As a parent, you hold a unique and powerful role in your son’s life. Your words, your presence, and the questions you ask can shape his heart, guide his character, and deepen your relationship. Many sons long for their parents, to take a genuine interest in their thoughts, struggles, and dreams. By asking intentional questions, you can open the door for meaningful conversations and strengthen the bond between you and your son.

The Bible reminds us of the importance of parental guidance and communication: “Train up a child in the way he should go: and when he is old, he will not depart from it.” (Proverbs 22:6, KJV)

Here are 30 thoughtful questions your son longs for you to ask him. These questions will help you better understand his heart, encourage his faith, and support his journey toward becoming a godly man.

Questions About His Relationship with God

1. What has God been teaching you lately?
2. Do you have any questions about the Bible that you’d like us to explore together?
3. How can I pray for you this week?
4. Have you faced any challenges in living out your faith?
5. Do you feel confident sharing your faith with others? Why or why not?
6. What’s your favorite Bible verse, and why?
7. When do you feel closest to God?
8. What’s one thing about Jesus that amazes you?
9. How do you think God wants to use your life for His glory?
10. What’s one thing you’d like to understand better about God’s plan for you?

The Bible encourages parents to lead their children spiritually: “And these words, which I command thee this day, shall be in thine heart: And thou shalt teach them diligently unto thy children, and shalt talk of them when thou sittest in thine house, and when thou walkest by the way, and when thou liest down, and when thou risest up.” (Deuteronomy 6:6-7, KJV)

Questions About His Heart and Emotions

11. What’s been bringing you joy lately?
12. Is there anything that’s been making you feel anxious or worried?
13. What’s one thing you wish I understood about you?
14. Do you ever feel like you can’t talk about something? Why?
15. When was the last time you felt really encouraged?
16. What’s something that has been hard for you recently?
17. How do you feel when you make a mistake, and how can I support you?
18. Is there anything you need help with but haven’t asked for?
19. When do you feel most loved and appreciated?
20. What’s one thing I could do to be a better parent to you?

The Bible reassures us that God cares about our emotions: “Casting all your care upon him; for he careth for you.” (1 Peter 5:7, KJV)

Questions About His Dreams and Aspirations

21. What are your biggest dreams for the future?
22. If you could do anything and knew you wouldn’t fail, what would it be?
23. What do you feel most passionate about?
24. How can I support you in reaching your goals?
25. Do you feel like God has put a special calling on your life?
26. What’s something new you’d like to learn or try?
27. If you could change one thing about the world, what would it be?
28. What’s a skill or talent you’d like to develop?
29. Who inspires you, and why?
30. What legacy do you want to leave behind?

God has great plans for our children, and He calls them to live with purpose: “For I know the thoughts that I think toward you, saith the Lord, thoughts of peace, and not of evil, to give you an expected end.” (Jeremiah 29:11, KJV)

Asking your son meaningful questions isn’t just about getting answers—it’s about showing him that you care, that you value his thoughts, and that you’re always there for him. These conversations can help guide him toward a strong faith, a resilient heart, and a future filled with hope. Keep pursuing his heart, listening with love, and pointing him to Christ. Your investment in his life today will bear fruit for years to come.

Take the time to start these conversations. You might be surprised by the depth of your son’s thoughts and the opportunity you have to shape his journey toward godly manhood.