The Hailey Bieber Way to Make Your Jeans Look Cool Without Buying New Ones

Hailey Bieber is a style icon of the 2020s because she very much stays true to her signature aesthetic, and she sets trends every time she leaves the house—hence the reason we cover her looks so much here at Who What Wear. And set trends is just what she did when out running errands earlier his week.
Remember back when it didn't matter how long your jeans were because everyone just rolled them up? Ready or not, Bieber seems to have made that a thing again with this look. The key to outfit success when it comes to rolled-up jeans is, in Bieber's case, loose-fit jeans that make it all look a bit effortless (we'd advise against rolling up your skinny jeans), and socks. In fact, we wouldn't be against just copying her whole look, from the wayfarers to the leather brazer and chunky belt to the Dr. Martens oxfords. It's all perfect.
Keep scrolling to shop pieces to do just that, or just roll up the pair you're wearing right now for free.
On Hailey Bieber: Magda Butrym Fitted Leather Blazer in Black; Re/Done Levi's High Rise Loose Jeans; Bottega Veneta Padded Cassette Bag; Dr. Martens 1461 Shoes; Kaze Individual Series Masks; Zara belt
Shop the Look
Shop Jeans That Are Perfect For Rolling Up
Next up, see our denim report, which brings you all the key trends for 2021.

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.
-
Aged 35 or 56—Jennifer Aniston's Timeless Jeans-and-Sandals Pairing Always Works
An enduring combo.
-
Not Skinny, Not Wide-Leg—the Specific Denim Trend Frequent Flyers Always Wear to the Airport With Trainers
"Just right" jeans.
-
Jeans Don't Always Cut It—The Elegant Trouser-and-Shoe Combination Fashion People Are Wearing RN
Take a page out of Hailey Bieber's style book.
-
GapStudio's New "Liquid-Soft" Jeans Are About to Go Viral
Plus, Lila Moss fronts the campaign.
-
Of Course, 2025's Cali Summer Uniform Involves This Timeless Denim Trend
Can you take any guesses?
-
This Summer Denim Trend Is the Opposite of Skinny Jeans, and I'm Seeing It Everywhere
Your outfits will look chic with this silhouette.
-
This Elegant Sandal Trend Is Rarely Worn With Baggy Jeans, But It Makes Them Look So Chic
Uncommon? Yes. Highly chic? Also yes.
-
Victoria Beckham Just Bypassed Summer to Wear Autumn’s Anti-Skinny Jeans and Chicest Top Colour
Is it too early to be excited for autumn?