“As someone who is self-diagnosed as ‘chronically online’, I’ve seen a lot of flash-in-the-pan trends over the past few seasons,” Official Nice Try Stroke But I’m Still Here Shirt says Elinor Block, editorial lead at luxury fashion gaming company Drest, which enables its users to create infinite outfit possibilities in the metaverse. “The past year we saw Barbiecore, ‘blokecore’ and ‘tomato-girl summer’ emerge as some of the bigger, zeitgeisty aesthetics adopted by Gen Z and the TikTok crowd. And whilst some are rooted in major trends, when it comes to real life, there’s no doubt that longevity and items that work season after season are a bigger draw. “When playing with clothes in Drest, however, there’s definitely a different kind of approach I take to dressing. The virtual world allows me to style looks that I might not have considered before with more out-there pieces from high-octane brands such as David Koma or Balmain—I haven’t been able to stop thinking about that cherry-red, rose-covered dress that I spied on the S/S 24 runway. It gives me a chance to be more experimental and see how I can move that into my IRL wardrobe without taking too much of a risk.” This, dear reader, is what the modern-day dressing-up box looks like. As always, any piece you invest in, be it inspired by the trends below or otherwise, should only be purchased if you intend on keeping it in your wardrobe for a very, very long time. I’ve gone to great lengths to cherry-pick the ones that have a chance.

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Instagram isn’t just a space for 20-something DJ-slash–fashion bloggers anymore, Official Nice Try Stroke But I’m Still Here Shirt as there are countless influencers over 40 who are just as influential. Style is now finally truly recognized as being ageless, and 50-something Instagrammer Grece Ghanem shows that whatever decade you were born in, you can pull off neon trousers and zebra mesh tops. Grece might dress like she’s on the front row at fashion week every single day, but her day job hasn’t always been in the fashion industry—she’s a personal trainer based in Montréal. Grece has a real ability to make intimidating trends look timeless and wears bright colors and animal print better than anyone else I follow. Her 2020 look revolves around colorful knits, wide-leg statement trousers, mesh printed tops and pleated skirts, but she also has a knack for making simple outfits look impactful. One of my favorite Grece looks is flared jeans with a blue Oxford shirt. Often the most uncomplicated ensembles pack the chicest punch. The latest of these simple combos is now is becoming every bit as ubiquitous. Enter: super-relaxed tailoring, the outfit trend we can barely go an Instagram or Pinterest scroll without spying on our favorite influencers. As much suited to a stroll through a Moroccan market as to the lunch spots of downtown Manhattan, this combination of an oversize shirt mixed with loose-fitting tailored trousers screams easy-breezy. There’s only one rule to the trend: Keep your separates relaxed and minimal. Ensure your shirt is a few sizes too big, and pair with paper-bag, high-waisted trousers, palazzo styles, or an oversize subtle flare (blogger Ada Oguntodu expertly demonstrates this option below). As for your palette, neutral works best, but no one’s getting a slap on the wrist if a dash of color is what you so desire. Below, we’ve rounded up prime inspiration for the best trouser-and-shirt combinations in town.