“70 ‘What If’ Questions for Couples” offers a creative and intriguing way to explore possibilities and scenarios that might not come up in everyday conversation. This series of hypothetical questions is designed to spark imagination, provoke thought, and lead to deep discussions about values, dreams, and the unknown.
From the fun and whimsical to the serious and profound, these questions allow you to envision various futures together and understand each other’s perspectives more fully. Whether you’re curled up at home or on a long drive, these questions are perfect for connecting on a deeper level and adding a playful twist to your discussions. Dive into this engaging exploration of “what ifs” and discover new dimensions of your relationship.
Dream Scenarios
Let your imaginations run wild with these whimsical questions designed to explore fantastical and dream-like scenarios. This section invites both of you to think creatively and share visions of what might be, enriching your connection through shared daydreams and aspirations.
- What if we could travel anywhere in the world right now, where would we go?
- What if we won the lottery tomorrow, what would be the first thing you’d want to buy?
- What if you could have any job in the world, what would it be?
- What if we could live in any era, which one would you choose?
- What if you had the chance to meet one historical figure, who would it be?
- What if we could have dinner with any fictional character, who would you invite?
- What if you could instantly master any skill, what would it be?
- What if we could adopt an exotic pet, what animal would you want?
- What if you could perform on stage, what kind of performance would you give?
- What if you could change one world event, which one would it be and why?
Life-Changing Decisions

This section delves into more profound hypothetical situations that involve significant life decisions. These questions challenge you to consider how you would react to major life changes and what those choices might reveal about your values and relationship dynamics.
- What if one of us got a job offer in a foreign country, would we move?
- What if we had to choose between a high-paying job and a job you love, what would you choose?
- What if we had the opportunity to start a business together, what kind would it be?
- What if we could completely redesign our lives, what would you change about yours?
- What if you had to go back to school, what would you study?
- What if we decided to have children or more children, how do you think it would change our lives?
- What if you had one day left to live, how would you want to spend it?
- What if we could erase one of our memories together, which one would it be?
- What if you could live forever, would you want to?
- What if we had to live apart for a long time, how would you handle it?
Ethical Dilemmas
Explore moral and ethical dimensions with these “what if” questions that pose dilemmas and require thoughtful consideration. These prompts are perfect for deepening understanding of each other’s moral compass and decision-making processes.
- What if you found a wallet full of money, what would you do?
- What if you had the power to solve one global issue, which one would it be and why?
- What if you could change one law, what would it be?
- What if you had to choose between your dream job and staying close to family, what would you pick?
- What if you were offered a chance to know the future, would you take it?
- What if you could intervene in a troubling situation for a stranger, would you?
- What if you had to lie to protect a friend, would you do it?
- What if you could switch lives with anyone for a day, who would you choose?
- What if you could grant one wish for someone else, what would it be?
- What if we found out we were distantly related, how would you react?
Personal Growth and Self-Discovery

This section invites reflection on personal development and the potential changes in your own life and character. It’s an opportunity to discuss how different scenarios could influence your growth and help you both understand each other’s aspirations and fears better.
- What if you could relive one year of your life, which would it be and why?
- What if you could eliminate one of your fears, what would it be?
- What if you found out you had a talent you never knew about, what do you hope it would be?
- What if you could change one aspect of your personality, what would you adjust?
- What if you had to teach something, what would be your subject of expertise?
- What if you could bring one fictional character to life to be your mentor, who would you choose?
- What if you could change one decision you made in the past, what would it be?
- What if you found out you were going to be a parent tomorrow, how would you prepare?
- What if you could see yourself through someone else’s eyes, whose perspective would you choose?
- What if you could write a book about your life, what would the title be?
Relationship Hypotheticals
Focus on the dynamics of your relationship with these thoughtful prompts that explore the “what ifs” of your partnership. These questions are designed to uncover how you view your relationship’s potential and challenges, providing a deeper understanding of each other’s commitment and flexibility.
- What if we had met earlier in life, how do you think our relationship would be different?
- What if we could take a year off together, what would we do?
- What if you had to describe our future together in three words, what would they be?
- What if we started a charity together, what cause would we support?
- What if one of us lost our memory, how would you help the other remember?
- What if we switched roles for a week, what do you think would be the hardest part?
- What if we could make one rule that our future selves had to follow, what would it be?
- What if we were asked to compete in a couple’s challenge, what skills would we crush?
- What if you could know the future of our relationship, would you want to find out?
- What if we could adopt a new tradition, what would you like it to be?
Imaginative Adventures

Embark on a creative journey with these imaginative questions that push the boundaries of reality. Engage in playful, hypothetical scenarios that encourage both of you to think outside the box and explore the fantastical elements of your minds.
- What if we could live in any fantasy world for a year, which would you choose?
- What if we could have any superpower, what would you pick for yourself and for me?
- What if we could transform into any animal at will, which would you want to be?
- What if we found a magic lamp and had three wishes, what would you wish for us?
- What if we could attend a mythical creature’s party, who do you hope would be there?
- What if you could create a new planet, what would be its most unique feature?
- What if we could time travel together, which event or era would you want to visit first?
- What if you could invent something that would change the world, what would it be?
- What if we could have a theme song for our life, what song would you choose?
- What if we could star in a movie together, what genre would it be and what roles would we play?
Sensitive Possibilities
This section delves into deeper, more emotionally charged hypotheticals that test your understanding of each other’s values and emotional strength. These questions aim to open up discussions on sensitive topics in a thoughtful and supportive way.
- What if one of us faced a serious health issue, how would we handle it?
- What if we had to make a significant sacrifice for the good of our family, what do you think it could be?
- What if one of us had to move far for work temporarily, how would we maintain our connection?
- What if we discovered something new about our backgrounds that surprised us, how would you react?
- What if we had to overcome a major financial challenge, what steps would we take together?
- What if one of us wanted to change careers drastically, how would we plan for it?
- What if we faced disapproval from friends or family about a major decision, how would we support each other?
- What if we found ourselves at a crossroads in our relationship, what strategies would you use to navigate it?
- What if we had the chance to erase a painful memory, would you do it?
- What if we discovered a new passion or hobby, how could we incorporate it into our lives together?
Why ‘What If’ Questions Deepen Your Connection

Exploring ‘What If’ questions with your partner is more than just a fun diversion—it’s a journey into the realms of possibility that strengthens your bond. These queries encourage you to share deeper feelings, hopes, and fears, providing a clearer window into each other’s souls.
By imagining various scenarios together, from the everyday to the extraordinary, you gain insights into each other’s values, priorities, and how you handle hypothetical situations. This shared vulnerability fosters trust and empathy, essential ingredients for a resilient and enduring relationship.
How to Navigate ‘What If’ Conversations for Meaningful Engagement
When engaging in ‘What If’ scenarios, it’s crucial to approach these conversations with openness and curiosity. Make sure both partners feel safe and comfortable, ensuring that the discussion remains a positive experience. Listen actively to your partner’s responses, and encourage them to elaborate on their answers. This is not just about hearing their thoughts but understanding the reasoning behind them.
To keep the dialogue constructive, avoid judgment or criticism. Instead, use these questions to celebrate your differences and find common ground. By using these scenarios as a springboard for deeper conversation, you can turn hypotheticals into opportunities for emotional growth and increased intimacy.