1
this slinky dress
guruixu Turtleneck Dress
Credit: guruixu
Try this sleek black turtleneck dress on when you want to go for maximum elegance. Swap heels for tall boots as soon as the temps begin to plummet.
2
this preppy piece
MEROKEETY Sweater Dress
Credit: MEROKEETY
A button-up design is a surefire way to dress something up; the fact that this ribbed mini is ultra-stretchy is just a nice bonus.
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3
this puff-sleeved mini
EXLURA Square Neck Dress
Now 37% Off
Credit: EXLURAThe roomy skirt makes this mat-approved, but the trendy design is one you'll want to wear way after the baby arrives, too.
4
this cozy crewneck
The Drop Ribbed Pullover
Credit: The Drop
Brighten your wardrobe and your mood with a lime green sweater that's seriously soft.
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5
this soft set
Verdusa Two-Piece Dress and Cardigan
Credit: Verdusa
Possibly the chicest sweater set situation we've ever seen, this ribbed dress and matching cardigan are the perfect date night combo.
6
this oversized v-neck
DEEP SELF Sweater Vest
Credit: DEEP SELF
This navy vest has slits on each side to accommodate a growing bump. Plus, it's long enough to wear with leggings. You're welcome.
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7
this lettuce trim skirt
Avanova Ditsy Floral Skirt
Credit: Avanova
The elasticized waist on this floaty midi skirt is almost (almost) as much of a selling point as its moody micro-floral print.
8
this cozy fleece pick
Trendy Queen Oversized Sweatshirt
Credit: Trendy Queen
If you're the kind of person who wants to keep up their workout schedule during your pregnancy: 1) props and 2) pick up this comfy crewneck to wear over leggings or bike shorts.
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9
this boxy blazer
NIA Felix Blazer
Credit: NIA
Pop this structured blazer over a slip dress for an extra layer you'll be thankful for come holiday party season.
10
this quilted pick
MEROKEETY Lightweight Puffer
Credit: MEROKEETY
If you don't live somewhere where winter is really, truly cold, all you need is a lightweight outer layer—this quilted design is the way to go.
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11
this super stretchy midi
WANTROY Maternity Dress
Credit: WANTROY
Style this forest green midi with some kitten heels and big earrings for a dinner party outfit you don't have to think about.
12
this glittery mini
WDIRARA Long Sleeve Dress
Credit: WDIRARA
Seasonal burgundy meets glittering accents for a swingy mini skirt that's just perfect for holiday parties.
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13
these front-slit leggings
The Drop Flare Pull-on Pants
Credit: The Drop
Pro tip: Front slits are a great way to trick people into thinking your leggings aren't actually leggings at all.
14
this slouchy romper
ANRABESS Henley Onesie
Credit: ANRABESS
We won't blame you if you want to lounge around in this cute romper 24/7.
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15
these pull-on pants
The Drop Velvet Trouser
Crushed velvet makes anything look fancy. You'd never guess these wide-leg trousers are actually a pull-on style.
16
this long sleeve bodycon
HELLO MIZ Knit Dress
Credit: Hello Miz
As versatile as a plain white tee, this knit midi is great for layering and can be styled so many different ways. Start with knee-high boots to stay toasty.
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17
this lilac puffer
Amazon Essentials Puffer Jacket
Credit: Amazon Essentials
A puffer is definitely a cold-weather essential, but go for the unexpected with this pretty lavender color.
18
this ribbed number
MakeMeChic Tie-Front Top
Credit: MakeMeChic
Thanks to the tie around the waist, this camel-colored top looks instantly fancier than a basic long-sleeve.
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19
these colorblocked sweats
n:PHILANTHROPY Roma Joggers
Credit: N:Philanthropy
The best way to make loungewear look less basic? Choose a pattern that makes your sweats feel like a statement. The color-blocking on this pair does the trick.
20
this cashmere-mix cardi
SUNDRY Oversized Cardigan
Credit: Sundry
Now is the time to treat yourself to little luxuries, like a cozy cardigan that has a bit of cashmere in the materials list.

Elly Leavitt is a fashion and luxury commerce editor with over seven years of experience covering fashion and design. Her writing can be found in Harper’s BAZAAR, ELLE, Town & Country, Esquire, ELLE Decor, and more. Previously, she was an editor at Domino magazine. You can probably find her in line at Trader Joe's. You will never find her at SoulCycle.
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