PillowTopics

You don’t need another card deck collecting dust.
You need real connection — the kind that makes you lean in, stay up late, and feel even closer the next day.

PillowTopics was created for couples who want to feel something deeper…
•    Not just entertained, but understood.
•    Not just flirty, but emotionally fed.
•    Not just in love, but in sync.

This isn’t small talk.
It’s the kind of talk that makes you look at your person and say: “Damn… I love the way we talk to each other.”

These aren't TableTopics. These are PillowTopics.
You’re not sitting across a table asking questions.
You’re cozied up, shoulder to shoulder on the same pillow, same page, same intention: To truly align — not just physically, but emotionally, mentally, and spiritually.

What You’ll Find Inside:
994 curated questions organized into themed categories that help you:
•    Open up without pressure.
•    Ask what you’ve always wanted to ask.
•    Understand how your partner thinks, loves, and sees the world.
•    Create new memories while uncovering old stories.
•    Talk through the real stuff…from values to love languages, goals to past experiences.

These questions meet you where you are, whether you just started dating and want to get to know them deeply, or you’ve been together for years and want to keep the spark of curiosity alive.

The Right Conversations Build Bonds That Last

You already know the vibe…
The right conversations lead to connection.
Connection leads to bonding.
Bonding builds strong relationships that last a lifetime.

PillowTopics is designed to be part of that process, not a one-time date night idea, but a go-to ritual you can return to again and again as your relationship evolves.

You’ll Also Get 15 Printable Worksheets For:
•    Relationship check-ins (monthly, yearly, as needed).
•    Communication during conflict or tension.
•    Love language exploration & expression.
•    Shared goal setting.
•    Staying emotionally in sync over time.

These aren’t one-and-done worksheets.
They’re tools you come back to — to realign, reconnect, and grow together.

Because real love is built on clarity, trust, and divine alignment — the kind that turns ordinary conversations into unforgettable intimate moments.

This is What You Get with TableTopics:
•    Surface-level questions like “what’s your idea of a hot date?”
•    135 cards in a box you can’t take with you.
•    $25 for flirty fun — but not much depth.
•    No organization, no themes, no follow-up tools.
•    Great for parties. Not built for long-term connection.

This is What You Get with PillowTopics:
35 TOPIC CATEGORIES

Deep
These questions are soul-level invitations. Created for couples who already feel close but want to explore the parts of themselves that often go unspoken. This category opens the door to quiet truths, emotional intimacy, and spiritual connection. These aren't questions you'll find on Google. They're the kind you feel in your body, carry with you afterward, and return to when you're ready to be seen even more deeply.
Sample Question: What part of you do you rarely share because you’re afraid someone won’t know what to do with it?

Sample Question: If your life had a sacred pause button, when would you have pressed it just to feel longer?

Sample Question: What do you think your presence gives people without you even trying?

Sample Question: What has life taught you about endings that your younger self wouldn’t have understood?

PLUS
Awkward, Funny, and Random
These lighthearted questions are designed to spark laughter, surprise, and unexpected stories. Perfect for playful date nights or slow Sunday mornings.
Sample Question: What’s your most irrational pet peeve?

Boundaries, Red Flags & Dealbreakers
These questions open up honest conversations about core values, expectations, and personal limits—so you can stay on the same page and protect your peace.
Sample Question: What’s a boundary you wish more people would protect in their relationships?

Causes & Contribution
These are deep, meaningful questions for couples who are already connected and want to grow even closer by exploring purpose, generosity, and shared values.
Sample Question: What’s one way we could contribute to our local community together this year?

Character & Values
These questions explore what truly matters to each of you—integrity, kindness, courage, and the principles that guide your everyday life.
Sample Question: What part of your character have you worked the hardest to grow?

Childhood & Growing Up
These questions invite you to reflect on formative moments, early memories, and the experiences that shaped who you are today.
Sample Question: How has your childhood shaped the way you love today?

Communication & Conflict
These questions explore how you express yourself, navigate disagreements, and grow through honest conversations—together.
Sample Question: What tone or approach shuts you down in conversation?

Compatibility & Readiness
These questions help you explore long-term alignment, shared values, and whether you're building a future that's truly in sync.
Sample Question: In what ways are we a great team?

Entertainment, Music & Mood
These fun and feel-good questions dive into your favorite songs, shows, and sources of joy—perfect for bonding over the things that lift your spirits.
Sample Question: What’s your “dance like nobody’s watching” song?

Family Relationships & Parenting
These questions explore the dynamics, traditions, and values shaped by family—offering insight into upbringing, connections, and how you view parenting and home life.
Sample Question: What are your favorite family traditions?

Friendships & Social Circle
These questions invite reflection on the people you surround yourself with, how you connect, support, and navigate relationships outside of your romantic partnership.
Sample Question: What do you think is the secret to long-lasting friendships?

Goals, Ambition & Purpose
These questions open up conversations about personal drive, long-term dreams, and what each person is working toward—both individually and as a couple.
Sample Question: What motivates you to keep going on hard days?

Habits, Quirks & Self-Awareness
These questions explore your everyday patterns, unique traits, and how well you understand yourself—adding depth and charm to your connection.
Sample Question: What’s one behavior you’ve unlearned that you're proud of?

