David Foster Wallace, "The Nature of Fun"

If you start on the journey towards fun, “writing turns into a mode of knowing yourself and speaking the truth.”

David Foster Wallace’s most recent book, Both Flesh and Not: Essays, is a collection of over twenty years of essays on themes as diverse as Mathematics, Democracy, Borges and the US Open. The collection also includes one of the most perspicacious essays on writing produced in recent years: “The Nature of Fun”. The essay is a meditation exploring the reasons for which writers write fiction.

Whether we are fiction writers or not, there is something in Wallace’s essays that includes us all—in this case, the concept of fun. His concept of fun, which in his stand is the best reason to write well, can be applied to almost any life circumstance, but especially to any circumstance relating work. With his domestic prose, at times dejected, always overly self-conscious, Wallace reminds us (reminds himself) that we should never loose sight of that which drove us to write in the beginning: fun.

Echoing the wise advice of his contemporary Kurt Vonnegut, Wallace says: “Write for just one person. If you open the window and make love to the world your story will catch pneumonia.”

Here Wallace elaborates:

In the beginning, when you first start out trying to write fiction, the whole endeavor’s about fun. You don’t expect anybody else to read it. You’re writing almost wholly to get yourself off. To enable your own fantasies and deviant logics and to escape or transform parts of yourself you don’t like. And it works – and it’s terrific fun. Then, if you have good luck and people seem to like what you do, and you actually start to get paid for it, and get to see your stuff professionally typeset and bound and blurbed and reviewed and even (once) being read on the a.m. subway by a pretty girl you don’t even know it seems to make it even more fun. For a while. Then things start to get complicated and confusing, not to mention scary. Now you feel like you’re writing for other people, or at least you hope so. You’re no longer writing just to get yourself off, which — since any kind of masturbation is lonely and hollow — is probably good. But what replaces the onanistic motive? You’ve found you very much enjoy having your writing liked by people, and you find you’re extremely keen to have people like the new stuff you’re doing. The motive of pure personal starts to get supplanted by the motive of being liked, of having pretty people you don’t know like you and admire you and think you’re a good writer. Onanism gives way to attempted seduction, as a motive. Now, attempted seduction is hard work, and its fun is offset by a terrible fear of rejection. Whatever “ego” means, your ego has now gotten into the game. Or maybe “vanity” is a better word. Because you notice that a good deal of your writing has now become basically showing off, trying to get people to think you’re good. This is understandable. You have a great deal of yourself on the line, writing — your vanity is at stake. You discover a tricky thing about fiction writing; a certain amount of vanity is necessary to be able to do it all, but any vanity above that certain amount is lethal.

At some point you find that 90% of the stuff you’re writing is motivated and informed by an overwhelming need to be liked. This results in shitty fiction. And the shitty work must get fed to the wastebasket, less because of any sort of artistic integrity than simply because shitty work will cause you to be disliked. At this point in the evolution of writerly fun, the very thing that’s always motivated you to write is now also what’s motivating you to feed your writing to the wastebasket. This is a paradox and a kind of double-bind, and it can keep you stuck inside yourself for months or even years, during which period you wail and gnash and rue your bad luck and wonder bitterly where all the fun of the thing could have gone.

The smart thing to say, I think, is that the way out of this bind is to work your way somehow back to your original motivation — fun. And, if you can find your way back to fun, you will find that the hideously unfortunate double-bind of the late vain period turns out really to have been good luck for you. Because the fun you work back to has been transfigured by the extreme unpleasantness of vanity and fear, an unpleasantness you’re now so anxious to avoid that the fun you rediscover is a way fuller and more large-hearted kind of fun. It has something to do with Work as Play. Or with the discovery that disciplined fun is more than impulsive or hedonistic fun. Or with figuring out that not all paradoxes have to be paralyzing. Under fun’s new administration, writing fiction becomes a way to go deep inside yourself and illuminate precisely the stuff you don’t want to see or let anyone else see, and this stuff usually turns out (paradoxically) to be precisely the stuff all writers and readers everywhere share and respond to, feel. Fiction becomes a weird way to countenance yourself and to tell the truth instead of being a way to escape yourself or present yourself in a way you figure you will be maximally likable. This process is complicated and confusing and scary, and also hard work, but it turns out to be the best fun there is.

The fact that you can now sustain the fun of writing only by confronting the very same unfun parts of yourself you’d first used writing to avoid or disguise is another paradox, but this one isn’t any kind of bind at all. What it is is a gift, a kind of miracle, and compared to it the rewards of strangers’ affection is as dust, lint.