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“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,” NFL Chicago Bears American Football Team Legends Signatures T-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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This year has barely even started, NFL Chicago Bears American Football Team Legends Signatures T-shirt but for Who What Wear’s fashion editors, the fall/winter 2023 season is already a reality in progress—opening with January’s Copenhagen runways and keeping the team hopping on and off planes and trains in the winter weather from New York to Paris well into March. If, like me, you’re still framing your spring wardrobe somewhere between quiet luxury and lavendercore and autumn fashion is an argument yet to be contemplated with your bank account, then directing some fashion-week street style photography into your feed might be the answer you didn’t know you were looking for. One thing you can count on is that the celebrities, influencers, and editors attending the lineup of fall/winter shows over the next four weeks will have an array of answers to the many styling questions the trends of summer may pose. Everything from the utterly chic to the most audacious and high-drama interpretations will be on display as VIPs glide over the cobbles en route to the front row. As Who What Wear’s photo editor, I’ve devoted uncountable hours over the last four years to researching these street style looks, and with much help and consultation from our creative team and fashion editors, I now have a beautiful, extensive, and finely curated list of the best photographers. These are photographers who not only get the shot but also have a chic, discerning, and very WWW-approved eye for street style.