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Pinterest Ivanka Trump
(© 2025 Getty Images)

Ivanka Trump

Worst: Ivanka Trump turned heads in a dramatically-cinched emerald-green ensemble featuring a blazer top and pencil skirt. The look sparked comparisons on social media to the outfits worn in 'The Handmaid's Tale', with one user joking she came "straight from filming." The wrap jacket, structured to hug the body and cinched at the waist with a black leather belt, had an unflattering cut. The right-side lapel fell in a waterfall style, adding an asymmetrical touch. She completed the outfit with a matching green beret and a $5,900 Lady Dior Bag in Black Cannage Grained Calfskin with gold finishes.

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Pinterest Lauren Sánchez
(© KENNY HOLSTON/The New York Times)

Lauren Sánchez

Worst:
Lauren Sánchez, attending with her fiancé Jeff Bezos, had a wardrobe malfunction in a tight, winter-white blazer that revealed her white lacy bra. She paired the blazer with matching white pants, creating a coordinated look. Interestingly, this outfit seems to be the same one she wore during a chat with Forbes executive vice president Moira Forbes at the 2024 Forbes Power Women's Summit in September.