20 Questions

Questions to Ask Before Getting Engaged

Essential questions to discuss with your partner before taking the next step toward marriage, ensuring you're aligned on the most important aspects of life together.

1

What does marriage mean to you, and what are your expectations?

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Why this works

Ensures you both have compatible views on the meaning and purpose of marriage in your relationship.

2

How do you envision our future family, and do you want children?

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Why this works

Critical for long-term compatibility - children are a major life decision that affects everything else.

3

What are your financial goals and how do you handle money?

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Why this works

Money is a leading cause of marital conflict - understanding each other's financial values and habits is essential.

4

How do you handle conflict and what's your communication style?

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Why this works

Understanding how you both deal with disagreements helps you navigate challenges together effectively.

5

What are your career goals and how do you balance work and personal life?

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Why this works

Helps you understand each other's professional aspirations and how they might affect your relationship.

6

What role do you see religion or spirituality playing in our marriage?

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Why this works

Important for understanding how faith and values will influence your life together and family decisions.

7

How do you envision dividing household responsibilities and decision-making?

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Why this works

Helps establish expectations for daily life and ensures you're both comfortable with the division of labor.

8

What are your thoughts on where we should live long-term?

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Why this works

Location affects career, family, lifestyle, and support systems - important to be aligned on this.

9

How do you handle stress and what do you need for support?

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Why this works

Understanding each other's stress responses and support needs helps you be better partners during difficult times.

10

What are your expectations around intimacy and physical affection?

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Why this works

Physical intimacy is important in marriage - discussing expectations helps ensure compatibility and satisfaction.

11

How do you want to handle relationships with extended family and in-laws?

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Why this works

Family dynamics can significantly impact your marriage - it's important to discuss boundaries and expectations.

12

What are your thoughts on prenuptial agreements and financial planning?

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Why this works

Practical consideration that can protect both partners and clarify financial expectations and responsibilities.

13

How do you envision our social life and friendships changing after marriage?

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Why this works

Helps you understand expectations around maintaining individual friendships and building shared social connections.

14

What are your deal-breakers and non-negotiables in a relationship?

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Why this works

Important to understand each other's boundaries and what you absolutely cannot compromise on.

15

How do you want to handle major life decisions and changes together?

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Why this works

Establishes how you'll approach big decisions as a team and ensures you're both comfortable with the process.

16

What are your thoughts on therapy, counseling, or getting help when needed?

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Why this works

Shows openness to seeking help when challenges arise and ensures you're both comfortable with professional support.

17

How do you want to celebrate holidays and create traditions together?

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Why this works

Helps you understand each other's values around family traditions and how you'll blend your backgrounds.

18

What are your expectations around personal space and alone time?

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Why this works

Important for maintaining individual identity and ensuring you both get the space you need to thrive.

19

How do you envision our relationship evolving over the next 10, 20, 30 years?

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Why this works

Helps you both think long-term about your relationship and what you want to build together.

20

What makes you most excited about spending your life with me?

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Why this works

Ends on a positive note, reminding you both of what you love about each other and your relationship.

Pre-Engagement Conversations

Expert tips and techniques for getting the most out of these questions.

Preparing for Important Conversations

Choose the Right Time and Setting

Pick a time when you're both relaxed and can focus. Choose a comfortable, private setting where you can talk openly.

Approach with Openness

Come to these conversations with genuine curiosity and a desire to understand, not to convince or change each other.

Take Notes

Write down important points and any areas where you need to discuss further. These conversations are too important to rely on memory alone.

Essential Areas to Cover

Core Values and Beliefs

Religious and spiritual beliefs
Political views and social values
Family values and traditions
Life priorities and goals

Practical Life Decisions

Children and parenting approaches
Career and financial goals
Living arrangements and location
Division of household responsibilities

Relationship Dynamics

Communication and conflict resolution
Intimacy and physical affection
Social life and friendships
Personal space and independence

Having Productive Conversations

Listen Actively

Focus on understanding their perspective rather than preparing your response. Ask follow-up questions to clarify.

Share Your Own Thoughts

Be honest about your own views and feelings. This is about mutual understanding, not one person convincing the other.

Address Differences Constructively

Differences are normal and can be strengths. Focus on understanding each other's perspectives and finding common ground.

Further Reading

"101 Questions to Ask Before You Get Engaged" by H. Norman Wright
"The Seven Principles for Making Marriage Work" by John Gottman
"Getting the Love You Want" by Harville Hendrix

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