Baggy jeans aren’t going anywhere and honestly, they shouldn’t. There’s something about a well-worn, slightly oversized pair of denim that just works, season after season. They’re relaxed without being sloppy, and they carry a kind of effortless cool that most trends spend years trying to manufacture. Come spring and summer, mine come out immediately.
The thing is, baggy jeans are only as interesting as what you put with them. And while the same white tee formula will always have its place, this season I’ve been more intentional about the tops because that’s where the look either clicks or falls flat. After a lot of scrolling and more than a few dressing room moments, these are the six shirt trends actually worth wearing with baggy jeans right now.
Polo Shirts
The polo had its big runway moment courtesy of Miu Miu’s preppy-leaning collection, and fashion people have not let go nor should they. Styled the right way, a polo shirt with baggy jeans reads less country club, more early-2000s cool. It’s a combination that leans into that 90s reference without being costumey about it. For daytime, add boots and leave it at that. For evening, swap them for pointed-toe slingbacks and throw a leather mini bag on your shoulder. The contrast between something that crisp and something that relaxed is what makes it work.
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