Heroes & Identity
These questions uncover who has shaped you and how you see yourself—bringing clarity to your values, influences, and personal journey.
Sample Question: Who do you think understands you best?

Imagination & “What Ifs”
These playful, thought-provoking questions invite creativity, curiosity, and dreaming out loud—perfect for unlocking fun hypotheticals and new perspectives.
Sample Question: If you had a secret superpower, what would it be and how would you use it?

Leadership & Integrity
These questions explore personal responsibility, honesty, and the kind of example you strive to set at home, at work, and in the world.
Sample Question: What’s the most courageous decision you’ve ever made?

Life & Legacy
These questions are designed to open up meaningful, soul-stirring conversations between partners who are building not just a life together, but a legacy that lasts.
Sample Question: How do you want to be remembered?

Lifestyle & Personal Habits
These questions are designed to help couples explore how they live, what matters in their everyday routines, and how their habits align or complement each other. They are ideal for couples who already live together or are preparing to.
Sample Question: What does self-care look like for you?

Love, Intimacy & Connection
These questions are designed to deepen emotional closeness, nurture affection, and explore what makes your bond feel safe, passionate, and real.
Sample Question: What type of support is important to you when you’re in a relationship?

Memory & Nostalgia
These questions are designed to help you reminisce, laugh, and share deeper parts of your story through sensory memories and meaningful moments.
Sample Question: What was your proudest moment as a teenager?

Mental & Emotional Health
These questions were created with depth, vulnerability, and reconnection in mind. These are the types of questions that can lead to heartfelt conversations during cozy evenings, long walks, or weekend wind-downs.
Sample Question: What makes you feel at peace?

Money, Work & Lifestyle
These questions are designed to speak to thriving couples who want to deepen their understanding of each other’s financial philosophies, work ethics, and future lifestyle visions.
Sample Question: What’s a money lesson you had to learn the hard way?

Motivation & Inspiration
These questions are designed for couples who want to reconnect with each other’s inner fire, driving forces, and big-picture “why"?
Sample Question: When in your life have you felt the most driven and focused?

Movies & TV
These questions are meant to spark cozy conversation, nostalgia, playful debates, and new date night ideas for couples who want to enjoy each other’s company on the couch or at the movies.
Sample Question: Which show have you rewatched multiple times and never get tired of?

Past Patterns & Healing
These questions are ideal for couples who are already in healthy relationships but want to reflect on how they’ve evolved and what patterns they’re consciously leaving behind.
Sample Question: What did your past teach you about the kind of love you deserve?

Personal Growth & Emotional Intelligence
These questions are designed specifically for couples who are already in thriving relationships but want to keep growing individually and together. The tone is reflective, emotionally intelligent, and intentionally designed for deep date night convos that spark new levels of connection.
Sample Question: What truly makes you feel fulfilled, not just temporarily happy?

Personal Influence & Gratitude
These questions are designed to help partners reflect on the people who shaped them, express gratitude more openly, and spark powerful appreciation for one another’s journey.
Sample Question: What’s one thing someone did for you that you’ll never forget?

Personality & Preferences
These questions are designed to spark laughter, intimacy, and deeper understanding between couples who already enjoy each other but want to dive even further into the details that make them, them. They are playful, vulnerable, and perfect for a cozy night in or long road trip chats.
Sample Question: What’s a small, everyday luxury that makes you feel like you’re doing life right?

Preferences, Adventure & Experience
These questions invite you to explore personal tastes, dream experiences, and exciting “what would you do” scenarios that spark curiosity and inspire future adventures together.
Sample Question: If you could only pack one thing for a trip (besides clothing) what would it be?

Reflection & Growth
These questions are designed to bring out soul-level conversations, honest self-evaluation, and beautiful stories that help partners see each other more clearly.
Sample Question: What’s something that made you rethink your perspective?

Relationships & People
These questions are centered around deepening appreciation for the support systems, connections, and dynamics that shape who we are and how we show up in relationships.
Sample Question: Who can you depend on no matter what?

Roles, Gender & Expectations
These questions are focused on healthy, thriving relationships, but opening up meaningful conversations around values, roles, and modern partnership dynamics.
Sample Question: What does being “taken care of” look like to you…emotionally, physically, financially?

Sleep, Dreams & Spirituality
These questions are insightful, and designed for couples who enjoy deep, meaningful conversations together.
Sample Question: Have you ever had a spiritual experience you couldn’t explain?

Tech & Gadgets
These questions keep the tone light, curious, and conversation-friendly for couples wanting to learn more about each other’s habits and tech quirks.
Sample Question: What’s your most-used app right now?

Truth & Intuition
These questions are for couples who want to go deeper, reflect more honestly, and tap into their inner knowing while keeping it warm, thought-provoking, and connection-building.
Sample Question: What’s one truth about yourself that took time to fully accept?

No Shipping. No Cards to Keep Track Of. Just You, Your Person & Your Phone.

Access all 994 questions instantly.
Browse by category. Copy a question to your notes.

Start Connecting on a Deeper Level Tonight!