The Longest and Most Charming Love Letter in Literature

A love letter can be one of the most intimate ways to express love and affection to another. Thankfully for us, some of the greatest writers in English literature also wrote beautiful letters, which often take on new life after the deaths of their writers and recipients.

By Adriana Wiszniewska

In 1928, Virginia Woolf published Orlando, a novel about a poet who lives for centuries and changes from man to woman. The book was inspired by Vita Sackville-West, with whom Virginia had a decades-long romance and later friendship. Sackville-West’s son, Nigel Nicolson, famously described Orlando as “the longest and most charming love letter in literature.” The book is really an ode to Vita in all her complexities and contradictions and a testament to the power of language and story to express the most complicated human experiences. Fitting, too, that Nicolson likened Orlando to a love letter, since Vita and Virginia wrote letters to one another from their first encounter in 1922 until Virginia’s death in 1941.

In the age of Internet dating, it’s easier than ever to stay connected, but convenience has in some ways come at the expense of creativity. Somewhere along the way, sliding into your crush’s DMs became the primary mode of expressing romantic interest. Love letters, by comparison, seem like a dying art form.

There’s something strangely fascinating about reading another person’s intimate letters, like peering behind a curtain you’re not supposed to. Letters, after all, are meant to be private. Yet, our inclination to uncover the private lives of public figures persists.

Writers like John Keats, Franz Kafka, Emily Dickinson, and Woolf, among many others, were all exceptional diarists and letter-writers as well as poets and novelists. It’s a curious thing to read the most intimate writings of our favourite writers—like realizing your professors are human beings who have entire lives outside of the academy. The letters of writers continue to be published posthumously not only because they make for interesting historical documents, but also because they offer insight into the remarkable and mundane inner lives of often exalted figures.

The love letter, in particular, reflects exactly what makes the medium of letters so special. Call me a hopeless romantic, but reading the most intimate expressions of love and desire between two people is kind of swoon-worthy. The power of reading these love letters comes from the medium itself, which is at once private and public, immediate and remote, intimate and mundane, fleeting and permanent.

Vita and Virginia wrote letters to each other throughout the entirety of their complex and shifting relationship, and through those letters, we get a glimpse of just how much the two meant to each other, how much impact each left on the other’s life and art. Their letters to each other are a chronicle of human connection, captured across space and time.

In perhaps my favourite love letter of all time, Vita writes to Virginia:

I am reduced to a thing that wants Virginia. I composed a beautiful letter to you in the sleepless nightmare hours of the night, and it has all gone: I just miss you, in a quite simple desperate human way. You, with all your undumb letters, would never write so elementary a phrase as that; perhaps you wouldn’t even feel it. And yet I believe you’ll be sensible of a little gap. But you’d clothe it in so exquisite a phrase that it should lose a little of its reality. Whereas with me it is quite stark: I miss you even more than I could have believed; and I was prepared to miss you a good deal. So this letter is really just a squeal of pain. It is incredible how essential to me you have become. I suppose you are accustomed to people saying these things. Damn you, spoilt creature; I shan’t make you love me any more by giving myself away like this — But oh my dear, I can’t be clever and stand-offish with you: I love you too much for that. Too truly. You have no idea how stand-offish I can be with people I don’t love. I have brought it to a fine art. But you have broken down my defenses. And I don’t really resent it.

January 1926

That’s the beauty of a letter: it’s there and then it’s gone. Here, Vita puts her feelings in the starkest of terms: simple, honest, vulnerable. But the “little gap” she talks about is present also in the form of the letter. There is always a gap in what we can know from these missives. We get only a glimpse but are unable to fully grasp all that remains unspoken and what happens between the acts. But that’s also what makes reading these letters such a unique experience: we’re only getting a part of the story. Some of it will be forever unavailable to us. And maybe that’s exactly as it should be.