Not Every Skirt Trend Works With Moto Boots—This One Does
Emma Chamberlain was spotted in NYC wearing a gray wool midi skirt, black turtleneck, and knee-high moto boots. Shop pieces to re-create the look this season.

Seasons come and go, but wardrobe staples? They're meant to last forever. Case in point: our favorite leather moto boots. They're the last thing we put into storage come spring, and the first to return to the lineup on the first day of sweater weather. They work with everything—not just jeans—and Emma Chamberlain made the case for pairing fashion's favorite footwear with an unexpected winter silhouette: an A-line wool midi skirt.
The multi-hyphenate Gen Z influencer and Stuart Weitzman ambassador was recently spotted in New York City with Tennessee-based musician Eden Joel, who is rumored to be her new boyfriend. Dressed for the season in black and shades of gray, the duo's understated fall style is worth replicating, particularly Emma's charcoal-colored skirt and knee-high biker boots.
As temperatures continue to drop, we've rounded up an assortment of black moto boots and gray skirts to mix and match as we head into the holiday season. It's an unexpectedly chic outfit formula that, if Chamberlain's past style has shown us, will keep trending well into 2027.

Shop the Look
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MANGO
$130

Stuart Weitzman
Stuart Weitzman Ren Knee-High Moto Boots
$895

Uniqlo

Steve Madden
Steve Madden Everest Harness Boots
$199

Chinti & Parker
Chinti & Parker Wool Cashmere Midi Skirt
$175

Frye
$250

Rails
$228

Miu Miu
$2300

Brandon Maxwell
Brandon Maxwell The Miller Structured Virgin Wool Knit Skirt
$1380

Stuart Weitzman