Of course, look a little closer and that charmed life is revealed to truly be the result of talent, vision, hard work and, yes, serendipity. Upon letting his family know he wanted to blow off Yale grad school for photography, he was told he would have to make his own way financially. Given a foot in the door of rock photography, Guy simply reinvented the album cover, taking it from the staged, studio shot to a natural, documentary style that was perfectly in tune with the music of the era. He shot a who’s who of late-’60s and early-’70s rock icons—the Rolling Stones, Simon & Garfunkel, The Doors, The Mamas & the Pappas—and, by 23, Guy was rich almost by accident.

“I thought I’d be selling photographs in Big Sur for $100 a piece,” he says. “Within three years I was rich. People would ask, ‘How’d you get this big house?’ I’d say, ‘I don’t know, money was coming in, I bought a house.’ It was a crazy time!”

At 15, after watching Marlon Brando’s “The Wild Ones,” Guy’s mother told him not to get a motorcycle—so he quickly went out and bought a Triumph Tiger Cub, hiding it from his mom at a friend’s house, and his lifelong love affair began. It was his second bike, a ’57 MV Agusta, that sparked his love of Italian bikes, a love not exclusive to motors. While living in Florence, Italy, in the 1970s he rode a custom Cinelli.

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“I said to the guy, ‘Drill it like you would for one of your team guys.’ He drilled the fuck out of it! It was all air! I rode that thing all over Italy.”

But Guy’s true mistress is the motorcycle and his collection has been an extended love letter to her. At one time, his collection topped 300 motorcycles. Today, Guy has trimmed it to a small group of very special historic and modern Italian bikes in an Ojai studio in Southern California. Thanks to that original ’57 MV Agusta, the Italian motorcycle has always been his passion. The studio is occasionally open to the public and huge groups of riders head to Ojai to see the collection when the motorcycle grapevine buzzes with the news that Guy will be opening his doors. There are one-off Grand Prix-winning bikes, ’50s production street racing bikes, F.B. Mondials, Ceccatos, Parillas, Ducatis and, of course, MV Agustas. Guy has ridden every single one of them, and each is in pristine condition. It’s a collection only a lifetime of passion could create and one that everyone who rides two wheels of any kind should thank their own “lucky stars” to see.

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Guy Webster has been in a reminiscing mood lately due to the recent publication of “Big Shots,” a book chronicling his work and life with many personal stories from the legends he photographed. To learn more about Guy and “Big Shots” hit guywebster.com.

From issue 38. Buy it here.