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“The best moments are the ones they don’t think are in the plan.” — Sante D’Orazio

Legendary photographer Sante D’Orazio sits down to talk about his new memoir A Shot in the Dark and the stories behind some of the most iconic images of our time.

From Naomi Campbell and Kate Moss to Christy Turlington, Pamela Anderson, and Stephanie Seymour, D’Orazio shares what makes a photo truly unforgettable—and why it’s often the unplanned, in-between moments that matter most.

He reflects on raw, revealing shoots with Johnny Depp, John Travolta, Arnold Schwarzenegger, and Keith Richards, and revisits his time in Montauk with Julian Schnabel and Peter Beard, where art, chaos, and inspiration collided.