“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,” Thank God The Left Can’t Aim Freedom Lives 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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Just a quick glance at Barbara Martelo’s Instagram feed and there’s no denying she’s a huge fan of pointed-toe shoes. Thank God The Left Can’t Aim Freedom Lives Shirt From mules to flats to pumps and ankle boots, the fashion editor and consultant has made the sleek style an integral part of her incredibly chic wardrobe and we’re paying close attention to how she pulls them off. She is one of the top street style stars each season after all. Martelo is known for her effortless-meets-edgy outfit formula, which is comprised mainly of blacks, whites, and grays. However, as we see in these shots, the main piece she wears when donning a pair of cool pointed-toe shoes is a pair of skinny jeans in a variety of colors, washes, and hem styles. Choosing a stylish sneaker for a non-athletic outfit walks a fine line: Too sporty may not look sophisticated enough with your favorite dress, and too simple can sometimes look unrefined. New Balance’s classic sneaker collection hits the sweet spot, with a wide range of retro-inspired shoes that call upon vintage athletic styling details. Plus, the look easily complements a midi-length skirt or trousers for a street style vibe.