Fall is here, which means it’s officially loafers season. And if you haven’t gotten the hang of how to wear loafers with jeans just yet, it’s high time to get acquainted. There’s a reason the look is so popular with A-listers like Dakota Johnson: The classic combo oozes model-off-duty vibes and looks equal parts polished and laid-back. Grab your most comfortable loafers, and let’s get styling.
The best part of loafers is that they go with just about any style of jeans, be it baggy, straight, or skinny; each cut subtly changes your outfit’s attitude. When in doubt, add a basic T-shirt and a blazer for a timeless outfit that’s perfect for fall. But there are plenty of novel ways to style loafers with jeans that feel a little fresher for 2026. The shoes themselves are changing, too; while penny loafers and chunky soles dominated the past decade, soft leather and mule silhouettes are on the rise now.
Ready to inject some classic cool into your autumn wardrobe? Just take a look at how the pros are doing it below. From preppy cream looks to sexy ’90s minimalism, these are the best ways to style loafers with jeans this season.
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Nineties loafers are making a comeback this fall, so here are five ways to make them feel fresh using the decade’s most iconic looks.
Modern tailoring and leather-soled loafers
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