Winter Chic: 40 Stellar Street Style Outfits to Copy Now

Winter Chic: 40 Stellar Street Style Outfits to Copy Now
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Let’s face it ladies: Sometimes getting dressed is hard. Whether you have a packed-to-capacity closet, or take a more minimalist approach when it comes to fashion, there’s no denying that occasionally we all get what we like to call “dresser’s block” (yes, that’s the equivalent of writer’s block).

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Getting stumped when it come to building the perfect outfit often has less to do with not having the right items, and more to do with knowing how to put them together. We all probably own staples like a sleeveless dress and a black turtleneck, but we all might not think to pair them up. In fact, it’s a safe bet that we all have stuff sitting in our closets right this second that can be worn in dozens of unexpectedly stylish ways—all we’re missing is a small dose of inspiration.

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To help you (and us) out, we combed through tons of sites filled with street style eye candy (hello, Pinterest!) to bring you 50 fabulous winter-ready outfits to copy right now. These looks might not seem groundbreaking, but they’re not meant to be—they’re just extremely thoughtful, cool, clever examples of how to put pieces together to create outfits that are both impactful and stylish by using things you might already have in the depths of your closet. We’ve also noted why the outfits work, and included small styling tips to help you achieve maximum levels of chic.

Go ahead and click through! We guarantee the street style photographers will be snapping you in no time.

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Such a cool look—and so easy to recreate. All it takes is a pair of leather (or faux) leggings, a denim shirt and your favorite sweater. From there, pile on the bracelets, grab your favorite structured bag and top it off with a cool fur coat. Perfect daytime outfit! 
Image via Lolobu

Simple but so cool: Ripped jeans, a white button-down (buttoned to the top), a leather-sleeved overcoat, and a pop of color on her feet.
Image via The Glitter Guide

Toss a slouchy, oversized Fair Isle cardigan over a printed blouse and colored jeans for a cozy-cool outfit, and pile on plenty of arm candy. 
Image via Song of Style

All about the accessories! A leather clutch and cool shades elevate this relatively ordinary outfit of a plain black sweatshirt and super-distressed jeans. 
Image via They All Hate Us 

A neon fuzzy sweater looks so chic with a pair of distressed jeans and gem-encrusted statement earrings. 
Image via The Glitter Guide

Double denim + statement coat = so chic (and so easy!)
Image via Caroline's Mode 

Time to revisit your classic plaid scarf. 
Image via Clutter & Chaos 

Don't store those denim cutoffs! Wear 'em all winter long with thick tights, blouses and sweaters. 
Image via Adam Katz Sinding/Le 21ème 

Seek out a brightly-colored fur collar to liven up a basic winter look. 
Image via Tory Burch

Khakis done right. 
Image via The White Pepper

A quirky sweater can totally make an outfit. Points for this gals' idea to mix bright red with burgundy.
Image via Atlantic-Pacific

Layering a gray sweatshirt over a ladylike dress feels so fresh and modern.
Image via Caroline's Mode

A master class in how to make duck boots look stylish. A perfect snowy-day look for gals at a loss when it cone to looking cute in inclement weather. 
Image via Classy Girls Wear Pearls

So clever: Using a skinny belt to cinch a sporty puffer vest.
Image via Harper's Bazaar

Two methodical slits at the knees of skinny blue jeans makes the whole outfit extra-modern.
Image via Marion WD 

Try layering two button-down shirts (one printed or plaid, and one solid or denim) and rolling up the sleeves to show off the cuffs. So smart. 
Image via Atlantic-Pacific 

Red booties totally transform an otherwise basic outfit. 
Photo via Courtney Approved 

Cropped pants and oxfords look extra-cool when paired with a slightly oversized coat, leopard blouse and boxy bag. 
Image via Pinterest

An easy trick to copy: Add black socks to cropped trousers and ankle booties. Then add a chunky turtleneck sweater and an oversized peacoat. 
Image via Emerson Fry 

Small details like gray sleeves peeking out from a coat's sleeve give outfits that extra something. Plus, an oversized pouch makes a great day bag.
Image via Pinterest

Try a bright-colored beanie with an all-black outfit.
Image via Le Fashion

Layer a black turtleneck under a sleeveless shift dress.
Image via Pinterest

Don't reserve your baseball caps for Saturday morning coffee runs! Look how cool this one looks with a gray sweatshirt, fancy coat and leather clutch.
Image via Refinery 29 

Unexpected in the best way possible: A sleek pair of heels with a chunky fair isle sweater and cuffed blue jeans. 
Image via 

Replace a skirt with loose loose leather shorts for a modern approach. 
Image via T-heatrical 

Try pairing peep-toe sandals paired with thick tights.
Image via Refinery Magazine

Seek out a pair of super-flared corduroys.
Image via Pinterest

Break out a pair of evening sandals in broad daylight! The trick? Pair them with cool socks and an outfit comprised of basics.
Image via

Use a skinny belt to cinch an oversized sweater.
Image via Pinterest

On mild days, layer a fur vest over a leather motorcycle jacket. (Tip: This also works over army jackets, denim jackets or overcoats).
Image via Pinterest

Try a fur snood instead of a scarf.
Photo via Am Lul

A fabulous way to dress down a sequin tank: Layer it under a cardigan and a jacket, and add cozy winter accessories and broken-in jeans. 
Image via From Ainsley with Love

We love the idea of layering a buttoned-up denim jacket under your overcoat. Pop the collar for extra style points!
Image via Caroline's Mode 

Pair a dressy metallic maxi with a white T-shirt and leather moto jacket. Too ambitious for daytime? Try this look ultra-cool look for a night on the town.
Image via Pinterest 

Try slouching a thick pair of socks over super-skinny jeans and finishing off the look with a cool pair of ankle boots.
Image via Bldg 25

A perfect example of how to winterize white jeans. 
Photo via StyleSaint 

Wear an oversized sweater as a dress! Just add tights and boots. 
Image via Fashforfashion 

A cocktail dress worn over leggings with flat boots? Genius! 
Image via Caroline's Mode 

A stylish, thoughtful way to wear all white post-summer. Throw on a black overcoat and you're done. 
Image via Harper's Bazaar 

Proof that sneakers can look beyond stylish. 
Image via Tumblr 

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