Hailey Bieber Boldly Wore Her Summer Shorts With Her Fall Boots, and It Works

Well folks, Hailey Bieber just outdid herself with this epic anti-quarantine outfit (meaning that her outfit is the opposite of comfy sweats, not that she herself is anti-quarantine, of course). It goes without saying that Hailey Bieber really knows how to step things up with her looks, even when she's just wearing leggings and sneakers. And in this case, even when she's just wearing denim shorts.
Bieber wore so many different It pieces and trends with her Levi's shorts in Beverly Hills this week that I'm almost overwhelmed (in a good way), but let's talk about the shoes first. Instead of something safe such as sneakers or flat sandals, Bieber opted to get a jump start on fall, pairing the short shorts with a pair of new mid-calf boots from celeb-favorite brand By Far. It's a pairing you wouldn't expect to work, but in Bieber's case, it does. Perhaps the Jacquemus blazer and bralette have something to do with it but whatever the case, don't be surprised if you're suddenly tempted to wear denim shorts with boots. Keep scrolling to shop the pieces needed to recreate Bieber's look, just in case you are.
On Hailey Bieber: Jacquemus Sauge Front Strap Blazer ($1183) and Le Bandeau Valensole Bra ($125); Prada bag; Levi's 501 Original Shorts ($70); By Far Linda Leather Ankle Boots ($494); Evolvetogether NYC Mask ($9)
Get the Look
Shop More Shorts and Boots
Next up, the 6 boot trends fashion people will wear this fall.

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.
-
Pump the Brakes on Booties—Kate Hudson Knows the Better Fall Shoe Trend to Pair With Dresses
This outfit combo is top-tier.
-
Spotted on Kendall and Hailey: The Pant Color Trend People Are Swapping Blue Jeans For
It girls with good taste know best.
-
I Tested TikTok's Favorite Jean Shorts—Here Are the Pairs Actually Worth Buying
Summer’s not over yet.
-
Hailey Bieber Just Said This Classic Print Looks So 2025 When Paired With This Unconventional Shoe Color
Unexpected, yet so chic.
-
7 Expensive-Looking Outfits to Wear With Fall's Most Iconic Shoe Trend
Let your outfit do the talking.
-
Hailey Bieber Wore Vintage Tom Ford Gucci Sandals With the Summer Pant Trend I See Sticking Around Through Fall
Any pants that look this good shouldn't be packed up just because the season changes.
-
Forget Lace-Up Boots: This Casual and Easy Boot Trend Is About to Be Everywhere
Make this your first boot purchase for the season.
-
Forget Mules—*These* Are the Classic Anti-Flats L.A. It Girls Wear for Dinner at Giorgio Baldi
Good food, great footwear.