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Carolyn Bessette-Kennedy’s effortlessly chic style continues to inspire decades after her rise to fashion icon status, and this fall, her go-to jeans are set to make a major comeback. Known for their timeless fit, understated wash, and versatile appeal, these jeans perfectly embody her minimalist yet sophisticated aesthetic. Fashion enthusiasts and designers alike are embracing this classic denim silhouette, predicting it will be a must-have wardrobe staple for the upcoming season’s trends.
Carolyn Bessette-Kennedy’s legacy extends far beyond fashion. Her life story, celebrated romance with John F. Kennedy Jr., and understated style remain a source of inspiration in 2025. This lasting influence takes center stage in Ryan Murphy’s new series American Love Story, where actress Sarah Pidgeon takes on the role of a woman whose name became synonymous with quiet luxury.
As Sunita Kumar Nair, author of CBK: A Life in Fashion, explains to Vogue, her clothing choices exuded elegance without excess, minimalist pieces, masculine cuts balanced with femininity, and a refusal to indulge in frills, patterns, or overt displays of power dressing.
Her fashion sensibility, perfected in the 1990s, reflected her rise to advertising director at Calvin Klein. With innate confidence, she curated her wardrobe around impeccably tailored basics. From slip dresses to crisp button-downs with maxi skirts, or a simple T-shirt paired with jeans, she carried each look with the effortless sophistication of a true New Yorker.
Denim was a particular favorite, especially Levi’s, with rumors suggesting the 517 bootcut model held the top spot in her wardrobe. Whether relaxing in Martha’s Vineyard or navigating Manhattan streets, she frequently opted for this 1970s-inspired silhouette alongside other flared styles.
Decades later, bootcut jeans remain firmly in the spotlight. Worn by icons like Jennifer Lopez, Kate Moss, and more recently Bella Hadid, they experienced a surge in popularity after Kendrick Lamar appeared at the 2025 Super Bowl in bootcut Celines that captured global attention, sparking an almost overnight resurgence in demand.
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Source: vogue
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