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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

    Any 2 Pairs For $70

    Classic Boat Shoe - Blue

    Classic Boat Shoe - Blue

    (45)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $70

    Classic Boat Shoe - Tobacco

    Classic Boat Shoe - Tobacco

    (46)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $100

    Classic Moccasin

    Classic Moccasin

    (119)

    Was $135.00 $69.00 $65.00 Save $4.00

    Sale

    Any 2 Pairs For $100

    Classic Suede Driving Shoe

    Classic Suede Driving Shoe

    (110)

    Was $135.00 $69.00 $65.00 Save $4.00

    Sale

    Any 2 Pairs For $70

    Classic Derby Shoe - Suede

    Classic Derby Shoe - Suede

    (12)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $70

    Classic Derby Shoe - Black Suede

    Classic Derby Shoe - Black Suede

    (19)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $70

    Classic Derby Shoe - Black

    Classic Derby Shoe - Black

    (58)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $70

    Classic Chichester Shoe - Oxblood

    Classic Chichester Shoe - Oxblood

    (167)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $100

    Classic Cheltenham Brogue In Suede - Mid Brown

    Classic Cheltenham Brogue In Suede - Mid Brown

    (70)

    Was $135.00 $69.00 $65.00 Save $4.00

    Sale Classic Oxford Shoe - Tan

    Classic Oxford Shoe - Tan

    (400)

    Was $135.00 $69.00 $65.00 Save $4.00

    Sale

    Any 2 Pairs For $70

    Classic Monk Shoe - Brown

    Classic Monk Shoe - Brown

    (1667)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $70

    Classic Penny Loafer Shoe - Black

    Classic Penny Loafer Shoe - Black

    (4123)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $70

    Classic Penny Loafer - Brown

    Classic Penny Loafer - Brown

    (2126)

    Was $135.00 $55.00 $40.00 Save $15.00

    Classic Sandhurst Shoe - Black

    Classic Sandhurst Shoe - Black

    (370)

    Was $135.00 $45.00

    Sale

    Any 2 Pairs For $70

    Classic Oxblood Cheltenham Brogue

    Classic Oxblood Cheltenham Brogue

    (316)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $100

    Classic Suede Oxford Shoe

    Classic Suede Oxford Shoe

    (79)

    Was $135.00 $69.00 $65.00 Save $4.00

    Sale

    Any 2 Pairs For $70

    Classic Oxford Shoe - Oxblood

    Classic Oxford Shoe - Oxblood

    (370)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $100

    Classic Cheltenham Brogue in Suede

    Classic Cheltenham Brogue in Suede

    (150)

    Was $135.00 $69.00 $65.00 Save $4.00

    Sale

    Any 2 Pairs For $70

    Classic Penny Loafer - Black Suede

    Classic Penny Loafer - Black Suede

    (83)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $70

    Classic Slip-On Boat Shoe

    Classic Slip-On Boat Shoe

    (431)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $70

    Classic Boat Shoe

    Classic Boat Shoe

    (750)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $70

    Classic Penny Loafer - Dark Brown Suede

    Classic Penny Loafer - Dark Brown Suede

    (386)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $70

    Classic Penny Loafer - Brown Suede

    Classic Penny Loafer - Brown Suede

    (961)

    Was $135.00 $75.00 $40.00 Save $35.00

    Sale

    Any 2 Pairs For $70

    Classic Oxford Shoe - Black

    Classic Oxford Shoe - Black

    (8339)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $70

    Classic Quarter-Brogue - Black

    Classic Quarter-Brogue - Black

    (1787)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $70

    Classic Cheltenham Brogue - Black

    Classic Cheltenham Brogue - Black

    (3251)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $70

    Classic Kempton Shoe - Black

    Classic Kempton Shoe - Black

    (2089)

    Was $135.00 $55.00 $40.00 Save $15.00

    Sale

    Any 2 Pairs For $70

    Classic Kempton Shoe

    Classic Kempton Shoe

    (2654)

    Was $135.00 $55.00 $40.00 Save $15.00

    Samuel Windsor

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