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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

    (43)

    Was $135.00 $69.00 $65.00 Save $4.00

    Any 2 for $100

    Classic Boat Shoe - Blue

    Classic Boat Shoe - Blue

    (42)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Boat Shoe - Tobacco

    Classic Boat Shoe - Tobacco

    (45)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Boat Shoe - Navy/Brown

    Classic Boat Shoe - Navy/Brown

    (130)

    Was $135.00 $55.00

    Sale

    Any 2 for $100

    Classic Moccasin

    Classic Moccasin

    (119)

    Was $135.00 $69.00 $65.00 Save $4.00

    Sale

    Any 2 for $100

    Classic Suede Driving Shoe

    Classic Suede Driving Shoe

    (110)

    Was $135.00 $69.00 $65.00 Save $4.00

    Any 2 for $100

    Classic Derby Shoe - Suede

    Classic Derby Shoe - Suede

    (10)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Derby Shoe - Black Suede

    Classic Derby Shoe - Black Suede

    (17)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Derby Shoe - Black

    Classic Derby Shoe - Black

    (53)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Chichester Shoe - Oxblood

    Classic Chichester Shoe - Oxblood

    (162)

    Was $135.00 $55.00

    Sale Classic Slip-On Boat Shoe - Navy/Brown

    Classic Slip-On Boat Shoe - Navy/Brown

    (431)

    Was $135.00 $69.00 $65.00 Save $4.00

    Sale Classic Slip-On Boat Shoe - Camel

    Classic Slip-On Boat Shoe - Camel

    (431)

    Was $135.00 $69.00 $65.00 Save $4.00

    Sale

    Any 2 for $100

    Classic Cheltenham Brogue In Suede - Mid Brown

    Classic Cheltenham Brogue In Suede - Mid Brown

    (69)

    Was $135.00 $69.00 $65.00 Save $4.00

    Any 2 for $100

    Classic Chichester Shoe - Black

    Classic Chichester Shoe - Black

    (162)

    Was $135.00 $55.00

    Sale Classic Oxford Shoe - Tan

    Classic Oxford Shoe - Tan

    (400)

    Was $135.00 $69.00 $65.00 Save $4.00

    Any 2 for $100

    Classic Monk Shoe - Black

    Classic Monk Shoe - Black

    (2438)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Monk Shoe - Brown

    Classic Monk Shoe - Brown

    (1666)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Penny Loafer Shoe - Black

    Classic Penny Loafer Shoe - Black

    (4123)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Penny Loafer - Brown

    Classic Penny Loafer - Brown

    (2125)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Oxford Shoe - Brown

    Classic Oxford Shoe - Brown

    (2525)

    Was $135.00 $55.00

    Classic Sandhurst Shoe - Black

    Classic Sandhurst Shoe - Black

    (370)

    Was $135.00 $45.00

    Any 2 for $100

    Classic Oxblood Cheltenham Brogue

    Classic Oxblood Cheltenham Brogue

    (313)

    Was $135.00 $55.00

    Sale

    Any 2 for $100

    Classic Suede Oxford Shoe

    Classic Suede Oxford Shoe

    (79)

    Was $135.00 $69.00 $65.00 Save $4.00

    Any 2 for $100

    Classic Oxford Shoe - Oxblood

    Classic Oxford Shoe - Oxblood

    (360)

    Was $135.00 $55.00

    Sale

    Any 2 for $100

    Classic Cheltenham Brogue in Suede

    Classic Cheltenham Brogue in Suede

    (150)

    Was $135.00 $69.00 $65.00 Save $4.00

    Sale Classic Tan Cheltenham Brogue

    Classic Tan Cheltenham Brogue

    (178)

    Was $135.00 $69.00 $65.00 Save $4.00

    Sale

    Any 2 for $100

    Classic Sandhurst Shoe

    Classic Sandhurst Shoe

    (1332)

    Was $135.00 $69.00 $65.00 Save $4.00

    Any 2 for $100

    Classic Penny Loafer - Black Suede

    Classic Penny Loafer - Black Suede

    (79)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Monk Brogue - Black

    Classic Monk Brogue - Black

    (282)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Slip-On Boat Shoe

    Classic Slip-On Boat Shoe

    (431)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Semi-Brogue - Black

    Classic Semi-Brogue - Black

    (4135)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Boat Shoe

    Classic Boat Shoe

    (750)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Penny Loafer - Dark Brown Suede

    Classic Penny Loafer - Dark Brown Suede

    (384)

    Was $135.00 $55.00

    Sale

    Any 2 for $100

    Classic Penny Loafer - Brown Suede

    Classic Penny Loafer - Brown Suede

    (958)

    Was $135.00 $75.00 $65.00 Save $10.00

    Any 2 for $100

    Classic Oxford Shoe - Black

    Classic Oxford Shoe - Black

    (8333)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Quarter-Brogue - Black

    Classic Quarter-Brogue - Black

    (1786)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Cheltenham Brogue - Black

    Classic Cheltenham Brogue - Black

    (3246)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Kempton Shoe - Black

    Classic Kempton Shoe - Black

    (2090)

    Was $135.00 $55.00

    Any 2 for $100

    Classic Kempton Shoe

    Classic Kempton Shoe

    (2652)

    Was $135.00 $55.00

    Samuel Windsor

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