Our Favourite Conversation Starters

Light-Hearted Questions


  1. Go to your happy place in your mind and describe it. Where are you? Who are you with? What does it feel like?
  2. What’s the greatest adventure you’ve ever been on?
  3. What was the last moment that took your breath away? Why?
  4. Where would you like to live? Why? Dream big!
  5. How important is money to you? What did your parents teach you?
  6. Describe what a perfect day looks like for you.
  7. What would you like to be known for if you became famous?
  8. How do you like others to show you that they love you?
  9. What was your favorite childhood game? How do you incorporate play into your life now?
  10. What’s something you’re enjoying most about this time in your life? Why? (Being grateful reduces anxiety & stress).
  11. What animal best represents your personality?
  12. What is something that makes you laugh no matter what?
  13. Describe one of your favorite teachers.
  14. Share your most embarrassing moment and why.
  15. What was one of the most memorable weddings you’ve attended? Why?

Compatibility Questions/Building A Closer Bond


  1. Where would you put extra money if you had it? Savings, experiences, or material objects? Why?
  2. What personality traits in others do you have the hardest time with? (These can often be a reflection of traits you don’t like about yourself).
  3. What are the most important qualities in a marriage? (Kindness, respect, etc.)
  4. What do you think could be an obstacle to overcome to have a successful relationship?
  5. What is one thing you wish more people understood about you?
  6. What are you really good at?
  7. What does your partner do that turns you on the most?
  8. Describe the perfect weekend getaway with your partner.
  9. What achievement are you most proud of accomplishing?

The Deep Stuff


  1. How would you like your partner to support you in achieving your goals?
  2. Do you like children? Would you want children of your own?
  3. What does family mean to you?
  4. What are the most important core values you’d like to share with your partner? Here’s a list of core values to help you out.
  5. How do you express yourself when you’re really upset? What do you think is the best way to respond?
  6. How do you handle rejection?
  7. What did you want most as a child that you didn’t receive? (Ex. to be heard, safe, understood). **Your partner can take note that this is one of the things you long for in a relationship.
  8. What do you hope people will say about you and your life accomplishments at your funeral?
  9. What is a painful memory that has had the most impact on who you are today? How did that invite you to grow?
  10. What is something you’ve always dreamt of doing but haven’t done yet? What will it take to do it?
  11. If you could see into your future what is one thing you would want to know? Why?
  12. If you could change anything about the way you were raised, what would it be? (None of us had perfect childhoods).
  13. What is one of your favorite childhood memories?
  14. Which friend do you feel closest to? What do you love about them? (Our friends often mirror our values & priorities).
  15. What question do you wish you had the courage to ask your mom or dad?
  16. If your partner received the job offer of their dreams and it required relocating, how would you respond?

About Today


  1. What are two things that happened today and how did you feel about them?
  2. What are you grateful for today?
  3. Try to retell your partner’s day from beginning to end (what they did, etc.).

Let us know which ones sparked conversation for you!