Fashion People Convinced Me I Need This "Boring" But Comfy Item

2020 has really been the year of trendy basics. Between lots of lounging around and a desire to dress more casual in and out of the house, basics have taken on a whole new level of importance. Of course, being the style-minded people we are, we not just going to wear any old basic clothing item. It's going to be a slightly cooler, more updated version and today I'm adding one more of these trendy basics to my list of favorites: oversized crewneck sweatshirts.

I've been loving the style which feels fresher than your average hoodie and fashion people have also taken a liking to them, too. All over my feed, I'm seeing loads of outfits with sweatshirts that make the formerly-boring basic look anything but. Whether they're layering one over a collared shirt for a preppy feel or styling it with loose jeans and sneakers for a weekend vibe, it's working. Continue on to see seven of these 'fits so you can understand exactly where my obsession stems from.


(Image credit: @claire_most)

Add in this combo consisting of an oversized crewneck, loose ripped jeans, and gold jewelry to your outfit rotation for casual days.

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(Image credit: @hoskelsa)

Layer a blazer over a crewneck sweatshirt for a very '90s Princess Diana-inspired feel. A baseball cap adds to the retro appeal.

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(Image credit: @dionnekaliisa)

The prep-school is trending hard right now and a logo crewneck is a key way to get in on the look. Layer yours over a collared shirt for extra polish.

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(Image credit: @matildadjerf)

A coordinating sweatsuit will never fail you. Elevate the loungewear when you style a long trench coat on top and add bright accessories.

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Fashion people love to tie their sweaters and sweatshirts over their shoulders for a sophisticated look. A tee and jeans make a solid base for this styling trick.

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(Image credit: @devonleecarlson)

Layer yours over a collared shirt—all the cool kids are doing it.

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(Image credit: @sasha.mei)

On casual days, make it simple with a crewneck, bike shorts, and sneakers. An all-neutral palette makes the low-key combo a bit more elevated.

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More crewneck sweatshirts I'm eyeing

Speaking of basics, these 26 epic H&M finds just made their way into my cart.

Senior Editor

Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.