Updated: July 7, 2021

How To Dress With Boots-A Definitive Boots Outfit Guide

Written by Sumit Pandey

Hey, my lovelies! I hope you're having a great week! Today I'm going to be showing you how to dress in boots, booties with jeans, and much more.

Additionally Find: Western Boots Under $100

Do you love Boots?

If you're anything like me you will be obsessed with boots but not know how to wear them. I mean I love wearing knee-high boots in the day but I never know what to wear them with. I know they're warm but what if it's a bit hot? What if it's cold? What if it's raining? So many questions.

Additionally Find: Best Hiking Boots Under 150

Well, don't worry. I have you covered with this article.

Additionally Find: Best Work Boots Under 100

Types of Boot

I'm going to be looking at the different types of boots and how to wear them.


A boot is a piece of footwear enclosed at the top and that usually extends up the leg. It can also be just the upper part of a shoe. It is typically worn over the ankle, but some designs also cover the mid-calf or knee.

Additionally Find: Boots Under 200

Ankle Boots -

Ankle Boots -

Ankle boots are boots that cover the ankle only, leaving the heel exposed. They are often made from leather and are popular in winter due to their warmth. 

Additionally Find: Men's Cowboy Boots Under $100

Ankle boots are generally considered to be a conservative style of boot, but they can also be fashionable as well as functional.

Chelsea Boots -

Chelsea Boots -

Chelsea Boots are a style of boot named after the English football club Chelsea, whose players famously wore them while playing in the 1970s and 1980s. 

Additionally Find: Best Chelsea Boots Under 200

Chelsea boots consist of a short shaft which is generally 3-4 inches high, with a wide, flat heel. They can be made out of a variety of different materials, including leather and suede, and can be styled in a variety of different ways.

Additionally Find: Chelsea Boots Under 100 

Combat Boots -

Combat Boots -

Combat boots are a type of boot originally designed for use in combat or by military personnel. They are generally made from leather or synthetic materials and feature a treaded sole for traction. 

Combat boots have a shorter shaft than other types of boots, but they can still be stylish when worn with jeans or leggings in a casual style.

Knee High Boots -

Knee High Boots -

Knee High Boots have a shaft that is longer than that of an ankle boot but shorter than that of a thigh-high boot. 

They can be made out of a variety of different materials, including leather, PVC, and suede, and are available in a variety of colors and styles. Knee-high boots are popular year-round, but they are especially popular during the fall and winter seasons due to their warmth.

Mid-Calf Boots -

Mid-Calf Boots -

Mid-Calf Boots have a shaft that extends from halfway up the calf to just below the knee. As the shaft is significantly longer than that of an ankle boot, they tend to be fairly tall and can often be worn with heels or wedges for extra height. 

They are available in a wide variety of styles and are popular throughout the year.

Over-the-Knee Boots - 

Over-the-Knee Boots -

Over-the-Knee Boots are a type of boot which extend all the way up the leg from below the knee to the top of the thigh. They can feature a variety of different shaft styles and heights; however, most over-the-knee boots feature a taller shaft than mid-calf boots. 

They are very popular for colder climates where longer leg coverage is needed, as well as in the fall and winter seasons when they can be paired with thicker socks.

Thigh High Boots -

Thigh High Boots -

Thigh High Boots have a shaft that extends from just below the knee to over the thigh, ending just below the waist. 

They can be made out of a variety of different materials including leather, PVC, and suede, and they come in a variety of styles including lace-up and zip-up varieties as well as platform boots or cowboy boots. 

Thigh high boots are popular during fall and winter seasons due to their warmth, but due to their height they can be somewhat impractical for walking long distances.

How to wear booties with jeans?

Booties are an amazing way to style your boots especially if you're looking for a casual-chic outfit. Booties with jeans can also be worn with frayed hems, ripped hems, and even boot cut jeans as long as the booties are designed to go with the fit of the jeans.

The first thing you need to do is to find your perfect pair of booties out of all the available options. Check out your local stores or even online to look for a pair of boots that matches your style. Once you have the perfect pair, let's start styling it.

Most of the time, booties are designed to easily go with the fit of your jeans. The booties will either have a higher heel or a lower heel depending on the look you want to create. A higher heel will elongate your legs and create a more feminine look. A lower heel will create a more casual look as well as a more comfortable option to walk in.

Once you have chosen your booties, slide them on and wear them with any jeans you like. If you want a more chic look, then pair it with some ripped hems and some high slits. For a more casual look, pair it with some boot cut jeans or even frayed hems.

If you want to wear it with a frayed hem, then make sure that the frayed hem is above your knees or even above your calves. The booties should be able to cover the frayed hem as long as the frayed hem isn't too high up your jeans.

Make sure that while wearing the booties with jeans, the height of the bootie should be slightly higher than the height of your pants. A bootie that is too long and too low will make your legs look shorter and fatter. A bootie that is too high and too short will make your legs look longer and thinner.

The finishing touch for your outfit is the accessories you wear with it. If you want to go with a more casual look, then you can just wear some hoop earrings or even a watch. If you want to go with a more chic look, then you can wear some bracelets, necklaces, or even a hat to match your entire outfit.

Bottom Line

This is a no-brainer and JUST DO IT! If you love boots, you must invest in a good pair of boots. It will be one of the best investments you have ever made.

If you are a guy and you love girls in boots, this is also a no-brainer and you must invest in a good pair of boots. It will be one of the best investments you have ever made.

Frequently Asked Questions

  • You can never go wrong with a pair of black ankle boots, I mean just think classic! The problem is that a lot of the time these black ankle boots are way too plain, especially if you need to wear them on a daily basis. To avoid that you could always take a look at my post "How to Dress Up Black Ankle Boots" to see how you can dress up this basic style.

  • The biggest difference between these two types of boots are the heel, Cowboy boots have a higher heel (1-1 ½ inches) and Ankle boots have an average heel (~1 inch).

  • To be honest both style are great, but I prefer Booties over Ankle boots. When it comes to comfort, I still prefer Ankle boots over Booties because most Booties tend to be a bit more narrow.

  • That's totally understandable, but if you're looking for an affordable option that will still make you look great I recommend checking out my post "How to Dress up Basic Black Ankle Boots"

Written by Sumit Pandey

My name is Sumit Kumar Pandey and I’m a content writer and blogger who specializes in writing about technology, web design, and online marketing. After working as a research scholar in the engineering field for many years, I’m now a full-time content writer, helping people get more exposure and generate more leads for their businesses.

Leave a Reply

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

bagittoday.com participates in the Amazon Associates Associates Program, an affiliate advertising program designed to provide a means for sites to earn commissions by linking to Amazon. This means that whenever you buy a product on Amazon from a link on here, we get a small percentage of its price.
Bagittoday USABagittoday India
A202 Babylon Towers, VIP Chowk, Raipur, C.G.
Privacy PolicyTerms Of Use