Long live maxi skirts and micro-shades—two staples of '90s style. Between Carolyn Bessette-Kennedy's New York street style and Miuccia Prada's pre-smartphone runways, the time period between 1990 and 1999 may be my favorite yet. Although I didn't exactly live through it as a Gen Z fashion editor, every scroll on Pinterest provides me more and more opportunities to channel my inner Kate Moss and Julia Roberts, two leading ladies of the decade.
Known for its preppy, sophisticated style, J.Crew is certainly serving up elevated basics and chic silhouettes that all the It girls of the time were wearing. Olympia Gayot's new era at J.Crew has ushered in stylish garments that rival minimalist cult designers, a major plus in my book as someone who's slowly building their forever closet.
While I've dipped my toe into Y2K butterfly tops and low-rise jeans, there's nothing quite as comfortable to me as neutral long-sleeve shirts, boxy menswear jackets, and oversize denim jeans. Add a tortoiseshell headband, some vampy Chanel nail polish à la CBK, and a sleek black purse, and you're practically a carbon copy of the coolest fashion people back in the day.
Below, you'll find all the J.Crew staples that work just as well today as they would have back then.
WHO: Carolyn Bessette-Kennedy
WHO: Julia Roberts
WHO: Iman
WHO: Gwyneth Paltrow
WHO: Halle Berry
WHO: Kate Moss
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Looking Posh for a Night Out in 2025 Means Wearing This '90s Shirt Trend and Heel Trend With a MiniskirtSpotted outside of a Chanel dinner in NYC.
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It's Official: This Is the Most 2025 Way to Wear Leopard PrintModern and chic.
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This Timeless Shoe Trend Makes Every Black-Dress Outfit Look So '90sIt's an instant elevator, no matter the dress style. Just ask Jennifer Aniston and Rosie Huntington-Whiteley.
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Fashionable Clothing Ahead—28 Chic Fall Picks From Zara, Nordstrom, J.Crew, and ShopbopFrom sweaters to jackets.
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I'm Channeling '90s Jennifer Aniston and Halle Berry With These 10 Fall-Ready Looks From NordstromMinimalism at its finest.
