One of the most natural pairings that exists in fashion is jeans and boots. It's a combination that's appropriate for a multitude of occasions, style types, and age groups, and it's timeless enough to truly never go out of style. That said, it's not exactly foolproof. Not all boots work with all types of jeans, but luckily for you, we found 25 options that do.
The key when choosing the least-awkward boots to wear with jeans is this: Select ones that are tight enough to wear under your jeans or wide enough to wear over them, and/or short enough or tall enough so that they don't bunch up at the hem. Sounds easy enough, right? Yes and no, but per usual, we're here to help.
Scroll down to shop 25 stylish pairs of boots (of various style and height) that won't look awkward with jeans. We promise you'll find a pair or two that suit all of your denim-wearing needs.
If you invest in one new pair of ankle boot this year, make it a By Far pair.
Corduroy isn't just for skinny jeans and jackets.
These are short enough to wear with most jeans.
These fit like an (ankle) glove.
Even non-skinny jeans will fit nicely in these boots.
These are unofficially known as shooties.
These get bonus points for being wide and short.
Mango has so many perfect pairs of boots to wear with jeans, but these are tough to beat.
Just extra enough.
This sock-Western hybrids are everything you could want and more.
Don't let these stunners sell out on you.
Perfect for pairing with your favorite black skinny jeans.
Even 100%-cotton straight-leg jeans will work with these.
It's rare to find a pair of combat boots that aren't bulky.
Try this '80s-inspired pair with skinny jeans and an oversize sweater.
This is one of the many Tibi options to wear with jeans.
There's plenty of room to fit your jeans in these cozy winter boots.
These classics also come in black and pink.
Designer look, easy-on-the-wallet price.
We love that these are more substantial than your average sock boots.
Wear these with skinny jeans and a faux-fur jacket for your next night out.
Consider these a very worthy investment.
This editor can vouch that these work with all jean styles.
Throw these on every time the forecast calls for winter storms.
Alexander Wang does it again with these shooties.
Next up, five new flat styles to wear with skinny jeans.
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