Fashion For Amitious Ladies

How to Pick And Style Ankle Boots with Straight Leg Jeans


How to Pick And Style Ankle Boots with Straight Leg Jeans

Straight leg jeans have been so popular this year because they look way more stylish and flattering on all of us. But now that fall is here, you must be wondering how to style these straight leg jeans with your favorite fall staples, Ankle Boots.

In this style guide I am sharing some easy ways you can pair ankle boots with straight leg jeans, some DO’s and DONT’S that will help you get rid of all the figuring out while pairing them. These styling tips will help you get more wear out of your ankle boots and your straight leg jeans.

Hopefully after reading this post, you will no longer be sad to put away your favorite pair of straight leg jeans this season or any season.

So, lets begin!

Table of Contents

What Style of Straight Leg Jeans To Wear With Ankle Boots?

Before we can begin, we need make sure that you are wearing the right straight leg jeans. Because even though you want to wear all of them, some of them will not look good with ankle boots. And that’s ok, you can wear them with other footwear. It does not have to be just boots right!

But the key to effortless styling involves that we actually find the right fit of jeans that will work with ankle boots to create flattering outfits. There are two more popular styles of straight leg jeans currently, and lets see which ones we can actually wear.

Wear Wide Straight Leg Jeans

The wide straight leg jeans are wider around the ankle and look straight overall. These jeans look more elevated and also great as a dressed up pair. I personally love these pairs because they look flattering on any body type and also look more stylish in general. And for this very reason they have become really popular. 

But not all of the straight leg styles work the best with ankle boots, and we should not try and fit them as well.

The most flattering style of wider straight leg jeans would be ankle length ones because you can easily wear your boots with them. But at the same time, parts of your boots will still be visible while being under this style of straight leg jeans which will make it flattering.

Unfortunately because of the wider hem style of these jeans, you won’t be able to fold them and even if you do, they will not look flattering at all. So, if you own any pair that are longer, try it with another footwear. 

Though their might be a way you can wear straight leg jeans that are just touching your ankle which I will get to in a bit, but if your jeans are longer than that, try to resize the length by taking it to the tailor or save them for summer months. 

HERE IS WHY: Boots, no matter how pointy or narrow style will always add a bit of chunkiness to your look. They usually are a statement piece in our everyday looks. So, if you add them to a longer straight leg jeans, the bottom part of your outfit will look bulkier which is not so flattering is it. You can easily avoid this by pairing ankle boots with ankle length straight leg jeans. 

Wear Ankle Length Straight Leg Jeans

The narrow straight leg jeans were also referred to as cigarette pants or jeans because it is still a narrow. design, but the jeans do not fit you like skinny jeans.

They still have a straight silhouette. I think these were the hybrid version of straight leg jeans which were introduced to give us an exposure to a new style of jeans because let’s face it, all of us were obsessed with skinny jeans and we probably still are. 

Also Read:  How to Dress Well in Your 30s even if You are Too Busy

These jeans look narrower and compliment a lot of ankle boots. So, its natural easier to wear them with your favorite ankle boots. They balance out the bulkiness of boots.

But, if you want these jeans to look the most flattering, I would still suggest that you wear ankle length ones because even if you wear slightly taller boots, you won’t have to worry about the hems folding or getting stuck in the boots in weird ways. 

You can either wear boots that are sock style that hugs your ankle and leave these styles of jeans unfolded, or you can fold these jeans to keep them from getting stuck in the boots.

HERE IS WHY: This just does not look as flattering and is definitely uncomfortable when you have to constantly check and fix your jeans to ensure that they don’t look undone. Even if you do fold them, if the jeans are longer, your fold will have to be wider which cuts off the ankle area and makes you look frumpy. And if you do narrow folds, well then you have the lump situation.

Fold Your Narrow Ankle Length Jeans

You can do this with narrow straight leg jeans because they will fold easily. But bear in mind that you don’t want to fold too many times, otherwise your ankles will look bulky instead of narrow. 

That is why ankle length straight leg jeans would work great with ankle boots, because you would only need to fold once or twice for it to work. You can wear a lot of different styles of ankle boots using this trick but the best one will be Chelsea style, because they are the shortest.

What Style of Ankle Boots Go With Straight Leg Jeans?

Not every ankle boot will look good with straight leg jeans. And the goal here is to make sure we wear the right ones. So, we dont look frumpy or outdated. 

The key to good style is figuring out what goes well with what. 

