85 Fun Hypothetical Questions For Couples

When do you feel the most loved? Not through gifts or flowers (though, of course, they help a little). But mostly when you feel truly heard–not with shallow, surface-level questions on your favorite color but with questions that reach deeper, digging into your essence and your story. But how do you navigate this complex maze of conversations? Don’t worry! We’ve got you covered with a curated list of hypothetical questions for couples. 

I once found myself in a relationship where my partner wasn’t open to me. And it was a total disaster! I knew about his gym routine, his Big 4 job and his guitar skills but not the things that truly mattered: his dreams, his fears, his childhood. I wished there was a guide to refer to; a roadmap that would get me a bigger place in his heart (something that could bridge the gap between small talk and real intimacy). 

If you too are struggling to break the walls your partner has built, I see you and I empathize with you. And I’ve got you covered with an extensive list of questions to build a deeper connection…

What Makes Asking Hypothetical Questions Fun For Couples? 

Looking for the quickest way to unravel your partner’s personality? You’ve come to the right place! Questions for couples are like the door to Narnia. They open endless possibilities for you and your partner. You can not only spark conversations but also discover their romantic wishes. 

Here’s how asking deep questions can help keep the romance alive with your current partner:

• Sparks creativity: Through different scenarios and helps break the monotony
• Encourages vulnerability: Helps you both reveal dark secrets to each other and open up in ways you never expected
• Offers a glimpse of future: Lets you peek into each other’s hopes and dreams
• Lets you embrace playfulness: Gives a chance to be silly together 

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Romantic Hypothetical Questions To Ask On A Date

Sometimes an ‘I love you’ just isn’t enough. What’s missing? The chance to dive deep into dreamy scenarios and reimagine your love story in the most enchanting ways!

Together, you can rewrite the first time you met. Or even explore each other’s love languages. These romantic hypothetical questions for couples are the perfect way to get those butterflies fluttering all over again.

1. Do you believe in soulmates or is love a choice?
2. If I asked you to dance with me right now, would you say yes?
3. What is your love language?
4. If we were the stars of a romantic movie, what would the plot of our love story be?
5. Describe our equation through a love song.
6. If I were to surprise you with a candlelit dinner, what would be your perfect meal?
7. Given the choice, where would you want to live with me—on a beach, in the mountains, or in a city?
8. How would you ideally propose?
9. If I wrote a love letter to you, what do you think it would say?
10.  What would your ideal date night look like?
11.  If we could meet as strangers and start all over again, what would be the first thing you’d want to do with me?
12.  What adventure would you love for us to go on next?

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Juicy Hypothetical Questions For Couples 

Now, it’s time to spice up your relationship! From role play scenarios to your partner’s hidden desires, it’s time to uncover it all. Do they like lights on or lights off? Do they like handcuffs or blindfolds? It’s time for some confessions that will make you weak in the knees.

After all, there are many ways to make vulnerability exciting and fun! But just remember, respect their boundaries and don’t make them feel uncomfortable. Go on and ask these questions to your date and finally, you both get to remove the mask of being ‘innocent’ people.

1. Have you ever thought about what it would be like to be in an open relationship?
2. Have you ever accidentally mentioned someone else’s name while being physically intimate with someone?
3. What is a role play scenario that you would like to try?
4. Which one would you choose – giving oral or receiving oral?
5. Do you have any fetish?
6. What is your favorite part of my body?
7. How old were you when you had your first kiss?
8. Did you wait till college to lose your virginity?
9. Have you ever stopped shaving down there while in a relationship?
10.  Do you like public displays of affection?
11.  Have you ever used sexual accessories?

Hypothetical Questions To Test Loyalty 

This reminds me of the song Loyalty wherein Kendrick Lamar says “trust me” as he appears to drop Rihanna off the edge of a building. He then stops her fall with a firm grip on her right hand. Humming the lyrics of the song right about now… “It’s a secret society. All we ask is trust. All we got is us.”

But can you trust your partner like that? Do you have a loyal boyfriend? It’s time to test that! Whether it’s navigating long-distance relationships or deciding between friends and the relationship, these questions can spark honest conversations. They will allow both partners to openly discuss their expectations and boundaries in a relationship.

1. If you found out your ex was in town and wanted to meet up for coffee, would you go?
2. If we were in a long-distance relationship for a year, what creative ways would you come up with to keep the spark alive and stay emotionally connected?
3. If you accidentally kissed someone else, how would you handle the situation?
4. Have you ever cheated on someone?
5. If someone of the opposite sex flirted with you, would you tell me about it?
6. Choosing between loyalty to your friends and loyalty to our relationship, which would you prioritize?
7. If your family didn’t approve of our relationship, would you permanently eliminate me from your life?
8. If a married couple invited us for an orgy, what would be your first reaction?
9. What would you do if I had to move to another country for my career?
10.  If you saw me interacting with someone who made you uncomfortable, how would you handle it?
11.  If I had a serious medical problem, would you still stay?
12.  If you felt an emotional connection with someone else, would you tell me about it or keep it to yourself?

