The best ankle boot styles for different pant cuts

January 24, 2024

Every wardrobe deserves a versatile pair of ankle boots. From combat booties to stacked heels, these fashion staples are the epitome of style and functionality. However, pairing them with the right pants can be a daunting task. Achieving a stylish and balanced outfit requires a keen understanding of how different boot and pant cuts complement each other. This article will provide an in-depth guide on how to best match ankle boots with various pant styles.

Booties with Skinny Jeans: A timeless match

If you’re looking for a fail-proof way to wear your ankle boots, pairing them with skinny jeans is a great choice. This combination works exceptionally well because skinny jeans tuck seamlessly into the boot’s shaft, creating a continuous, elongated leg line.

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This outfit formula is incredibly versatile. For a casual day out, consider a flat boot with a round toe. Pair it with distressed skinny jeans for a laid-back, comfortable style. If you’re going for a more polished look, consider a heeled ankle boot with a pointed toe and skinny jeans in a dark wash.

The key to this pairing is ensuring your jeans are the right length. They should end right where your boots begin, allowing for a seamless transition between your pants and boots.

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Pairing Booties with Straight Leg Pants

Straight leg pants are a staple in many wardrobes and for a good reason. They offer a balance between relaxed and structured, making them perfect for both casual and formal settings. Ankle boots, specifically those with a bit of heel, can complement straight leg pants exceptionally well.

For straight leg styles, the best way to wear your ankle boots is to let the hem of your pants rest on top of your boots. This achieves a balanced, cohesive look without the risk of your outfit appearing clunky.

To avoid the pants from appearing too wide or loose around the ankle, consider cuffing them slightly. This will showcase your booties better and add an element of style to your outfit.

Wearing Ankle Boots with Wide-Leg Pants

Wide-leg pants can be a little trickier to pair with ankle boots, but with the right style and length, the result can be effortlessly chic.

The best ankle boots to pair with wide-leg pants are those with a higher shaft, as they’re visible beneath the wider pant hem. A heeled style will also help balance the volume of the pants and add height to your overall look.

When it comes to the length of your pants, they should ideally hover around the top of your booties. A slightly cropped wide-leg pant can create a flattering silhouette that elongates your legs.

Styling Ankle Boots with Cropped Pants

Cropped pants are a fantastic way to showcase your ankle boots. They offer enough space to let your booties shine, making them an excellent choice for statement styles.

A pair of edgy cut-out boots or colorful suede booties can elevate your outfit when paired with cropped pants. Let your ankle boots be the focal point of your outfit by keeping the rest of your look simple and neutral.

It’s important to remember that the gap between your pants and boots can quickly make or break this look. Too much space can visually shorten your legs, so aim for a gap of about one to two inches for the most flattering look.

Booties with Cuffed Jeans: Casual yet chic

Cuffed jeans are a great way to give your ankle boots some extra spotlight. This style lets your boots take center stage, while also adding a stylishly casual touch to your outfit.

When cuffing your jeans, there are a couple of tips to keep in mind. First, your cuff should not be too wide. A smaller cuff will look more streamlined and intentional. Second, aim for your cuff to hit right above your ankle boots. This will allow your boots to shine without shortening your leg line.

Whether you’re wearing flat booties for a day of errands or heeled booties for a night out, cuffed jeans are a versatile and stylish option.

With all these tips in mind, you’re well-equipped to rock your ankle boots with just about any pant style in your closet. The key is to focus on balancing proportions and choosing the right boot style and pant length to flatter your figure. Remember, confidence is your best accessory, so wear your booties with pride and strut your style with aplomb.

Sporting Ankle Boots with Mom Jeans

Mom jeans, with their relaxed fit and high waist, have made a significant comeback in recent years. Pairing these with your ankle boots can add an edge to your outfit while maintaining a comfortable and casual look.

This style of jeans is typically looser around the thighs and tapers down to a slim ankle, making it an ideal partner for a variety of ankle boot styles. For a laid-back look, opt for a flat boot with a round toe. The low-key vibe of the boot will match nicely with the relaxed nature of the mom jeans.

For a more put-together look, a pointed toe boot can add an element of sophistication. The sharpness of the boot contrasts beautifully with the relaxed fit of the mom jeans, creating an interesting yet harmonious outfit.

However, be mindful of jeans length. Mom jeans should hit just above the top of your boot, creating an open view of the boot shaft. Too much or too little exposure of the boot can disrupt the balance of your outfit. A little cuffing or rolling of your jeans can easily fix any length issues.

The Open View: Ankle Boots with Distressed Jeans

Distressed jeans, with their intentional tears and worn patches, are a standout style in the denim world. These edgy jeans can be perfectly paired with ankle boots for a grunge-inspired look.

A rugged combat boot would be a solid choice to pair with distressed jeans. The edginess of the boot complements the distressed elements of the jeans, creating a cohesive, punk-inspired outfit.

Alternatively, if you want to soften the roughness of the distressed jeans, a sleek ankle boot with a pointed toe can be a great option. The juxtaposition of the refined boot with the rough-and-tumble jeans can create a unique and stylish outfit.

As with the previous styles, balance is crucial. The jeans should ideally fall right at or slightly above the top of your boot. This open view of the boot shaft is key to nailing this look.


Ankle boots are a stylish and versatile addition to any wardrobe. Their ability to pair well with multiple pant styles, from skinny jeans to wide leg pants, makes them a must-have fashion item. Whether you’re wearing a stacked heel with straight leg pants for a chic and polished look, or sporting edgy combat booties with distressed jeans for a grungier feel, it’s all about creating balance and harmony between your pants and boots.

Remember the golden rules: keep an open view of the boot shaft, select the right pant length, and don’t be afraid to use cuffing as a tool to achieve the perfect look. No matter the style of your pants or boots, remember that confidence is key. So, wear your ankle boots with pride and let your unique style shine.