Leave it to Taylor Swift to turn a casual night out into a viral fashion moment. On Monday evening, the superstar was photographed alongside her longtime friend Gigi Hadid outside New York’s exclusive Zero Bond, effortlessly merging classic prep with the season’s newest edge: the square-toed boot.
Swift, whose every outfit seems to ignite online decoding sessions, wore a dark velvet peacoat layered over a playful polka-dot top and sleek leather trousers. But the real headline? Her knee-high, square-toed snakeskin boots by Stella McCartney—a vegan alternative that perfectly marries sustainability and statement-making style. Beside her, Hadid coordinated in her own tonal layers, proving once again that when these two step out together, the fashion conversation follows.
It’s not the first time Swift has sparked a footwear trend, but this one feels especially poised to take over. Once considered a retro relic of the early 2000s, the square-toed silhouette has returned to runways and street style alike—seen everywhere from Balenciaga to Miu Miu to Chanel. Swift’s sleek take on the shape gives it new life, balancing sharp geometry with understated sophistication.
Whether this look hints at another Reputation (Taylor’s Version) Easter egg or simply marks the beginning of a new winter staple, one thing is certain: the square-toed boot is officially back—and Taylor just made it cool again.
