50 “How well do you know me?” questions

How to use this list

1. Pick 10 questions you'd genuinely enjoy hearing your friends guess at.
2. Mix easy ones with a couple only your closest people would get — that's where the arguments start.
3. Read them out loud, or let everyone answer on their phone at the same time with a live game.

Easy warm-ups

Start here so nobody feels shut out in the first round.

• What's my full name, middle name included?
• What color do I wear the most?
• What's my favorite film to rewatch?
• Do I prefer tea or coffee?
• What's my usual breakfast?
• Cat person or dog person?
• What's my favorite type of music right now?
• Which sport or team do I actually follow?
• Do I like my birthday being celebrated?
• What's my go-to emoji?

Family and growing up

Perfect for family gatherings — the older relatives usually clean up.

• Where was I born?
• What was my first pet's name?
• What was my nickname as a kid?
• Which subject did I love at school?
• Which subject did I dread?
• What was my first job?
• What did I want to be when I grew up?
• Which family tradition do I refuse to skip?
• What was my favorite toy or game as a child?
• Who did I look up to most as a kid?

Personality and decisions

Good middle rounds — they separate the guessers from the real friends.

• Do I decide quickly or think about it for days?
• Am I more likely to say yes or to protect my evening?
• How do I handle a plan going wrong?
• Do I like surprises or hate them?
• Would I rather host or be hosted?
• What compliment means the most to me?
• Do I keep a list or hold everything in my head?
• Am I competitive at board games?
• What's my honest answer to 'pick the restaurant'?
• Do I recharge alone or with people?

Work and daily life

Colleagues often win these, which makes for a fun twist.

• Am I sharpest in the morning or late at night?
• Music on or silence while I work?
• How many browser tabs do I have open right now?
• Do I answer messages instantly or in batches?
• What's my ideal way to spend a day off?
• Do I prefer working from home or around people?
• What's the first thing I do when I sit down to work?
• Am I a lunch-at-my-desk person?
• What's my most-used piece of tech?
• How do I celebrate finishing something big?

Fun finishers

Save these for the last rounds — they're the ones people remember.

• What's the most embarrassing thing I'll admit to enjoying?
• What's my hidden talent?
• What's the worst haircut I've had?
• Which film makes me cry every time?
• What's my dream meal, cooked by anyone?
• What's the strangest thing in my bag right now?
• Which celebrity would I want to meet?
• What's my go-to karaoke move — sing, hide or DJ?
• What's the best gift I've ever been given?
• What would my friends say is the most 'me' thing about me?