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 | Slip into the Ramsey from HUGO by Hugo Boss for instant sophistication. The luxe leather shoe boasts clean lines and a handsome almond-shaped toe that will pair well with power suits or for elegant evening occasions. Dust bag included. HUGO by Hugo Boss | $375  Endless.com |
|  | Classic and sophisticated, the Clent oxford from BOSS by Hugo Boss is a sure bet for adding polish to suits and trousers. With its rich leather upper, handsome seaming, and lightly cushioned insole, you'll look and feel terrific. Dust bag BOSS Black by Hugo Boss | $295  Endless.com |
|  | Traditional yet modern, the Owio lace-up from BOSS Black by Hugo Boss will suit any sort of ensemble. The update is achieved by sleek lines, subtle pinking, and oversized perforations, along with the modern comfort of a lightly padded insole and traction-enhancing rubber treads. (less)BOSS Black by Hugo Boss | $295  Endless.com |
|  | Crafted in Italy, the Cefal lace-up shoe from BOSS Black by Hugo Boss is one sophisticated style. Featuring a luxurious eel skin upper with rich details, an almond-shaped toe, and thin laces, the shoe is perfect for vamping up power suits or for formal affairs. Dust bag included. (less) BOSS Black by Hugo Boss | $261  Endless.com |
|  | Crafted in Italy, the Mec lace-up shoe from BOSS Black by Hugo Boss is one sophisticated style. Featuring luxe leather, an elongated toe, thin laces, and a chic inverted seam detail, the shoe is perfect for vamping up power suits or for formal affairs. Dust bag included. (less)BOSS Black by Hugo Boss | $255  Endless.com |
|  | The Daniels loafer from BOSS Black by Hugo Boss is about as sophisticated as it gets. Featuring a rich leather upper, logo-embossed hardware, and a smooth, almond-shaped toe, the shoe is just what you need to take vamp up your power suits in a flash. (less)BOSS Black by Hugo Boss | $206  Endless.com |
|  | BOSS Black will take your sophisticated style to a whole new level. The Ponte lace-up features a rich leather upper, an elongated toe, and the tiniest detailed perforations that will keep you looking chic paired with any power suit. BOSS Black by Hugo Boss | $206  Endless.com |
|  | BOSS Black will take your sophisticated style to a whole new level. The Musetto lace-up features a rich leather upper, an elongated, capped toe, and the tiniest detailed perforations that will keep you looking chic paired with any power suit. BOSS Black by Hugo Boss | $196  Endless.com |
|  | Crafted in Italy, the Frolly lace-up shoe from BOSS Black by Hugo Boss is one sophisticated style. Featuring luxe leather, a perforated toe, thin laces, and chic wing-tip styling, the shoe is perfect for vamping up power suits or paired BOSS Black by Hugo Boss | $161  Endless.com |
|  | Crafted in Italy, the Remy lace-up shoe from BOSS Black by Hugo Boss is one sophisticated style. Featuring luxe leather, a bicycle toe, thin laces, and chic topstitching, the shoe is perfect for vamping up power suits or paired with BOSS Black by Hugo Boss | $129  Endless.com |
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