50 Personal Questions To Ask A Guy

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50 Personal Questions To Ask A Guy

Whether it’s your boyfriend, an old friend, or someone you’ve just met, get to know them on a deeper level and feel more connected to them thanks to these personal questions to ask a guy.

personal questions to ask a guy

I’m sure you will love these personal questions to ask a guy as much as I do. Yes, it’s nice to ask funny or flirty questions while spending time together, yet nothing will bring you as close to him as asking more personal questions. You can save your favorite ones on your phone as an inspiration whenever you feel like quitting the small talk and getting a little bit more personal with a guy or with your boyfriend.


50 Personal Questions To Ask A Guy

  1. What is your biggest fear?
  2. What makes you laugh the most?
  3. What are you most grateful for in life?
  4. What do you consider your core values?
  5. What do you think your role is in this world?
  6. What’s your biggest regret?
  7. What’s something that worries you these days?
  8. What’s your favorite childhood memory?
  9. How would you spend your last day on earth?
  10. Do you give people second chances?
  11. What is something that gives you hope?
  12. Have you ever told a lie that you regretted?
  13. Do you believe in God?
  14. Do you believe in true love?
  15. How do you describe commitment?
  16. What’s your biggest insecurity?
  17. Are you afraid of death?
  18. When was the last time you cried?
  19. Did you ever get your heart broken?
  20. Do you want your own family someday?
  21. What makes you feel nostalgic?
  22. What’s the best gift you’ve ever received?
  23. What is your favorite family holiday tradition?
  24. Do you consider yourself to be an introvert or an extrovert?
  25. What do you consider the most beautiful quality in a human?
  26. What’s your favorite thing about being a man?
  27. Who do you admire most and why?
  28. Have you ever had a nickname? 
  29. Do you believe in marriage?
  30. What is the biggest compliment you can give someone?
  31. What five words would you use to describe yourself?
  32. What do you like them most about yourself?
  33. What did you want to be when you were little?
  34. What’s the most important quality in a friend for you?
  35. What’s the most important quality in a partner for you?
  36. How do you hope people describe you?
  37. Do you have the desire to be famous?
  38. What’s one of your goals for the upcoming year?
  39. Do you have a favorite memory?
  40. Who or what inspires you?
  41. What’s a dealbreaker for you in a relationship?
  42. What are you most proud of in life?
  43. What is a skill you’ve always wanted to learn?
  44. What is something that makes you really angry?
  45. What’s the toughest conversation you’ve ever had to have?
  46. What is your most terrible memory?
  47. Do you remember your first kiss?
  48. What is your dream vacation?
  49. How do you react when you’re upset?
  50. What’s the most spontaneous thing you’ve done lately?

You can spend a lot of time with someone yet still don’t know them too well. Asking the right questions can make the whole difference. So next time you’re spending time with your guy make sure to ask him a few of these personal questions and see your relationship get deeper and stronger than ever.