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Katie Holmes recently made a bold fashion statement in New York City, showcasing two very different outfits that caught the attention of many. Known for her casual and comfortable style, Holmes surprised many with her daring sartorial choices.

One of the outfits featured black stirrup leggings paired with a denim peplum shirt, giving off a retro late ‘80s vibe. The addition of black peep-toe heels with a unique white lobster-claw heel added a modern touch to the ensemble. Holmes completed the look with her signature brown aviator sunglasses and a large gray suede bag, showing that comfort can still be stylish.

Later in the day, Holmes appeared on The Tonight Show Starring Jimmy Fallon, where she discussed her Broadway performance in Our Town and her ability to nap anywhere. For this occasion, she opted for a boho-chic look with a one-sleeved, crocheted top and skirt embellished with silver sequins from Christopher Esber’s Resort 2025 collection. Paired with silver peep-toe heels and hoop earrings, Holmes sported a new, longer hairstyle to complete the ensemble.

While Holmes is not afraid to take fashion risks, this experimental outfit was a departure from her usual style. However, her simple styling and chic beauty look helped tie everything together, creating an elevated version of her everyday look.

Holmes’ fashion transformation showcases her versatility and willingness to try new styles, proving that she can pull off both retro and modern looks with ease. By stepping out of her comfort zone, Holmes continues to push boundaries and inspire others to embrace their personal style.