Conversation Starters for Meaningful Connection
Getting to know someone takes time and effort. We know it isn’t easy to truly understand someone, whether we’re trying to connect with a romantic interest, a close friend, or even a family member.
We built this list of conversation starters specifically to aid people trying to have meaningful interactions with their loved ones. These probably aren’t the first questions you would think to ask someone, and that’s the point! Our hope is that this list will help you connect by fostering vulnerable and important conversations that will help you walk away feeling closer than ever.
And as always, we extend a friendly Chatterbox invitation to upvote your favorites!
- What controversial opinions do you enjoy sharing with others?
- If you could time travel back to an earlier time in your life, where would you visit and what would you do?
- What beliefs keep you from getting into trouble?
- If you met your hero, what question would you ask?
- What’s the best mistake you ever made and why?
- If people came with a warning label, what would yours be?
- What compliments do you struggle to believe?
- As a child, what rules were made to be broken?
- What would it take to remove the biggest obstacle between you and your goals?
- How do you best receive criticism?
- What do you think society owes its citizens?