Best Fashion Moments: Kendall Jenner, Kaia Gerber, and Keke Palmer Shine in Vintage Glam at the 2025 Vanity Fair Oscar After Party
Following the 97th Academy Awards, which were held on Sunday evening, March 2, 2025, at the Dolby Theatre in Los Angeles and featured spectacular attire, the 2025 Vanity Fair Oscar After Party red carpet was another star-studded event that night that surprised the fashion world, with Kendall Jenner, Kaia Gerber, and Keke Palmer dressed in vintage-inspired ensembles that echoed the exquisite beauty of bygone eras.
At the 2025 Vanity Oscar After Party, all three of these fashion titans charmed the audience, made headlines, and displayed a special fondness for antique attire as they posed for photographers, demonstrating that ageless elegance is always in trend, with model Kendall Jenner sporting a 90s costume with long rubber lace pagoda sleeves, while actress and model Kaia Gerber wore a 90s outfit with a cape and ruffle, and actress Keke Palmer made a statement in an embroidered throwback design with Swarovski crystals.
Scroll down to see the breathtaking vintage looks Kendall Jenner, Kaia Gerber, and Keke Palmer wore on the red carpet at the 2025 Vanity Fair Oscar After Party.
1. Kendall Jenner attended the 2025 Vanity Fair Oscar Party as The Vintage Vixen, dressed in Thierry Mugler’s 1992 gown.
Kendall Jenner, an American supermodel and media personality, made a powerful statement on Sunday night at the Vanity Fair Oscar Party, walking the red carpet held inside the Wallis Annenberg Center for the Performing Arts in an incredible masterpiece inspired by the Thierry Mugler Spring/Summer 1992 “Les Cow-Boys” ready-to-wear runway collection fashion show.
Kendall wore a black mock turtleneck maxi dress made up of exquisite iridescent rubber lace, long pagoda sleeves for drama and refinement, and a daring hip split for just the perfect amount of allure, reinforcing her status as a style icon.
To complete her vintage Thierry Mugler look for the 2025 Vanity Fair Oscar Party, the Netflix “Keeping Up With the Kardashians” star wore Manolo Blahnik BB lace pointed-toe heels in classic black and Lorraine Schwartz jewelry.
Kendall Jenner’s confidence and poise on the red carpet were unparalleled, making her one of the evening’s highlights.
This combo evoked the daring fashion of the 1990s, demonstrating that some styles are timeless.
2. Kaia Gerber attends the 2025 Vanity Fair Oscar Party dressed as a floral fantasy from Valentino’s 1997 Haute Couture collection.
Kaia Jordan Gerber made an impression at Radhika Jones’ 2025 Vanity Fair Oscar Party when she walked the red carpet in a breathtaking vintage piece from Valentino’s Spring/Summer 1997 Haute Couture collection. Her outfit included an ivory sheer cloak with a huge rosette flower around the neck and a spaghetti strap maxi dress with a gorgeous V-shaped neckline and cascading layered ruffle hem.
Kaia Gerber, a “Saturday Night” actress, accessorized her vintage-inspired Valentino cape and dress with matching Manolo Blahnik BB ivory satin pumps, and accessorized it with Promise by Effy star beaded drop hoop earrings, a Rahaminov Diamonds set that included a round-cut diamond tennis necklace, and an East-West oval-cut diamond ring.
This delicate design emanated grace and beauty, drawing inspiration from late-1990s opulent fashion.
3. Keke Palmer attends the 2025 Vanity Fair Oscar Party in an iconic Versace design from 2004.
Keke Palmer, a 31-year-old singer and actress, undoubtedly caught the show and everyone’s attention when she appeared at the 2025 Vanity Fair Oscar in a Versace Spring/Summer 2004-inspired white embroidered gown. Her outfit featured a sleeveless dress with a sheer mesh top decorated with Swarovski crystals, a white tube bra, and a floor-length draped skirt with twin front slits, which provided a modern touch to the vintage charm and made the ensemble daring and classy.
Keke Palmer completed her retro style with Jimmy Choo’s Tabitha silver crystal-embellished leather sandals and the elegant Messika Midnight Sun high jewelry collection-inspired Star Chaser earrings and ring.
This audacious twist on retro fashion was both amusing and uplifting, solidifying Keke Palmer’s status as a trendsetter.
Who do you think wore vintage best at the 2025 Vanity Fair Oscar Party: Kendall in Thierry Mugler, Kaia Gerber in Valentino, or Keke Palmer in Atelier Versace? Feel free to leave a comment and stay tuned to Fashonation Bellah Kwamy for more celebrity fashion trends.
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