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  1. Classic Oxford Shoe - Black £35.00

  2. Prestige Oxford Shoe - Black - Rubber Sole £45.00

  3. Classic Cheltenham Brogue - Black £35.00

  4. Classic Penny Loafer Shoe - Black £35.00

  5. Prestige Chelsea Boot - Brown Suede £45.00

  6. Prestige Chelsea Boot - Black £45.00

  7. Covert Coat - Fawn £149.00

  8. Prestige Semi-Brogue - Black £45.00

  9. Prestige Chelsea Boot - Brown £45.00

  10. Classic City Shoe - Black £35.00

Mens Prestige Italian Leather ShoesFROM £27.50

Prestige Country Boot - Rubber Sole More Info

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Prestige Country Boot - Rubber Sole

£45.00 WAS £115

Prestige Country Boot - Burgundy, online from Samuel Windsor. Tailored quality at outstanding prices.

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25 reviews

Prestige Chukka Boot - Navy More Info

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Prestige Chukka Boot - Navy

£45.00 WAS £115

Prestige Chukka Boots: Navy, online from Samuel Windsor. Tailored quality at outstanding prices.

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3 reviews

Prestige Brogue - Tobacco More Info

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Prestige Brogue - Tobacco

£45.00 WAS £115

Prestige Pull-up Brogue - Tobacco, online from Samuel Windsor. Tailored quality at outstanding prices.

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6 reviews

Prestige Oxford Shoe - Brown More Info

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Prestige Oxford Shoe - Brown

£45.00 WAS £115

Prestige Oxford Shoe - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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no reviews

Prestige Country Boot - Antique Tan - Rubber Sole More Info

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Prestige Country Boot - Antique Tan - Rubber Sole

£45.00 WAS £115

Prestige Country Boot - Antique Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

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31 reviews

Prestige Kensington Boot - Rubber Sole More Info

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Prestige Kensington Boot - Rubber Sole

£45.00 WAS £115

Prestige Kensington Boot - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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10 reviews

Prestige Dealer Boot - Tobacco - Rubber Sole More Info

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Prestige Dealer Boot - Tobacco - Rubber Sole

£45.00 WAS £115

Prestige Dealer Boot - Tobacco, online from Samuel Windsor. Tailored quality at outstanding prices.

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no reviews

Prestige Dealer Boot - Brown - Rubber Sole More Info

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Prestige Dealer Boot - Brown - Rubber Sole

£45.00 WAS £115

Prestige Dealer Boot - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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7 reviews

Prestige Desert Boot - Tobacco More Info

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Prestige Desert Boot - Tobacco

£45.00 WAS £115

Prestige Desert Boot - Tobacco, online from Samuel Windsor. Tailored quality at outstanding prices.

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4 reviews

Prestige Brogue - Navy More Info

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Prestige Brogue - Navy

£45.00 WAS £115

Prestige Pull-up Brogue - Navy, online from Samuel Windsor. Tailored quality at outstanding prices.

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8 reviews

Prestige Oxford Shoe - Antique Tan More Info

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Prestige Oxford Shoe - Antique Tan

£45.00 WAS £115

Prestige Oxford Shoe - Antique Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

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5 reviews

Prestige Desert Boot - Blue More Info

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Prestige Desert Boot - Blue

£45.00 WAS £115

Prestige Desert Boot - Navy, online from Samuel Windsor. Tailored quality at outstanding prices.

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4 reviews

Prestige Tasselled Loafer - Brown More Info

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Prestige Tasselled Loafer - Brown

£45.00 WAS £115

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

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no reviews

Prestige Kensington Boot - Antique Tan - Rubber Sole More Info

NEW

Prestige Kensington Boot - Antique Tan - Rubber Sole

£45.00 WAS £115

Prestige Kensington Boot - Antique Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

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8 reviews

Prestige Chukka Boot - Brown More Info

NEW

Prestige Chukka Boot - Brown

£45.00 WAS £115

Prestige Chukka Boots: Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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no reviews

Prestige Chukka Boot - Gold More Info

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Prestige Chukka Boot - Gold

£45.00 WAS £115

Prestige Chukka Boots: Gold, online from Samuel Windsor. Tailored quality at outstanding prices.

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3 reviews

Prestige Oxford Shoe - Tobacco More Info

Prestige Oxford Shoe - Tobacco

£45.00 WAS £115

Prestige Oxford Shoe - Tobacco, online from Samuel Windsor. Tailored quality at outstanding prices.

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31 reviews

Prestige Hereford Shoe - Navy Suede More Info

SALE

Prestige Hereford Shoe - Navy Suede

£27.50 WAS £115

Prestige Hereford Shoes - Navy Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

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12 reviews

Prestige Derby Shoe - Suede More Info

SALE

Prestige Derby Shoe - Suede

£27.50 WAS £115

Prestige Derby Shoe - Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

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27 reviews

Prestige Oxford Shoe - Blue More Info

Prestige Oxford Shoe - Blue

£45.00 WAS £115

Prestige Oxford Shoe - Blue, online from Samuel Windsor. Tailored quality at outstanding prices.

