Winnie Harlow Turns Heads in Burnt Orange Snakeskin Booties at the 2025 Pegasus World Cup
Winnie Harlow attended the 2025 Pegasus World Cup held at Gulfstream Park yesterday in Hallandale, Fla. Beyond Harlow, notable attendees at the horse racing event included Peso Pluma, Mike Tyson and Lele Pons, among others.
The Canadian model graced the pink carpet in a pair of burnt orange knee-high snakeskin boots. The chosen silhouette featured textural glossy leather uppers embossed with textural snakeskin accompanied by sharp triangular pointed toes. Although they weren’t visible, it’s likely Harlow’s shoe pick also included stiletto heels. The heel height elongated the runway regular’s silhouette, creating the illusion of length.
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For those looking to emulate Harlow’s 2025 Pegasus World Cup look, brands like Aquazzura, Staud, Saint Laurent, Sam Edelman and Paris Texas all feature comparable styles to her own for a range of price points and sizing options. The addition of the snakeskin offered textural interest, further elevating the knee-high shoe.
In matching hues, the “America’s Next Top Model” alumni donned a leather form-fitted Marine Serre dress featuring the brand’s beloved crescent moon print. Layered overtop, Harlow wore a leather patchwork jacket in a slew of different neutral hues.
Harlow is a mainstay in the fashion industry. The fashion figure appeared on Cycle 21 of “America’s Next Top Model” in 2014 and although she didn’t win, she turned her appearance into a lucrative modeling career.
Since then, Harlow has appeared in campaigns and walked in runway shows for the likes of Fendi, Marc Jacobs, Tommy Hilfiger, Sports Illustrated, Desigual, Diesel, Swarovski, Steve Madden, Nike, Puma, MAC and Victoria’s Secret among others.
The 2025 Pegasus World Cup took place on Jan. 25 in Hallandale, Fla. The event is one of South Florida’s leading luxury sports and lifestyle events of the year. Pegasus World Cup attracts A-list celebrity attendees, fashion icons, influencers and avid fans to catch a glimpse of the sport’s most iconic event of the year.
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