What to Write to an Inmate: First Letter Ideas and Questions

Staring at a blank page is the hardest part. The good news: people inside mostly want to hear about the everyday world and be treated like a person. You don't need to be a great writer.

How to start your first letter

  • Say how you found them, for example "I saw your profile on PenPalsOnly."
  • Share a little about yourself: first name, where you're from in general terms, what you do, what you enjoy.
  • Mention something from their profile that stood out to you.
  • Ask two or three easy questions so they have something to write back about.
  • Keep it to a page or two. You'll have plenty of letters to say more.

Good things to write about

  • Everyday life: your week, your town, the weather, what you cooked.
  • Music, movies, books, sports and shows you're into.
  • Goals, dreams and plans for the future, yours and theirs.
  • Funny stories and small wins.
  • What they're learning or working on inside: classes, jobs, faith, fitness.

What to avoid

  • Asking about their case or crime. Let them share if and when they want to.
  • Sharing your home address, workplace, finances or other private details early on. A PO Box is a good idea.
  • Sending money to someone you don't know well.
  • Anything sexual, threatening, or about other people's cases. Staff read every letter.
  • Making promises you might not keep. Consistency matters more than length.

25 questions to ask

  • Where did you grow up, and what was it like?
  • What's your favorite meal, and who made it best?
  • What music do you listen to most?
  • What's the best book you've ever read?
  • What's a movie you could watch over and over?
  • What sports teams do you follow?
  • What's your favorite season, and why?
  • What's something you're really good at?
  • What are you learning right now?
  • What does a normal day look like for you?
  • What's something that always makes you laugh?
  • Who has had the biggest influence on your life?
  • What's a place you'd love to visit someday?
  • What's your dream job?
  • What's a goal you're working toward this year?
  • What's the first thing you'll do when you get out?
  • If you could learn any skill instantly, what would it be?
  • What's your favorite memory from childhood?
  • Do you have a favorite quote or saying?
  • What's something most people get wrong about you?
  • What's your favorite holiday?
  • Cats, dogs or neither?
  • What would your perfect day look like?
  • What's something you're proud of?
  • What would you like to know about me?

Find where someone is held

Every state's official inmate locator, the federal locator, and how writing works in each state.

Find an inmate by state

Common questions

1.

How long should my first letter be?

One or two pages is plenty. Keep it friendly, ask a few questions, and let the conversation grow from there.

2.

Should I send a photo with my first letter?

It's up to you. Many pen pals wait a letter or two. If you do, follow the facility's photo rules.

Is someone you love looking for pen pals?

List them on PenPalsOnly. Every profile is reviewed by hand, and pen pals write straight to their mailing address.

More guides

Rules change and differ by facility. Always check the facility's own mail rules before you send anything.