“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,” Virginia Cavaliers 2024 NCAA Men’s Baseball College World Series Swing Away 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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True story: I moved back to the East Coast from Los Angeles a couple of years ago, Virginia Cavaliers 2024 NCAA Men’s Baseball College World Series Swing Away T-Shirt and for my first month here, it rained almost every day. Coming from a place where it typically rains once in a blue moon, I was thoroughly unprepared. Before the bulk of my wardrobe arrived, I was armed with a denim jacket, and the closest thing I had to rain shoes was a pair of Everlane loafers. I felt like a fool surrounded by prepared east-coasters in goulashes and anoraks. So it got me thinking about how I can pre-plan for rainy days in the future—while still looking cute (naturally). Fittingly, I took to the internet and researched the rainy-day style of street-style stars while out and about when the forecast was less-than-stellar during fashion month. The results of my research? A crop of fresh outfit ideas for the inevitable string of rainy days to come.