Linger LettersLinger Letters

Guide

How to write a first letter to someone you're getting to know

Updated 2026-11-04 · 7 minute read

A good first letter is not clever. It is specific, it shows you read what the other person wrote, and it ends with a question that is easy to answer well.

A four-part structure that works

  1. A greeting that sounds like you. A name and one short sentence. Skip "Hey" followed by nothing.
  2. One small, true thing about your day or week. Something concrete: what you ate, fixed, read, noticed. Specifics are what make a letter feel written by a person.
  3. A connection to something they said. If you only know a shared interest, refer to it directly. If you have their letter, quote a detail.
  4. One open question. Not "what do you do for fun?", which invites a list. Try "what is the best example of that you have ever had?", which invites a story.

Three examples, each under 500 characters

These are written to fit within a 500-character limit, which is the cap Linger Letters uses. Change the details to fit your own life; do not paste them.

Hi Sam. I will go first, since someone has to. I spent most of today trying to fix a bike that has been broken for a month, and I got as far as learning what a derailleur is. Small win. We both said we like long walks, so tell me: what is the best walk you have ever taken, and who were you with? I would like to hear it properly, not the short version.353 characters. A first letter, with a shared interest.
Hello Ada. My honest answer to the prompt: I changed my mind about being a morning person. I used to say it with pride, and now I mostly say it with coffee. What is something you were certain about two years ago that you are less sure of now? No rush. I am happy to wait for tomorrow's letter.293 characters. Answering a prompt honestly and asking one back.
Dear Tunde. Thank you for yesterday's letter about the market near your grandmother's house. I read it twice. I grew up near a place like that, and the smell of fried plantain still stops me in the street. What is a place that makes you feel like a kid again? I will tell you mine in exchange.293 characters. A reply that builds on what the other person wrote.

What to leave out

If you are stuck

Start from a prompt. A good prompt gives you a question to answer and one to ask in return. Try one from 25 questions for a thoughtful written exchange.

Editing checklist