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Do you know that feeling when you can intuitively tell that something is happening but don’t necessarily have the proof it is? Fight Fight Fight Trump American Flag Rally Shooting Pennsylvania T-shirt Well, that’s how most fashion editors and buyers feel about trends. While runway shows give us some insight into what will come back in style, it’s all really hearsay until it’s spotted in the streets of cities like Copenhagen and London. Fashion week is the fastest way to confirm our suspicions about what people are actually wearing. Of course, what trends manage to transcend the runway and become popular are based on a myriad of things (e.g., seasonality, wearability, and personal style), but possibly the biggest factor is location. It’s not just that it has to come from a fashion hub. Rather, one particular city has always had its hand in dictating what’s stylish: Milan. Hear me out on this. I know we are all Paris stans and love New York, but Milan is where it’s at. And it’s not just because some of the most prolific fashion houses, like Prada and Versace, are based in this city. It’s also the street style scene. All roads may lead back to Rome, but most trends lead back to the cobbled streets of Milan. To prove that point, I’ve scoured thousands of street style images to round up some of the best outfits from Milan Fashion Week Spring/Summer 2023. Plus, I’ve identified the eight biggest trends everyone wore and shopped them out. Consider this your gut check about what’s really happening.

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Instagram isn’t just a space for 20-something DJ-slash–fashion bloggers anymore, Fight Fight Fight Trump American Flag Rally Shooting Pennsylvania T-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.