Hailey Bieber Hits the Headlines by Repurposing 1998 Gucci Dress Once Worn by Anna Wintour
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Hailey Bieber has set the fashion world abuzz with her recent choice to rewear a 1998 Gucci dress which was previously rocked by none other than the legendary Anna Wintour. The Rhode founder was spotted in New York City flaunting a baby blue Gucci by Tom Ford shift dress from the label’s 1998 Spring/Summer collection on Wednesday, April 30. Known for her impeccable style choices, Bieber’s nod to vintage fashion sparked speculation about her intentions for the upcoming 2025 Met Gala.
The renowned stylist Dani Michelle, responsible for curating Bieber’s glamorous ensembles, took to Instagram to unveil that the mini dress, acquired from luxury resale platform TheRealList, was originally donned by Anna Wintour. As a significant figure in the fashion industry and a longstanding co-chair of the Met Gala, Wintour’s endorsement of the outfit added a new layer of significance to Bieber’s sartorial selection. Michelle playfully captioned an Instagram Story featuring the dress with “icons only”, paying homage to the illustrious history behind the garment.
Reports indicate that Anna Wintour sported the iconic Gucci dress during a 1998 U.S. Embassy event in Paris, further amplifying the dress’s prestigious background. To infuse her signature flair into the ensemble, Michelle accessorized it with nude stilettos featuring PVC straps, stylish sunglasses, a beige clutch, and Bieber’s own viral Rhode phone case. The strategic mix of classic elegance with contemporary accessories highlighted Bieber’s fashion-forward approach.
As the anticipation for the 2025 Met Gala continues to build, fashion enthusiasts are reminiscing about Bieber’s previous show-stopping appearances on the event’s illustrious red carpet. Since her debut in 2016, where she graced the occasion in a Topshop dress aligned with the event’s theme “China: Through the Looking Glass,” Bieber has consistently delivered memorable looks. Her presence at the gala alongside husband Justin Bieber in 2021 and subsequent solo appearance in 2022 further solidified her status as a style icon.
While Bieber is yet to reveal her outfit choice for the impending Met Gala, themed around “Superfine: Tailoring Black Style,” her recent public appearances have kept her firmly in the spotlight. Noteworthy among these was her attendance at the 2025 Fashion Trust U.S. Awards where she dazzled in a plum Saint Laurent gown featuring flattering waist-accentuating panels and alluring cutouts. With each appearance, Bieber continues to showcase her fashion prowess and cement her status as a trendsetter in the industry.
The blend of vintage charm with modern sophistication in Bieber’s recent attire choice has captivated fashion enthusiasts and industry insiders alike, sparking excitement for her upcoming appearance at the Met Gala. As the event draws near, all eyes will be on Hailey Bieber to see how she interprets this year’s theme with her unique sense of style. Stay tuned for more updates on Hailey Bieber’s fashion journey and her impact on the world of haute couture.