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.
-
So *This* Is the Cutest Outfit for Wine Tasting in Napa Valley, According to Hailey Bieber
And I tend to agree.
-
The Classic Swimwear Trend L.A. Fashion People Are Swapping Their Bandeau Bikinis For
No fuss.
-
I've Lived in NYC, L.A., and Boston—Here's Everything I Think Is Chic for Summer
Shop the highly curated list.
-
Everyone With Good Taste Is Already Wearing These 7 Chic Summer Pieces
These instantly elevate any look.
-
If You're Against Long Shorts, the $53 Nordstrom Pair Olivia Rodrigo Just Wore Is the Opposite Trend
Don't let them sell out.
-
Adam Sandler–Coded Outfits Are Still Going Strong—5 Ways to Style Baggy Shorts This Summer
Fashion icon first. Comedian second.
-
Believe It or Not, This Is the It-Girl Shorts Trend of Summer 2025
Confirmed by Emily Ratajkowski and Hailey Bieber.
-
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.