August 4, 2026

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Virgo season is right around the corner. Usher in the new school year (now known as late-term Q3) with these fresh return-to-office outfits.

The Trousers

Trestles Twill Wideleg

These polished yet comfortable pants are the gold standard for office-to-happy-hour outfits.*

$148 at Vuori

Wear them with…

(1) Gap Modern Mockneck Tank Top (2) Organic Gold Buckle Belt - A New Day™ (3) Sam Edelman Khai Mule (4) Gorjana Infinity Knot Studs

Click here for a full outfit breakdown.

The Tote Bag

Lyla Tubular Slouchy Tote

A nice, not-boring bag for your laptop, water bottle, wallet, tablet…

$149 at Charles & Keith

Wear it with…

(1) Free People Spotlight Menswear Barrel Trousers (2) Banana Republic Ballet Flat (3) Reformation Hermia Regenerative Merino Polo (4) Mejuri Chunky Huggie Hoops

Click here for a full outfit breakdown.

The Nice Jeans

The Jules Slim-Straight Jean

Comfortable yet polished, these are ideal for the office — especially in the crisp dark wash.

$148 at Madewell

Wear them with…

(1) Madewell The Blaire Top (2) Banana Republic Vegan Leather Gathered Loafers (3) Quince Italian Suede Everyday Tote (4) Timex Cavatina Watch

Click here for a full outfit breakdown.

The Button-Down Shirt

Organic Cotton Oxford Big Shirt

When in doubt, go for the classic button-down.

$69.95 at Gap

Wear it with…

(1) The Sak Los Feliz Large Tote (2) Missoma Savi Sculptural Crossover Ring (3) Quince Italian Leather Slingback Flat (4) Gap 365 High Rise Pleated Trousers

Click here for a full outfit breakdown.

The Sneakers

Yancy Sneakerina

Slim sneakers are in. The low-profile silhouette is appropriate for casual offices.

$159 at Vivaia

Wear them with…

(1) Aritzia Bare Cashmere Noteworthy Shortsleeve Cardigan (2) Anthropologie Love Knot Slouchy Bag: Buckle Edition (3) J.Crew Cosmo Pant (4) Ana Luisa Frida Pearl Huggie Hoops

Click here for a full outfit breakdown.

The Ballet Flats

Reyes Ballet Flats

Name a better office shoe. We’ll wait.

$135 at Dolce Vita

Wear them with…

(1) SNDYS Teigan Cinched Button Shirt (2) Breda Jane Watch (3) Reformation Jill Cropped Knit Pant (4) Belle & Bloom C’est La Vie Shoulder Bag

Click here for a full outfit breakdown.

*Denotes a sponsored product

If something’s currently out of stock, it wasn’t when we sent this. Prices may fluctuate, too. Thanks.

PS: Products you buy through our links may earn us a commission.

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Back-to-work outfits