Kaia Gerber Found the Perfect Boot Trend to Wear With a Micro Minidress

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

Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater arts. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.
-
This Shoe Color Trend Is Chicer Than Black, Burgundy, and Brown
Kaia Gerber agrees.
-
The Pretty Dress Trend L.A. It Girls Are Bringing Into Fall (and the "Basic" Style They Already Forgot About)
It's finally time to part ways with boring linen dresses.
-
I'm Manifesting a Fashionable Fall in NYC With These 36 Nordstrom Anniversary Sale Finds
Frye, AllSaints, Vince, Coach, and more.
-
I Thought Wearing These Shoes With Shorts Was Cringey—Turns Out the Combo Is Peak 2025
Apologies are in order.
-
Fall Is Already on My Mind—I'm Prepping My Wardrobe With These 31 Elevated Nordstrom Finds
Each piece is chic and on sale.
-
Katie Holmes Is Already Wearing the Boho Boot Color Trend Fashion People Everywhere Will Wear This Fall
Not once, but twice.
-
Leopard Print Is Fine, But This Is the Unexpected Shoe Print Fashion People Are Already Wearing on Repeat
Controversial yet chic.
-
Ankle Boots With Dresses Are Out—This Is the Shoe Trend Those With Cool Style Are Wearing Instead
Alexa Chung is one of them.