Fierce Trump critic in shock showing on Vanity Fair best-dressed list: ‘Most outlandish and innovative’

In a surprising turn of events for the fashion world, one of President Donald Trump’s most vocal critics has landed a coveted spot on a Vanity Fair best-dressed list. Pope Leo XIV has been recognized as one of the top 10 most outlandish and innovative dressers, according to DPA.

Redefining Papal Style

Vanity Fair is celebrating the American-born pontiff for his unconventional approach to ecclesiastical attire. Before ascending to the papacy, the man formerly known as Father Bob gained attention for pairing his modest cream cassocks with Nikes. Even as Pope, he has maintained a sense of wry casualness, often sporting baseball caps—frequently representing his favorite team, the Chicago White Sox.

Style correspondent José Criales Unzueta highlighted the pontiff's "innate Americaness" during an interview with the New York Post, noting that the publication aims to celebrate individuals with compelling and idiosyncratic personal styles. This recognition is not the first time the Pope’s fashion choices have captured the attention of major style outlets, with Vogue and other publications previously offering praise for his aesthetic.

Tension Behind the Trends

While his style makes headlines, the Pope’s relationship with the White House remains strained. As a staunch opponent of the war with Iran, Pope Leo has frequently clashed with President Trump, who has publicly labeled the leader as “weak on crime” and “terrible for foreign policy.”

The friction between the two has been public and persistent. During Palm Sunday Mass at the Vatican earlier this year, the Pope delivered remarks—widely interpreted as a jab at the President—stating that “Jesus does not listen to the prayers of those who wage war.” Despite the public back-and-forth, the Pope has indicated he has no interest in engaging in a direct debate with the President.