What Jeans Do You Wear With Boots – Ladies’ Guide

One of the best things about winter is welcoming back your favorite boots, jeans, sweaters, and all the cozy items that have been hibernating in your closet during summer. 

You’ll also get to say hello to your favorite jeans and boots. However, with all the different styles available, it can be tricky to know which ones pair well together.

What Jeans Do You Wear With Boots - Ladies' Guide

There’s also nothing worse than messy, bunched-up fabric over some ankle boots, or seeing that awful boot mark underneath some loose-fitted jeans. 

If you’ve found yourself with countless styles of jeans and aren’t sure what boots to pair them with, you’ve come to the right place. This article will provide you with a guide on the best boot and jeans pairings! 

Ankle Boots

Ankle boots are a shoe staple that every woman needs in her closet. They are easy to style, comfortable, and also perfect for spring!

Therefore, there are a number of ways you can wear these lovely boots with jeans, and we’ll be discussing a few of these below. 

Ankle Boots And Skinny Jeans

Skinny jeans will always have your back, and this is especially true when it comes to ankle boots. However, this is where many people go wrong, and end up with bunched-up jeans material around their ankles where their shoes start.

There is also the dilemma of whether you should tuck your jeans into them or not. 

Your best bet, here, is to wear some skinny jeans that crop before the ankle. If you find they are bunching up, then cuff them by folding them outwards once or twice.

Ensuring that your jeans end at a higher point on the leg than your ankle boots begin, will really bring attention to them. 

Ankle Boots With Straight-Leg Jeans

Straight-leg jeans are very in style right now and differ from skinnies as they are not tapered around the ankle. They follow a straight fit from the waist, down to the ankle. 

The trick to pairing these jeans with ankle boots is to make sure they complement them rather than compete with them.

Like with skinnies, you should make sure your jeans stop around an inch or two above your boots. If they’re too long, you can fold them outwards a few times as you would do with skinny jeans. 

This means you can go as wild as you want with the style of boots, experimenting with all patterns and styles. 

Ankle Boots With Wide-Leg Jeans

Another style of jeans that has really become popular is wide-leg jeans. These jeans are usually fitted around the thigh, before opening up around the knees and gently flaring out towards the ankle (less so than flare jeans). 

The trick to pulling these off with ankle boots is to opt for the kick-flare wide-leg jeans.

If all these terms are confusing you, these jeans are wide-leg pants, that flare out more than regular wide-legs, and are hemmed between the ankle and knee. This gives you the opportunity to show off your ankle boots. 

This option screams 70s fashion, so if that’s a style you admire, this look is for you.

Try some light-brown suede boots, with a faded pair of jeans. Pair this with a cropped sweater, and your look is complete! 

Combat Boots

Combat boots, such as Doc Martens, are comfy, durable, and very stylish now, but knowing what to wear with them can be tricky, as they can be a relatively chunky option. Keep reading for tips on the best jeans that go with these boots. 

Combat Boots And Skinny Jeans

As we’ve already mentioned, skinny jeans will always be there for you, and of course, they pair wonderfully well with combat boots. 

You can opt for slightly cropped skinny jeans, which will leave a small gap between the boot and where your jeans start. You can also tuck them into the boots, creating a neat finish, or let them bunch up at the top. 

These are pretty much the only boots that look good with that extra material lingering at the top, so if you’re looking for a messy yet put-together look, this is the one for you. 

If you’re after an edgy, rocky look, complete the outfit with a black leather jacket. For the warmer months, in order to really bring attention to the shoes, throw on a plain white t-shirt and tuck it into the waistline. 

Combat Boots And Straight Leg Jeans

Straight-leg jeans and combat boots are a wonderful combination, really giving off a cool and casual vibe. 

With these jeans, you have the option of letting them pass over your boots, or cuffing them slightly. You can also wear slightly cropped straight-leg jeans, and these last two options are great if you want to show those boots off! 

Combat Boots And Wide-Leg Jeans

Wide-leg jeans and combat boots were made for each other, and while you can’t cuff them as you can with skinny and straight-leg jeans, they will look great whether they are cropped or fall to the floor. 

Chelsea Boots

Chelsea boots are a style of ankle boots with a knit panel on each side. They gained popularity during the 50s and 60s in Chelsea in London, and they are ideal for all occasions, be they smart or casual.

When it comes to these boots, you want them to be the focal point of your outfit, so picking out some jeans that make that happen is the way to go. 

