May Letters
Monthly anonymous letter exchanges between strangers around the world.
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.
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
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.
Paid subscribers: Keep reading below for this month’s full prompt and submission link.


