Thursday, January 1

15 January Outfits That Will Boost Your Confidence This Winter


You did it, diva! You made it through back-to-back holiday parties and Christmas card photos and an absolutely brutal New Year’s Eve hangover. Now, it’s time to curl up in sweatpants and never leave the house… Just kidding! (If only life were that easy.)

Yes, the holiday season is technically over, but there are still plenty of parties and dinner dates and nights out in your future (shoutout Capricorns). Thankfully, though, the stakes aren’t nearly as high post-December. January dressing focusses on insulation and dopamine rather than festive glitz and glam. Basically, this is your call to tap into that collection of scarves, sweaters, puffer coats, ear muffs, and all things cozy.

Need a few ideas? Well, you’ve come to the exact right place. Just keep reading and get ready to screenshot.


A Bold Puffer and Ear Muffs

street style day 3 new york fashion week

Daniel Zuchnik//Getty Images

My New Year’s resolution is to better utilize my favorite pair of fluffy ear muffs. When used right, this oft slept-on accessory can fully make an outfit—and ya, they’re warm as f*ck, too.

A Chic Wrap

street style paris fashion week womenswear spring summer 2026 day nine

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Scarf coats were the unofficial cool girl outerwear item of 2025 (I literally wrote a whole story about them) and that energy is staying strong through 2026.

Leather and Fur

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Daniel Zuchnik//Getty Images

Take a step into my office—and by that I mean my walk-in closet, because this combo is my absolute favorite. Fur and leather (yes, including faux) are two of the warmest fabrics money can buy—and they also just so happen to look chic as hell together.

Crimson and Zebra Print

street style day 1 milan fashion week womenswear fall/winter 2025/2026

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Crimson is having a moment this season. Turn the volume on the already-loud shade by styling it with zebra print, leopard print—pretty much any bold animal print in your closet.

A Hoodie and Cargos

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Edward Berthelot//Getty Images

It’s always a good day when I get to wear a hoodie to The Function™️. Style yours with baggy cargo pants and futuristic sunglasses for a casual-cool kind of vibe.

Khaki and Snakeskin

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Valentina Frugiuele//Getty Images

No, trench coat season is not over. If you’re looking for a new way to wear fashion’s favorite coat, I recommend throwing on a statement belt and adding a bit of faux snakeskin.

A Head Scarf

street style paris fashion week womenswear spring summer 2026 day nine

Edward Berthelot//Getty Images

For some reason, all the girlies are wrapping scarves around their heads this season, instead of reaching for a beanie. And I must admit, it does look pretty chic.

’70s Vibes

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Edward Berthelot//Getty Images

Most people don’t know that faux fur coats can actually tap into a huge range of aesthetics—including the retro, Studio 54 look. Styled with flare jeans and big costume jewelry, your most-worn fur coat will feel so fresh.

White-Washed Neutrals

street style february 2023 new york fashion week

Edward Berthelot//Getty Images

I don’t need to make the case for blacks and browns, so allow me to shed some light on a more underrated color combo: ashy grays and soft creams. The color story looks so dreamy with matching light-washed jeans.

Grungy Layers

street style february 2025 new york fashion week

Edward Berthelot//Getty Images

Fall favorites, like flannel shirts, quarter-zip sweaters, and bomber jackets can all be layered to cozy winter perfection. Don’t forget the cozy accessories!

A Big Coat and Big Glasses

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Edward Berthelot//Getty Images

When fashion week rolls around and I’ve decided I hate my entire wardrobe, this is the combination I reach for. It’s virtually effortless, but looks so intentional.

A Button-Down and Track Pants

street style day 3 milan fashion week womenswear spring/summer 2026

Edward Berthelot//Getty Images

You’ll never catch me hating on lounge pants—’tis the season, after all. But it is still important to get dressed up every once in a while, if only for the dopamine rush. Do both, by styling a button-down over striped track pants.

A Silk Skirt and Blazer

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Edward Berthelot//Getty Images

Silk skirts mostly hibernate after the month of October, but on the rare days when the temp spikes, pull yours out of retirement. Just add an oversized blazer and jumbo handbag for a CEO-coded winter work look.

A Long Fur Coat (That’s It)

street style february 2025 new york fashion week

Christian Vierig//Getty Images

As the TikTok trend says, “If your fur coat isn’t dusting the sidewalks of New York City, it’s not long enough”—and to an extent, that’s absolutely right. A bitchy faux fur will make you feel glamorous, even on your most bleh days.

A Leopard Coat and Jeans

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Edward Berthelot//Getty Images

This is mostly just a reminder to myself that I need to re-invest in a leopard coat. (Getting rid of mine is one of my life’s biggest regrets.)

Headshot of Kelsey Stiegman

Kelsey (she/her) is a freelance digital fashion editor and writer with a knack for turning top-performing content into top-selling content. She has extensive experience in editorial and e-commerce strategy, having worked in both divisions during her years at Seventeen and Bustle. With more than a decade of experience in digital media, she also offers creative and social media consulting, as well as copywriting services. She enjoys cheeseburgers, traveling, and vintage hauls. Follow her on Instagram at @klstieg.





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