Kendall Jenner's '60s-Inspired Transformation

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Kendall Jenner's '60s-Inspired Transformation
Kendall JennerBob DylanTimothée Chalamet
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Kendall Jenner is ditching her typical clean-girl aesthetic and channeling Bob Dylan's iconic style in 2025. Influenced by Timothée Chalamet's recent red carpet looks, Jenner is embracing suede jackets, straight-leg jeans, and baker boy hats, while still adding her own fashion-forward twist. This shift in style has sparked speculation about a possible career transition into songwriting.

If 2024 was the year of Kendall Jenner ’s corporate cosplay, 2025 is shaping up to be a little less boardroom and a bit more Bob Dylan . In a departure from her usual clean-girl attire, Jenner is leaning into A Complete Unknown territory. Putting her own spin on the singer’s ’60s era–albeit wearing The Row and with a Birkin on her arm–Jenner seems to be embracing the influence of her honorary brother-in-law, Timothée Chalamet.

Of course, Timmy himself has been method-dressing on the red carpet during his recent promo tour, from the blond hair and beanie that he sported for the New York premiere–paying homage to a Dylan look from the 2003 Sundance Film Festival—to his large collection of useless skinny scarves. Unsurprisingly, Jenner has taken more of a fashion-led approach to the look, via on-trend suede jackets and Khaite’s straight-leg jeans, while also seemingly backing a baker boy hat revival.

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Kendall Jenner Bob Dylan Timothée Chalamet Fashion Trends 60S Style

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