Questions to Ask Your Friends — Free Conversation Starters Online

Decks in this category

Deep Questions for Friends

For the friends you see constantly and somehow never really talk to.

1. What's the best thing happening in your life right now?
2. What do you think we bonded over originally?
3. What's a memory of us you still bring up?
4. What's something you've started doing that you like about yourself?
5. What do you think I don't know about your life right now?
6. When was the last time you felt genuinely low?
7. What's something you've been dealing with alone?
8. What do you need from your friends that you don't ask for?
9. What's the loneliest period of your life been?
10. What do you carry from your childhood that still shapes you?
11. What's something you've never forgiven yourself for?
12. Who has hurt you most, and have you told them?

All 60 deep questions for friends →

Funny Conversation Starters

Questions that get a laugh first and an actual answer second.

1. What's the worst haircut you've ever paid for?
2. What's a completely useless skill you're proud of?
3. What's the most embarrassing thing you've done sober?
4. What food would you ban from existence?
5. What's the most unhinged thing in your search history?
6. What's a lie you told as a child that spiralled?
7. What's the worst job interview you've had?
8. What's something you did that you can't believe you got away with?
9. What's a secret you'd tell only if this room forgot it tomorrow?
10. What's the most humiliating moment you've never told anyone?
11. What's something you did purely out of spite?
12. What's the worst thing you've thought about someone who was being nice to you?

All 60 funny conversation starters →

Text Conversation Starters

Openers that survive contact with a phone screen.

1. Random question — what's the best thing you've eaten this week?
2. Settle something for me: is a hot dog a sandwich?
3. What are you supposed to be doing right now instead of reading this?
4. Give me one recommendation — anything, your choice.
5. How are you actually, not the version you text everyone?
6. What's been the hardest part of this week?
7. What's been on repeat in your head this week?
8. What do you need more of at the moment?
9. What are you thinking about at this hour?
10. What's the thing you'd say if there were no consequences?
11. What keeps you up when the phone finally goes down?
12. What's something you've never told me?

All 60 text conversation starters →

Three levels deep