6 "Ugly" Trends That Matter Right Now, According to Celebs

The fashion crowd is all about giving the side-eye to antiquated style rules. It’s really about dressing for what you love and what makes you comfortable, rather than constantly thinking about what’s "flattering.” As a result, "ugly” trends have blossomed. We recently highlighted the uncool-but-actually-cool looks French girls can’t seem to get enough of, and we thought we’d cruise over to the celebrity world to get a sense of the "ugly” items they’re standing behind. With all that in mind, we pulled some of the most forward recent A-lister outfits below—all of which feature specific ironic fashion choices. Yep, you’ll spot Kendall Jenner’s recent "ugly” shoe choice, Hailey Bieber’s offbeat denim vibe, and more coming your way ahead. Keep scrolling to uncover the trends that will bring a cool factor to your fall look, and shop each must-try item as well.

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1. Jeans Bunched Into Booties
(Image credit: Elder Ordonez/SplashNews.com)

On Hailey Bieber: The Row jacket; Saint Laurent boots; Celine sunglasses

While wearing cropped jeans with booties may seem like the more "conventional" choice, stuffing loose jeans into boots actually feels so wrong that it’s so right. This is perhaps the most forward denim look of the moment.

Shop the trend:

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2. Power Shoulders
(Image credit: Michael Kovac/Getty Images)

Who: Jasmine Tookes

We covered the ’80s power-shoulder trend a few months ago as a look that’s been dominating thanks to its larger-than-life vibe. Yep, ditching a standard blouse or dress and switching it up with a power piece that’s a bit more out there is seriously where it’s at.

Shop the trend:

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3. Cargo Pants
(Image credit: SplashNews.com)

Who: Kourtney Kardashian

Always considered more of a polarizing trend, cargo pants have been rising up for the last few years as ’90s fashion comes back with fervor. While many may say they’re not as "sleek” as other pants thanks to the voluminous shape and conspicuously placed pockets, this silhouette is as legit as it gets, as Kardashian showcased while out and about in Los Angeles.

Shop the trend:

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4. Birkenstocks
(Image credit: Backgrid)

On Kendall Jenner: Birkenstock Arizona Soft Footbead Suede Sandals ($135); Louis Vuitton bag

We recently highlighted this offbeat shoe as the silhouette French girls covet, but celebs like Kendall Jenner are also all about two-strap Birkenstock sandals. While you could wear them as is in warmer climates, you could also try them with socks as well for a cool feel.

Shop the trend:

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5. Extra-Long Pants
(Image credit: SplashNews.com)

Who: Bella Hadid

It’s not super common to opt for a super-long pair of trousers. It’s the tailored or cropped silhouettes you see more and more of. But as Hadid proved here, pushing the boundaries with floor-sweeping pants is unique for fall.

Shop the trend:

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6. "Muppet" Shoes
(Image credit: Palace Lee/SplashNews.com)

On Gigi Hadid: Opening Ceremony jacket

Furry slipper shoes continue to trickle their way throughout the fashion universe. It’s the Muppet-like footwear picks—e.g., the style Hadid is wearing here with colorful socks—that have that uncool-but-beyond-cool vibe right now. Plus, they’re as comfortable as it gets.

Shop the trend:

Next, check out the ugly shoe trend taking over Paris right now.

Bobby Schuessler
Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retialers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.