Wearing Taller Chelsea Boots

Lug sole Chelsea boots are much more closer to ankle and have a taller length. These styles of ankle boots are in fact great wit narrow and wide straight leg jeans. 

While its really easy to wear them with wider straight leg jeans because the jeans fall over the boots, you can also rock them with narrow straight leg jeans with these two ways. 

If you have longer calf length Chelsea boots like these ones fro Sam Edelman, you can wear them over your jeans. These boots zip in the back so they keep the jeans really secure. 

You can also wear them under a narrow straight leg jeans because these boots are rigid and stay under your jeans easily. This way you don’t even have to fold them. 

Wear Pointy Toe Ankle Boots

These will naturally add some length to your legs and will not look as bulky as the square toe or the traditional round toe boots. My favorite pairs are Chelsea boots with a bit of heel which are also easy to put on but look amazing with straight leg jeans as well. 

You should atleast own one pair of pointy toe or narrow toe style ankle boots.

Wearing pointy Toe Ankle Boots with Straight Leg Jeans

Wear Fitted Ankle Boots

Wear Heeled Ankle Boots

No matter, how much I love wearing flat boots because they are so comfortable, heeled boots will look way better with straight leg jeans than flat ones.

THIS IS WHY: Because of the heel, the boots will be visible more with the straight leg jeans. They will also elongate your leg which always looks way more flattering for anyone. 

You don’t have to go for the 4 inch heels. There are so many variations in the market now with low heel that look equally amazing and are comfortable too. The one I am wearing (you will see the full view below) are from Sarah Flint and are my absolute favorites. With the Block heels they add some height but they are also comfortable. 

Wearing Closed Ankle Boots with Straight Leg jeans

Wear Combat Boots with Straight Leg Jeans

If you have a favorite pair of lace up or even combat style boots that have a lot of hardware details, you can absolutely wear them with straight leg jeans. I love pairing lace up boots with wider straight leg jeans where rather than blending in, they add a contrasting touch. This creates a statement outfit and looks more flattering as well. 

But the trick is to wear boots that are narrow around the ankle, so that they are not uncomfortable to wear. 

You can use this styling trick with any style of straight leg jeans as long as your jeans are not coming in the way of the boots. What I meant was that they are not lumping or looking out of the place if the jeans are stuck in them constantly.

Wearing combat boots with straight leg jeans

What Boots To Avoid Wearing with Straight Leg Jeans

There are some boots you should avoid with straight leg jeans. 

LOW ANKLE BOOTS: These pairs will make your look frumpier. The low ankle style will create yet another line around your ankle which will make you look shorter and it will feel like there is something missing in your outfit. 

SNOW BOOTS: As much as I want to wear them with straight leg jeans, snow boots will not look good at all with these styles of jeans. You might get away with the narrow straight leg, but then you will have the problem of fixing the jeans from riding up and looking weird around your ankle. 

How To Wear Straight Leg Jeans With Ankle Boots?

There are four ways to style straight leg jeans with ankle boots that you can easily put together everyday without all the added stress of figuring it out. And these are the exact ways and styles of ankle boots I pair with my straight leg jeans. 

Match Boots Color with Jeans

This is not always possible specially if you are wearing blue jeans, because lets face it, even though it sounds amazing, blue boots are not the most practical. But you can do this with black or white jeans as well as tan jeans or pants. If you match the color of the boots with the jeans color and you have a really chic outfit every time. It does not matter what color of top you are wearing, your outfit will look put together and effortless. 

This is my go to way of wearing straight leg jeans with boots. I find myself feeling more confident and I don’t have to worry about whether the boots are actually looking nice with the jeans or not, because they will always. 

Also Read:  What to Wear with Striped Full Sleeve Top in Fall

And you can use this style rule with wider leg straight leg jeans which are harder to style with boots in general. 

If you have a bit of hardware detail in the boots, it will only elevate the entire look, but nonetheless, your outfit will look put together. And you can also get away with wearing square toe and round toe ankle boots.

Wear Oversized Sweater with Narrow Straight Leg Jeans

If you are wearing a narrow straight leg jeans with a pointy toe ankle boots, your bottom half of the body looks fitted. 

A good way to balance the outfit is by pairing an oversized sweater with them. This will add a contrast at the top and look effortless and chic. 

I have a whole guide of how to style oversized sweaters with jeans, but this does not stop there. You can also use this trick with oversized tops as well.

