Excuse Me, But These 2 Ultra-Cool Editor Looks Deserve a Moment
Sponsor Content Created With Free People
Fall is here, and it's officially time for two items to rise to the top of my rotation: jeans and boots. To be honest, you'll rarely catch me without them come fall. And even though we're still in that "kind of summer, kind of fall" weather, I already can't stop wearing my favorite combo. To get some inspiration for how to wear the trend in this in-between time, I tapped Los Angeles–based Who What Wear editor Indya Brown, who knows a thing or two about dressing for high temps during the fall season. Keep scrolling to see how she's wearing the two fall must-haves in her city—all thanks to Free People's ultra-chic collection of cool denim, on-trend boots, and everything in between.
"Boots are one of those items that really signify the return of fall. They're an all-purpose shoe that makes sense with any outfit—even more than other fall shoes like loafers or ballet flats. And while I love an array of denim, dark and medium washes have that distinct fall vibe that makes me think of my most treasured fall activities (aka brisk walks and apple picking). I love the combination of the vest and flared jeans because it feels very Western. I even took it all the way with the suede boots and heart choker." — Indya Brown, market editor
Shop the Look
"In my book of obsessions, you'll find cargo pants front and center. They're a staple I locked myself into after their big comeback last year, so once I saw this pair, I immediately started envisioning all of the outfits I'd wear with them. We're still in a September heat wave, so I styled the pants with a strapless tube top and boots for a fall-meets-summer look. I can wear this to brunch, a concert, or out and about on a chill fall afternoon." — Brown
Shop the Look
Shop More Jeans and Boots From Free People

Anneliese Henderson is a New York–based senior editor on the branded content team at Who What Wear where she covers the latest in fashion, beauty, and lifestyle. When she’s not writing about her favorite trends, you can find her reading romance novels or running around the town with her Bernese Mountain Dog, Rosie.
-
This, This, and This Will Make Jeans and a Tank Top Look Expensive, Not BasicClassic dressers, this outfit is for you.
-
Alexa Chung and Tom Sturridge Wore Matching Flats With the Anti-Trend Jeans I Genuinely Recommend Flying InI've done it multiple times.
-
If a Chic Parisian Is Wearing Jeans, She's Styling It With One of These 7 Summer TrendsEffortlessly chic.
-
From Paris to NYC, This Is How Everyone Chic Is Styling Jeans This SummerThis combination is everywhere right now.
-
Cuffed Jeans Are So Back—These Are the Anti-Trend Shoes That Make Them Look BestNot ballet flats or loafers.
-
Kendall Jenner Doesn't Need to Be Told What Jeans Color and Fit to Run Out and Buy—She's Already Wearing Them*The* denim trend of summer 2026 has arrived.
-
Try Any of These 5 Summer Shoe Trends, and You Won't Be Able to Stop Staring at Your FeetNeither will your fashion friends.
-
Skip the Black Trousers: This Is the Chic Way to Style an Oversize Blazer and White Sneakers in 2026Spotted in NYC.
