Richard Estes and the Art of Seeing

I’m delighted Derringer award-nominee, Tom Milani, is joining us today to talk about how Richard Estes' paintings inspired him to look at his characters in a different way—a technique he applies both to his novels and short fiction. Here’s more from Tom:

Richard Estes and the Art of Seeing

by Tom Milani

In the late 1970s I was a student at George Mason University in Northern Virginia. The main campus had five buildings, one of which was the Fenwick Library. The library had a mezzanine that housed art shows.

My first year there, I wandered into an exhibit featuring silkscreen prints by Richard Estes. The one that struck me first—and stuck with me the longest—was of a bus windshield. Initially, I couldn’t believe it wasn’t a photograph. But later, I marveled at the reflections, which seemed to reveal a once-hidden reality to me. Estes’s work would go on to play a role in my fiction. More on that later.

Before I saw those prints, my conception of a city’s appearance was at a remove: cities had skylines, unique to be sure, but two-dimensional from a distance. After seeing the Estes prints, I began looking for the reflections he painted. Glass-front buildings I once might have dismissed as having no character now were literal mirrors for their surroundings. Imagine looking through a microscope at a few drops of pond water for the first time and viewing the hidden life there. In a way, that’s what I was seeing.

Estes works from multiple photographs as references when he paints. The result is a perspective that can’t be actually seen from one location but is somehow nonetheless “real” in the sense that every building and reflection exists.

In the 1990s, when I was in Ann Arbor for work, I visited the original Borders bookstore, something of a paradise for my English major soul. There, I found Photo-Realism by Louis K. Meisel, a 500-plus-page book featuring thirteen photorealist painters and another fifteen photorealism-related artists. I think the book cost $65, something out of my reach at the time. When I was on the phone with my mom and she asked me what I wanted for my birthday, I mentioned the book, reluctantly mentioning the price. She sent me $100 because that’s what moms do for their lonely sons.

I pored over the text and reproductions of each artist’s works, never less than awed by the technical ability displayed. Even though his art wasn’t the most photorealistic of the group, Estes still stood out to me, for he’d been the one who changed the way I see.

A few years later, newly single and living in a condo furnished with lawn chairs, I went to the frame shop in the local strip mall to buy some art for my bedroom wall. Leafing through catalogs (pre-Internet), I found a poster for the Estes painting Telephone Booths, in the H. H. Thyssen-Bornemisza Collection. The guys who worked in the shop seemed to think it was cool, which meant something, and hanging it on my wall was a stamp of my personality on the place.

Last year, Places That Are Gone, my debut novel, came out. (It’s currently out of print but in the process of being reissued by a new publisher.) Bennett Wilder, my protagonist, also liked Richard Estes: 

In the bedroom he’d hung a reproduction of a Richard Estes painting of a bus windshield, the surrounding buildings reflected in it like a funhouse mirror. The city scene was devoid of people and impossibly clean. He liked to imagine himself in that streetscape, bathed in its pure light.

Bennett’s feelings represent a kind of Platonic ideal of what he thinks his life could be, despite all evidence to the contrary. Shelley, his wife, views the print very differently: “The painting seemed so cold to her, a world without emotion or any kind of humanity, despite the urban scene.” The collision of their diametric world views will prove catastrophic by the book’s end.

A few years ago, we bought an Estes silkscreen featuring a car hood and windshield in the foreground, reflections of the surrounding buildings spilling across the surfaces like melted wax. It sits above a corner of my desk, and when I stare at it, I’m reminded to look anew at the world and the characters I’m writing about.

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Tom Milani’s short fiction has appeared online and in several anthologies, including In Too Deep: Crime Fiction Inspired by the Music of Genesis and Sleuths Just Wanna Have Fun: Private Eyes in the Materialistic Eighties. Derringer finalist “Barracuda Backfire” was published in 2024 as Book 4 of Michael Bracken’s Chop Shop series of novellas. “Barstow,” originally published in Mickey Finn: 21st Century Noir volume 5, was named an honorable mention in The Best American Mystery and Suspense 2025. “No Road Back,” which originally appeared in Black Cat Weekly, was selected for The Best Mystery Stories of the Year 2026. His first novel, Places That Are Gone, was published in May 2025.

You can find Tom’s Derringer award-nominated story, “A Sign of the Times,” in Sleuths Just Wanna Have Fun: Private Eyes in the Materialistic Eighties.