Wear Cardigan with Buttons with Straight Leg jeans

Straight leg jeans can make you boxy and the ankle boots don’t really help. A great way to balance the proportion is to wear a buttoned cardigan with a V shape. 

You can either wear the cardigan by itself, or layer it on a t shirt. 

The button details and the V neckline adds interest to your outfit compared to a basic sweater. This way your outfit looks chic and effortless but you also stay comfortable in the cold weather. 

This specially works when you are trying to dress up your straight leg jeans. Add a pointy heeled ankle boot and buttoned cardigan to create a feminine chic outfit. 

Matching The Boots Color with The Top

This is another way to create a monochromatic outfit and specially works with blue jeans. Because it’s sometimes hard to create a cohesive outfit with blue jeans. 

If you match the colors of the ankle boots with the color of top or sweater or jacket you are wearing, your outfit will look cohesive and much more stylish. 

This way if you have another color of jacket to add to the outfit , you will still look effortlessly chic. 

Matching Your Scarf With Your Ankle Boots

If you feel like your ankle boots look weird with your straight leg jeans. Adding a matching scarf to your outfit would be a simple solution. 

This way your entire outfit ties in together very well. You look put together because you know how to style your outfits. 

While you can use this trick with any style of jeans, this specially helps the straight leg jeans outfit because they can easily make you look wider or not so put together.  So, instead of picking a chunky scarf, go for cashmere scarves to elevate your outfit.

Wear matching scarf with straight leg jeans and ankle boots.

Add a Belt To Your Straight Leg Jeans with Boots

When you wear ankle boots with straight leg jeans, you are completely covered from neck down. This in turn looks a bit much without a fitted jeans. You look out of proportion even if you are wearing everything in the right size. 

A good solution to this is to add a belt to your jeans. You will have a definition at the waist. The belt should be contrasting to your jeans color to showcase the detail. 

A great way to do this is to simply match the belt with your ankle boots. 

Wear belt with straight leg jeans and ankle boots

For more on women's boots styling, please read:


a woman taking a selfie
Ballet Flat Alternatives - Blog Banner
How To Pick And Style Belts With Your Outfits: Dresses, Skirts, Outerwear, Bottoms
What Shoes To Wear With Wide Leg Pants - Blog Banner

Share Your Thoughts

What did you think about this post? Share your thoughts below.

Leave a Reply

Your email address will not be published. Required fields are marked *


Pink April Diary Blog Editor - Suchibaksmita Sahoo

Hi, I am Suchi the Founder, Editor-in-Chief of Pink April Diary.

I have been in your shoes. Looking good in a busy schedule feels impossible. But we can can help you! Click below to meet the rest of the team.

Meet The Team

Join The Club

Don't miss any posts, plus grab this free wardrobe basics checklist to upgrade your style for all seasons. 


Best jeans for travel blog banner
Here Are The Best Jeans For Travel That Will Keep You Comfy
Veronica Beard Blazer outfit
Best Veronica Beard Blazer Dupes For The Classy Look On Budget
Smart Capsule Work Blog Banner
Dressing Guide for Women in Tech: What To Wear For Success At Work
Summer handbag blog Banner
The Best Summer Handbags That Will Elevate All Your Looks In 2024
Celine Triomphe Canvas Bag
Here Are The Best Celine Triomphe Canvas Bag Dupes For Your Summer Looks
Loft Summer Fashion Find
Luxe On A Budget: These Are Loft's Most Expensive Pieces for Summer

Featured Posts

a woman taking a selfie
Best Hermes Oasis Sandal Dupes Of 2024
Ballet Flat Alternatives - Blog Banner
Stylish and Ultra-Comfortable Ballet Flat Alternatives Worth Trying
How To Pick And Style Belts With Your Outfits: Dresses, Skirts, Outerwear, Bottoms
How To Pick And Style Belts With Your Outfits: Dresses, Skirts, Outerwear, Bottoms
What Shoes To Wear With Wide Leg Pants - Blog Banner
What Shoes To Wear With Wide Leg Pants: From Flats To Heels
how to pick the right swimsuit for your body - Blog Banner
Here Is How To Pick The Right Swimsuit For Your Body Type
8 Reasons Why You Have Nothing To Wear & How To Fix It
Stop scrolling & sign up for 
The Style Edit!
Get the best style guides, fashion finds and more straight to your inbox. So, you do what you do best.
Thank you for subscribing!
Stop scrolling & sign up for 
The Style Edit!
Get the best style guides, fashion finds and more straight to your inbox. So, you do what you do best.
Thank you for subscribing!