15 Date Night Questions for Couples to Cultivate Intimacy

Even with the best of intentions, date nights can quickly degenerate into coordinating schedules and complaining about stressors. Of course, such communication is essential for any healthy marriage. But the most successful dates usually involve connecting at a deeper level than day-to-day operations. On your next date, try out these questions to connect and cultivate a deeper level of intimacy. (*Pro-tip: when your partner is answering, look them in the eyes and listen to what they say.)

1. Describe in as much detail as you want what your perfect day would be like.
2. What are you most grateful for at this moment in your life?
3. If you could go back in time and tell your parents to do something differently in raising you, what would you tell them?
4. If you could instantaneously have one new ability or trait, what would it be and why?
5. What are you most proud of for us as a couple?
6. What do you think is the biggest challenge facing us as a couple in the next year?
7. What are three positive things you can say about me that would be difficult or impossible to say about anyone else?
8. If you were to die today, what would you most regret not having said to someone? What is keeping you from saying it at this point?
9. If your 18 year old self were sitting with us now, what three pieces of advice or encouragement would you give?
10. What was one of your favorite places to go when you were a child? What are some reasons that it was so special to you?
11. For those with children (or grandchildren): If you had to guess right now, what do you think each of our children will do for a career and why?
12. What are three conveniences in your life that you could not imagine doing without?
13. What are three things you could remove from your life that would make your life better?
14. When do you feel the most attracted to me?
15. What is one thing that we used to do that you would like to do again?

*Bonus question: 16. Are you concerned that internet pornography is damaging our relationship?

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