Jessie Tall Boot



Price may vary based on color
ColorBlack Leather
  • Black Leather
  • Chocolate Bar Leather
  • Please select a SizePlease select a Width

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    Product Details

    Beautifully polished with pebbled leather, wraparound straps, gold-toned buckles, and a defined silhouette, this boot is always along for the ride.

    • Leather upper
    • Round toe
    • Full-length side zip closure
    • Elastic goring panel at the calf for extra flexibility
    • N5 Comfort technology
    • Non-slip weightless outsole
    • 2.5 cm heel
    • 37 cm boot shaft; 36.4 cm calf circumference


    1–8 of 127 Reviews  
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    1. 5 out of 5 stars.


      Every two years I but this boots. And I came here To check the price for a 3rd one. It la st me 2 years each time.
      This is elegant in brown. Stylish. I steak french!

      • Add a con
      • It COULD be more comfortable ( sole
      • Yes,
      • I recommend this product.


    2. 5 out of 5 stars.

      Very comfortable

      Very comfortable. I am a 9 or 9.5, i ordeted a 9.5 a little big but with thick docks it is ok.

    3. 5 out of 5 stars.

      Great riding boots

      The colour and fit are great! I was worried that there wasn’t a ‘wide calf’ option but they do fit well, even over skinny jeans.

      • Add a pro
      • Love the colour
      • Yes,
      • I recommend this product.


    4. 5 out of 5 stars.

      Comfortable boots!

      Super comfortable boots. I have weird feet snd most boots don’t “wear well” for a long time. These are great! I have the brown ones....and now I bought the black!

      • Yes,
      • I recommend this product.
    5. 5 out of 5 stars.

      Great Boots

      Boots fit great! I always like boots that have structure in the calf, so when you look down at your ankles and toes, you can see the silhouette of the boot, and I can in these ones. I also have similar boots in brown from 2 years ago, the Jillian I think. I love the both. Once they get broken in more, the top of the boot gets very soft and buttery. Make sure you care for your boots! They are an investment in timeless fashion! Enjoy them.


    6. 5 out of 5 stars.

      Love these boots!!

      I got these boots in brown when it was 50% off, since they are a bit pricy. I never ordered anything from Naturalizer before so I was a bit nervous. However, they are worth every penny. They feel and look expensive, but also comfortable. I love them. I've been wearing them regularly for about a month now.

      • Add a con
      • Scratches easily
      • Yes,
      • I recommend this product.


    7. 1 out of 5 stars.

      Uncomfortable and big

      These were way too big. I used the "find your size" feature, and ordered accordingly. They also were not comfortable at all. The soles felt hard as a rock.

      • No,
      • I do not recommend this product.
    8. 2 out of 5 stars.

      Poor construction

      Poor construction inside of the boot and shaft, with leather stuck inside of the interior.

      • No,
      • I do not recommend this product.


    1–8 of 127 Reviews  
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