Kendall Jenner is trading in her corporate style for a more bohemian, Bob Dylan-inspired aesthetic. Influenced by her honorary brother-in-law, Timothée Chalamet, who has been embracing a Dylan-esque look on the red carpet, Jenner is incorporating elements of the singer's 1960s style into her wardrobe. While still maintaining a touch of high fashion with brands like The Row and a Birkin bag, Jenner's new look features suede jackets, straight-leg jeans, and a resurgence of the baker boy hat. Is this a sign of a budding songwriting career or simply a love for Dylan's music? Either way, Jenner's fashion evolution is intriguing.
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, Kendall 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 – Kendall 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, Kendall 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. Whether this is a subtle pivot to a career in songwriting – they say dress for the job you want – or she’s simply listening to Knockin’ On Heaven’s Door on heavy rotation, we’re on board with Kendall's new direction. Although Dylan’s infamous long fingernails would probably be a step too far
Kendall Jenner Bob Dylan Fashion Timothée Chalamet Style Evolution
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