Kaia Gerber Wore the Cutest Jeans and Boots on a Getaway With Pete Davidson
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.

Erin got her start as a Who What Wear intern in 2011—back when the site only published a single story per day. (We have since increased that number twentyfold.) She graduated magna cum laude from USC and lives in Los Angeles. In college, she also interned at Refinery29, where she was promoted to editorial assistant and then assistant editor. After nearly three years at R29, she came back to WWW in 2015, where she is now the Associate Director of Fashion News. From the Oscars to the Met Gala, she leads the site's entire red carpet coverage strategy. She specializes in celebrity and fashion news but also enjoys writing travel features and runway reports. She frequently contributes to WWW's social accounts and has a sizable following on her personal TikTok.
-
Kaia Gerber Wore a Trench Coat Just Like a Parisian—With This '90s Skirt TrendA combination French girls love.
-
Not Skinny Jeans, Not Leggings—Everyone With Good Taste Is Wearing Boots With This Fall Staple InsteadThe chicest outfit formula of the season.
-
We Did the Research: These Are the 25 Best Pairs of Chelsea Boots, Hands DownThey're so back.
-
Chicer Than Jeans and a T-Shirt—Everyone With Rich Taste Will Wear These Denim Outfits This FallYour new uniform to elevate your style.
-
Not Slippers, Not Boots—These New Uggs Are Already Replacing Every L.A. It Girl's Favorite SneakersThey're $150 and they're yours.
-
Meghan Markle and Kate Middleton Agree: This Boot Trend Is Made for Skinny JeansAre you on the same page?
-
Here It Is: The New It-Girl Way to Wear Jeans and a Pair of HeelsSofia Richie gets it.
-
Thanks, It's Madewell—32 Fall Finds I Almost Gatekept Just for MyselfA shopper's paradise.