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  1. Classic Oxford Shoe
    £47.95

  2. Flat Front Chino
    £15.00

  3. Classic Cheltenham Brogue
    £47.95

  4. Classic Penny Loafer Shoe
    £47.95

  5. Pleated Chino Trousers
    £15.00

  6. Classic Oxford Shoe
    £47.95

  7. Flat Front Chino
    £15.00

  8. Flat Front Chino
    £15.00

  9. Moleskin Jeans
    £20.00

  10. Long Sleeve Weekend Shirt
    £22.50

Prestige Tasselled Loafer - Black

Prestige Tasselled Loafer - Black

£54.95

Typical High Street Price: £132.67

Save £77.72

Prestige Tasselled Loafer - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

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92% (63)
Prestige Tasselled Suede Loafer

Prestige Tasselled Suede Loafer

£54.95

Typical High Street Price: £132.67

Save £77.72

Prestige Tasselled Loafer - Blue Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

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88% (45)
Classic Penny Loafer

Classic Penny Loafer

£47.95

Typical High Street Price: £132.67

ANY TWO FOR £80

Classic Penny Loafer - Dark Brown Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

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86% (77)
Prestige Penny Loafer - Black

Prestige Penny Loafer - Black

£54.95

Typical High Street Price: £132.67

Save £77.72

Prestige Penny Loafer - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
90% (77)
Prestige Penny Loafer

Prestige Penny Loafer

£54.95

Typical High Street Price: £132.67

Save £77.72

Prestige Penny Loafer - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
90% (71)
Prestige Tasselled Loafer

Prestige Tasselled Loafer

£54.95

Typical High Street Price: £132.67

Save £77.72

Prestige Tasselled Loafer - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
76% (25)
Classic Penny Loafer Shoe - Black

Classic Penny Loafer Shoe - Black

£47.95

Typical High Street Price: £132.67

ANY TWO FOR £80

These black Penny Loafer men's leather shoes from Samuel Windsor are classic formal shoes combined with supple, easy slip-on access.

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90% (413)
Classic Penny Loafer

Classic Penny Loafer

£47.95

Typical High Street Price: £132.67

ANY TWO FOR £80

Classic Penny Loafer Shoe - Chestnut Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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90% (189)
Classic Kempton Shoe - Black

Classic Kempton Shoe - Black

£47.95

Typical High Street Price: £132.67

ANY TWO FOR £80

Classic Kempton Black Shoe - Slip-On, online from Samuel Windsor. Tailored quality at outstanding prices.

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92% (173)
Classic Kempton Shoe

Classic Kempton Shoe

£47.95

Typical High Street Price: £132.67

ANY TWO FOR £80

Designed to look good with formal or casual wear, these Samuel Windsor real leather Kempton men's leather shoes, men's brown shoes, are an essential addition to any gentleman's wardrobe.

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94% (333)
Classic Penny Loafer

Classic Penny Loafer

£47.95

Typical High Street Price: £132.67

ANY TWO FOR £80

Classic Penny Loafer Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
90% (102)

Men's loafers are versatile and comfortable. Perfect for business and pleasure. Black penny loafers are sufficiently formal to wear with a suit, or for a bit of informal flair try a pair of brown suede loafers. If you want to know more about these legendary slip on shoes, read our loafers guide. Still not sure if loafers are for you? Check out our comprehensive collection of classic leather shoes for men.