How to wear ankle boots with jeans

This comprehensive ankle boot guide answers all your questions about how to wear ankle boots, shows you (with pictures!) how to wear ankle boots, and shares outfits with ankle boots, so you know which clothes to wear with ankle boots and can easily put together fall outfits that work and look good on you!

Ankle boots can be tricky to wear! Do you tuck your jeans in, or leave them untucked? How to wear western ankle boots? How do you wear ankle boots with a dress outfit in winter, and how to how to wear straight leg jeans outfits with ankle boots? I’m a personal stylist and I’m answering all this and more, so you can learn the correct way to wear ankle boots this fall and winter.

This post was originally published in 2022.

This comprehensive ankle boot guide answers all your questions about how to wear ankle boots, shows you (with pictures!) how to wear ankle boots, and shares outfits with ankle boots, so you know which clothes to wear with ankle boots and can easily put together fall outfits that work and look good on you!

Ankle boots are my JAM. Sometimes they can be tricky though so today I am breaking down how to wear ankle boots with jeans. So much info in this post!

Not sure how to dress for those cute little ankle boots you've got? Check out our list of 8 ways to wear your ankle boots.

Last week I started a short series on how to wear ankle boots based on a few of your questions from the Style Help Survey. We talked about different kinds of ankle boots, and I showed a bunch of pair

How to wear ankle boots with skinny jeans is one of my most-asked questions this time of year. And depending on the length of your jeans, that likely requires some sort of cuff...and there are several to choose from, depending on the look and style you prefer.

Some weeks days it seems I’m doing nothing but chasing a To Do List, or playing catch-up, so it’s nice to take a moment each month and look back at the projects and content I managed to create. I never got around to recapping December, so here’s what’s been going on around here for the past two months.

Wanting to refresh a pair of your favorite jeans this season? Read on for how to cuff jeans like a pro in a just a few easy steps.