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    Classic Shoes

    Our classic shoes for men are handstitched by master craftsmen to ensure exquisite detail and long lasting quality. We have a classic shoe for every occasion, from Oxford shoes for formal events to the casually capable boat shoe. If you're looking for timeless style, outstanding value and exceptional quality our men's classic shoe collection is unbeatable.

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    Sale Classic Lightweight Brogue - Navy

    Classic Lightweight Brogue - Navy

    (41)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Boat Shoe - Blue

    Classic Boat Shoe - Blue

    (41)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Boat Shoe - Tobacco

    Classic Boat Shoe - Tobacco

    (45)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Boat Shoe - Navy/Brown

    Classic Boat Shoe - Navy/Brown

    (122)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Moccasin

    Classic Moccasin

    (119)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Suede Driving Shoe

    Classic Suede Driving Shoe

    (109)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Derby Shoe - Black

    Classic Derby Shoe - Black

    (39)

    Was $135.00 $70.00 $60.00 Save $10.00

    Sale Classic Derby Shoe - Suede

    Classic Derby Shoe - Suede

    (6)

    Was $135.00 $70.00 $60.00 Save $10.00

    Sale Classic Derby Shoe - Black Suede

    Classic Derby Shoe - Black Suede

    (11)

    Was $135.00 $70.00 $60.00 Save $10.00

    Sale Classic Chichester Shoe - Oxblood

    Classic Chichester Shoe - Oxblood

    (143)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Slip-On Boat Shoe - Navy/Brown

    Classic Slip-On Boat Shoe - Navy/Brown

    (425)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Slip-On Boat Shoe - Camel

    Classic Slip-On Boat Shoe - Camel

    (425)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Lightweight Brogue - Sand

    Classic Lightweight Brogue - Sand

    (39)

    Was $135.00 $45.00

    Sale Classic Cheltenham Brogue In Suede - Mid Brown

    Classic Cheltenham Brogue In Suede - Mid Brown

    (65)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Chichester Shoe - Black

    Classic Chichester Shoe - Black

    (143)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Oxford Shoe - Tan

    Classic Oxford Shoe - Tan

    (399)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Monk Shoe - Black

    Classic Monk Shoe - Black

    (2428)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Monk Shoe - Brown

    Classic Monk Shoe - Brown

    (1663)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Penny Loafer Shoe - Black

    Classic Penny Loafer Shoe - Black

    (4118)

    Was $135.00 $70.00 $60.00 Save $10.00

    Sale Classic Penny Loafer - Brown

    Classic Penny Loafer - Brown

    (2120)

    Was $135.00 $70.00 $60.00 Save $10.00

    Sale Classic Oxford Shoe - Brown

    Classic Oxford Shoe - Brown

    (2519)

    Was $135.00 $65.00 $60.00 Save $5.00

    Classic Sandhurst Shoe - Black

    Classic Sandhurst Shoe - Black

    (370)

    Was $135.00 $45.00

    Sale Classic Oxblood Cheltenham Brogue

    Classic Oxblood Cheltenham Brogue

    (305)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Suede Oxford Shoe

    Classic Suede Oxford Shoe

    (77)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Oxford Shoe - Oxblood

    Classic Oxford Shoe - Oxblood

    (344)

    Was $135.00 $65.00 $60.00 Save $5.00

    Classic Oxford Shoe - Mid-Brown

    Classic Oxford Shoe - Mid-Brown

    (195)

    Was $135.00 $45.00

    Sale Classic Cheltenham Brogue in Suede

    Classic Cheltenham Brogue in Suede

    (149)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Tan Cheltenham Brogue

    Classic Tan Cheltenham Brogue

    (177)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Sandhurst Shoe

    Classic Sandhurst Shoe

    (1331)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Penny Loafer - Black Suede

    Classic Penny Loafer - Black Suede

    (76)

    Was $135.00 $70.00 $60.00 Save $10.00

    Sale Classic Monk Brogue - Black

    Classic Monk Brogue - Black

    (280)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Slip-On Boat Shoe

    Classic Slip-On Boat Shoe

    (425)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Semi-Brogue - Black

    Classic Semi-Brogue - Black

    (4130)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Boat Shoe

    Classic Boat Shoe

    (748)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Penny Loafer - Dark Brown Suede

    Classic Penny Loafer - Dark Brown Suede

    (383)

    Was $135.00 $70.00 $60.00 Save $10.00

    Sale Classic Penny Loafer - Brown Suede

    Classic Penny Loafer - Brown Suede

    (956)

    Was $135.00 $70.00 $60.00 Save $10.00

    Sale Classic Oxford Shoe - Black

    Classic Oxford Shoe - Black

    (8312)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Quarter-Brogue - Black

    Classic Quarter-Brogue - Black

    (1781)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic Cheltenham Brogue - Black

    Classic Cheltenham Brogue - Black

    (3233)

    Was $135.00 $65.00 $60.00 Save $5.00

    Sale Classic City Shoe - Black

    Classic City Shoe - Black

    (2949)

    Was $135.00 $40.00

    Sale Classic Kempton Shoe - Black

    Classic Kempton Shoe - Black

    (2083)

    Was $135.00 $70.00 $60.00 Save $10.00

    Sale Classic Kempton Shoe

    Classic Kempton Shoe

    (2644)

    Was $135.00 $70.00 $60.00 Save $10.00

    Samuel Windsor

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