How To Keep Choosing Each Other: 15 Deep Relationship Questions for Married Couples Who Want More
Marriage isn’t about “I do.” It’s about “I still do.” Here are 15 deep questions for married couples who want more -more laughter, intimacy, truth, and connection- because choosing each other never ends.
Ian and I got married last December, and we’re slowly learning that marriage isn’t just about the “I do.” It’s about the very intentional “I still do”, every single day after. We knew this in theory before we tied the knot, of course, but living it is very different from simply knowing it.
Because after the honeymoon glow fades, after the chaos of work and everyday life piles up, after you’ve memorized each other’s coffee orders and preferred side of the bed, the real question emerges: how do we keep choosing each other, again and again?
At The Skin Deep, we’ve spent over a decade creating spaces where people talk about what truly matters. We’ve sat across from couples married for two months, couples married for forty years, and everything in between. We’ve witnessed the tears, the laughter, the awkward silences, the disagreements, and the breakthroughs. And here’s what we’ve learned: the couples who last aren’t just lucky, they’re endlessly curious about each other.

Because the truth is, your partner isn’t a finished book you’ve already read. They’re a story still being written, we all are. And the only way to stay close is to keep turning the pages, together.
That’s where deep relationship questions come in. These aren’t your casual “how was your day?” check-ins. These are the questions that slow you down, crack you open, and remind you why you said yes in the first place.
So if you’re a married couple who wants more -more intimacy, more laughter, more truth, more surprises- here are 15 unique, thoughtful and deep questions to help you keep choosing each other, over and over.

The questions:
- Describe the story of us.
- If you could relive one moment from our relationship forever, what would it be and why?
- What are the things that make you come back for more of me?
- Describe the different roles you've seen me play in my life.
- How can we be better together?
- Why do you think I am in this relationship?
- When was our toughest moment together and how did we overcome it?
- What do you think is missing from our relationship?
- How do you think others describe our relationship?
- What's your biggest source of pain right now?
- Why are we making it work right now?
- How am I the best investment you've ever made?
- What have I healed in you?
- What do you think I need to hear from you?
- Why do you love me?

Why These Questions Matter
I know, these aren’t your typical dinner-table conversation starters. But here’s the secret: when you risk asking a deeper question, you unlock a deeper answer. And that’s where true connection lives.
At The Skin Deep, we’ve seen again and again how one honest question can reset the entire rhythm of a marriage. It can shift a fight into an understanding, or transform a quiet evening into a moment you’ll never forget.
Because keeping a marriage alive isn’t about adding more things to do. It’s about paying attention. It’s about curiosity. It’s about making your partner feel like the most fascinating person in the room, even if you’ve shared 10,000 breakfasts together.
That’s how you keep choosing each other.

Ready to Go Deeper?
This list is just a start. If you’re ready to dive beyond surface-level conversations, explore {THE AND} Couples Collection, our globally bestselling card games designed to spark deep, honest, revealing, and sometimes hilariously surprising conversations with your partner.
Love isn’t a one-time decision, and it’s not just having a wedding either. It’s the choice you make every day to lean in, ask the harder questions, and keep writing your story, together.
Regina Zuniga
The Skin Deep Digital Content Specialist

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