Yes, I Wore Leggings To Work For 5 Days Straight

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To be frank, I have a love-hate relationship with leggings. I adore them because they’re undeniably comfortable and feel like second skin, but they’re hard to wear when I’m not traveling, running errands or working out (a rare occurrence, may I add). Their body-skimming silhouette shows every curve, which doesn’t make them the most appropriate piece to wear to the office. However, because they’re such a major essential in every woman’s wardrobe—especially for fall—I thought I’d take my own advice of elevating the casual staple and making them work-appropriate.

Thus, I tackled the challenge of wearing leggings for a week to the office, which I took on out of curiosity, despite some initial hesitation. Important sartorial lessons I’ve learned? Well, never underestimate how polished they can look (as many colleagues didn’t even notice that I was wearing leggings). Second, the trick is teaming them with various proportions and lengths to cover areas you want to conceal for a streamlined result. Ahead, see how I donned these stretchy pants (successfully) from 9-to-5.

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5-Day Challenge: Leggings

Monday

The high-low design of this mock neck sleeveless sweater is perfect for covering the bum, while the side ties add flair. In an attempt to pull off the of-the-moment '90s revival look à la Bella Hadid, I accessorized with a baker boy hat, round sunnies and chunky lace-up shoes.

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Icons 50mm Round Metal Sunglasses

$153

Ray-Ban

Rory Lace Up Boots

$51

ASOS

Wool-Blend Cabby Hat

$15

Forever 21

Sleeveless Side Tie Tunic Sweater

$90

Ann Taylor

Leggings High Waist

$15

H&M

Tuesday

A flowy kimono pairs so well with leggings, which work as a nice base underneath the open robe. Pointed-toe flats were surprisingly complementary and helped elongate my legs. A fuzzy bag and gold earrings translate as fashion-forward extras.

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Brass Splatter Earrings

$159

Leigh Miller

Lock Trimmed Leather Shoulder Bag

$550

Loeffler Randall

Leggings High Waist

$15

H&M

Printed Velvet Kimono

$90

Zara

Wednesday

These super-chic, crazy-affordable white boots are a recent purchase (everyone in our office has them), and I badly wanted to wear them with leggings. Because the footwear is so stark, I tempered the rest of my look with refined layers: a longline vest over a ribbed knit with frilly detail.

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Magic Ankle Boots

$140

Topshop

Vent Gilet

$130

Mango

Metallic Ribbed-Knit Turtleneck Sweater

$390

Carven

Leggings High Waist

$15

H&M

Thin Hoop Earrings

$80

Joolz By Martha Calvo

Thursday

My affinity for white tees knows no bounds, so I seriously wear one at least once a week. As you know, I'm all about covering the derriere; this lightweight powder-blue topper is both sleek and modest. Slinky sock boots combined with leggings is the perfect formula for faking a tall frame.

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Senella Bootie

$398

Club Monaco

Casual Slub Cotton T-Shirt

$75

James Perse

Tie Cuff Duster Jacket

$120

River Island

Leggings High Waist

$15

H&M

Friday

The leggings allowed me to adapt my floral summer dress for fall. Slouchy boots slung nicely, and they never fail to look amazing with midi lengths. A dark denim topper over the shoulders helps beat the chill.

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Lokyo Suede Knee Boots

$1,080

Isabel Marant

Orchid Print Frill Midi Dress

$117

Warehouse

Leggings High Waist

$15

H&M

Jessie Denim Jacket

$292

Mads Norgaard