Tell Me More – Icebreakers

Bring people closer with 52 icebreaker prompts designed to spark joy and genuine interactions in everyday conversations.

When you’re just getting to know each other, there’s so much more to find out—and more to learn and appreciate about each other.

Inside this box are 52 conversation-starter questions to connect with anyone you’re beginning to know—whether in a classroom, community group, team-building activity, or any gathering. Each question invites more laughter, more understanding, and a more meaningful connection.

Play as a game and tally up points (instructions included), or use the cards casually to spark conversation. However you play, you’ll learn something new about each other every time.

Perfect for first dates, retreats, or book club meetings, these fun and creative questions open the door to upbeat conversations that don’t often happen in everyday life.

Sample questions include:

• What’s a niche subject you’re particularly fascinated by?
• If you won a large sum of money and had to give it all away, who or where would you give it to?
• What’s the most recent thing you did or tried for the first time?