The inclusion marks a striking departure from the usual names associated with fashion honours. While the pontiff is best known for his ceremonial robes and religious vestments, Vanity Fair has singled him out for a style identity that extends beyond the Vatican.
Leo appears in the magazine's 'Originals' category, which celebrates figures whose approach to dressing is considered unconventional and distinctive. Rihanna and A$AP Rocky feature separately in the 'Duos' category, while Kidman is recognised among the 'Perennials', a group of enduring style figures.
The distinctions are important. Leo has not been ranked above or below the Hollywood and music stars, but his presence alongside them places the Pope firmly within Vanity Fair's wider 2026 fashion conversation.
From Papal Robes to Retro Nike Trainers
So, what has made Pope Leo a fashion talking point?
His wardrobe may be dominated by traditional papal clothing, but it is his more relaxed choices away from official duties that have attracted attention.
The American born pontiff has been photographed wearing retro Nike trainers, including the Nike Franchise Low Plus, a style associated with the 1970s and 1980s. The unexpected footwear choice offers a glimpse of a distinctly American sensibility beneath the formality of his position.
That contrast appears to be central to his fashion appeal. Rather than following the conventions of celebrity dressing, Leo's style is shaped by the collision of an exceptionally traditional role with elements of everyday American culture.
Vanity Fair has previously described the appeal of his appearance through his 'innate American aesthetic', highlighting the qualities that distinguish him from previous pontiffs.
It is precisely this tension between the ceremonial and the casual that makes his inclusion so surprising.
The Pope's appearance on the list also demonstrates how dramatically the idea of fashion influence has expanded. His inclusion is not based solely on designer clothing or red carpet appearances, but on the individuality and cultural interest surrounding his public image.
Why the Pope Is Now Part of Fashion's Conversation
Vanity Fair's 2026 Best Dressed List is particularly notable because it marks the return of the magazine's celebrated fashion feature after a lengthy absence.
This year's selection is divided into five categories: 'Originals', 'Perennials', 'Professionals', 'Duos' and 'The Future'. Rather than simply focusing on red carpet glamour, the list brings together people who have made a distinctive mark through their personal style and influence.
Kidman's recognition reflects her status as an enduring fashion presence, while Rihanna and A$AP Rocky are celebrated as a stylish pairing whose appearances regularly attract attention.
Leo, meanwhile, represents a very different kind of fashion influence.
His inclusion suggests that being well dressed is no longer solely about designer labels, extravagant gowns or carefully constructed celebrity looks. Personality, cultural significance and the ability to surprise can be just as compelling.
For a Pope to appear on the same prestigious fashion list as Rihanna and Nicole Kidman may sound almost impossible. Yet that unlikely combination is precisely what makes Vanity Fair's 2026 selection so intriguing.
Pope Leo XIV may not have set out to become a fashion figure. But between traditional papal dress and unexpected trainers, the pontiff has managed to create something fashion editors value above all: a style identity that is impossible to overlook.
