How to Wear Ankle Boots With Jeans (Straight Leg, Skinny)

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How to Wear Ankle Boots With Jeans

I’ll go through six different types of jeans that you may wear with ankle boots to look adorable.

Single Cuff

Single Cuff

The first option to wear your jeans with ankle boots is to apply a single cuff.

If you don’t already own specific jeans that are the appropriate length, this is a great alternative.

You only need to fold over once to complete this single cuff. There will be a fold that varies in size from one to three inches.

Your little cuff should not be longer than three inches, in my opinion.

Realistically, you want to leave a thin strip of skin between your jean and your ankle booty.

This significantly contributes to the ankle’s slimming impact. You are displaying the area of your ankle that has a slight indent.

Simply put, it’s lovely and flattering.

Only one to two inches of skin should show, just enough to see through the jeans.

It’s going to be a lot of fun to wear jeans and ankle boots in this informal approach.

This complements your skinny jeans in particular.

Double Cuff / Rolled Hem

Double Cuff or Rolled Hem

Ankle boots can also be worn with a rolled hem. Another name for it is a double cuff.

The bottom of your hem should now be folded twice, making sure to leave approximately an inch or so of skin between the bottom of your jeans and the tops of your ankle boots.

When your jeans are too long and are covering your boots, having this option is a great idea.

It’s also a great choice if the shaft of your boot is simply too high. Really, you don’t want to go hem all of your jeans. You’ll look nice and tidy and streamlined as a result.

If you have a pair of jeans with a raw hem at the bottom, it will help you disguise it and merely give a nice, crisp look at the bottom of your jeans.

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The fact that you are rolling the cuff twice makes it a great little trick for properly securing it.

Cropped Skinny Jeans

Cropped Skinny Jeans and ankle boots

Having a cropped skinny jean is one of my favorite ways to wear jeans with ankle boots.

Cropped skinny jeans are available in a variety of ways.

Searching for skinny jeans that are already labeled as cropped or ankle length is one method.

Also by observing the inseam. If you want your jeans to be cropped and you are aware of your inseam, look for ones with an inseam that is two to three inches shorter. That will give you a cropped look.

Even so, you might still have difficulties getting them short enough for your ankle boots if you’re exceptionally thin.

This will largely rely on the ankle boots you select.

One of the recent things I did was to take my jeans to the seamstress and get them hemmed to the precise length I prefer with my ankle boots. That truly appeals to me. It’s an additional method for getting the ideal cropped jeans.

One of my recommendations is to try cropping some old skinny jeans if you really haven’t been wearing them. Take them to the seamstress. It truly gives some worn-out jeans new life.

Bootcut Jeans

Bootcut Jeans and ankle boots

Ankle boots go well with bootcut jeans, which is another of my favorite outfit combinations. They seem to complement each other like peanut butter and jelly, in my opinion.

I love it so much because it really helps to make my legs look longer. Particularly when I’m sporting a pair of high waisted jeans.

Make sure to pair them with a pointy toed ankle boot if you want to fully capitalize on lengthening your legs. It will just give your ensemble the look of being very sleek and long, so making you appear taller.

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The only trick to make out for when wearing ankle boots with bootcut jeans is that you don’t cover the boot entirely.

You should make sure that there is still a small sliver of the boot showing. In order to get the desired look of lengthening, that tiny triangle should be displayed at the very front of the garment.

Alternatively, if your toe is more rounded, make that the boot is approximately an inch or two off the ground. In this manner, this part of the boot is still visible.

However, it’s really the simplest method to wear ankle boots and is a no-brainer.

Cropped Straight Leg Jeans

Cropped Straight Leg Jeans and ankle boots

Cropped straight leg jeans are one style we’ve been seeing a lot of lately. It’s so much fun to wear this with ankle boots.

With this one, there is a little more variety. Whether you decide to show a little or no skin is entirely up to you. Either option is quite acceptable.

You can actually wear these with a sock booty that comes up little higher on the leg if you don’t want to expose that skin.

Your crop straight jean may look adorable with a raw hem.

You don’t need the skin since the wide width of the straight-leg jeans and the contrast of a sock-style booty that accentuates the slimness of your ankles are sufficient to draw attention to your ankles.

However, the alternative that I opted with—and the one that I really like—is to still expose that sliver bit of skin.

Actually, I went with a bootie with a somewhat higher shaft. I slightly cropped my straight-leg jeans so that there is only a very thin strip of skin showing. This look is very fun and easygoing, and I love it.

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I cut them myself to achieve the raw hem and then gave them a minor roll hem, which means that I was able to get them to the length that I wanted by doing so. But you can also get them hemmed.

Boyfriend Jeans

Boyfriend Jeans and ankle boots

Ankle boots look great with boyfriend jeans, too.

These are great; they are really loose-fitting, baggy jeans.

Some of them are already pre-rolled when you buy them; but, if yours aren’t, make sure to roll them twice so that you have that tiny sliver of skin showing in between the hem and the shaft of the ankle boot.

Simply to have that great perfectly put together look and to be able to balance everything.

I prefer to choose either a stiletto heel or a kitten heel for my ankle boot rather than a block heel because boyfriend jeans definitely give a bit more of a masculine feel. This helps to balance out the masculinity with a bit of femininity.

To balance off the baggier appearance of the boyfriend jeans and avoid looking too sloppy, I prefer to wear a somewhat more fitted top or even a structured blazer.

That’s it. Six different ways to be able to wear your ankle boots with jeans.

wearing ankle boots with jeans


  • Gloria

    Gloria is a top-performing fashion designer with more than eight years of experience in developing fashion concepts.

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