wikiHow Questions to Start a Deep Conversation with your Partner Here are 20 questions to bring about a deep conversation with your partner: 1. What are your core values and beliefs? 2. What motivates and inspires you in life? 3. What are your goals and aspirations for the future as a couple? 4. What are some experiences that have shaped who you are as individuals and as a couple? 5. What is a personal challenge you have faced and how did you overcome it together? 6. What are your thoughts on love and relationships? 7. What is something you believe in strongly and why? 8. What are your fears and insecurities as a couple? 9. What is your idea of happiness and how do you strive to achieve it together? 10. What is a memorable experience from your time as a couple? 11. What is a difficult decision you have had to make as a couple and how did you handle it? 12. What are some things you would like to learn or experience together in the future? 13. What is your idea of a perfect day as a couple? 14. What is a cause you are passionate about as a couple and why? 15. What is a personal accomplishment you are proud of as a couple and why? 16. What is a place you'd like to visit as a couple and why? 17. What is a favorite book, movie, or song that has had an impact on your relationship? 18. What is a tradition or ritual that is important to you as a couple? 19. What is a lesson you have learned as a couple that you'd like to pass on to others? 20. What do you appreciate about each other and why? Page