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Hypothetical Questions For Couples About Life 

Of course, you know whether your partner prefers tea or coffee. But now is the time to explore something deeper—understanding their core values and what truly drives them. Let’s spark introspection with thought-provoking questions that reveal the heart of who they are.

So, if you’re looking to strengthen your romantic relationship and dive into meaningful talks, deep questions for couples are a fun and insightful way to start.

1. Would you rather choose money or love?
2. Which family member are you closest to, and why do you think that bond is so strong?
3. Do you think the truth is absolute or is it subjective?
4. What is your favorite thing to do in your alone time?
5. Have you ever felt stuck in a relationship or a job?
6. If you could relive one day, which one would you go back to?
7. Let’s say we start a business together. What business would it be?
8. If you could instantly master any skill, which one would you choose?
9. What according to you constitutes a ‘perfect’ world?
10.  If you had to give up one thing you love for a year, what would it be?
11.  What is your ideal relaxation routine?
12.  What would you like to change about how we got to know each other?

Hypothetical Questions For Couples About Future And Goals 

Do you know what your partner’s dream wedding looks like? Or their secret career aspirations? You’’ get to dive into their imagination and discover the daydreams they’ve tucked away. You will also uncover sneak peeks into the vision they have for the future of you as a couple.

This is not your average dinner-table conversation! It’s a way to explore their intentions and all the wild possibilities floating in their mind. So, go on and use this list to explore their fears, aspirations and even retirement plans.

1. What would your dream wedding day look like?
2. Do you want children?
3. Where do you see yourself in 10 years?
4. Do you want to live forever here or move to another city?
5. If you could achieve one big goal in life, what would it be?
6. What is the most important thing you want to say to your future self?
7. If you could choose an alternate career path, what would it be?
8. What does your dream house look like?
9. If you could make a major investment for our future, where would you invest?
10.  What if you could take an early retirement? Where would you like to live?
11.  If we were to open a café together, what would our signature dish or drink be?
12.  If we could create an invention to make our lives easier, what would it do?

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Fun Hypothetical Questions For Couples 

As they say, girls just wanna have fun. But why girls only? It’s time to do it together as a couple! Ask a little, listen a little more…

Enough with the serious and deep questions about life and future, let’s move on to playful vibes. Sometimes, keeping the conversation light can open up your partner more. So, these are the ones you need on a wine night. 

1. Have you ever drunk dialed an ex?
2. Let’s say you won the lottery tomorrow and had a million dollars. How would you choose to spend it?
3. If you developed superpowers overnight, which one would you be secretly thrilled to have—and how would you use it to shake things up in the most fun way?
4. If a genie granted you one wish, what would you wish for?
5. If you could speak any language fluently without learning it, which one would you choose?
6. If you had to wear one outfit for the rest of your life, what would it be?
7. Which animal do you feel best represents your personality?
8. If you could get a free pass to spend a night with a famous celebrity, who would it be?
9. What is your dream vacation destination?
10.  If you had to pick a hideous monster to hang out with for an entire day, which one would you choose and why?
11.  Which outer space movie do you like the most?
12.  If you could live the life of a historical figure, who would it be?
13.  What board game do you think could decide who does the dishes?

Deep Hypothetical Questions To Ask Over Text 

Stop responding to your texts with just an ‘Okay’. And please, no more ‘Ssup’ or ‘Wud’. A healthy relationship requires more than the bare minimum. And you can put in that effort with out-of-the-box questions and keep them engaged even at 12 AM just by texting! So, don’t worry, we’ve got your back with these deep questions for couples that you can ask them over text.

1. If you had access to a time machine, which period of your life would you revisit?
2. Do you believe in God?
3. What is the one thing you regret the most?
4. Do you think monogamy is a social construct?
5. Who is your role model?
6. Do you believe in fate or is it that we make our own destiny?
7. Are you a happy person with sad memories or a sad person with happy memories?
8. What do you think happens to us when we die?
9. Do you think everything happens for a reason or are they all random occurrences?
10.  What is that one thing that changed your life forever and shaped your core beliefs?
11.  Is beauty in the eyes of the beholder? Or can it be defined?
12.  Do you think all of us are connected or is life an isolated experience?

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Few days ago, a realization hit me! My partner was not closed off. I was just not asking the right questions. And when I did, he opened up like a sweet box of chocolates that I can’t get enough of. These hypothetical questions for couples helped me get through to him. I hope they do the same for you. 

Finally, the art of loving requires you to listen. And what is a better way than asking questions? One question leads to another. Keep building and keep listening! And watch the magic happen. Your partner will feel heard. After all, we know they are special. It’s time to make them feel like that!