The Secret Photo: Why This Rare Shot of Princess Diana and David Bowie Was Hidden for 40 Years

For decades, a captivating photograph of the world’s most photographed woman and a legendary rock icon remained locked away in a private archive. The image features a 25-year-old Princess Diana and David Bowie sharing a smile at a 1987 charity concert.
At first glance, it looks like a standard royal meet-and-greet. However, the story of why the Palace demanded this photo be suppressed reveals the intense scrutiny Diana faced behind the scenes.
A Star-Studded Encounter at Wembley
The moment was captured at Wembley Stadium during a charity event organized by promoter Harvey Goldsmith. Photographer Denis O’Regan, who was touring with Bowie at the time, was the man behind the lens. According to O’Regan, Diana was surprisingly modest about the encounter, even wondering if the “Starman” himself would agree to a photo with her.
Bowie, of course, said yes. The shutter clicked, and a piece of pop-culture history was made. But by the next morning, the Palace had issued a strict request: The photo must not be published.
The Hidden Figure in the Shadows
While many might assume the controversy was about the “Rebel Rebel” singer’s reputation, the truth was far more personal. Diana hadn’t arrived at the concert alone.
Accompanying her that night was Major James Hewitt. At the time, whispers of their affair were just beginning to circulate within royal circles. Hewitt had kept a low profile, intentionally staying out of the frame, but the Palace was taking no chances. They feared that any media coverage of that night would inadvertently fuel the growing gossip surrounding the Princess’s private life.
The “Leather Pants” Scandal
Beyond the secret company she kept, Diana also faced internal criticism for her fashion choices that evening. Breaking traditional royal protocol, she opted for a pair of leather pants—a bold, “rock and roll” look that didn’t sit well with the more conservative members of the Royal Family.
In her later biography, Diana defended her outfit, stating she simply wanted to connect with the crowd and dress her age. To her, it was about being relatable; to the Palace, it was another act of rebellion.
Emerging from the Archives
Now, nearly 40 years later, the photo has finally seen the light of day. It is featured in a new biography of David Bowie, alongside extensive material from Denis O’Regan’s career.
Today, the image serves as a poignant reminder of Diana’s struggle to balance her vibrant personality with the rigid expectations of the monarchy. It is no longer a “risk” to the royal reputation—instead, it’s a beautiful glimpse into a night when the “People’s Princess” got to be a fan, just like everyone else.