I Want to Try These Comfy Outfits—They're Chill Yet Fashion-Forward

I basically have two primary goals when putting together my version of the ideal outfit. First and foremost, I always want it to be in line with my own personal style. In addition, said look must be comfortable as well—especially these days. Currently, my go-to look more or less consists of a cozy pair of pants and a sweatshirt or sweater. However, I’m always interested in uncovering fresh inspiration to either try now or note in the future.

With all that in mind, I took a scroll through the feeds of some of my favorite fashion people on IG and saved a range of outfits that are not only comfy, but fashion-forward as well. I’m talking about looks featuring chic sweats, easy denim pieces, and so on. Keep scrolling to check out the looks I may want to try at some point this season, complete with inspired shopping picks. You may just find a new go-to look as well.


(Image credit: @chloepierreldn)

The monochromatic look is incredibly chic. Amp up the comfy factor with a puffer, turtleneck, and cozy joggers.


(Image credit: @smythsisters)

Tossing on a comfy maxi coat will take any ensemble to the next level—including this look with the sweater tucked into loose jeans.


(Image credit: @oliviafaeh)

For a polished yet casual vibe, I'm so into the idea of adding a slouchy blazer to an outfit featuring a simple sweater and straight-leg pants (like leather trousers). A pair of sneakers and an extra sweater around the shoulders elevates the look even more.


(Image credit: @basicstouch)

This outfit is simple yet incredibly forward with the double-sweater look and jeans. Done and done.


(Image credit: @frannfyne)

A loose shacket is of-the-moment and incredibly comfortable with the relaxed fit. That ideal silhouette will bring a modern feel to legit any vibe.

Next, check out more outfit ideas.

Bobby Schuessler
Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retialers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.