Chelsea Boots And Skinny Jeans

As is the case with the previous boots in this article, skinny jeans are the perfect choice for Chelsea boots.

You can select a pair of cropped jeans, so they leave an inch or two of space between the hem and the boots. This will really draw attention to your footwear. 

You can also cuff them at the bottom if they are too long. Again, this will bring attention to the boots, and if your jeans and boots are the same color, showing that bit of skin will help elongate your figure making you look taller. 

If you’re after more of a cozy look, you could even wear some long, cotton socks underneath the boots, and let them be visible in between the jeans and the boots.

This again will bring attention to your lower half, letting the boots take all the attention. 

If you’re after a sophisticated look, throw a warm peacoat on, and coordinate the color with your Chelsea boots. By matching these colors, it’ll bring more attention to the shoes. 

Chelsea Boots And Flare Jeans

If you’re a fan of the retro style, then wear some flare jeans with your Chelsea boots to recreate this look. 

The trick here is to make sure your flare jeans are hemmed around your ankles, so the Chelsea boots can still be seen. 

Knee-High Boots 

Knee-high boots seem to never go out of style, and we can thank their flattering qualities for that. These boots make you look long and lean, and also serve as added warmth for your legs! 

You’ll find knee-high boots in a variety of styles, from soft suede, to cool leather, along with laces, buckles, and all kinds of details. 

Knee-High Boots And Skinny Jeans

When it comes to pairing these boots with jeans, there is no doubt that skinnies are the ideal style. These are boots that need to be seen, and wearing them underneath some wide or flare leg jeans will only cover them up. 

Selecting a pair of sleek, tight skinny jeans, and wearing some knee-high boots over them will really give off a stylish look that’s perfect for winter. 

If you’d really like to emphasize your natural silhouette and add length to your figure, select a pair of jeans that are the same color as your boots. 

However, if you’d like to bring attention to your boots, opt for contrasting colors, such as black jeans with pale brown suede boots. 

Sock Boots 

While these half sock half shoe boots may seem intimidating, once you try a pair, you’ll wonder why it took you so long to do so! 

These boots are just like regular ankle boots, but they tend to end slightly higher than your ankle, and this section of the boot fits like a sock, hugging your leg.

They are incredibly versatile and are very flattering as you won’t find any odd gaps between your leg and the boot like you often do with some options. 

There are a variety of styles of these boots, such as a block heel, or a stiletto heel. You can also find them in all kinds of patterns and textures, such as shiny leather, suede, and floral and animal prints. 

No matter what style you choose, they will pair well with practically all kinds of jeans. 

Sock Boots And Skinny Jeans

Skinny jeans and sock boots work well together to give your figure a long and slender look. This can be achieved best by showing a bit of skin between where the jeans end and the sock boot starts. 

You can do this by choosing a pair of cropped jeans, or by rolling up the hem of the jeans slightly. This last option will add more to the outfit, bringing attention to the boots. 

Tucking your jeans into the boots is also an option, but this will only work if your jeans are very tight, as you must avoid seeing the tucked jeans through the boots.

If you choose the same color jeans as the boots, this will also add length to your figure, and also serves as a more sophisticated look. 

Sock Boots And Flare Jeans

As mentioned above, sock boots will go well with any kind of jeans.

As they hug the legs tightly, you don’t need to worry about creating any bulges when wearing them under loose-fitted jeans, which is why they go very well with flares. 

However, although they wouldn’t look bad with flares that reach the floor, this will cover the boots, and you won’t get to show them off – which is what you want with sock boots. 

You at least want to show a bit of the area where they begin to hug your legs, so opting for a pair of slightly cropped flares will look really nice with these boots. 

The same rule applies to any other jeans that aren’t tapered at the ankles. You’ll always be better off with a slight crop when it comes to these, as it allows for the sock boot to be seen. 

Final Thoughts 

When it comes to boots and jeans, there are a variety of combinations that work. The trick is to know which styles do better together than others. 

As we’ve covered, when it comes to skinny jeans, you can wear all kinds of boots, as these jeans are wonderfully versatile, and can be cropped, cuffed, or tucked into many different styles of boots. 

If you are looking to wear looser-fitted jeans, such as wide-leg or flares, then opting for a cropped style is best as these still allow the boot to be seen. 

It is important to be mindful of how different boots fit around your ankles or legs, as loose-fitted jeans may allow for a bulge to form where the boot sits around your ankle, and this can look unflattering. 

If you’re after an elongating look, then a pair of sock boots and some skinnies are a great option.

Jenna Reign