NEW YORK, May 1 — Seated in a 30th-floor suite at the Carlyle hotel, John Mayer was noodling through a few riffs on a glimmering new PRS Custom 22 guitar. It looked like a work of art as much as a musical instrument, its clear yellow finish revealing wood grain as brilliant as a tiger’s stripes.

But Mayer’s thoughts turned to a humbler possession that he treasured long ago: his first watch, a “Star Wars”-themed Armitron digital emblazoned with images of C-3PO and R2-D2.

“When you’re a kid, you don’t have much, so you are building these imaginary, macrocosmic worlds out of these really small things,” the platinum-selling singer, songwriter and guitar virtuoso said.

When he was growing up in Fairfield, Connecticut, Mayer, 37, slept with his head inside a cardboard box, in place of a pillow. That’s where he kept his prize possessions, most significantly his watch.

“I remember looking at it, and it was my friend,” he said. “It was one of the biggest things I ever owned in my life, if you were to amortize it in terms of where you were in your life and what it meant to me.”

The ensuing years have thrown more than a few distractions his way: seven Grammys, the string of tabloid romances (Jessica Simpson, Jennifer Aniston, Taylor Swift). But, if anything, watches have only grown in importance to him.

A prominent collector (he estimated that his collection, stored in bank vaults, is valued “in the tens of millions,” although he declined to cite a specific dollar amount), Mayer has established a reputation within the cultish watch community as a tastemaker, a discerning critic and a champion of horology.

Moonlighting from his career onstage, he contributes to the influential watch site Hodinkee and has been on the jury of the venerable Grand Prix d’Horlogerie de Genève. In Hollywood, Mayer has become a go-to guy for other celebrities (Drake, Aziz Ansari) looking for advice on their watch purchases.

A Lange & Sohn Double Split in platinum on the wrist of John Mayer in New York, April 15, 2015. — Picture by Ryan Pfluger for The New York Times
A Lange & Sohn Double Split in platinum on the wrist of John Mayer in New York, April 15, 2015. — Picture by Ryan Pfluger for The New York Times

His platform as a pop star, in fact, gives him a unique opportunity: to translate the insular world of fine mechanical watch collecting to the iPhone generation. Here is a guy who has jammed with the Rolling Stones and dated Katy Perry, after all, and who also knows how to accessorize a chief-executive-worthy pink gold Audemars Piguet with a tattoo sleeve.

“John is something of a watch-nerd icon,” said Benjamin Clymer, the 32-year-old founder of Hodinkee, which features watch news and reviews catering to next-generation aficionados. “I think, in a lot of ways, John made it OK to really go deep into watches and not be embarrassed about it. I can’t tell you how many guys have come up to me at events and said, 'My wife or girlfriend thought I was crazy for caring about watches so much, until I told her John Mayer was the very same way.'”

It’s a 'syndrome’

Mayer’s own girlfriends have tended to view his watch obsession as a “syndrome,” the singer admitted.

He bought his first “real” watch, a Rolex Explorer II, not long after receiving his first “real” check from a record label, following the release of his 2001 breakthrough album, “Room for Squares,” which has sold more than 4.5 million copies.

“You take it home and you study and you wear it, and the first thing you notice is, 'Whoa, this thing is heavy,'” Mayer said. “You’ve never felt weight shift like that on your wrist. It’s heavy in weight, but it’s also heavy in the sense that all these pieces are working together. It’s what I call the 'density of design.'”

With its utilitarian white dial and steel bracelet, the Explorer II (current retail: US$8,100/RM28,970) is almost normcore by celebrity standards. Non-watch people may mistake it for Timex.

For Mayer, it was not the status he cared about. “You take it, and it becomes your thing,” he said. “You go: 'You’re my one and only watch; you’re my Rolex. I got a Rolex.' It’s like a Cadillac. Rolex transcends watches as a name. It’s 'the Rolex of’ something, 'the Cadillac of’ something.”

