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Writing your first letter

A first letter carries more weight than it should. People rewrite them, abandon them, and leave them in a drafts folder for weeks.

It helps to lower the bar deliberately. The job of a first letter is not to be good. It is to arrive.

A shape that works

If you want a structure to lean on, this one is hard to get wrong.

  • Who you are and why you are writing — one or two lines, no preamble.
  • Something ordinary and specific from your own week.
  • One question, easy to answer, that does not require a long reply.
  • A plain sentence saying you will write again.

How long it should be

Shorter than you think. Half a page is a real letter. A first letter that runs to four pages can be difficult to answer — it asks for a matching effort, and the person receiving it may not have the privacy, the time or the money to match it.

You can always write again. That is the advantage of a correspondence over a speech.

Who else reads it

Assume that what you send is read by someone other than the person you are writing to. Mail is inspected at most facilities, and phone calls are routinely recorded and monitored.

This is not a reason to be guarded or cold. It is a reason not to put anything in writing that would cause a problem if a third party read it — other people’s legal business, anything about an ongoing case, or details you would not want attached to their file.

What you do not have to give away

A letter sent through the post carries a return address. Some people are entirely comfortable with that; others are not, particularly when the relationship is new.

With NearestKin you write from your account and we deliver the message by phone, in your own words, when they next call in. Your home address never travels with it. Messages are free to send and to receive.

Common questions

How do you start a letter to someone in prison?
Say who you are and why you are writing in the first line or two, then move straight to something ordinary from your own week. Long introductions make the letter harder to write and harder to answer.
How long should a first letter to an inmate be?
Half a page is plenty. A very long first letter implicitly asks for a long reply, which the person receiving it may not have the time, privacy or money to write.
Are letters sent to prisoners read by staff?
At most facilities, yes — incoming mail is inspected, and phone calls are generally recorded and monitored. Write as though a third party will read it, without letting that make you cold.

Last reviewed .

Read next

What to say to someone in prison

Where to start, what to avoid, and how to keep talking when replies are slow.

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What the other person can and cannot see

Whether your address is exposed, what the facility sees, and how to stay in control.

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When you are ready to send something

Write a message from your account and we deliver it by phone, in your words. An account for you is free.