A slightly subtler silhouette than a barrel-leg, but just as effortlessly cool.

$128 at Free People

(1) Oak + Fort V-Neck Button Front Sweater with Waist Tie (2) Freja Miro Bag Black Croc (3) Jenny Bird Rue Pendant Necklace (4) Sam Edelman Emory Pointed Toe Ballet Flat

This pair will convince you that baggy jeans can actually be flattering.

$148 at Madewell

(1) Reformation Lennon Jacket (2) Adidas Taekwondo Mei (3) Coach Outlet Ashton Bag (4) Mejuri Organic Dôme Nesting Ring Set

Workwear jeans are trending.

$168 at J.Crew

(1) J.Crew Agnes Blazer (2) Banana Republic Leather Barrel Bag (3) Madewell Medium Silk Bandana (4) Tony Bianco Glacier Mule Loafer

This ‘90-inspired silhouette is your shortcut to model-off-duty style.

$110 at Levi’s

(1) Good American The Denim Easy Shirt (2) Dolce Vita Nesly Booties (3) Staud Ollie Zip Leather Shoulder Bag (4) Baublebar Shiloh Gold Earrings

For the high-waisted loyalists.

$90 at Abercrombie & Fitch

(1) Aritzia Serif Satin Camisole (2) Aldo Madalyn Heeled Mule (3) Kara Yoo Mila II Necklace with Fireball Pearl (4) Steve Madden Sabine Bag Zebra

Why wear jeans when you can wear sweatpants that look like jeans?

$62 at Gap

(1) Rothy’s The Penny Clog (2) Quince Esme Suede Shoulder Bag (3) Aritzia Golightly Cardigan (4)