23 Upgraded Essentials We're Ditching Our Old Winter Basics For

As someone whose go-to outfit involves jeans and a T-shirt at least 350 days of the year, I know the ease of relying on your favorite fashion basics day after day. On the flip side, there's a sense of redundancy that comes along with that, only topped by the daunting thought of instead diving into new sartorial territory.

In short, it can feel like there's no way of winning, but today, I'm here to both tell and show you how you can up your fashion game without really feeling like you're doing that much. Enter: upgraded essentials that are just like your go-to pieces but a little more exciting. With leather separates and jackets that just make every outfit better, below, you'll find 23 such pieces (with the outfit inspiration to go along with them) that can take you into the new year in style. Ready to get started? Just keep scrolling.

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(Image credit: @meganadelaide)

Swap your basic knit for a henley-style sweater, and instead of jeans, opt for comfortable and winter-ready faux-leather pants. You won't regret it.

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(Image credit: @erin_jahns)

This shacket and skirt feel simple enough on their own, but together, they make for a trendy and polished outfit. 

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(Image credit: @fashionwithjazz)

A slip skirt or cutout sweater can sound intimidating until you realize that they serve the same purposes as their simpler counterparts—they just bring more zest to your outfit.

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(Image credit: @michaela_bee)

I love black leather as much as (if not more than) the next person, but doesn't this look make you want to give tan a try? You'll be surprised by how versatile the color truly is.

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(Image credit: @bijanross)

This soft set is so comfy you'll feel like you're in sweats while looking anything but lazy. Style it with everything from boots to sneakers.

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(Image credit: @lefevrediary)

Sick of your simple knits? Opt for this tank-and-cardigan combo. It serves the same purpose as a sweater but adds 10 times more intrigue.

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(Image credit: @kristenmarienichols)

By this point in the season, you have to wear a jacket to leave the house anyway, so why shouldn't it be this one?

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(Image credit: @annadominguez)

Stuck on sticking to your jeans? This top is perfect for you. Simple in theory, its detailed silhouette makes it the most flattering, non-basic basic.

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(Image credit: @laurenegg)

Going back to black leather, who can resist this jacket-and-skirt moment?

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(Image credit: @nicoleakhtarzad)

Guess who! Yep, it's Mrs. Jeans-and-T-shirts herself modeling this smocked floral frock because it was simply too good to pass up. 

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(Image credit: @veneti.a)

Chances are that blazers are already a big part of your wardrobe, but I implore you to take things two steps further and give the three-piece suit a try. The best part is that it takes all the guesswork out of what to pair with what. Just add shoes.

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(Image credit: @streetstyleteller)

I own a million black sweaters, but I also own this green henley. And let me tell you—I have worn it more in the last two months than any of the other knits I own.

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(Image credit: @whowhatwearcollection)

Before you pick up that LBD, consider this green floral stunner that looks amazing paired with anything from heels to socks and clogs. 

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(Image credit: @michaela_bee)

It's December, which means that if you're not wearing velvet, you're doing something wrong. Okay, that was a little dramatic, but this outfit is really making a case for taking this top for a spin.

Next: The Famous Hermès Bag Every Fashion Person Is Wearing—and It's Not a Birkin

Editor-at-Large

Since starting as an intern back in 2013, Nicole Akhtarzad Eshaghpour has held several roles here at Who What Wear, and she is currently Editor-at-Large. It was a less expected route, seeing as she was graduating from business school at USC when this all began, but it has turned out to be the best one for her. Fast-forward to 2020, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was an intern starting out. Currently, she focuses on a weekly mélange of shopping content. As far as her personal style goes, she's largely drawn to classic pieces and neutral basics but will always make an exception for something colorful, printed, or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a good party is dressing up for one. On weekdays, she can usually be found at home eating something delicious for dinner and trying to force her husband to watch 90 Day Fiancé.