How to Wear Jeans With Ankle Boots

Boot season is here. And while knee-high boots are a popular footwear choice for date night, parties, and beyond, we can certainly all appreciate the relative versatility of an ankle boot moment. They’re easy to slip on, not overly cumbersome, and able to be effortlessly styled with everything in your closet for casual and fancy outings alike. They work well paired with everything from suits to miniskirts, but denim looks especially chic. And there are endless combinations for how to wear jeans with ankle boots.

Whether you’re thinking of how to wear ankle boots with straight-leg jeans or with their wide-leg counterpart, the styling advice is pretty flexible. In some cases, it may be better to tuck your jeans into the tops of your boots, like when wearing skinny styles. If you’re going for a wider fit, you can let them fall above to elongate your leg even further. If you have an ankle-boot style you’d love to show off, a cropped jean that shows off your shoes in all their fashionable glory is key. Or you can slip chunky ankle boots underneath a longer pair of jeans to give you a little bit of lift without any extra bulk.

We turned to street style stars for a little bit of extra inspiration for wearing jeans with ankle boots. And there’s not only a look for every style point of view but also for every time of day. Whether you love a skinny jean or prefer a wide-leg flare, scroll through the following outfit ideas for how to wear jeans with ankle boots.

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