Based on her look for a recent NYC evening out, Kaia Gerber seems to be ready to move on to fall. Gerber's outfit for the unseasonably cool late-August night was as suited for early fall as it gets, and it was a great example of the best boot trend to wear with a minidress. Gerber's three-piece outfit—which consisted of a trench coat, a black micro minidress, and knee-high boots—was both classy and cool.
The boot trend Gerber opted for was riding boots. They provided a casual, grounded contrast to the minidress, making them perfect for a wider variety of occasions. As you know, the riding-boot trend isn't brand-new, but that's a good thing because you know that a pair would be a great investment based on their longevity and versatility. With that, keep scrolling to shop some of my favorite riding boots on the market.
Shop the Look
Shop More Riding Boots
-
Ankle Boots With Dresses Are Out—This Is the Shoe Trend Those With Cool Style Are Wearing InsteadAlexa Chung is one of them.
-
Whenever I'm in Paris, I See This Boot Trend Styled With Minidresses in Every Vintage Shop and Local BistroSorry, ankle boots, but it's not you.
-
Everyone in Los Angeles Knows This Shoe Trend Makes Denim Shorts Look Way CoolerDenim shorts never looked so good.
-
Spotted at Wimbledon: The Anti-Summer Shoe Trend You Don't Usually See in the StandsNever too hot for these.
-
The $140 Boots London Fashion Girls Take Out of Storage Every Summer to Wear With Shorts and DressesFrom Kate Moss to Daisy Edgar-Jones.
-
Stop With the Ankle Boots—Miniskirts Should Only Be Worn Like *This* in 2025Period.
-
FYI: These Are the Anti-Sandal Shoes NYC Girls Are Wearing With Miniskirts When They Go OutSummer shoes they are not.
-
Caught on Camera: Every Fashion Girl Is Wearing This Unexpected Shoe Brand With Jeans, Dresses, and SkirtsKaia, Selena, and Sydney are fans.
