If you’re starting to look at your closet with the same level of enthusiasm as a Tinder date, it’s time for an intervention. Luckily, climbing out of a sartorial rut is a lot easier than navigating the dating landscape. All you have to do is tap a new source of inspiration. It’s that easy. So whether you’re in the mood to try a new style or you just want to find out different ways to wear the clothes you already have, we’ve rounded up 31 cute winter outfits to copy all month long, courtesy of our favorite style influencers.
[ Next: 31 Brilliant Fall Outfit Ideas to Wear All Month Long ]
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31 Outfit Ideas for Dec
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31 Outfit Ideas for Dec #1
Don't be afraid to double up, especially when it's freezing outside. For best results, try one shorter (and lightweight) jacket under a longer, heavier one. That way you won't be adding too much bulk underneath your winter coat. (Also, layering a luxe, statement-lapel jacket over a sporty, utilitarian one creates cool tension.)
Image: Imaxtree
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31 Outfit Ideas for Dec #2
We love the vibrancy of this safety orange winter outfit. Match an animal-print midi skirt to an equally bold coat, cover your gams in (neutral) knee-high boots. Any white top will do, but if it's got fun lace accents and unexpected sporty striping, all the better.
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31 Outfit Ideas for Dec #3
Again, the trick to wearing this many layers is to start paper-thin and build up to puffy. A sheer mesh top contrasts nicely with a striped A-line shirtdress; classic straight-leg denim grounds the look. Make sure your topmost layer hits above the hemline of your dress, lest you swallow its silhouette.
Image: Imaxtree
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31 Outfit Ideas for Dec #4
Are you getting sick of the oversize thing yet? Too bad, because fashion isn't. Break up a body-con outfit with a pencil skirt in a fun material (vinyl is the new leather, y'all). Keep your extremities ultra-cozy in a giant puffer that gives you the appearance of handlessness.
Image: Imaxtree
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31 Outfit Ideas for Dec #5
Wear all the trends at once. (Bustiers over T-shirts! High-voltage suits! Monster Inc.-inspired jackets!) The key is to offset your ultra-busy suiting with a neutral tee and keep the color palette complementary.
Image: Imaxtree
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31 Outfit Ideas for Dec #6
When you want a new way to wear your fashion puffer, look to street style photographer Tamu McPherson. Tamu’s bulky topper doesn’t diminish the elegance of her ensemble, thanks to her floor-length maxi and delicate, coordinating purse. The matching lipstick seals the deal.
Image: @tamumcpherson
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31 Outfit Ideas for Dec #7
In days of yore, tapestries were draped on the walls of castles for insulation during winter. Nowadays, same, if you consider your body to be your castle. This December, make every layer count — opt for patterned pieces. For optimal warmth, play up the oversized and grandpa-chic dressing trends.
Image: @yoyokulala
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31 Outfit Ideas for Dec #8
When the snow begins to fall and all sartorial bets are off, only your accessories — reflective aviators, fun socks peeking out from beneath studded boots — will save you. Also, this is how to wear leggings without looking like you got lost on your way to the gym.
Image: @yuyuzhangzou
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31 Outfit Ideas for Dec #9
Even if your coat and pant legs are all that’s visible to the outside world, you can still make a lasting impression using primary colors and unique cutouts. Needless to say, tailoring such as this calls for an underlying layer.
Image: @alealimay
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31 Outfit Ideas for Dec #10
Model Paloma Elsesser demonstrates the power of a good beret. Pair the French girl accessory everyone will be rocking this winter with a (cropped, if you dare) sweater, matching paperbag-waist pants and a shiny statement coat. Alternatively, wear it the Chloe Sevigny-slash-Blair Waldorf way (read: brogues, knee-high bobby socks, checkered A-line mini, collared blouse, cashmere sweater, belted coat).
Image: @asos_paloma
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31 Outfit Ideas for Dec #11
Wearing your coziest blanket as clothing can be totally chic, should you pair it with a slinky, outsized (bomber) jacket, snappy geometric purse and thoughtful (ballet-wrap, perhaps?) shoes. When the weather doesn’t permit exposed skin, add a pair of richly hued tights to the equation.
