I'm Sure '90s It Girls Would Freak Out Over These 32 Fall J.Crew Finds

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
Shop more J.Crew finds:

Ana Escalante is an award-winning journalist and Gen Z editor known for her sharp takes on fashion and culture. She’s covered everything from Copenhagen Fashion Week to Roe v. Wade protests as the Editorial Assistant at Glamour after earning her journalism degree at the University of Florida in 2021. At Who What Wear, Ana mixes wit with unapologetic commentary in long-form fashion and beauty content, creating pieces that resonate with a digital-first generation. If it’s smart, snarky, and unexpected, chances are her name’s on it.
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