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Typically, this is the time of year we’d be refreshing our jacket collection and investing in a new pair of chic fall boots. But 2020 isn’t a typical year, not by a long shot. And while we certainly have a lot of things on our minds (questions about back to school, attempting to plan safe holiday travels, hunting for disinfecting wipes), getting dressed in something that’s both cute and comfy can do a lot for our mental wellbeing and make us feel that much more put together. So, without further ado, here are 30 easy, comfortable, Zoom call-ready outfits to get you through the first month of fall in style.

RELATED: Are Skinny Jeans Still in Style? 7 Do’s and Don’ts for Wearing Them in 2020

1. Coordinate Your Face Mask with Your Accessories

Coterie member Grace Atwood is an absolute pro at matching her face mask to her outfit. We love how she repeats her mask’s print throughout her look, with a coordinating pair of sandals and handbag.

Shop similar styles: Called to Surf face mask ($12); Old Navy dress ($45); Ulla Johnson bag ($489; $196); Loeffler Randall shoes ($350)

woman wearing a face mask chain
Christian Vierig/Getty Images

2. Try a Face Mask Chain

Sunglasses chains were set and ready to be a big trend heading into summer and even fall 2020, so we weren’t all that surprised to see the accessory pivot to become more COVID-appropriate piece fairly quickly.

Shop similar styles: Everlane face mask ($25 for set of five); DestroDesigns face mask chain ($15); Chelsea28 dress ($159); Freedom Moses sandals ($45)


3. Update Your Favorite T-shirt-and-Jeans Combo

Swap your regular old tee for one with padded shoulders and a shorter sleeve, like Olga Slesarenco, and tuck it into a pair of easy straight-leg jeans for a very 2020 take on this classic combo.

Shop similar styles: Endless Rose T-shirt ($40); Madewell jeans ($98; $65); BP. sandals ($60; $36)

4. Add Drama With a Long Robe

Even if the rest of your outfit consists of pajama pants and an easy tank top, topping it off with a flowing robe, like Ijeoma Kola’s here, adds a dramatic flare that will make you feel significantly more dressed up.

Shop similar styles: Christie Brown robe ($156) and pants ($109); Chelsea28 top ($26)

5. Pair a Silky Blouse with Silky Shorts

An easy button down and shorts doesn’t exactly scream office-appropriate, but when you opt for separates in luxe fabrics, like Natalia Levsina’s silk duo, you look less like you’re ready for a day of camping and more ready for to tackle that next big project.

Shop similar styles: J.ING top ($89); Nili Lotan shorts ($595; $238); Monica Vinader necklace ($795); Lulu Frost bracelet ($95)

6. Embrace the Tent Dress

If you haven’t already jumped on this oversize frock trend, now is the perfect time. Two things to keep in mind: Opt for a midi or mini length to avoid looking like you’re wearing a literal tent, and keep your accessories sleek and minimal, like Coco Bassey’s caramel lace-up sandals and handbag to match.

Shop similar styles: Birds of Paradis dress ($328); Tory Burch bag ($358); Kaanas sandals ($139)

7. Swap Your Bike Shorts for Denim Bermudas

If you just can’t figure out how to wear bike shorts outside the gym (you’re not the only one), why not swap them for a pair of Bermuda shorts instead? Follow Shanna Battle’s lead and tuck a trendy puff-sleeve blouse in to emphasize your waist and finish with a pair of leg-lengthening pointy-toe ballet flats.

Shop similar styles: CeCe top ($79); Slink Jeans shorts ($64); Madewell scarf ($20; $13); Tory Burch flats ($268)

8. invest in a special occasion mask

Have fun with your PPE and try one covered in sequins, with a pearl-adorned chain or done up with fringe. Then wear it out and about any time you please rather than saving it for some opportune moment.

Shop similar styles: Dollys D-Lite face mask ($20); City Chic dress ($129); Clare V. bag ($255); Seychelles shoes ($119)

9. Swap Your Solid-Hued Boilersuit for a Floral Jumpsuit

Boilersuits and jumpsuits have been growing in popularity for a few seasons now, but the best way to rock one this fall is with a dainty floral print and a cinched belt. Isn’t that right, Liz Teich?

Shop similar styles: Hat Attack hat ($120); Tanya Taylor jumpsuit ($525; $210); Birkenstock sandals ($45)

10. Dress Up a Simple Slip with Jewelry

Pile on the delicate chains, stacked rings, pretty pendants and gold hoops à la Coterie member Tyla Lauren Gilmore and your silky slip won’t look like an undergarment or nightgown any more.

