Deep Questions to Ask Your Partner

Small talk keeps a relationship running; deep questions keep it growing. These are the ones that get past “how was your day” and into what you each actually value, fear and hope for. Ask one on a slow evening or a long drive and see where it takes you.

1. 1What does a good life look like to you five years from now?
2. 2What value did you grow up with that you want us to keep?
3. 3What's a dream you've been a little afraid to say out loud?
4. 4What does the word 'home' really mean to you?
5. 5If money were no issue, how would you spend your days?
6. 6What do you most want to be remembered for?
7. 7What's something you want to be braver about?
8. 8What kind of partner do you most want to be for me?
9. 9Where do your beliefs about love come from?
10. 10What's a small dream we could start working toward this year?
11. 11What's a skill you've always wanted us to learn together?
12. 12What does success look like to you, beyond money?
13. 13What part of yourself do you most want to grow into?
14. 14If we had a free year to do anything, how would we spend it?
15. 15What's a cause or idea you'd love us to care about together?
16. 16What belief have you changed your mind about since we met?
17. 17What does loyalty mean to you in a relationship?
18. 18What's a habit you'd like us to build together?
19. 19What's a fear about life you rarely talk about?
20. 20What kind of family or home life do you dream of?
21. 21What's something you'd love to be known for among the people close to us?
22. 22What do you need most to feel free in this relationship?
23. 23When do you feel most like the person you want to be?
24. 24What's a dream from childhood that's still alive in you?
25. 25What's something money can't give us that you value most?
26. 26What do you hope our relationship teaches you about yourself?
27. 27What does a meaningful day look like for you?
28. 28What's something brave you'd love to try this year?
29. 29What value do you most want us to pass on to others?
30. 30What's a promise to yourself you're still keeping?
31. 31What's one dream you've never told anyone about?
32. 32What does the word "home" mean to you?
33. 33Who do you admire most, and what is it about them?
34. 34If money wasn't a worry, how would you spend your days?
35. 35What's something you're proud to believe in?
36. 36What's a small thing that always makes life feel good to you?
37. 37What does success actually mean to you these days?
38. 38If you had to choose between more money and more time, which would you take?
39. 39What's a cause you genuinely care about, even if you don't talk about it much?
40. 40What's one thing you'd never compromise on, no matter what?
41. 41What's a belief you held strongly when you were younger but have since changed your mind about?
42. 42Is there a place in the world you dream of living one day?
43. 43What's a belief you've changed your mind about as you've grown?
44. 44What gives your life the most meaning right now?
45. 45What's a fear about the future you carry quietly?
46. 46When all is said and done, what do you want people to remember you for?
47. 47Is there a dream you quietly let go of? Do you ever miss it?
48. 48What kind of life would make you feel you'd lived it fully?
49. 49What part of who you are do you hope we pass on to the people we love?
50. 50If you imagine us old together, what do you hope we still have?