The 5 Boot Types That Look Best With Skinny Jeans

If fall were magically renamed overnight, it may as well be dubbed The Season of Boots and Jeans; not only is the duo a crucial part of our regular cool-weather uniform, but we’re always on the lookout for how we can take the rather basic combination and jazz it up a bit.

In the spirit of that sartorial pursuit, we racked our brains for the best ways to pair boots with skinny jeans this season, and came up with a strong list of stylish ways to rock the combo. While we’d never speak openly against any boot styles (we love them all, honestly), there are just some boots that look better than others when paired with skinny jeans.

Keep scrolling to see our picks and shop tons of options!

If the skinny jeans you’re planning on wearing are ankle-length or frayed at the ends, then you might want to go with a pair of ankle boots as your first shoe choice. Showing just a sliver of skin between the hem of your pants and the tops of your boots can add subtle allure to your look.

As previously pointed out, the Chelsea boot is the coolest boot this fall. We’re particularly fond of how they look with a more grunge-inspired look; try them with a pair of ripped jeans or your favorite pair of black skinny jeans.

There’s something undoubtedly chic about a pair of meet-the-knee riding boots teamed with skin-tight jeans, a look with a very ‘70s bombshell feel. 

Let’s all take a lesson from Kate Bosworth here: A good pair of chunky shearling boots looks awesome with dark skinny jeans. The fluffy fabric is on-trend this fall, and we love it with a simple tee and leather jacket. 

If you’re going for a lot more sex appeal—say, a night out with the ladies or a date—a stiletto is the way to go. Sure, we’re big fans of chunky heels too, but the classic stiletto reigns supreme when it comes to lending a sultry vibe to your jeans.

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