Shop similar styles: AUrate earrings ($1,400); Gorjana necklace ($55); Daisy London necklace ($186); Madewell ring ($28 for set of five); Paige dress ($209)

11. Layer a Turtleneck Under a Slinky Slip Dress

This two-part outfit is great for when the temperature starts to drop, but also for making your favorite easy house dress feel more WFH appropriate, especially for any last-minute video calls.

Shop similar styles: Uniqlo turtleneck ($20); All In Favor dress ($59); Loeffler Randall shoes ($395)

12. Invest in Some Stand-Out Pjs

Look, there will definitely be times this month when you want to spend the whole day in your pajamas, even when you have actual responsibilities. To address that very instance, pick up a pair of fancy PJs—like Monroe Steele’s feather-adorned set or a patterned silk pair—so you won’t feel self conscious if you have to run out to the corner store to pick up some last second groceries.

Shop similar styles: Eberjay ($148); Tanya Taylor ($175); Sleeper ($320) Cami NYC ($396)

13. Knot a Camp Shirt Over a Slip Skirt

We love the vacation vibes of Caroline Juen’s outfit, but we love the comfort level even more.

Shop similar styles: Old Navy top ($33; $18); AqC Clothing skirt ($324); Madewell sandals ($60; $42)

14. Try a Mommy-and-Me Moment

Everything looks cuter in mini, and that goes for simple leggings and an easy tie-dye sweatshirt, too. Just take it from Jocelyn Steiber, Coterie member and owner/designer of the matching mini-and-me swimwear brand, Ashton Cole.

Shop similar styles: Crown Rose Creations matching sweatshirt set ($55); Nordstrom leggings ($59; $29); Monica + Andy leggings ($16)

15. Sport an Oversize T-Shirt as a Dress

Or, if you’re worried about a scandelously short hemline, look for a T-shirt dress instead, like Jasmine Crockett’s. Add some easy kicks and a denim jacket, then finish with a handbag that really pops, just for fun.

Shop similar styles: ASOS dress ($35); Paige jacket ($199; $160); Givenchy bag ($1,990); Converse sneakers ($55)

16. Pair Loose Joggers with a Fitted Bodysuit

Balance the supremely casual nature of jogger pants with a sexy bodysuit for an ensemble that works for grocery store runs, drinks with friends and work-related Zoom calls.

Shop similar styles: Superdown bodysuit ($50; $35); Z Supply pants ($80); Vionic sandals ($100)

17. Choose a Sweatshirt with Flare

Swap your college hoodie for an upgraded sweatshirt, one with fringe, embroidery or glittery embellishments, instead. It doesn’t matter if you end up layering it over a sporty mini skirt à la Katie Sturino, or keep things even more low-key with some basic leggings, a funky sweatshirt will look much more put together than a gym-ready style.

Shop similar styles: Marina Rinaldi sweatshirt ($455; $227); Eloquii skirt ($80); Kut from the Kloth jacket ($89); FitFlop sneakers ($100; $60)

woman wearing a brown tie dye top
Christian Vierig/Getty Images

18. Keep Sporting Tie-Dye, Just in Darker hues

Ease into fall's darker neutrals with lightweight, breathable fabrics that will keep you feeling just as cool as you look.

Shop similar styles: Nanushka top ($195; $98); M.M.LaFleur pants ($225; $160); Little Liffner bag ($670); Dr. Shcoll’s shoes ($88)

19. wear a shirtdress over jeans

Unbutton the hem to just above the waist of your jeans to create a more dynamic silhouette and finish with either a statement necklace or some bold earrings.

Shop similar styles: Lizzie Fortunato necklace ($370); Gap dress ($70; $42); Levi’s jeans ($27)

20. Sport a Matching Knit Skirt and Sweater

A coordinating cashmere or wool skirt and cropped sweater, like Amanda Stewart’s camel-hued combo, maintains all the comfort of a sweatsuit, but will looks a lot more fashion forward for date night or brunch with friends.

Shop similar styles: Alexis Bittar earrings ($165); ASOS sweater ($40) and skirt ($35); Schutz boots ($295)

21. Opt for a Matching Denim Set

Think of a matching jacket and jeans combo like a denim jumpsuit...only you don’t have to get completely undressed every time you go to the bathroom. Yes, you could always go for a classic blue-wash denim but we’re really loving Taye Hansberry’s gray acid-wash set to shake things up.

