Have you ever seen a Kaia Gerber outfit and not wished you owned everything she was wearing? Didn't think so. She has mastered the relaxed-yet-cool vibe that her famous mom, Cindy Crawford, has always been known for. Of course, her latest outfit is no exception. Photographed holding hands with Pete Davidson on a getaway in upstate New York, Gerber just wore my ideal November outfit: a cozy beanie, striped sweater, leather coat, and lace-up boots. The flat boots, in particular, are the perfect practical choice for a chilly fall day.
As we've mentioned in several stories, leather is a major trend right now. (Yes, there are lots of vegan options!) The street style set loves to wear leather head to toe, but as Gerber just showed, a cute jacket is all you need to pull off the look. Bonus points if you match it with your boots. Scroll down to see Gerber's day-date outfit, and shop similar pieces.
Shop the Look
Next, Kate Middleton wore the $30 Zara item everyone will want.
-
This Is Your Last Chance to Shop the Amazon Big Spring Sale—31 Chic Finds Not to MissSo good even Levi's jeans are on sale.
-
Light-Wash Jeans Always Look More Expensive When Worn With This Elevated BasicAs seen on Zendaya in Italy.
-
Tired of Jeans? We Are Too—Here's What We're Wearing Instead This SpringChic and comfortable.
-
7 Ways to Style Your Jeans for Spring That Feel Very 2025Courtesy of the street style set.
-
My Most Complimented Everyday Jeans Are on Sale for Just a Few More HoursGrab them now, or pay full price later.
-
Rich-Looking Outfits Are the Goal—31 Chic Pieces From the Amazon Big Spring Sale That Fit the BillThese will have you doing a double take.
-
I Found a Trove of Cool-Girl Basics From theReplica Store Sale—31 Chic StandoutsThese have closet-staple status.
-
It's Here: The 2025 Version of Skinny JeansSpotted on Emily Ratajkowski in NYC.
