Dear Stranger

Dear Stranger

May Letters

Monthly anonymous letter exchanges between strangers around the world.

Dakkota Lane
Apr 30, 2026
∙ Paid

Dear Stranger,

May is here.

This month’s prompt is about the moments we replay. The scenes that loop in our minds. The memories we return to again and again, even when we’re not trying to.

What moment plays on repeat for you? And what are you looking for when you go back there?

Over the next ten days, paid subscribers will write anonymous letters in response to this month’s theme. I’ll read every one, pair them thoughtfully, and send exchanges by mid-month.

Refer a friend


What to Expect as a Free Subscriber

After the exchanges, you'll receive selected anonymous letters from this month's exchanges. Not all exchanges are shared, only some from the writers have chosen to make public.

You can also explore our growing archive:

  • December’s Letters - moments we return to

  • January’s Letters - what we’re leaving behind and hoping to find

  • February’s Letters - unspoken love

  • March’s Letters - what we’ve been protecting

  • April’s Letters - what we’re running from


Want to Participate?

If you’d like to write your own anonymous letters and receive one from a stranger somewhere in the world once a month, consider upgrading to a paid subscription.

As a paid subscriber, you’ll:

  • Receive monthly prompts

  • Write and submit your anonymous letter

  • Receive an anonymous letter from another subscriber

  • Have your letter published if you want

  • Be part of creating this growing collection of letter writing

Join our community for just $8/month or $75/year

Upgrade Here


A Reminder About This Space

If you’re new here, a few things to know.

Dear Stranger is a space for:

  • Honesty

  • Vulnerability

  • Connection

We protect each other’s anonymity and hold each other’s words gently.

If you haven’t yet, read the Guidelines to understand what makes this space safe for everyone.

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Paid subscribers: Keep reading below for this month’s full prompt and submission link.

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Continue reading this post for free, courtesy of Dakkota Lane.

Or purchase a paid subscription.
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