Zendaya’s journey in the world of fashion began when she posed for cameras at Justin Bieber’s Never Say Never showcase as a bright-eyed teenage Disney star. Her stylist, Law Roach, carefully crafted a long-term plan to evolve her image from sweet princess to Gen-Z trailblazer. Through the Who Wore It Best? column, Roach dressed Zendaya in the same looks as high-profile stars but made them better, quickly putting her name on the map and opening doors with both emerging designers and big-name brands.

As Zendaya’s career and style evolved, there have been numerous jaw-dropping red-carpet moments that showcase her chameleon-like quality and ability to transform her look with each appearance. The meticulous research and effort she and Roach put into each outfit have resulted in memorable and transformative looks, such as the mesmerizing light-up Cinderella gown at the 2019 Met Gala and the modern-day ode to A Knight’s Tale at the Versace Met look the year prior. Zendaya’s myriad hair transformations have also played a role in enhancing the transportive qualities of her red-carpet moments, making each appearance a joy to behold.

Zendaya’s fearlessness in fashion has been evident in her ability to experiment with different styles and looks, never settling for a signature aesthetic but always pushing boundaries and reinventing herself. From blunt bobs to waist-length braids to disco diva curls, Zendaya’s versatility and willingness to take risks have made her a standout on the red carpet. Her ability to pay homage to those who inspire her while also creating outfits that make her happy is a testament to her passion for fashion and commitment to the creative process.

As Zendaya’s star has continued to rise, her fashion choices have only become bolder and more daring, solidifying her status as a fashion icon in her own right. Her choices reflect a sense of joy and confidence, evident in the buttercup Valentino haute couture gown she wore to the 2021 Oscars, exuding happiness and elegance. With Roach by her side, Zendaya continues to defy expectations and set trends, cementing her place as a fearless style plate and a force to be reckoned with in the fashion world.

As Zendaya graces the cover of Vogue in May 2024, it is a moment to reflect on her greatest fashion hits to date and celebrate her evolution from a bright-eyed teenage Disney star to a trailblazing fashion icon. With each red-carpet appearance, Zendaya continues to captivate audiences and push boundaries, showcasing her creativity and fearlessness in the world of fashion. Her partnership with Law Roach has been instrumental in her journey, helping her navigate the competitive world of high fashion and establish herself as a true style icon. Whether paying homage to those who inspire her or simply dressing up to make herself happy, Zendaya’s passion for fashion shines through in every outfit choice, making her a standout in a sea of Hollywood stars.

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