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Men's Jesse Handcrafted Leather Cowboy Boots

STYLE # 55266
Available colors
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In Stock - Orders placed within the next 3 hours and 45 minutes ship today
  • Smooth cowhide leather boots
  • Burnished leather, calf leather lining, welt construction, leather pullstraps
  • 1.50" heel, 6.50" shaft, 12" circumference, 1.42 pounds


Top of the line in looks and construction, the sleek Jesse boots offer a dashing alternative to your everyday kicks. Crafted from smooth, burnished cowhide leather, they feature western yoke detailing at the front and slightly rounded toes, as well as durable leather lining and outsoles. With their contemporary seam details and sophisticated sheen, these ankle boots are one of a kind. With leather pullstraps for easy wear.

Fit to size. For a wider fit, we recommend ordering 1/2 size up for more comfort.

Combining classic western style with fashion-forward design, these hand-lasted boots are crafted in the traditional way, piece by piece, from premium leathers. Featuring stacked leather heels and 100% leather piping, each handmade boot offers top quality, durability, and unique personality.

1.50" heel, 6.50" shaft, 12" circumference, 1.42 pounds
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Overland ships all orders free via standard ground shipping to all 50 states and APO/FPO addresses. For details on expedited shipping or for deliveries to US Protectorates, please refer to the Shipping page.

We want you to be completely satisfied with your Overland purchase. For your convenience, we provide free return shipping for orders within the 50 states, with a prompt exchange or refund process. For more details, visit our Returns & Exchanges page.

Our Customer Service team will be glad to assist with any questions. We are available 7 days a week at 1-800-683-7526 or by email at [email protected].

Overland welcomes international orders. Depending on the order and destination, additional payment requirements may apply. Please refer to the International Orders page for more detailed information.
Reviews (top)


Reviewed by 3 customers
By Barbara from Magnolia, Tx
5 5
Sep 9, 2021

Too small

These boots are beautiful but too small for my husband. He really needed at least a 14. We were very disappointed but had to return them. Any thing Overland puts out is high quality. I would highly recommend these boots.
By Jal from Florida
5 5
Aug 30, 2021

Beautiful Boots

The right mix of class and ruggedness that meets many needs. Love the leather smell.
By T-bone from Piggott, Ar
4 5
Jul 6, 2021

Good quality, too expensive

You have to know that Tacova has a comparable boot for $120 less. I like your boots but, come on now, that's a little excessive! You asked?


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