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 Los Angeles–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 a book by the beach or spending money on overpriced smoothies at Erewhon.
-
Olivia Munn Just Wore the Only Denim Trend That Could Disrupt Skinny Jeans' Resurgence
Elegance personified.
-
Linen Pants! Full Skirts! Long Shorts! Zara Has Every Single Chic Bottoms Trend—40 Picks That Are Worth Your Attention
Good luck picking just one.
-
27 Crochet Pieces From Zara, H&M, J.Crew, and More That Scream Cool Girl
You'll wear these on heavy rotation.
-
Not Skinny, Not Wide-Leg—the Specific Denim Trend Frequent Flyers Always Wear to the Airport With Sneakers
"Just right" jeans.
-
I'm a Fashion Editor, and These Are a Few of My Favorite Things Right Now
The ultimate summer 2025 wish list.
-
The 29 Most-Wanted Luxury Buys of Summer 2025, Period
From jelly sandals to Burberry bikinis.
-
Linen Who? This Even More Effortless Trend Just Entered the Chat
Meet the most wearable trend of the summer.
-
On the Streets of NY, It Girls With Expensive Taste Know to Never Wear Skinny Jeans With This Outfit
Swap in either of these denim styles instead.