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Similes! I have hundreds of them on three-by-five notecards, highbrow and lowbrow, copied from newspapers, comic strips, sonnets, billboards, and fortune cookies. My desk overflows with them. They run down to the floor, trail across the room into the hallway. I have similes the way other houses have ants.

Why? To start, for the sheer laugh-out-loud pleasure of them. “His smile was as stiff as a frozen fish,” writes Raymond Chandler. “He vanished abruptly, like an eel going into the mud,” writes P. G. Wodehouse, the undoubted master of the form. Or Kingsley Amis’s probably first-hand description of a hangover: “He lay sprawled, too wicked to move, spewed up like a broken spider-crab on the tarry shingle of the morning.”

From time to time, I’ve tried to organize my collection, though mostly the task is, as the cliché nicely puts it, like herding cats. Still, a few categories come to mind. The Really Bad Simile, for instance. Examples of this pop up like blisters in contemporary “literary” fiction. Here is a woman eating a crème brûlée: “She crashed the spoon through the sugar like a boy falling through ice on a lake.” (Authors’ names omitted, per the Mercy Rule.) Or: “A slick of beer shaped like the Baltic Sea spilled on the table.” Sometimes they follow a verb like tin cans on a string: “The restraining pins tinkled to the floor like metal rain, hunks of hair tumbling across her face in feral waves.” Or sometimes they just make the page itself cringe and curl up at the corners: “Charlie’s heart rippled like a cloth spread across a wide table.”

Writing about sex can drive a writer to similes of unparalleled badness. Someone has borrowed my copy of Lady Chatterley’s Lover, but these more recent examples might do, from The Literary Review’s “Bad Sex in Fiction Award”: “Katsuro’s penis and testicles became one single mound that rolled around beneath the grip of her hand. Miyuki felt as though she was manipulating a small monkey that was curling up its paws.” Or this loving, if somewhat chiropractic moment: “her long neck, her swan’s neck … coiling like a serpent, like a serpent, coiling down on him.” Or finally (my eyes are closed as I type): “Her vaginal ratchet moved in concertina-like waves, slowly chugging my organ as a boa constrictor swallows its prey.”

Strange if not terrible similes can turn up anywhere. The 17th-century poet Abraham Cowley ungallantly compares his lover’s stubborn heart to a grenade that, as she enters a room, “will tear and blow up all within.” Famously but weirdly, T. S. Eliot’s unmedical Prufrock sees the evening “spread out against the sky / Like a patient etherized upon a table.” In the least romantic simile ever worked into a love poem, John Donne likens himself and his lover to a geometer’s “stiff twin compasses”: “Thy soul, the fixed foot, makes no show / To move, but doth, if the other do.” And he takes another stanza to say that the fixed compass leans toward the far one, “And grows erect, as that comes home.” This is the style of writing that Dr. Johnson called, somewhat scornfully, “metaphysical poetry”: “The most heterogeneous ideas are yoked together by violence.” (You might say the same thing about Wodehouse—man, eel in the mud—but he is being funny, not witty.)

Donne’s simile belongs to another category as well, the epic or Homeric simile. Every reader of the Iliad knows something like this picture of an attacking army as a wildfire:

“As when the obliterating fire comes down on the timbered forest / and the roll of the wind carries it everywhere,” and so the Achaean host drives ahead for another five lines. Modern prose writers can also unscroll a simile at surprising length. John Updike dives right in: “The sea, slightly distended by my higher perspective, seems a misty old gentleman stretched at his ease in an immense armchair which has for arms the arms of this bay and for an antimacassar the freshly laundered sky. Sailboats float on his surface like idle and unrelated benevolent thoughts.” And one would not like to have been the beefy Duke of Bedford when Edmund Burke imagined how revolutionary mobs might regard him: “Like the print of the poor ox that we see in the shop windows at Charing Cross, alive as he is, and thinking no harm in the world, he is divided into rumps, and sirloins, and briskets, and into all sorts of pieces for roasting, boiling, and stewing.”

Strange if not terrible similes can turn up anywhere. The 17th-century poet Abraham Cowley ungallantly compares his lover’s stubborn heart to a grenade that, as she enters a room, “will tear and blow up all within.”

It takes a dramatic mind to carry a comparison through so logically and so far. The Homeric simile evokes a world far larger than a single flash of thought, however clever. Its length creates a scene in our minds, even a drama where contraries come alive: an army driving into battle, an ocean tamed into a harmless old gent, a bloody clash in the streets between aristocrats and rebels.

“Perceptive of resemblances,” writes Aristotle, is what the maker of similes must be. There is one more step. The maker of similes, long or short, must perceive resemblances and then, above all, obey the first, and maybe only, commandment for a writer: to make you see. Consider Wodehouse’s “He found Lord Emsworth, as usual, draped like a wet sock over the rail of the Empress’s G.H.O.,” or Patricia Cornwell’s “My thoughts scattered like marbles.”

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