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The Fallible Man

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A Different Kind of Man a different kind of Lifestyle

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  • Writer's pictureD Brent Dowlen

26 Essential Conversations to Have Before You Say “I Do”


Couple Having a Conversation

Marriage is one of the most significant commitments you'll ever make in your life. It's more than just a ceremony or a legal bond; it's a lifelong partnership that will define your future. So, you’ve met an amazing woman, and she might very well be "the one." But before you take that monumental step of saying “I do,” there are critical conversations you need to have. These discussions aren't just about surface-level preferences but about core values, life goals, and how you both envision your future together.

 

In this blog, I'll share with you 26 crucial conversations every couple should have before they walk down the aisle. These conversations, rooted in my experience as a husband of 23 years, a former youth minister, and a pre-marital counselor, can help you avoid the pitfalls that cause many relationships to crumble.

 

 1. What Does Forever Mean to You?

Understanding each other’s definition of "forever" is foundational. Does it mean sticking together no matter what, or does it allow for separation under certain circumstances? If you both don’t share the same definition, your relationship could be on shaky ground.



 
 

 

 2. What Role Does Faith Play in Your Life?

Faith can be a cornerstone of your life and relationship. Discussing your beliefs, how important they are to you, and how they will influence your life together is crucial. Misalignments here can lead to significant conflicts down the road.

 

 3. How Do You Feel About Friendships with the Opposite Sex?

This conversation helps set boundaries. How do you both feel about maintaining friendships with exes or close friends of the opposite sex? It's important to clarify comfort levels and expectations.

 

 4. What Are the Boundaries of a Healthy Sex Life?

A healthy sexual relationship is vital in marriage. However, "Yes, please," is not an adequate answer to this question. Discussing what each of you expects and is comfortable with can prevent misunderstandings and frustrations later on.

 

 5. Do You Want Children? If So, How Many?

This is a non-negotiable topic. If one of you wants children and the other doesn’t, it could lead to heartache. Furthermore, discussing the number of children and the type of upbringing you envision is equally important.

 

 6. What Does Parenting Look Like for Us?

This discussion includes whether one of you will stay at home, if daycare is an option, and how you both envision raising your children. Clarity here is vital to avoid future disagreements.

 

 7. What Are Your Dreams for the Future?

If she values security and you’re a risk-taking entrepreneur, conflicts could arise. Understanding each other’s life goals and dreams will help you align your paths and support one another.


Couple Having a Conversation 2

 


 8. How Do We Spend Our Free Time?

Whether it’s hobbies, travel, or relaxation, discussing how you both like to spend your free time will help you understand each other’s needs for downtime and togetherness.

 

 9. How Important Are Holidays and Birthdays to You?

Holidays and birthdays can carry significant emotional weight. Knowing which occasions are important and how you each expect to celebrate them will prevent disappointments.

 

 10. How Will We Celebrate the Holidays?

Beyond which holidays are important, discuss how you will celebrate them. Will you spend time with each other's families? Will you create your own traditions?

 

 11. What Does a Normal Year Look Like for Us?

This conversation involves planning the rhythm of your life together. Will you take yearly vacations? Will weekend trips to visit family be a regular occurrence?

 

 12. What Are Familial Expectations?

How often do you visit family? Are you expected at certain events and holidays? Understanding each other’s family dynamics and expectations is crucial.

 

 13. What About Christmas?

This holiday, in particular, has been the root of many marital conflicts. Get clear on how you both want to celebrate Christmas and with whom. Aligning on this can save you from future disagreements.

 

 14. Where Do You Want to Live?

Discussing your ideal living situation and whether you’re open to moving is essential. If one of you dreams of living in a big city while the other wants a quiet rural life, compromises will need to be made.

 

 15. What Is Your Current Financial Status?

Being transparent about debts, savings, and financial habits is crucial. You need to know what you’re buying into and be on the same page about managing money.

 

 16. What Are Your Core Values and Beliefs?

Core values and beliefs are the foundation of who you are. Understanding each other’s values will help you build a life together that reflects what’s most important to both of you.

 

 17. Are There Any Health Concerns I Should Know About?

Honesty about health issues, including those that run in your families, is necessary for making informed decisions about your future.

 

 18. What Are Your Views on Parenting and Discipline?

Aligning on parenting styles, including discipline, is crucial. Misalignment here can cause significant tension and conflict.

 

 19. How Do You See Managing Money?

Whether you’ll have joint or separate accounts, your spending habits, and how you’ll handle investments should all be discussed. Financial discord is one of the leading causes of marital strife.


Couple Having a Conversation 3

 

 20. How Will We Handle Conflict in Our Marriage?

Every marriage has its conflicts. Discussing how you’ll approach disagreements and ensure healthy communication is key to resolving issues without lasting damage.

 

 21. What Are Your Deepest Fears?

Understanding each other’s deepest fears, whether it's abandonment, infidelity, or something else, will help you support one another and avoid triggering those fears.

 

 22. How Do We Deal with Our In-Laws?

Navigating relationships with in-laws can be challenging. Discussing boundaries and expectations with each other will help you avoid potential conflicts.

 

 23. What Happens When Our Parents Get Older?

Talking about how you’ll handle aging parents, including whether you’ll care for them yourselves or seek other options, is an important discussion to have sooner rather than later.

 

 24. How Will We Prioritize Each Other?

Life gets busy, and it’s easy to take each other for granted. Discussing how you’ll ensure your relationship remains a priority will help you maintain a strong connection.

 

 25. Do We Agree on the Division of Labor?

Whether it’s household chores, finances, or childcare, agreeing on who does what will prevent resentment from building up.

 

 26. When Do You Feel the Most Loved by Me?

Knowing what makes each other feel loved and appreciated is vital for maintaining intimacy and connection.

 


These 26 Essential Conversations to Have Before You Say “I Do”

You may have already had some of these conversations, but it’s likely you haven’t covered them all. This checklist is designed to guide you as your relationship deepens, allowing you to integrate these discussions naturally rather than overwhelming each other with all of them at once. Remember, if you want a shot at happily ever after, make sure you cover these topics before you say, “I do.”



 
If you want to check out the episode this list came from you can Listen to it on any Podcast platform or right here!



Or Watch it Here or on YouTube




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