Shop similar styles: AG Jeans jacket ($169) and jeans ($156); Cotton Citizen top ($70); Dagne Dover clutch ($135); Sigerson Morrison shoes ($350; $193)

22. Swap Your Gray Sweats for Ones With Texture

Take a page from Coterie member Courtney Seamon and replace those old gray joggers and matching hoodie with a more fashion-forward set that’s still every bit as cozy.

Shop similar styles: ASOS sweater ($40) and pants ($40); UGG slippers ($80)

23. Give Your Bike Shorts a Chic Monochrome Makeover

Bike shorts are not just for the gym, nor should they be relegated to only being worn under oversize tees or cozy sweatshirts. Pair them with a matching fitted top, blazer and sleek accessories and you’ve got yourself an impressively chic ensemble centered around our new favorite casual wardrobe staple.

Shop similar styles: Rag & Bone blazer ($495; $198); Privacy Please top ($88); Commando shorts ($58); The Sant bag ($450); JLO Jennifer Lopez sandals ($15)

24. Pair a Loose Sweater with a Flowy Skirt

Some days we just can’t bear the thought of putting on real clothes, especially anything with a waistband. Take inspiration from Karlee Andrews’s easy outfit and layer a solid-hued knit over a printed midi skirt (or even a midi dress). Ground the look with a pair of hiking boots and you’ll be good to go.

Shop similar styles: BP. sweater ($39; $25); Chelsea28 skirt ($79); Indigo Rd. boots ($60; $45)

woman wearing track pants and a denim jacket
NurPhoto/Getty Images

25. Pick Up a Pair of Side-Stipe Track Pants

This comfy style is actually very easy to dress up for a less gym-ready look. Simply add a fitted tee and structured jacket up top and some skimmers or ballet flats to your feet and you’ll be all set.

Shop similar styles: Lele Sadough face mask ($40 for set of three); 7 For All Mankind jacket ($189; $152); The Great T-shirt ($95); Zadig & Voltaire pants ($298); Kelly & Katie flats ($40; $25)

woman wearing a mini dress over wide leg pants1
Christian Vierig/Getty Images

26. Layer a Voluminous Minidress Over Equally Voluminous Trousers

We all have that one frock that makes us wonder, "Is this too short on me?" But here's a handy-dandy trick for making it feel significantly more wearable: Layer it over a pair of flowy pants and voilà! A cool color-blocked outfit is born.

Shop similar styles: Velvet dress ($186); Adeam pants ($795); Longchamp bag ($565); Havaiana sandals ($28)

woman with a sweater tied around her torso
Raimonda Kulikauskiene/Getty Images

27. Knot a Sweater Across Your Body

Tying a sweater around your hips isn’t all that flattering and draping one over your shoulders can feel a bit too preppy for some. The solution? Go for a crossbody effect and knot your pullover across your front instead.

Shop similar styles: Splendid sweater ($164; $60); 525 America top ($58); Mother jeans ($228); Villa Rouge sandals ($135)

28. Wear Head-to-Toe Winter White

Monochrome ensembles can often look more expensive and luxe than multi-hued outfit, but this is especially true when it comes to creamy winter white. Yes, even if your look is comprised of a chunky knit and loose, pajama-esque pants, like Babba Canales’ ensemble here.

Shop similar styles: J.Crew sunglasses ($65); IRO sweater ($425); NONchalant pants ($284); Tory Burch bag ($628)

29. Use a Camel Coat to Dress Up a Casual Outfit

Leggings and an oversize button down is one of our go-to easy fall outfits. The easiest way to make such a casual duo feel a bit dressier is with a gorgeous camel coat, like Courtney Danielle’s. (Pro tip: Take it to a tailor to ensure the sleeves, hem and button placement all hit exactly right for your body type.)

Shop similar styles: Babaton coat ($348); Old Navy shirt ($40; $25); Spanx leggings ($110); Vans sneakers ($60)

woman wearing a blazer and sweatpants
VGC/Getty Images

20. Wear a Blazer Over Sweatpants

The trick to not looking like you’re wearing two different outfits at once is to choose a pair of slim-fit joggers and a blazer in a coordinating hue.

Shop similar styles: Uniqlo face mask ($15 for set of three); In The Style x Saffron Barker blazer ($72); X Karla top ($48); Vineyard Vines sweatpants ($118); Guess bag ($60)

RELATED: 11 Flannel Outfits for a Stylish and Plaid-Filled Fall

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