I sing karaoke with no one making me?
  9. Would I rather visit the past or the future?
  10. Would I pick a cat or a dog?

Deep: the hard ones

  1. What am I most proud of?
  2. What have I always wanted to learn?
  3. What worries me most about the future?
  4. Who do I tell first when I get good news?
  5. What does my perfect day look like, start to finish?
  6. What small thing makes me feel loved?
  7. What's my biggest pet peeve?
  8. If I could change jobs tomorrow, what would I do?
  9. Which habit am I trying to break?
  10. What do I think is my best quality?

For best friends

All 50 work for best friends too. Swap questions 21 and 22 for "Where did we become friends?" and "What was the first thing we did together?"

How did you do?

If you each guessed 25 questions, count your own points:

  • Under 8: plenty left to find out. That's the fun part.
  • 8 to 15: you know the main things.
  • 16 to 20: properly close.
  • 21 or more: mind readers.

Play it as a game

In Sync does the asking and scoring for you. The AI writes 8 fresh questions for the two of you, each with four answers to pick from, or you can type your own. You both answer in secret and reveal together. Matches score for the team, and you finish with a "% in sync" score.

Just met someone? Pick "We just met". One of you answers about yourself, and the other guesses from first impressions. The roles swap each question.

Questions

What are good how well do you know me questions? Mix easy everyday ones (how do I take my coffee?) with likes, memories and a few deep ones (what am I most proud of?). Start easy and save the deep ones for the end.

How do you score a how well do you know me quiz? The person answering writes their answer down first. The other guesses. A match is 1 point, and close enough is half a point if you both agree.

Is there a how well do you know me game online? Yes. In Sync is a free quiz game for two in your phone's browser. It writes the questions, keeps score, and works on one phone or two, even when you are apart.

Does it work for best friends? Yes. Every question here works for friends. In In Sync, pick Friends for a best friend or Together for a couple.

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