1) How would you spend an extra $5,000?

2) What did you learn about yourself from previous romantic relationships you’ve had?

3) What mistakes have you made in past relationships?

4) What were your models for marriage, relationships, and gender roles? How did you see conflict handled?

5) Are you on your desired career path? If not, what are you doing to get there?

6) Do you believe in divorce? Why or why not?

7) What influence, if any, do you believe our families should have on our marriage?

8) What core values are you not willing to compromise?

9) Boundaries with exes? Do you stay friends with them?

10) What is important to you to know about my past relationships?

11) How do you want to spend the holidays?

12) How many children do you want to have?

13) If we were unable to get pregnant naturally, would you be open to other options? (IVF, fertility treatments, surrogacy, adoption, etc.)

14) Do you anticipate raising your children like you were raised?

15) When we have children, is it important to live near family?

16) What holidays/anniversaries/birthdays do we expect to celebrate by giving each other gifts?

17) What are your views on porn?

18) How do you define emotional and physical infidelity?

19) What is your favorite childhood memory?

20) What traditions would you like us to have with our own family?

21) What is your love language? (Acts of service, physical touch, words of affirmation, gift giving, quality time)

22) How do you see us handling conflict? What are your expectations?

23) What is the best piece of advice you have ever received?

24) What is your take on religion?

25) Do you believe in speaking the truth no matter how much it may hurt the other person?

26) What is something you don’t mind spending extra money on?

27) How would you describe your relationship with your parents?

28) What is one thing you’ve worked on or are working on to change your life?

29) When have you felt proudest of yourself?

30) What does an ideal relationship look like to you?

31) What is your biggest pet peeve?

32) What is your biggest insecurity?

33) When are you the happiest?

34) What is one thing you want to work on about yourself? (something you would actively like to do, not something you have no interest in being held accountable for)

35) What are your goals in the long-term relationship?

36) What is one thing you never want to have to let go of?

37) What is one thing people don’t know or appreciate about you?

38) What does your perfect date look like?

39) When you are in a bad mood, do you prefer to be alone or have someone cheer you up?

40) Are you happy with the level of intimacy we currently share?

41) What part do you picture me playing in your life in five years, if at all?

42) What sacrifices are you willing to make in a relationship?

43) Turn ons/ turn offs?

44) What are your “deal breakers” in a relationship?

45) Are you comfortable sharing an account or splitting money?

46) How often do you expect to eat out each week?

47) How will we divide household duties?

48) Will we have a budget every month?

49) Is there a certain dollar amount where you would like to talk about a purchase beforehand?

50) How many hours a week do you work?

51) What is your vision of work-life balance?

52) Has money ever been a stressor for you?

53) Do you have any debt? If so, how are you paying it off?

54) Is a Pre-nuptial agreement something that is important to you?

55) What should we do if we end up having mismatched sex drives in our marriage?

56) When one of us is not in the mood for sex, what should be communicated so that the other doesn’t feel rejected?

57) What boundaries can we make so that we don’t end up spending too much time on our phones?

58) What does self-care look like to you? How do you want to implement self-care into your life?

59) What topics do we deal with as a couple that we will not discuss with family and/or friends?

60) Are you willing to relocate for either one of our jobs, if so where?

61) What are ways in which we would like to financially invest in our marriage (vacations, date nights, seminars, etc.)

62.) Do you feel like I do my best to make you feel heard? What is one thing I can work on to become a better listener?