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How To Style A Silk Slip Dress For Winter Weather In 11 Easy Outfits

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If there’s one throwback trend that has staying power, it’s the slip dress. The lingerie-inspired shift left the confines of the boudoir decades ago when ‘90s style icons like Sex and the City’s Carrie Bradshaw (who could forget the infamous naked dress??), Clueless’s Cher Horowitz (in white Calvin Klein), and of course Kate Moss (that sheer metallic slip she wore to a party in 1993 was truly iconic) made sleepwear-as-streetwear a mainstream thing. With the recent resurgence of all things 1990s, the slip dress has been revived in all its silky, slinky glory — it hardly even feels like a trend anymore. The versatile wardrobe mainstay can be dressed up or down, for daytime or date-night, and while you might not think of it as a seasonal staple, with a quick refresher on how to wear a silk slip dress in winter, you'll see that it's in fact a solid cold-weather choice.

It’s all about layers, layers, and more layers. Whether you’re wearing it over a fitted long-sleeved top, under a chunky turtleneck or cardigan, with jeans or tights, topped with a leather jacket or overcoat, the key is to pile on other pieces until peak coziness is reached. While this may not be the most minimalist approach to the typically-simple staple, it allows for a huge range of styling options, from feminine and glam, to trendy, sporty, or grunge. Plus, perhaps most importantly, you’ll be warm.

Continue below to discover 11 inspired ideas for how to work your favorite slip dress into your cold-weather outfit rotation.

Under A Slouchy Sweater

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An oversized turtleneck will eliminate the need for a scarf and lend some much-needed warmth to the look, while creating a chic contrast against the silky slip sticking out below.

Maxi Shift Dress

$536

Voz

Nagora Sweater

$385

ba&sh

Freddie Silver Metallic Ankle Boots

$73

Tony Bianco

Over Straight-Leg Jeans

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If ever there were a time to give the dress-with-pants trend a try, this is your opportunity. There’s something effortless about wearing a slinky printed shift over a fitted black turtleneck and jeans, as though you were already fully dressed and ready to go and then threw on the slip dress at the last minute because, why not?

90s Leopard Silk Slip Dress

$260

Silk Laundry

Jersey Turtleneck Top

$18

H&M

Charlotte High-Rise Straight Jeans

$268

Citizens of Humanity

Layered To The Max

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No frosty gust of wind is going to bother you when your ensemble is five layers thick. Arm yourself against even the most bitter chill with this outfit formula: black skinny jeans + cozy turtleneck + long-sleeve knit + slip dress + wool coat. And since we’re focusing on comfort to an indulgent degree here, why not go ahead and wear sneakers while you’re at it.

Naomi Cami Midi Dress

$324

Rixo

Plutarch Alpaca-Blend Sweater

$138

Aritzia

Deep V-Neck Raglan

$365

Vince

Single-Button Coat

$267

Slow Move

Over A Button-Down Shirt

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Layer a crisp oxford shirt under a more bohemian-style slip dress for a fashion-forward mix of classic and cool.

Mixed Print Slip Dress

$448

Coach

Patient Zero Button-Down Shirt

$377

Absence of Paper

Lenora Leather Mountain Boots

$325

Lola Cruz

With Doubled-Up Jackets

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For a luxe, lounge-y vibe, style a basic black slip dress under two lighter-weight robe jackets. A patterned kimono is the perfect base layer to add some texture and detail — complete the look with a bold-colored longline duster.

Curve Cami Midi Slip Dress

$29

ASOS

Mixed Print Duster

$111

Eloquii

Knit Duster

$39

BP.

With A Leather Jacket

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A substantial leather jacket is just the thing a floaty, pastel gown needs to be wearable during winter. A black jacket in a slightly oversized fit gives the frothy frock a tough edge. For even more contrast, finish with super-opaque black tights and white heels.

Gran Long Dress

$2,034

The Row

Clo II Classic Leather Moto Jacket

$695

The Arrivals

Pearl-Heel Pumps

$350

Yuul Yie

With A Hoodie And Puffer

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Hey there, athleisurist, here’s a look to suit your streetwear-loving soul. Start with a lace-trimmed slip dress (make sure the lace is at the hem, so it isn’t hidden by the layers up top), then pull on your coziest, slouchiest hoodie and a puffer coat for an outfit that’s as comfy as it is cool-girl approved.

Strappy Dress with Lace Inserts

$395

Pinko

Tommy Hilfiger Edition Hoodie

$524

Vetements

The ReNew Short Puffer

$125

Everlane

Over A Velvet Top

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Nothing winterizes a look faster than a touch of velvet. A flocked top in a deep jewel tone is perfect for evening when your go-to black slip dress just doesn’t cut it alone.

Satin Maxi Dress

$359

ALEXACHUNG

Velvet Jersey Turtleneck Top

$189

MM6 Maison Margiela

Sylvia Lace-Up Dress Pump

$170

Chinese Laundry

With Suiting Separates

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You could just wear a blazer over your silk slip dress, but if you’re looking for something a bit more interesting, go one step further with the menswear motif and add tailored trousers underneath. A slightly flared or wide-leg style will extend the leg-line, and the combination of several long-line layers feels elegant and luxurious.

Stretch Silk Jillian Dress

$525

Milly

Plaid Blazer

$70

Zara

Ashley Knit Wide-Leg Pant

$109

Margaret M

With A Shearling Coat

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Embrace your inner ‘90s grunge girl with a retro floral frock, bulky shearling coat, and black combat boots. It’s an outfit that young Drew Barrymore definitely would’ve worn.

The Iggy Bellissima

$210

Réalisation Par

Skyla Shearling Coat

$1,920

Sandy Liang

Lace-Up Combat Boots

$279

Twin-Set

In Head-To-Toe Black

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Wearing all black is often the default when dressing for winter, but incorporating a mix of textures and layers keeps a monochrome ensemble from ever looking boring. To a mid-length black slip, add a long knit cardigan and a wool bomber jacket (bonus style points for a version with some contrast detailing) on top, and blackout tights and sock boots on bottom.

Drawstring Black Dress

$795

Orseund Iris

Longline Cardigan

$68

Oak + Fort

Wool Teddy Jacket

$2,550

Saint Laurent