Next up, we’ve got a fascinating set of quarterfinal matchups. Voters must choose between fellow Bottega Veneta celebrity ambassadors Elordi and A$AP, forcing a rift in the luxury-PR space-time continuum. In a matchup of the fashionable Brits, Daniel Craig will face off against Jonny Bailey, while Colman Domingo goes tête-à-tête with LewHam. And in the final quadrant, two of rap’s most stylish MCs, Kendrick and Tyler, will battle it out.
Round One, 12/16
Photos: Getty Images, Backgrid; Collage: Armando Zaragoza
First up, a quick note on the field: Veritable style gods Paul Mescal, Timothée Chalametand Shai Gilgeous-Alexander weren’t eligible for this year’s tourney, because the former was awarded the Most Stylish Person title in our 2024 Men of the Year issue, and the latter two won this very competition in 2023 and 2022, respectively. (For fairness’s sake, we’ve implemented a two-year moratorium for past winners.)
Even without that scintillating trio, however, we’ve assembled one of our starriest, swaggiest, most competitive brackets ever. The 16 men we’ve selected range from Hollywood legends and all-star athletes to rising heartthrobs and hall-of-fame musicians, but they all share an undeniable knack for dressing outrageously well on red carpets, grocery runs, date nights at Giorgio Baldi, and beyond.
