Discover your partner with these 50 date night conversation starters

Here at Cupla, we are firm believers in the role that date night conversation starters can play in creating amazing date nights and keeping the spark alive in a partnership.

They help partners communicate, connect, and bond on a deeper level. By having open and meaningful discussions, couples can deepen their understanding of each other and strengthen their emotional connection. Regularly engaging in new conversations on date night also helps couples to stay on the same page, work through challenges and keep their relationship fresh and exciting.

So why not try incorporating these date night conversation starters into your relationship, and enjoy a strong and healthy relationship with greater intimacy and connection. Here are 50 of our favorites:

1. What is the best vacation you’ve ever taken and why?
2. If you could have dinner with any historical figure, who would it be and why?
3. What’s a hobby or interest of yours that you’ve been meaning to explore more?
4. What’s something you wished you learned as a child?
5. What is something you’re currently reading or watching that you’re really enjoying?
6. If you could live anywhere in the world for a year, where would you go and why?
7. If you could have any job in the world, what would it be and why?
8. What’s a book, movie or TV show that you recently enjoyed and would recommend to me?
9. What’s your favorite childhood memory and why it holds a special place in your heart?
10. What’s something you’ve learned recently that you found interesting or surprising?
11. If you were a natural disaster, what would you be and why?
12. What’s your favorite memory from our relationship so far?
13. If you could relive one moment from our relationship, which would it be?
14. What’s one thing you’ve always wanted to try, but haven’t yet?
15. What’s your favorite love song and why does it resonate with you?
16. What’s your favorite hobby or pastime?
17. If you could learn a new skill, what would it be?
18. What’s your favorite food and why do you love it so much?
19. If you could live in any time period, which would it be and why?
20. What’s your favorite outdoor activity?
21. What’s your favorite indoor activity?
22. If you could have any pet, what would it be and why?
23. If you could have any superpower, what would it be and why?
24. If you could meet any famous person, who would it be and why?
25. Would you ever have a ‘hall pass’ list? Why/ why not?
26. Who would be on your ‘hall pass’ list?
27. What was the last thing that made you laugh?
28. What is one of your biggest life goals?
29. What is your favorite thing about our relationship?
30. What’s something you thought when we first met that you no longer believe to be true?
31. If you were given a million dollars and had to spend it in one week, how would you spend it?
32. How would that answer change if you had a year to spend it?
33. What’s the best quality, attribute or value that you inherited from each of your parents?
34. What’s the worst quality, attribute or value that you inherited from each of your parents??
35. What’s the most illegal thing you’ve gotten away with?
36. What’s something you believed as a child that makes you laugh now?
37. What is one of your favorite things about our personal growth and self-improvement efforts?
38. What is your favorite way to spend a day off work?
39. What is your favorite way to spend a lazy Sunday?
40. What is your favorite family tradition?
41. What is one of your hidden talents?
42. What is one thing you’re afraid of and why?
43. If you could change any one of my habits which one would it be and why?
44. What’s one thing that surprised you about me when you first got to know me?
45. If you could only keep 5 possessions, what would they be and why?
46. If you could witness any historical moment first hand what would it be and why?
47. What is a piece of history, that upon learning it, has changed your perspective on humanity?
48. If you could change one event from your past, what would it be and why?
49. If you could have any job for just one day, what would it be and why?
50. What is something you believe in strongly, even if others may not agree with you?

Like one (or all!) of these date night conversation starters? Add them to your Cupla To-Do list to share it with your partner instantly and keep track of all the awesome that’s still to come. Or if you’re ready to book it a date night right now, use the app’s automatic date night time finder to set up a slot that works for both you and your partner instantly.

What’s that? You’re not using Cupla yet? Well here’s a great excuse to try it. You can trial Cupla, the dedicated couple’s shared calendar app, for free on iOS or Android.