Beautiful Virgin Islands

Monday, Mar 09, 2026

Now’s the Time to Master the Art of the Casually Cool Office Outfit

Now’s the Time to Master the Art of the Casually Cool Office Outfit

What is considered a casual work outfit in 2021, might look a little differently than in years past.

Even the typically suited Wall Street bankers are returning back to their lower Manhattan cubicles without the usual uniform of pristine blazers and trousers. Instead, they’re opting for untucked oxfords and-dare I say it-jeans. Even leather shoes are taking a backseat to sneakers.

Fashion often speaks to the times, and this unprecedented era is certainly no different. There’s no need to abandon the comfort we’ve grown to love over the last year; that easy-going attitude is making its way from Zoom calls and into the boardroom. Now, before you start reaching for those sweatpants again, you should know that the relaxed, modern take on dressing for the office isn’t exactly as casual as those roll-out-of-bed moments. It’s indeed much more elevated, but there’s still a refreshing emphasis on oversized silhouettes and an influx of comfortable shoe options, which echo the same feel-good sentiments as our work-from-home style.

Just take a look at some of the fashion editors, who recently attended their first in-person runway presentation post lockdown. Pencil skirts were given an effortlessly cool spin and paired with the best white T-shirts; suiting was reimagined in slouchy, roomy proportions that could rival the coziest of hoodies.

If you, too, are ready to bring a bit more comfort to your 9 to 5 wardrobe, shop our edits for nine casual work outfits.


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