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50 Engaging Questions to Ask a Guy for Deeper, Meaningful Conversations

Thought-Provoking and Fun Questions

  1. If you could have dinner with any historical figure, who would it be?
  2. What’s one fictional character you relate to?
  3. Do you believe in fate, or do we control our destiny?
  4. What’s your favorite way to spend a weekend?
  5. What’s something you’ve never done but always wanted to try?
  6. If you could change one thing about the world, what would it be?
  7. Do you think people are inherently good or bad?
  8. What’s your most unforgettable childhood memory?
  9. What’s the best compliment you’ve ever received?
  10. If you could have any superpower, what would it be and why?

Use These Questions to Spark Deep and Meaningful Conversations

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Asking the right questions is a powerful tool for creating connections. Whether you’re getting to know someone new or deepening an existing bond, these questions provide the perfect foundation for engaging, meaningful conversations. So go ahead—explore these questions to ask a guy and see where they take you!

Staff
Staff
FaithIt staff contributed to this article.

9 Inspirational Stories of People Who Turned Their Lives Around

See the transformative power of God's love and grace in these 9 inspirational Christian stories of people who turned their lives around through faith.

Mother with Cancer Gets the Best Angry Customer Ever

A customer came in complaining that the cupcakes she bought were stale...

They Said His “Southern Accent” Made Him Sound “Unintelligent”–So He Apologizes with a Southern Flare

Chad Prather responds to haters with a smile and some sarcastic love--y'all are fixin' to love it!