20 Questions

101 Questions to Ask Before You Get Engaged

Essential questions to explore compatibility, values, and future goals before making the commitment to marriage.

1

What does marriage mean to you?

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Why this works

Understanding each other's fundamental views on marriage helps ensure you're aligned on the core purpose and expectations of the relationship.

2

How do you handle conflict and disagreements?

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Why this works

Learning about conflict resolution styles helps you understand how you'll navigate challenges together and build a healthy communication foundation.

3

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

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Why this works

Financial compatibility is crucial for a successful marriage, so understanding spending habits, saving goals, and financial values is essential.

4

Do you want children? If so, how many and when?

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Why this works

This is a fundamental life decision that can't be compromised on, so it's crucial to be aligned on family planning and parenting philosophies.

5

How do you envision dividing household responsibilities?

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Why this works

Understanding expectations about domestic duties helps prevent resentment and ensures both partners feel the relationship is fair and balanced.

6

What are your career aspirations and how do they align with family life?

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Why this works

Career goals can significantly impact family dynamics, so understanding each other's professional ambitions helps plan for the future together.

7

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

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Why this works

Understanding stress responses and support needs helps you be a better partner during difficult times and build emotional intimacy.

8

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

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Why this works

Spiritual beliefs can deeply influence values, traditions, and life decisions, so alignment on this topic is important for long-term harmony.

9

How do you want to handle holidays and family traditions?

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Why this works

Family traditions and holiday expectations can be sources of conflict, so discussing these early helps create a plan that works for both families.

10

What are your views on intimacy and physical affection?

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Why this works

Physical intimacy is an important part of marriage, so understanding each other's needs and expectations helps maintain a healthy relationship.

11

How do you want to handle disagreements with in-laws?

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Why this works

In-law relationships can be challenging, so establishing boundaries and communication strategies early helps prevent future conflicts.

12

What are your thoughts on prenuptial agreements?

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Why this works

While not romantic, discussing financial protection and expectations can actually strengthen trust and prevent future misunderstandings.

13

How do you want to handle major life decisions together?

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Why this works

Understanding decision-making processes helps ensure both partners feel heard and valued in important choices that affect your shared life.

14

What are your expectations about personal space and alone time?

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Why this works

Balancing togetherness with independence is crucial for a healthy marriage, so discussing these needs helps maintain individual identity within the relationship.

15

How do you want to handle social media and privacy in our relationship?

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Why this works

Digital boundaries and privacy expectations can affect trust and intimacy, so discussing these helps establish healthy online relationship norms.

16

What are your views on therapy and seeking help when needed?

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Why this works

Understanding attitudes toward professional help ensures you can support each other's mental health and relationship growth throughout your marriage.

17

How do you want to handle major purchases and financial decisions?

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Why this works

Financial decision-making processes affect daily life and long-term security, so alignment on these approaches helps prevent money-related conflicts.

18

What are your expectations about maintaining friendships outside the marriage?

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Why this works

Balancing marital intimacy with external relationships is important for individual fulfillment and social support, so discussing these boundaries is crucial.

19

How do you want to handle career changes or relocations?

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Why this works

Major life changes require mutual support and decision-making, so understanding each other's flexibility and priorities helps plan for the future.

20

What are your thoughts on aging and caring for elderly parents?

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Why this works

Family caregiving responsibilities can significantly impact your relationship and finances, so discussing these expectations helps prepare for future challenges.

Pre-Engagement Conversation Guide

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

Having Meaningful Conversations

Create a Safe Space

Choose a comfortable, private setting where you can both be honest and vulnerable without distractions or time pressure.

Listen Without Judgment

Focus on understanding your partner's perspective rather than immediately responding or trying to change their mind.

Take Breaks When Needed

These conversations can be intense, so it's okay to pause and return to topics later if emotions become overwhelming.

Key Areas to Explore

Core values and life goals
Financial habits and expectations
Family planning and parenting styles
Career aspirations and work-life balance
Conflict resolution and communication styles
Religious and spiritual beliefs
Intimacy and relationship needs
Future dreams and aspirations

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