Questions to Ask Friends

Even old friends have things they've never asked each other. These questions mix the shared laughs with the conversations that make a friendship stronger. There are fun and deep questions for your best friend, your whole group and the friend you haven't seen in ages.

Good for: Friend groups, old friends and new friendships that need a push.

Play 100 cards

Tips for playing

Start with the light cards and go deeper once the mood is right.
Pass the card around so everyone gets to answer.
Save a few of the deep ones for the end of the night.

Depth: lightLight questions

Easy to start with. Good for warming up.

What was your first impression of me, and how wrong were you?
Which of us would cope best if the power went out for a whole week?
Who in the group would you call at 3 a.m. if your car broke down?
What's the best trip we've ever taken together?
Which movie could we watch together again and again?
If we opened a café together, who would be in charge of what?
What's the funniest misunderstanding we've ever had?
What song has to play on the drive home from a party?
Which of us would win a quiz on '90s pop music?
What's your favorite story about us, the one you always end up telling?
If we went on a road trip tomorrow, where would we drive?
What will we be doing in 30 years when we meet up on a Tuesday afternoon?
If we cooked dinner for the whole group tonight, what would we make?
Who in the group comes up with the plans, and who actually makes them happen?
What's the most useless thing we've ever spent money on together?
If we were a band, what would we be called?
Which of us will be famous first, and for what?
What's our best inside joke that nobody else gets?
What's the worst idea we ever said yes to?
Which board game always ends in a fight?
If we all lived in a shared house, who would never do the dishes?
What's the best meal we've ever had together?
Which of us would last the longest on Survivor?
If our friendship were a TV show, what would it be called?
Where should we go once we can finally afford it?
What do you like doing with me most when we have no plans?
Which of my habits could you never stand if we lived together?
What's the longest night we've ever had together, and how did it end?
What three words would you use to describe me to someone who's never met me?
Which photo of us would you hang on your wall?
What have you always wanted to try but never had anyone to do it with?
Which of us is best at keeping a secret?
Which party can we still talk about for hours?
If we spent a month at summer camp for grown-ups, which class would you take?
Which of our shared stories do you tell most often?
Which of us would make the best TV host?
What should we do the next time we have a whole weekend?
What song reminds you of us?
Which of us takes the best photos?
What was the first thing we ever laughed about together?

Depth: mediumA bit more personal

For when the conversation is flowing.

When have I helped you without knowing it?
What makes our friendship different from your other friendships?
When did you feel we really became friends?
Is there something you've been thinking about me that you've never said?
What's the best advice a friend has ever given you?
How have we changed since we met?
What would it take for you to turn down an invitation from me?
Which friend have you lost touch with, and how did it happen?
How can I tell you're having a bad day, even when you say everything's fine?
What's the hardest thing about being friends with me?
When have you been proudest of a friend?
What do you think we should do more of together?
Which of your friends is least like you, and why are you friends?
How often do friends need to see each other to stay close?
What have you learned from me that you use in your own life?
What turns a good friend into a best friend?
When did a friend last surprise you in a good way?
How have a partner, kids or a new job changed your friendships?
Which of your friends would you like to know better?
When were you last jealous of a friend?
What will we never agree on, but can still talk about?
What tradition should our group start?
Is there a friend you owe an apology?
What do you do when a friend needs you but you've got nothing left to give?
Which moment with me will you remember when we're old?
What would you miss most if I moved to the other side of the world?
How do you like to be comforted when things are going badly?
What do you think people think when they see us together?
Who holds our group together, and do they know it?
What's the difference between the friends you make as a kid and the ones you make as an adult?
When have you needed me the most?
What can I do that you wish you could?
How has our friendship changed over the years?
What do you appreciate most when we get together?
What should we get better at in our friendship?

Depth: deepDeep questions

Take your time. These are the ones people remember.

What has our friendship meant to you during a hard time?
Is there something you've needed from me but never asked for?
When have you felt alone even though you were with friends?
What are you afraid could break our friendship?
Which friendship has shaped you the most?
What has falling out with a friend taught you?
When did you last tell a friend that you care about them?
What do you wish your friends knew about you?
How do you feel about asking for help?
What side of you do only your closest friends get to see?
If you gave a speech about me and could only say one thing, what would it be?
When did a friend tell you something hard that you needed to hear?
What makes it hard for you to let new people in?
Who was there for you when things were at their hardest?
What do you think keeps a friendship alive for 50 years?
What have you never dared to ask me?
What kind of friend do you want to be when life gets busy?
What have you forgiven a friend for that was hard to forgive?
When did you last feel truly understood by a friend?
What does it mean to you to have someone who knew you before you grew up?
If our friendship ended tomorrow, what would you regret not saying?
When were you afraid of losing our friendship?
What have you never told me that you'd like to say now?
How can I be a better friend to you?
What does being a good friend mean to you?

100 cards in this deck.