Regardless of the season, are an essential wardrobe item. In spring, you can find celebs, influencers, and fashion editors like moi wearing 'em with tiered and . In the fall, you'll peep the bomber jackets and leather pants combo.

In the winter, it's shearling , , and wool pants. There are so many ways to wear 'em. But one of my absolute fave ways to wear ankle boots is with jeans.

I get it—it can be a lil tricky trying to figure out how to style ankle boots with jeans. You probably have questions like, "should the hem go outside or inside the boot?" Or, "how high is too high when it comes to wearing cropped denim with the boot?" Or, maybe you're even wondering which jeans ( , , or both?!) work best with ankle boots. Well, I've scoured through the best street style photos to help answer these q's visually! I also found the necessary pieces you will need to hit this outfit combo like a pro.

With Cuffed Jeans Cuffing your jeans is the recipe for success, especially if you have a printed boot that you want to show off. The trick is to have the new cuffed hem rest just below the top of the ankle boot (so you can't see it, even when you take a step). Once you know where you want your cuff to lay, work backwards from there.

I always think two rolls for a cuff looks best and locks in the cuff for the entire day without being too bulky. With Baggy Pants If you've been itching to give baggy pants a try, consider pairing them with ankle boots. To get this look, partially tuck your je.