JAKE WOOLF

25 Fall Clothing Items That'll Help You Warm Up To The Season

It’s too early for a full fall style guide, but here are 25 items to ease into autumn anyway.

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Jake Woolf
Aug 07, 2026
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I’m writing a post about sweaters, jackets, and full length trousers after a day in which I sweated my buns off in 90 degree heat and close to 100% humidity. On the one hand, I wouldn’t blame you for telling me it’s entirely too early to start thinking about fall garments. After all, if you wore a sweater on a day like today, you might be committed. But on the other hand, the heat today had me yearning for days of layers, even if I may regret saying that come December.

Regardless of what I think though, the reality is that fall style items are currently landing at retailers, so I wanted to ease all of us into the topic by rounding up 25 items from across the sartorial spectrum that have already caught my eye. That means below you’ll find a smattering of top tier shirts, pleated trousers, knitwear, and more—with full “why they’re worth it” breakdowns for each item. There’s not much else to say other than let’s get to it, so, uh, let’s get to it….enjoy!!!

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25 Fall Clothing Items To Warm Up To The Season

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