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31 Outfit Ideas for Dec #12
Break up the monotony of your classic winter coat by OD’ing on embellishments and prints. Leandra Medine’s chinoiserie maxi is striking yet neutral, allowing her to play with color and prints up top and westernize the look with a pair of on-trend tan cowboy boots. Pro tip: In times of beanies and bundling, standout earrings are always a welcome touch.
Image: @manrepeller
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31 Outfit Ideas for Dec #13
Mix and match your patterned outerwear with your clothes, like Roberta Bendtner. To brush up on your pattern play, click here.
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31 Outfit Ideas for Dec #14
Yep, overalls are still happening. Just ask fashion editor Julia Sarr-Jamois. Wear yours with a bold button-down and the biggest, baddest shades you can find.
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31 Outfit Ideas for Dec #15
Learn how to layer a shift over wide-leg jeans by watching fashion blogger Nina Suess. What really pulls this look together is her statement bag, which shares the same color story as her dress.
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31 Outfit Ideas for Dec #16
Fashion blogger Martha Graeff warms up her gray wool suit with a black turtleneck. An eye-catching pocket square is all the color you'll need.
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31 Outfit Ideas for Dec #17
Blogger, designer and fashion consultant Gilda Ambrosio can work a pair of basic "mom jeans" like nobody's business. The key lies in a pair of high heels and one to two statement pieces, like a leather jacket underneath your overcoat.
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31 Outfit Ideas for Dec #18
Fashion blogger and businesswoman Helena Bordon takes stars and stripes to a whole new level. If a starry coat just isn't in your budget, you can get the same look with an oversized sweater.
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31 Outfit Ideas for Dec #19
Still wearing your summer dresses? So are we. To switch it up, try pairing it with a silk blouse or turtleneck and tailored trousers, like stylist, journalist and entrepreneur Celine Aagaard.
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31 Outfit Ideas for Dec #20
Exaggerated sleeves are hot this season and for next spring. You may want to think about investing while you still can. Fashion blogger Yoyo Cao keeps her Celine top the focus by pairing it with rolled-up denim and two-tone Chanel slingbacks.
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31 Outfit Ideas for Dec #21
Kendall Jenner knows a thing or two about style transformations. Take notes! Instead of reaching for the same ol' suit, wear your business trousers with a turtleneck and cape in the same shade.
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31 Outfit Ideas for Dec #22
Keep up with roller coaster weather by throwing a faux fur stole over any winter outfit, like Olivia Palermo. This is especially helpful when you're shopping indoors and don't want to carry around your coat.
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31 Outfit Ideas for Dec #23
If you're looking for a new way to wear color, try to create a winter outfit in the same tonal family, like fashion blogger Dasha Gold. That way you can maintain a monochromatic look without being too matchy-matchy.
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31 Outfit Ideas for Dec #24
Update an everyday oversized sweater, like fashion blogger Charlotte Groeneveld, by layering it over a pleated midi skirt. This is an easy winter outfit to dress up or down, depending on your accessories. For really cold days, try bobby socks or tights with your heels.
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31 Outfit Ideas for Dec #25
Fashion blogger and stylist Gina Ortega gives her utilitarian jumpsuit new life with the help of a bright turtleneck, a jean jacket and scrappy statement heels. Here, the jean jacket acts like a thick cardigan, so it can be worn easily under any overcoat.
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31 Outfit Ideas for Dec #26
Model Nicole Atieno turned her wool vest into an easy day dress. To get this winter outfit right, pull on a pair of thigh-high boots and a turtleneck sweater. Simple, right?
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31 Outfit Ideas for Dec #27
Still looking for ways to liven up your work wardrobe? Consider belting a faux fur stole over your suit, like fashion blogger and shop owner Eleonora Carisi.
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31 Outfit Ideas for Dec #28
If you thought your summery culotte suit was out of commission, think again. Photographer, writer and stylist Margaret Zhang kept hers winter-ready with a chunky knit and patent ankle boots.
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31 Outfit Ideas for Dec #29
A white button-down can take your little black dress from day to night — and keep the chill at bay. Accessorize with colorful pumps and matching earrings.
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31 Outfit Ideas for Dec #30
If holiday dresses aren't really in your wheelhouse, try them with a side of denim. Fashion designer and brand consultant Gilda Ambrosio can show you how.
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31 Outfit Ideas for Dec #31
Remember: Just about any outfit can be your December go-to with the help of black tights and a turtleneck. Stock up!
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