The Hipster Rent Boys Of New York (Observer.com)

On a recent Wednesday evening, Robert was with a client in Greenwich Village. It was a first-timer who’d called him a few days earlier to arrange a meeting at a bar on 9th Street so they could speak face-to-face before closing the deal he’d proposed earlier.

When Robert arrived, the man, in his mid-60s and, Robert said, “handsome and fit for his age,” was sipping a martini; Robert ordered a glass of pinot noir. After their drinks were done, he went back to the guy’s apartment, had sex with him and became $360 richer.

“I like it when clients ask me to meet them out somewhere first,” said Robert the following night, when he stopped for coffee at a Bedford Avenue cafe en route to some art openings on the Lower East Side. (He agreed to speak with The Observer on the condition we’d use a pseudonym.) He was wearing tight Uniqlo jeans tucked into Army-issue boots and a vintage plaid button-down fastened to his chest by skinny Marc Jacobs suspenders. “It gives me a chance to be charming,” he continued. “Build up their desire. Get them to want me.”

Robert sounded like a professional letting you in on a bit of strategy. Still, he doesn’t seem like what they call a “pro” on Law & Order. At least if you saw him on the street, you’d probably think he looked like any other hip 23-year-old who moved to Williamsburg because it was cooler than whatever suburb had spawned him. But he is—to use an old British expression that’s currently the preferred terminology for some men who work this job—a rent boy, selling his companionship, sexual or otherwise, for a hefty hourly fee. He’s been escorting more or less full time for about half a year now, making as much as $3,000 a week. Before that he worked in an Apple Store for around $15 an hour.

“I never thought I’d be doing this,” he said, “but it just sort of worked out that it’s actually a lot of fun!”

It’s one of the oldest stories in this city, of course. For many of us in post-Ashley Dupre New York, the word “escort” conjures images of decadent trysts between beautiful women and influential politicians or other members of high society.

Much quieter, and a much smaller sector of the prostitution economy, are the men who fill the same role: charging high rates (though usually not as high as Ms. Dupre) to meet with rich clients, without having to work the streets.

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Tagged as: sex work