A Patek Philippe Perpetual Calendar Chronograph, which includes a Tiffany & Company stamp on its moon-phase dial, on the wrist of John Mayer in New York, April 15, 2015. — Picture by Ryan Pfluger for The New York Times
A Patek Philippe Perpetual Calendar Chronograph, which includes a Tiffany & Company stamp on its moon-phase dial, on the wrist of John Mayer in New York, April 15, 2015. — Picture by Ryan Pfluger for The New York Times

As he embarked on a life of endless touring, Mayer was learning that a watch can serve a psychological function, as a grounding mechanism, a home base.

“I remember thinking — and this is a very important feeling — that I could go anywhere with this watch, because I couldn’t be lost,” he said. "I could get lost in Paris, but I had my watch. Now, on its face, no pun intended, it doesn’t make sense. All your watch does is tell the time. But why do you feel strapped? Why do you feel equipped?

“It would take a lot of poetry to explain it.”

After a decade of serious collecting, Mayer was established enough as a connoisseur to ask Patek Philippe (the Geneva-based maker of ultra-high-end watches, founded in 1839) to make him unique pieces by request. One was a white gold 5004G with luminous hands, typically a feature associated with casual sport watches. He needed to see them on stage, he told the company.

“It was not about whether I wear each and every one on stage, but it has an intention to it,” Mayer said, comparing it to the watch Sir Edmund Hillary wore to the top of Mount Everest. “It’s made to support an endeavour.”

The Apple Watch conundrum

This raises the question about what he thinks of the Apple Watch, a potential head turner, but one that will have no sense of heritage in the world of horology.

“We’re all going to end up with the Apple Watch; I don’t care what you say,” Mayer said. “Even if you have to wear it on your right hand. Even if you wear it as a pocket watch, because I have a concept that you can slot the Apple Watch into a pocket, as a pocket watch. I think it’s a cool device, but there’s got to be another place to put it. I can’t give up precious wrist space for an Apple Watch.”

If, indeed, everyone is going to end up with the Apple, that may undercut a subtle joy of connoisseurship: the pleasure of belonging. “The watch community gets its power from being esoteric,” Mayer said. “We don’t want everybody to be involved in it.”

For a celebrity who had grown weary of a life lived on TMZ.com, the watch community offered escape. In that world, he was just “John,” a guy who loves watches.

“I would go to watch shows wearing my loupe and my badge, and I was there as a watch guy,” he said. “I loved relating to people only on the merit of being a collector.”

A Rolex Daytona Chronograph, the so-called Paul Newman watch from the early 1980s, on the wrist of John Mayer in New York, April 15, 2015. — Picture by Ryan Pfluger for The New York Times
A Rolex Daytona Chronograph, the so-called Paul Newman watch from the early 1980s, on the wrist of John Mayer in New York, April 15, 2015. — Picture by Ryan Pfluger for The New York Times

Surprisingly, Mayer said, few on watch forums like Hodinkee seemed to resent the size or cost of his collection.

“I’ve encountered zero people being disheartened with the fact they don’t have something,” he said. “And they all say the same thing: 'When I sell my script, when I make my record, when I get there, I’m going to get that.'”

“Here’s what is great about watch collecting,” Mayer said. “You don’t have to own a watch to be part of the conversation. In fact, most people who are commenting on the dial of the last iteration of the 5270” — the Patek Philippe Perpetual Calendar Chronograph coveted by collectors — “don’t own a 5270. But that’s like saying that most people who talk about the Chicago Bulls aren’t on the Chicago Bulls.”

Just another 30-something blogger

When he writes about watches, Mayer assumes the role of passionate Everyman, in many cases coming off like any other scruffy, 30-something blogger.

In one Hodinkee post, he assembled a handy guide to the five best vintage Rolex watches under US$8,000. In another, he chronicled his unlikely purchase of a women’s Chanel Mademoiselle Privé.

A widely circulated entry was his impassioned open letter to his beloved IWC, imploring it to pull back on the celebrity endorsements and trendy design flourishes. IWC fired a back a tart reply, in which it invoked a song by Mayer, “I Don’t Trust Myself (With Loving You).”

His goal as a watch pundit, he said, is not to show off, but to help others learn from his mistakes. The vintage Rolex market in particular “is a minefield,” he warned.

Last year, Mayer filed a lawsuit seeking US$656,000 (plus damages and interest) from a Southern California watch dealer, over pieces that Mayer claims contain some non-authentic elements; at press time, the suit was pending. — The New York Times