From feathered fascinators to straw boaters, hats have long played a central role in royal wardrobes. Designing hats for the Royal Family requires balancing style with tradition—and having a flair for dealing with the unexpected. But according to late milliner Frederick Fox, there was once princess who posed a particularly "unusual" challenge: Princess Diana. The style icon made headlines with her fabulously '80s hats, but behind the scenes, Fox revealed that she was notoriously difficult to design for.
In the early days of her royal career, Diana was directed to the legendary Freddie Fox by Vogue editor Anna Harvey, per the book Dianaworld: An Obsession. Author Edward White wrote that Fox—"who at one point was designing hats for eight royal women", including Queen Elizabeth—found it to be "a nightmare keeping them all apart."
