A printable PDF ebook · 365 questions

Stop having the same conversations.
Start actually
knowing each other.

One question a day for a year. Designed by relationship coaches to take you past small talk and into the kind of intimacy you thought only happened in movies. Print it, fold it, leave it on the nightstand.

Get the PDF — $3.65
A penny per question · 365 days of closer
365 Questions
15 Themed Chapters
PDF Print at Home
Print & keep forever ✿
★ Easy-print PDF
A Year of Closer
365
Questions
for Deeper
Dating
Vol. I For Two
Why this book exists

Most couples run out of things to talk about by month three.

Not because the love is gone — because nobody ever taught us how to ask better questions. This book is the cure for "how was your day."

01

Designed in sequence

Questions get gently deeper week by week. By day 90, you'll be asking things you've never asked anyone — including yourself.

02

Works on any date

First date jitters. Year-seven plateau. Long-distance video calls. The format adapts to wherever you are with whoever you're with.

03

Print & keep forever

Delivered as a clean PDF formatted for home printing. Bind it, tear out pages, leave one on a pillow. No app. No subscription. No screens.

A peek inside

The kind of questions that change a relationship.

Not "what's your favorite color." We're talking the prompts that make someone pause, lean in, and tell you something true.

Day 014What's a compliment you've never been given but wish you had?
Day 142What part of yourself do you hope I never see?
Day 201If we had one perfect Saturday left, what would we do?
Day 257What does your inner voice sound like when no one's listening?
Day 014What's a compliment you've never been given but wish you had?
Day 142What part of yourself do you hope I never see?
Day 201If we had one perfect Saturday left, what would we do?
Day 257What does your inner voice sound like when no one's listening?
Day 033What does love look like when nobody's watching us perform it?
Day 119Which of your parents do you fear becoming most?
Day 224If your life were a song right now, what would it sound like?
Day 310What's the bravest thing you've never said out loud?
Day 033What does love look like when nobody's watching us perform it?
Day 119Which of your parents do you fear becoming most?
Day 224If your life were a song right now, what would it sound like?
Day 310What's the bravest thing you've never said out loud?
Inside the book

Fifteen chapters. One year. A relationship transformed.

Each chapter explores a different territory of intimacy — from first dates, to family, to fidelity, to the future.

  1. IFirst DatesWhat you would notice in the first five20 Qs
  2. IIHow You CommunicateTexting, talking, fighting25 Qs
  3. IIIHow You SpeakTone, words, and the way you sound20 Qs
  4. IVYour PastThe relationships you came in with20 Qs
  5. VFamily You Came FromThe first people who taught you about love25 Qs
  6. Plus 10 more chaptersHabits · Politics · Religion · Money · Sex · Fidelity · Friends · Career · Kids · Marriage255 Qs
Day Eighty-Eight
When did you last cry — and what was it really about?
Before you answer: take a breath. There's no right way to cry. Try to look past the surface — was it the song, the headline, the missed call? Or something older underneath it?
Chapter III · Tender Spots
Real couples, real shifts

"It felt like we were dating again — but as the people we actually are now."

★ ★ ★ ★ ★

We printed it, spiral-bound it, and now do one question with our morning coffee. Six months in and I've learned more about him than in our previous two years combined.

M
Mara & Theo Together 4 years · Portland
★ ★ ★ ★ ★

I'm a therapist. I bought this thinking I'd find it cheesy. I was wrong. The sequencing is genuinely thoughtful and I now recommend it to clients in long-term partnerships.

D
Dr. Lena P. Couples Therapist · Brooklyn
★ ★ ★ ★ ★

My partner is long-distance. We do one question per FaceTime. It's the only thing that's made the distance feel less like distance and more like a slow unraveling toward each other.

S
Sami K. Together 11 months · Berlin / NYC
A penny per question

$3.65 for 365 questions. That's a cent for every day you'll know each other better.

365 Questions · 1¢ Each
$49
$3.65

One-time payment · Instant PDF emailed to you · Yours forever

  • 365 sequenced questions across 15 themed chapters
  • Print-ready PDF formatted for letter & A4 paper
  • Two layouts included — daily page format & a foldable mini-book
  • Bonus: 50 "rescue" prompts for hard conversations
  • Lifetime access — re-download any time, free updates
Get the PDF — $3.65 →
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Questions before the questions

Things people often ask.

What format is this delivered in?

It's a beautifully designed PDF — fully print-ready. We've formatted it to look gorgeous on both US Letter and A4 paper, so you can print at home, at a copy shop, or take it to a binder. No app, no login, no screen required once it's printed.

Do I have to do exactly one a day?

Absolutely not. Some couples do one a day with morning coffee. Others save them for weekly date nights. Some pull a random page when things feel stuck. The structure is a gift, not a rule.

Is this for new couples or long-term partners?

Both. The book opens with lighter, getting-to-know-you questions and gradually moves into deeper territory. New couples build a foundation; long-term partners rediscover each other. Same book, different journeys.

Can I print it?

Yes — that's the whole point. The PDF is designed specifically for easy home printing. You get two layouts: a one-question-per-page format for binding, and a compact foldable format if you'd like to make a pocket-sized version.

Would this work as a gift?

It's one of the most-given gifts we ship — for anniversaries, engagements, wedding showers, and Valentine's Day. The printed version, bound with a ribbon, looks like a small heirloom.

One year from now, you'll know each other in ways most couples never will.

Or — you'll keep talking about the weather and your day. $3.65 is what you'd tip on a bad coffee. The version of your relationship on the other side of this book is priceless.

Get the PDF — $3.65 →