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Date: 19.10.2018, 21:38 / Views: 92233
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40 Stellar Street-Style Outfits to Try This Winter

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Getting dressed in the winter can be a blast — boots, scarves and adorable head-warming hats are our favorite accessories, after all. But on the flip side, coming up with endless chic winter outfits can also be an extremely exhausting task. We all get what we like to call “dresser’s block” (yes, that’s the equivalent of writer’s block) during the cold months.

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.

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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Leather leggings and denim

Leather leggings and denim

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!
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A statement stole

A statement stole

Break up a monochromatic, all-black look with a green fur stole—faux or real, the choice is yours—for a cool, cozy ensemble.

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Cozy cardigan

Cozy cardigan

Toss a slouchy, oversized over a printed blouse and colored jeans for a cozy-cool outfit, and pile on plenty of arm candy.
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Accessorize for success

Accessorize for success

All about the accessories! A leather clutch and cool shades elevate this relatively ordinary outfit of a plain black sweatshirt and super-distressed jeans.
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Neons and basics

Neons and basics

A neon fuzzy sweater looks so chic with a pair of distressed jeans and gem-encrusted statement earrings.
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Denim on denim

Denim on denim

Double denim + statement coat = so chic (and so easy!)
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Tartan prints

Tartan prints

Time to revisit your classic plaid scarf.
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Shorts and tights

Shorts and tights

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

Bright fur

Bright fur

Seek out a brightly-colored fur collar to liven up a basic winter look.
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Keep it simple with neutrals

Keep it simple with neutrals

Quirky accents

Quirky accents

A quirky sweater can totally make an outfit. Points for this gals' idea to mix bright red with burgundy.
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Sweats to the rescue

Sweats to the rescue

Layering a gray sweatshirt over a ladylike dress feels so fresh and modern.
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Duck boots

Duck boots

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.
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Cinch a puffer vest

Cinch a puffer vest

So clever: Using a skinny belt to cinch a sporty puffer vest.
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All about the details

All about the details

Two methodical slits at the knees of skinny blue jeans makes the whole outfit extra-modern.
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Layers on layers

Layers on layers

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.
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Red boots

Red boots

Red booties totally transform an otherwise basic outfit.
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A classic ensemble

A classic ensemble

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

Cropped trousers and booties

An easy trick to copy: Add black socks to cropped trousers and ankle booties. Then add a chunky turtleneck sweater and an oversized peacoat.
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The little details count

The little details count

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.
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Bright on black

Bright on black

Try a bright-colored beanie with an all-black outfit.
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Shift dress

Shift dress

Layer a black turtleneck under a sleeveless shift dress.
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Baseball caps

Baseball caps

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.
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Unexpected combos

Unexpected combos

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

Shorts instead of a skirt

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

Tights and peep-toes

Tights and peep-toes

Try pairing peep-toe sandals paired with thick tights.
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Cords for days

Cords for days

Seek out a pair of super-flared corduroys.
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Sandals, yes, sandals

Sandals, yes, sandals

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

Skinny belts

Use a skinny belt to cinch an oversized sweater.
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Layering fur

Layering fur

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

Snoods

Try a fur snood instead of a scarf.
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Sparkles

Sparkles

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.
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Pop your collar

Pop your collar

We love the idea of layering a buttoned-up denim jacket under your overcoat. Pop the collar for extra style points!
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Metallics with basics

Metallics with basics

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.
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Slouchy socks

Slouchy socks

Try slouching a thick pair of socks over super-skinny jeans and finishing off the look with a cool pair of ankle boots.
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Say "yes" to white after Labor Day

Say "yes" to white after Labor Day

A perfect example of how to winterize white jeans.
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Oversized sweaters

Oversized sweaters

Wear an oversized sweater as a dress! Just add tights and boots.
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Day time cocktails dresses

Day time cocktails dresses

A cocktail dress worn over leggings with flat boots? Genius!
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White on white

White on white

A stylish, thoughtful way to wear all white post-summer. Throw on a black overcoat and you're done.
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Fashion forward sneakers

Fashion forward sneakers

Proof that sneakers can look beyond stylish.
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