April 2024

40 Questions to Ask Your Fiancé to Deepen Your Relationship

Deepen your connection with your fiancé by exploring insightful questions that reveal his motivations, experiences, and evolving views on love and the future.

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Wonder how well you actually know about your partner? We’ve compiled a list of deep and meaningful questions to ask your fiancé. And perhaps as a wedding gift, you may want to get him a Remento book to capture these stories into a memory book. 

Here are our top picks: 

  • Best Question About Him: What makes you get up in the morning?
  • Best Question on Love: How have your views on love and marriage changed as you've gotten older
  • Best Question About The Future: What do you most look forward to in the future?
  • Best Question on Career: What are the three qualities that got you where you are today?

Questions About Themselves

  1. What makes you get up in the morning?
  2. What brings you the greatest happiness?
  3. What are you passionate about?
  4. What would be your perfect day?
  5. What are the most important lessons you've learned about home?
  6. What was your greatest achievement?
  7. What was the lowest moment of your life?
  8. What was the biggest lesson you learned?
  9. How do you define your own ethnicity?
  10. Describe the most beautiful place you’ve ever been to.
  11. What are your life goals?

Questions About Love

  1. How do you define love?
  2. Tell the story of your worst broken heart.
  3. How has your sexuality changed over the years?
  4. How have your views on love and marriage changed as you've gotten older.
  5. Do you believe in love at first sight?
  6. What makes a great relationship?
  7. What makes a terrible relationship?
  8. How do you know when you have found the one?
  9. Do you believe in love at first sight?
  10. What is your most memorable date?
  11. How many dates does it take to get to know if you want to give it a go?
  12. Talk about your all-time worst date.
  13. Talk about a high school sweetheart?
  14. How has love transformed you?

Questions About The Future & Past

  1. What’s the best thing about getting older?
  2. What do you dislike about getting older?
  3. What do you hope for the future?
  4. What do you most look forward to in the future?
  5. Talk about something that scares you about the future.
  6. Where do you see yourself in five years?
  7. How would you like to spend the rest of your life?

Questions About Career

  1. How do you define success?
  2. Looking back on your career, talk about something you regret.
  3. Looking back at your career, what do you feel you accomplished?
  4. Talk about a time in your career when you hurt someone to get ahead.
  5. Talk about a moment in your career that you felt like giving up.
  6. What are the three qualities that got you where you are today?
  7. What are the most important lessons you've learned from your career?
  8. What about your career do you look back on most fondly?
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An older woman with short gray hair, sitting comfortably on a white couch, smiling warmly while holding a pink book titled 'Claudette's Best Stories' with a black-and-white photo on the cover. The cozy living room features soft lighting and a large window in the background.

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