We’d be willing to bet that if there’s one style of shoe you slip on from fall to winter and all the way through spring, it’s a pair of ankle boots, and if you land the right pair they’re as comfortable as everyday walking shoes. A great pair of ankle boots are one of those wardrobe essentials that won’t be going out of fashion anytime soon, but you may wonder what to pair them with? \nHow to Wear Ankle Boots with Different Pants\nThe skinny jean and ankle boot combo is a classic ensemble. You can wear your skinnys three ways: cuffed, tucked in, or rolled under. Cuffing the hem of your jeans creates a neat and streamlined look that easily accommodates different boot heights. Rolling them under will also work for different boots. To avoid awkward bunching when tucking, ensure that your jeans are fitted at the ankle and that your boot’s width is wide enough to accommodate your jeans. \nIf you’re looking to make styling your ankle boots and pants even easier, consider a pair of cropped pants which show a little skin and fall perfectly over most pairs of ankle boots. This style is often raw-hem which looks great with boots. Make sure there isn’t too much space between the top of your boot and the hem of your jeans which can create an unflattering effect that cuts off the line of your leg. \nWide leg and flare pants are back in style. These pants are flattering on most body types and easy to style, too. There is nothing to roll, tuck or crop, just throw on any height ankle boot with your favorite wide leg pants and you’re ready to go. Straight leg pants are also easy to style since they don’t need to be cuffed or tucked, just make sure your pants have the correct inseam so they’ll fall effortlessly over your boots. Some styles like mom jeans also look great cuffed with ankle boots. \nHow to Wear Ankle Boots with Skirts \u0026amp; Dresses\nPairing a mini dress with ankle boots is always a great idea. Whether you wear a feminine, flirty mini dress or one with an edgier silhouette, this combo is guaranteed to become part of your regular wear due to its straightforward form and function. Mini skirts and ankle boots are also a perfect pairing, thanks to the way the short boot balances the short hemline. And if you’re headed to work, ankle boots can be worn with pencil skirts and workwear dresses, too. \nAn ankle boot is a great way to contrast the longer hemline of a midi skirt or dress. Not quite a mini or a maxi, a midi is one of the most versatile skirts or dresses you can slip into. Most midis hit in the middle of your calf, so like cropped pants, be careful not to show too much ankle, or the proportions of the skirt\/dress and boot will look off. And like wide leg and flare pants, long skirts and dresses are super easy to wear with ankle boots.\nI know we all have a deep love for classic black boots, but there's a particular color that also deserves some attention. There’s a common belief that black is superior to brown because it can pair easily with almost everything, but we’re here to tell you that brown does the same, and maybe even better. It's a little less predictable, which is why it adds more of a statement to one's ensemble compared to the go-to black. \nThe Dinah is a simple monochromatic boot that can be styled with anything in your closet. This deep chocolate brown Italian leather beauty is a boot for all seasons, outfits and occasions. They’re comfortable, practical and will never go out of style. Now that you know what to wear them with, it’s time to grab a pair!