The fall 2025 menswear shows have officially kicked off in Milan, and ushering in the new season is one of the buzziest collections of the week: Prada, duh! As usual, an A-list crowd of celebrities came out in droves to witness the new designs from Raf Simons and Miuccia Prada. In the front row? Stars like Sebastian Stan, Louis Partridge, Keith Powers, and Troye Sivan all showed up in their best Prada boy looks. But it was Sivan’s smart fashion week styling that caught our eye: It’s giving high-fashion librarian, in the best possible way.

Yes, you read that right: There is a slightly bookish and whip-smart feel to Sivan’s outfit. No, we’re not just talking about the cool steel-rimmed specs—his dress shirt, buttoned to the top, and gray cardigan also evoke a more scholarly feel, as do his gray wool trousers—the kind you would wear as the final piece of a private school uniform. But given this is a fashion week event, Sivan couldn’t help but make the professional look a little cooler—thanks to a delicious chocolate brown leather peacoat, which added just the right amount of edge.

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Photo: Getty Images

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