Every Fashion Insider Has This Dress on Heavy Rotation

Looking to the street style scene, there’s one micro-trend that is undeniable: the oversize dress. Yep, fashion insiders have recently been swapping out fitted silhouettes for dresses that are anything but. The dresses the fashion set have been wearing are tent-like in shape, evoking nightgowns and baby-doll shapes. Many are finished with details like puffy sleeves that further emphasize their sheer volume. The unspoken rule? The bigger, the better.

With countless outfits spotted on the street style scene, the evidence is stacked in favor of this tricky trend, but what is the best way to pull it off IRL? Ahead, see exactly how fashion insiders are wearing the trend and discover the best oversize-dress brands to add to your closet and the accessories to wear with them.

Styled with: knee-high boots and a headband

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(Image credit: @thestylestalkercom)

Danish designer Cecilie Bahnsen is fueling the trend with her signature cloqué dresses, seen here on Maria Bernad. One way to balance a voluminous dress? Pair it with sleek knee-high boots and an on-trend padded headband.

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Styled with: high-top sneakers and cat-eye sunglasses

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(Image credit: @thestylestalkercom)

You can also opt for a pair of throwback high-top sneakers to add a street wear spin on a frothy dress.

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Styled with: a baguette bag and oversize hoops

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(Image credit: @thestylestalkercom)

If you wear a nightgown-inspired dress, ground the look with strappy heels, a classic bag, and simple oversize hoops.

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Styled with: white heels and a bold bag

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(Image credit: @thestylestalkercom)

Who What Wear editor Erin Fitzpatrick injected color into an otherwise neutral palette by adding a bright-turquoise bag from Bulgari.

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Styled with: strappy heels and a ring-handle bag

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(Image credit: @thestylestalkercom)

Keep things simple and let the dress speak for itself by pairing it with strappy heels and a minimal bag.

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Next, the luxe trend everyone will be wearing this fall.

Associate Director, Special Projects

Kristen Nichols is the Associate Director, Special Projects at Who What Wear with over a decade of experience in fashion, editorial, and publishing. She oversees luxury content and wedding features, and covers fashion within the luxury market, runway reporting, shopping features, trends, and interviews with leading industry experts. She also contributes to podcast recordings, social media, and branded content initiatives. Kristen has worked with brands including Prada, Chanel, MyTheresa, and Luisa Via Roma, and rising designers such as Refine and Tove, and her style has been featured in publications including Vogue.com, Vogue France, WWD, and the CFDA. Before Who What Wear, Kristen began her career at Rodarte, where she worked on assistant styling, photo shoots, and runway shows, and at Allure, where she moved into print and digital editorial. She graduated from the University of Southern California, where she studied art history and business, and currently lives in New York.