The Jodphur Boot is one of the classiest and most classic men’s ankle boot designs with strong associations with polo and equestrian origins. While sharing similarities to a Chelsea boot, the Jodphur is more decorative and slightly dressier—the wrap around strap and small buckle add detail and a touch of metal. In a modern re-interpretation the Desmond adds a discreet inner zipper which allows for an effortless on and off without disturbing the clean silhouette. Handcrafted in Italy from full-grain black calf leather, it has a sleek toe shape and flexible rubber sole, striking the perfect balance between refined style and everyday versatility. Worn with our Black Dress Calf Belt, you can pair them with tailored trousers, a suit, or dark denim.
* Handcrafted in Italy
* Made from supple full grain calfskin
* Wrap-around ankle strap with polished metal buckle
* Discreet inner zipper for easy on and off
* Sleek, refined silhouette
* Flexible rubber sole for comfort and traction
* Versatile styling pairs with tailored trousers, slim suits, dark denim
* Complete your look with the TO BOOT Black Calf Dress Belt
Craftsmanship
Modern footwear handcrafted exclusively in Italian Factories
From cutting to sewing and final polishing, each pair of TO BOOT NEW YORK footwear is the product of over 200 individual hand operations. Produced exclusively in Italy’s finest factories this is modern footwear handcrafted with the great time-honored shoe making traditions.








