Naturalizer Jessie Women’s 100% Leather Knee High Boots

Last updated date: February 25, 2022

DWYM Score


Naturalizer Jessie Women’s 100% Leather Knee High Boots

Why Trust DWYM?

DWYM is your trusted product review source. Along with our in-house experts, our team analyzes thousands of product reviews from the most trusted websites. We then create one easy-to-understand review. Learn more.

Don't Waste Your Money Seal of Approval
Look for the DWYM seal for products that are the best in the category.
Show Contents

We looked at the top Knee High Boots and dug through the reviews from some of the most popular review sites. Through this analysis, we've determined the best Knee High Boot you should buy.

Update as March 15, 2022:
Checkout The Best Knee High Boots for a detailed review of all the top knee high boots.

Overall Take

In our analysis of 13 expert reviews, the Naturalizer Jessie Women's 100% Leather Knee High Boots placed 9th when we looked at the top 10 products in the category. For the full ranking, see below.

From The Manufacturer

Riding boot silhouette with elasticized panel and buckle details provide style, while Naturalizer N5 comfort provides the extra padding that you require.

Expert Reviews

User Summarized Score

2,024 user reviews

What experts liked

These black buckle boots knee high style from Naturalizer are 100% leather with cushioning and a flexible sole to handle walking. And the neat looking buckles add some panache.
- Travel Fashion Girl
With a short heel, they’ll give you the look of height but you won’t be tipping around.
- Hello, Taee
It has an extra cushioned insole that is highly breathable; these boots ensure that your feet do not die inside them, and you can enjoy your flattering look with these beautiful pair of boots while your feet also live their precious life inside them.
- Guard My Shoes

What experts didn't like

A bit tight around the ankle
- Guard My Shoes

An Overview On Knee High Boots

Knee-high boots are one footwear item that never goes out of style. Sure, design trends may change over the years, but if you go with a classic look, you can wear the same pair of boots from one winter to the next.

But the right pair of knee-high boots is essential. One of the top considerations is fit. Improper-fitting footwear is more common than people realize, and it’s a top cause of foot disorders. Between 63 and 72 percent of people wear shoes that do not match their length and width measurements, and this can lead to ingrown toenails, blisters, bunions and hammertoe, among other issues.

The best thing you can do before you start shopping for shoes is to measure your foot. You can do this by carefully tracing your foot on a blank piece of paper, then measuring the length from the center of the heel to the end of the longest toe. You’ll need to wrap a measuring tape around the widest part of your foot to get the full diameter. You can then use charts online to get the right shoe size for your measurements.

Unfortunately, even after you’ve measured your feet, you can find that sizing differs from one manufacturer to another. The type of material and manufacturing processes can both impact the finished size of a shoe, and different manufacturers use different measurements. It’s important to check a shoe and make sure you have enough room to relax your entire foot without sliding around before you settle on a pair.

With knee-high boots, there’s even more to consider. You aren’t just worrying about the fit of the shoe around your foot, but your entire calf comes into play, too. Knee-high boots can be notoriously unforgiving in the calf area, making them out of reach for a large part of the population. However, there are many options that build in panels that stretch to fit the calf without sacrificing that snug fit boot wearers rely on. Keep that in mind while you’re shopping and measure the dimensions of your calf to ensure your chosen boots will fit.

The Knee High Boot Buying Guide

  • If you’ll be wearing your boots in the snow and ice, check to make sure they have skid resistance built into the outer sole. Although no boot can give you full traction, you’ll be much more stabilized with boots that are built for slippery weather. This will also help inside if you come across wet patches where people have brought snow in on their shoes.
  • Not all knee-high boots are designed for wet weather wear. You’ll want to make sure you’ve chosen one with an upper and shaft that are water-resistant. If there is a zipper, make sure water can’t get through, and the top of the boot will need to be snug fitting enough to keep water from seeping in.
  • Slouchy boots are worth considering if you like to adjust the height of your boots. This type of boot might not be the most weatherproof choice, but for indoor wear and stylishness, it’s a popular design.
  • Consider when shopping for knee-high boots how you’ll be wearing them. If you tend to wear them with skirts or leggings, you’ll need a snugger fit around the calf area than if you like to tuck jeans or thicker pants legs into them.
  • Knee-high boots are typically footwear you’ll wear in the late fall and winter. But some are lightweight enough to stretch those months into earlier fall and later spring.
  • If you spend a lot of time on your feet, look for boots with supportive soles and low heels. You can find soles that are designed to support the footbed to maximize comfort throughout the day.