How to Wear Ankle Boots and Jeans

Different Ways to Wear the Trend

Ankle boots and jeans can be a fashion match made in heaven — but with so many options, many women are challenged by the best way to put them together. We've put together this go-to guide on how to wear ankle boots with jeans, so you never have to wonder again which booties go with which pair of jeans.

Tuck Skinny Jeans Into Ankle Boots

Skinny jeans weren't meant to have anything layered under them. That's why tucking your skinnies into your ankle boots is a no-brainer. This combination looks great with your longer, snugger jeans that will reliably stay put when you wear them with a shorter boot.

Don't Mind the Gap

Ankle cleavage is a thing now -- yes, really. To pull off this sexy look, match shorter, cropped skinny jeans with chic flat ankle boots, to show off a sliver of skin at the ankle.

Wear Them With Wider Cropped Jeans

Wearing ankle boots instead of flats or pumps is an easy way to give those cropped straight leg jeans in your closet an instant style upgrade.

Here are more ideas for wearing cropped jeans all year round.

Give a Sneak Peek

The transparency trend in fashion footwear is super hot. Offer a sexy peek at your ankles when you tuck super skinny blue jeans into booties with cut-out details, or see-through plastic panels.

Give Hems a Trim

Pull off that trendy frayed jeans look -- plus flaunt your favorite short boots -- by doing a quick DIY on your jeans hems. Just try this quick and easy method -- stand in front of a mirror, wearing your jeans and the ankle boots you want to show off. Use a piece of chalk or washable marker to mark the level where you'll cut. Then, remove jeans and use sharp fabric scissors to cut off the extra length. For a fashionable "raw hem" look, you can use a pair of pointy manicure scissors to pull at the threads around hems bottoms and encourage stragglers.

Match Your Boots to Your Denim

 Wearing skinny jeans with ankle boots is a great way to create an unbroken leg line, for a long and lean silhouette, especially when you match your jeans color to the shade of your ankle boots. For the skinniest effect, try wearing a pair of skinny, inky black jeans with black suede or matte black leather ankle boots.

See 12 more stylish ways to wear skinny black jeans.

Roll Your Cuffs

You should also think beyond the usual skinny jeans when you want to wear your ankle boots. When jeans aren't tight at the ankles, they're easier to roll up -- all the better to show off your favorite booties. So try wearing your favorite boyfriend jeans or a straight leg pair with ankle boots, cuffing jeans above the ankle. This look works with all ankle boots, but is especially great for those with a bit of a heel.

Roll Your Cuffs - Slim Cuffs Version

Here's how it looks with a more casually flipped up, skinny cuff and platform heel ankle boots.

Create an Instant (Clean) Hem

If your skinny jeans are too long to show off your boots -- and too tight to roll up stylishly -- you can always try this tailor's trick. Simply fold your jeans hems inward, instead of upward, to create an invisible cuff. This style hack not only produces a more polished effect than rolled cuffs, which is great when you're dressing up, but it makes your jeans look like they've been custom altered to hit the perfect length. For you fusspots out there, you can do this trick before you put jeans on, and iron the hems to make sure your "cuffs" stay flat during wear.

Add Socks for Winter

Think there's no way to wear your cropped skinny jeans with short boots in the winter months, without freezing your ankles off? There is -- just bridge the gap between hems and boot tops with tall socks. This is a look that's meant for casual weekend wear, and is a great way to wear cropped jeans at any time of year when the weather is iffy.