Skip to content Skip to footer

Conversation Starters: 36 Questions for Better Conversations

One question. Several different worlds.

Leave with a new story. Or a new way to see things.

Free conversation cards for dinner, a first meeting or a group catch-up. Pick a direction, take turns and follow your curiosity. No account required.

What would you like to discover?
1 of 12

What small thing did you try for the first time recently?

The Weekend Club · Conversation Cards

How to play

  1. Choose a direction and let one person read the card.
  2. Anyone can pass. Share only what feels comfortable.
  3. Try one follow-up: “What happened next?” or “What changed your mind?”

Give your next weekend a new story.

Try a shared brunch with people beyond your everyday circle. Check the app for available cities, dates and prices.

Explore The Weekend Club

All 36 conversation starters

New stories · 12
  1. What small thing did you try for the first time recently?
  2. If you had three extra hours this weekend, what would you try?
  3. What place helped you see your own city differently?
  4. What hobby would you happily be a beginner at?
  5. What have you saved for later but not actually tried?
  6. Which travel story do you tell most often, and why?
  7. What small place would you love to show this group?
  8. What unexpected favourite did you discover through a recommendation?
  9. What everyday skill do you really admire in other people?
  10. What could you do this week that would give you a new story?
  11. What is the first thing you would do with a completely open day?
  12. Did a place you lived leave you with a habit you still have?
Fresh perspectives · 12
  1. What idea recently made you pause and reconsider something?
  2. What do outsiders often misunderstand about something you know well?
  3. What useful small thing did someone with a different background teach you?
  4. What did you once dislike but have come to appreciate?
  5. Whose kind of work would you like to observe for a day?
  6. What did you learn recently that you could teach us in one minute?
  7. What question would you answer differently than five years ago?
  8. In what situations do new ideas tend to come to you?
  9. What would you like to understand but do not know where to start?
  10. What have you read, watched or heard that is worth discussing?
  11. If you could borrow one everyday habit from someone, what would it be?
  12. What would you like people to ask about beyond your job?
New possibilities · 12
  1. What are you exploring right now without having an answer yet?
  2. What small project would you like to make outside work?
  3. What would you ask someone from a different industry?
  4. What small experiment turned out differently than expected?
  5. What skill are you more interested in learning than last year?
  6. How would you test an idea over just one weekend?
  7. Has an unexpected conversation ever shown you another option?
  8. What experience of yours might be useful to someone else?
  9. What would you rather explore with someone than figure out alone?
  10. What kind of work or lifestyle are you curious about lately?
  11. Before making a decision, whom would you like to ask what?
  12. What new question would you like to leave this conversation with?

Before you start

Who are these questions for?

Adults meeting for the first time, friends catching up, or small groups sharing a meal. Choose the topics that suit the people present.

Do I need an account?

No. You can use these cards without signing up. Exploring or booking a The Weekend Club brunch is a separate step.

Do these questions guarantee a connection?

No. They offer a starting point. Respect a pass, avoid pushing for personal details and let the conversation develop naturally.

Original conversation prompts by The Weekend Club. No personal answers are collected by this tool.