8 Stylish Outfits to Wear to Work This Fall

8 Stylish Outfits to Wear to Work This Fall
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Unless you work in a supremely casual office, dressing for your professional life can be a challenge—that is, if infusing your wardrobe with a bit of personality and creativity is integral to the process. (Ahem … it absolutely is for us.) So we whipped up eight effortlessly cool, unstuffy office looks that won’t offend HR, complete with some key styling tips and the must-have pieces to keep your eye out for this fall.

And if you’re like us and cannot even deal with any sartorial discomfort at the workplace, give our ultimate foot hack a whirl: Whatever your shoe situation is, try Dr. Scholl’s DreamWalk insoles. These comfy cushions will help keep you on your toes all day, whether you’re wearing high heels or simple ballet flats. Once you’re ready to step it up, check out the new workwear staples and looks you’ll want to layer on this season. From suede moto jackets and high-waisted shorts to white tuxedo flares, dressing for success has never looked so chic.

Photographer: Tom Medvedich
Stylist: Brandy Joy Smith
Makeup Artist: Yuui
Hair Stylist: Kozmo, Bryan Bantry
Model: Lais Scheffler, APM Models
Director: Sam Lim
Producer: Drew Tillman

This post was brought to you by Dr. Scholl’s® DreamWalk®.

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The On-Point Office Vest
Admit it: Your black office blazer could use a major upgrade. So swap out that basic attire for a boxy-fit sleeveless vest instead. This versatile piece is an easy layer to throw over any look—whether you’re sporting a patterned dress or matching pants—and the structured collar looks extra polished for those presentation days. If you lean toward a more menswear-inspired vibe, opt for a double-breasted vest that is also slightly oversize to keep things easy and casual.

Double-Breasted Vest, $118; at BCBGeneration
Clean Ribbed Tunic, $75; at
Black Microfiber Solid Color Tights, $13; at We Love Colors
Silver Boots, $225; at & Other Stories

The All-White Wonder
Stand out from the sea of office drab—you know, that boring palette of blacks, blues, pinstripes, pastels, and varying shades of gray—and dress unexpectedly in wintry white-on-white. It’s an office-appropriate look that is refreshingly clean, simple, understated, and bold at the same time. To elevate this executive ensemble even further, don’t be afraid to play around with silhouettes and mix fabric textures, such as pairing a fitted cropped fuzzy turtleneck sweater with billowing high-waisted tuxedo flares.

Turtleneck Sweater and Shoes; at H&M
Rachel Zoe Jolee Tuxedo Flare Pant, $395
Sunshine Ring in Coconut, $145; at Lele Sadoughi
Luxe Black Acetate Optical Lenses, $540; at Linda Farrow

The Animal-Print Instinct
Let your fellow coworkers know that when it comes to getting things done, you’re wildly ambitious—both in dress and attitude. Tap into your inner spirit animal and mix and match various wildlife prints. Striking a balance is key here, so know when to amp it up and when to pull it back. A good rule of thumb is to select one focal apparel piece (such as this quirky pony-print top tucked into a sleek pair of high-waisted flare pants) and one main accessory (such as this structured leopard-print carryall).

Moschino Boutique Pony Print Sleeveless Turtleneck Sweater, $425; at Bloomingdale's
Elizabeth and James Veroon Pant in Black, $325; at Bloomingdale's
Shoes; at H&M
Greta Handbag in Black and White Calf Hair, $650; at Treesje
Brass Single Ribbon Ring, $310; at Jennifer Fisher
Onona Black + Gold Shield Ring, $220; at A Peace Treaty
Rollercoaster Cuff, $250; at Michelle Campbell

The Patterned Pants
If you generally keep your office outfits minimal, swapping your regular black slacks for a pair of funky-print pants can really amp up an otherwise low-key look. Since the statement piece here is the playfully patterned pants, keep everything else super simple and monochromatic. A silky white top will pretty much go with any type of wacky bottoms, and unfussy accessories like simple black pumps and a ladylike purse are workwear essentials you should have for your wardrobe.

Marc by Marc Jacobs Acanthus Double Face Crepe Pant, $528
Sanctuary Moonrise Blouse, $79; at Bloomingdale's
Jean-Michel Cazabat Heels
Black Handbag, $225; at & Other Stories

The Whimsical Flats
We know it’s important to stay as comfortable as you can in an office, especially if you’re mostly on your feet. Heels may be the footwear of choice for some women, but for those who prefer to be as grounded as possible, nothing beats a pair of flats. To keep them ultra-sophisticated, pair your charming shoes with jewel-tone trousers, an untucked oxford shirt, and a polished blazer.

Flirting Slippers, $295; at Chiara Ferragni
$550; at Rebecca Taylor boutiques
Riley Skinny Jean, $185; at Vince
Sheer Panel Button-Up Shirt; at SimplyBe
Gypsy Bar Earrings 14K Gold, $500; at Lana Jewelry
Joslyn Stud Bar Satchel, $348; at BCBGMAXAZRIA

The Professional Moto Jacket
Sure, we love our go-to motorcycle jacket, but there’s just something about the beat-up black leather that doesn’t feel suited to the workplace. Luckily, there’s a new kind of moto jacket in town—one that's cut from deep, gorgeous shades of suede, fall’s It texture. We guarantee it's going to be your newest HR-approved workwear essential. Throw it over a girly skirt-and-top outfit to toughen the look, and finish the ensemble with heeled leather booties for that extra boost.

Suede Wes Moto Jacket, $598; at Rebecca Minkoff
The Kooples Black Stretch Turtleneck; similar styles at Saks Fifth Avenue
Novelty Skirt, $253; at Clover Canyon
Black Mules, $195; at & other stories

The Work-a-Day Shorts
Yes, you can (and absolutely should!) wear your shorts to the office. In fact, the shorts-with-tights look is ideal for tricky in-between weather. Obviously, when we say shorts, we don’t mean the denim cutoffs you wore to this summer's music festivals. Instead, select a pair that's elegantly modest—that means premium fabrics, a high waist, and a length that doesn’t expose any underbutt. Tuck in a silk blouse, and top the whole outfit with a cool car coat for that stylish mixed-hemlines effect.

Pink Deluxe Shorts, $220; at Zadig & Voltaire
Mikado Chine Coat, $560; at
Zadig & Voltaire
Blouse, $100; at & Other Stories
Black Mules, $195; at & Other Stories
Wolford Tights, stylist’s own
Gypsy Bar Earrings 14K Gold, $500; at Lana Jewelry
Crown Bangle, $130; at Michelle Campbell
Brass Small Single Knot Ring, $185; at Jennifer Fisher

The Perfect Peacoat
With the cold-weather months quickly approaching, it’s time to have your eye out for that perfect woolen outer layer that will take you effortlessly from day to night and workweek to weekend. This season, we suggest opting for a classic Peter Pan collar peacoat in a trendy allover print like the grid motif. It boasts just the right amount of “statement” without going too overboard—meaning it’s still understated enough that you can wear it daily with ease.

The Natty Coat, $685; at Trina Turk
Rachel Zoe Virginia Turtleneck, $275
The Kooples Black Stretch Skirt; similar styles at Saks Fifth Avenue
Nude Mary Jane Carnaby, $995; at Nicholas Kirkwood
Wolford Tights, stylist’s own
Small Cuff Bracelet in Black Melbourne, $58; at Brahmin
Hyde Loafer, $250; at Tory Burch

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