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In the words of the Mamas & the Papas, all the leaves are brown, and the sky is gray. In other words, fall is in full swing, and each year, there’s one wardrobe essential that takes center stage: the jacket. In the season of layering, it’s hard to catch eyes with your new necklace, cute sweater, or designer belt, which is where this not-too-hot, not-too-cold staple becomes the hero of every fall ’fit. And sometimes, it’s not just about staying warm—it’s about making a statement.

It’s easy to bundle up in the same black puffer jacket every time you leave the house, but where’s the fun in that? Fashion has long been a powerful form of self-expression, and with the industry’s shifting attitudes around gender norms, the opportunities for experimentation are limitless—hence why I’ve been looking at cool jackets for men. High windchill doesn’t mean you need to abandon your sense of style, so I’ve curated a selection of jackets that will liven up even the gloomiest fall days.

From a bold leather trench to a charming workwear jacket, there’s an array of styles and personalities covered below. Whether you’re shopping for yourself, a new partner, or a friend, these will have you embracing confidence and individuality—never mind what the label says.