Letterly Love

Before you fall harder, ask deeper.

The conversations you have before falling in love can change everything that comes after. Discover 100 questions designed to help you understand the person behind the chemistry.

Instant digital download • Read together or separately • Created for real conversations

The 100 Questions Before You Fall in Love digital guide shown as a burgundy cover

Our origin

Born from conversations about modern love.

Letterly Love grew from a community of people talking about relationships, vulnerability, dating, commitment, and the questions we sometimes wait too long to ask.

Created by @moby143

We ask “What are we?” before asking the questions that actually matter.

  • How do you handle conflict?
  • What does loyalty mean to you?
  • Do you want children?
  • How do you think about money?
  • What makes you feel loved?
  • Where do you see your life going?

Chemistry tells you there's a connection. Conversations help you discover whether there's compatibility.

Premium mockup of the 100 Questions digital guide

100 Questions Before You Fall in Love

Because feelings shouldn't be the only thing you know about each other.

  • 100 conversation-starting questions
  • 10 important relationship categories
  • Questions about love, money, family, intimacy, boundaries and the future
  • Designed for dating couples, new relationships, and anyone considering a serious commitment
  • Instant PDF download
Intentions & readinessCommunicationTrust & boundariesLove & affectionConflict & repairMoney, work & ambitionFamily & homeLifestyle & compatibilityIntimacy & connectionFuture & long-term goals

$1.99

A preview

Don't worry. We won't give you all 100 yet.

Tap a card to reveal a question.

One guide. A hundred conversations.

01 — Pick a question

Choose a few questions instead of rushing through the entire guide.

02 — Answer honestly

Take turns. Listen without trying to create the “perfect” answer.

03 — Go deeper

Ask why. Tell stories. Let one question become a real conversation.

There are no perfect answers. The goal is clarity, connection and understanding.

For anyone who wants something real.

  • Dating Someone New

    Learn who they are before the feelings decide for you.

  • Getting Serious

    Talk about the things that matter before the next step.

  • Long-Distance Couples

    Closeness built through conversation, not proximity.

  • Date Nights

    One question can carry an entire evening.

  • Couples Reconnecting

    Find each other again with something new to say.

  • People Dating Intentionally

    For anyone who refuses to guess their way through love.

Two coffee cups and a burgundy guide on a marble cafe table

You can spend months guessing who someone is. Or you can start asking.

One download. 100 conversations. Maybe one very different future.

More from Letterly Love

  • Available now

    100 Questions Before You Fall in Love

    100 questions across 10 categories. Instant PDF download.

  • Coming soon

    The Couples Check-In

    Questions for couples who want to stay connected.

  • Coming soon

    50 Questions for Date Night

    Turn dinner into a conversation you'll remember.

  • Coming soon

    Long-Distance Love

    Questions and rituals for staying close while apart.

  • Coming soon

    Love Notes

    Messages and prompts for saying the things we sometimes struggle to put into words.

Be the first to know when they drop.

Questions about the questions.

What do I receive?

A downloadable PDF guide containing 100 questions across 10 relationship categories, designed to be read together or separately.

Is this a physical book?

No. Letterly Love products are digital. Nothing is shipped to you.

How do I receive my download?

Immediately after payment you'll see a confirmation page with a download button, and a copy of your download link is emailed to the address you enter at checkout.

Can couples answer the questions together?

Yes. The guide is written for two people to take turns, and it works just as well one question at a time.

Can I use this on a date?

Absolutely. Open it on your phone, pick a question and let the conversation go where it wants to.

Is this only for new relationships?

No. It's written for people dating intentionally, but couples at any stage use it to reconnect.

Can I print the guide?

Yes, you're welcome to print a copy for your own personal use.

Can I share my copy with other people?

Your purchase is for personal use between you and your partner. Please don't redistribute or resell the file.

What is your refund policy for digital products?

All sales are final. Because the guide is delivered instantly and cannot be returned, we do not offer refunds. If your download link doesn't work or you can't access your file, DM @moby143 and we'll help you right away.

A cream letter and burgundy wax-sealed envelope on linen

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Relationship questions, date-night ideas and new Letterly Love releases.

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