Date night: 01/11/2025

Here are 20 “what if” questions to spark honest, fun, and deep chats together:

  1. What if we had to move to a new city in 30 days—where would you pick and why?
  2. What if one of us lost our job—how would we handle money and morale together?
  3. What if we won R1 000 000—what are the first three things we’d do with it?
  4. What if we couldn’t use our phones for an entire weekend—how would we spend it?
  5. What if our families wanted totally different plans for the same holiday—how would we decide?
  6. What if we disagreed about having kids (or when to have them)—what steps would we take to align?
  7. What if an elderly parent needed to live with us—what boundaries and roles would we set?
  8. What if one of us got a dream job in another country—would we do long-distance, and for how long?
  9. What if we started a small business together—what would it be and who does what?
  10. What if one of us went through a big shift in beliefs or values—how would we navigate that?
  11. What if one of us faced a serious health issue—what does support look like day to day?
  12. What if we had 24 hours to plan a surprise date for each other—what would you plan for me?
  13. What if we realised we argue about money—what budgeting system would we try first?
  14. What if our best friends didn’t get along with the other partner—how would we handle it?
  15. What if we could time-travel to our first week together—what advice would you give us?
  16. What if our love languages are opposites—what small adjustments would help us both feel loved?
  17. What if our household chores suddenly doubled—how would we divide and conquer?
  18. What if we adopted a pet—what kind, and what house rules would we set?
  19. What if we had one totally free, responsibility-free weekend—what’s our ideal itinerary?
  20. What if a recurring argument popped up again—what’s our “pause and reset” signal and plan?

Here are 10 “why I love you” questions to spark sweet, specific answers:

  1. Why do you choose me on ordinary days—not just the special ones?
  2. Which little quirks of mine do you love, and why?
  3. Why did you first fall in love with me, and what keeps that love growing now?
  4. Why do you feel safe/seen when we’re together?
  5. Why do our differences make us better as a couple?
  6. Which everyday things I do make you feel most loved, and why?
  7. Why do you believe in our future—what do you see for us?
  8. What challenge we faced made you love me more, and why?
  9. Which of my values or habits do you admire, and why?
  10. Why is loving me worth the effort on hard days?