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21 reviews

Prestige Oxford Shoe - Nubuck More Info

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Prestige Oxford Shoe - Nubuck

£27.50 WAS £115

Prestige Oxford Shoe - Nubuck, online from Samuel Windsor. Tailored quality at outstanding prices.

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12 reviews

Prestige Derby Shoe - Nubuck More Info

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Prestige Derby Shoe - Nubuck

£27.50 WAS £115

Prestige Derby Shoe - Nubuck, online from Samuel Windsor. Tailored quality at outstanding prices.

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15 reviews

Prestige Canvas Shoe More Info

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Prestige Canvas Shoe

£27.50 WAS £115

Prestige Canvas Shoe, online from Samuel Windsor. Tailored quality at outstanding prices.

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12 reviews

Prestige Lightweight Brogue - Tobacco More Info

SALE

Prestige Lightweight Brogue - Tobacco

£27.50 WAS £115

Prestige Brogue Shoe - Tobacco, online from Samuel Windsor. Tailored quality at outstanding prices.

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no reviews

Prestige Derby Shoe - Navy Suede More Info

Prestige Derby Shoe - Navy Suede

£45.00 WAS £115

Prestige Derby Shoe - Navy Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

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38 reviews

Prestige Derby Shoe - Tan More Info

SALE

Prestige Derby Shoe - Tan

£27.50 WAS £115

Prestige Derby Shoe - Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

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28 reviews

Prestige Pembroke Shoe - Brown More Info

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Prestige Pembroke Shoe - Brown

£27.50 WAS £115

Prestige Pembroke Shoe - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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no reviews

Prestige Gibson Shoe - Brown - Rubber Sole More Info

Prestige Gibson Shoe - Brown - Rubber Sole

£45.00 WAS £115

Prestige Gibson Shoe - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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91 reviews

Prestige Kensington Boot - Black - Rubber Sole More Info

Prestige Kensington Boot - Black - Rubber Sole

£45.00 WAS £115

Prestige Kensington Boot - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

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74 reviews

Prestige Monk Shoe - Black - Rubber Sole More Info

Prestige Monk Shoe - Black - Rubber Sole

£45.00 WAS £115

Prestige Monk Shoe - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

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42 reviews

Prestige Cumbria Boot - Dark Brown More Info

Prestige Cumbria Boot - Dark Brown

£45.00 WAS £115

Prestige Cumbria Boot - Dark Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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45 reviews

Prestige Penny Loafer - Black More Info

Prestige Penny Loafer - Black

£45.00 WAS £115

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

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48 reviews

Prestige Penny Loafer - Brown More Info

Prestige Penny Loafer - Brown

£45.00 WAS £115

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

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35 reviews

Prestige Cumbria Boot - Tan More Info

SALE

Prestige Cumbria Boot - Tan

£27.50 WAS £115

Prestige Cumbria Boot - Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

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28 reviews

Prestige Deck Shoe - Tan More Info

Prestige Deck Shoe - Tan

£45.00 WAS £115

Prestige Deck Shoe - Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

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25 reviews

Prestige Deck Shoe - Brown More Info

Prestige Deck Shoe - Brown

£45.00 WAS £115

Prestige Deck Shoe - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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22 reviews

Prestige Moccasin - Brown More Info

Prestige Moccasin - Brown

£45.00 WAS £115

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

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no reviews

Prestige Oxford Shoe - Black - Rubber Sole More Info

Prestige Oxford Shoe - Black - Rubber Sole

£45.00 WAS £115

Black Oxford Shoes Rubber Sole, online from Samuel Windsor. Tailored quality at outstanding prices.

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135 reviews

Prestige Lightweight Brogue - Tan More Info

SALE

Prestige Lightweight Brogue - Tan

£27.50 WAS £115

Prestige Lightweight Brogue - Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £87.50

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13 reviews

Prestige Lightweight Derby Shoe - Sand Suede More Info

Prestige Lightweight Derby Shoe - Sand Suede

£45.00 WAS £115

Prestige Lightweight Derby Shoe - Sand Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

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13 reviews

Prestige Lightweight Derby Shoe - Tan More Info

SALE

Prestige Lightweight Derby Shoe - Tan

£27.50 WAS £115

Prestige Lightweight Derby Shoe - Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £87.50

More Info

16 reviews

Prestige Hereford Shoe - Sand More Info

SALE

Prestige Hereford Shoe - Sand

£27.50 WAS £115

Prestige Hereford - Sand, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £87.50

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no reviews

Prestige Lightweight Brogue - Brown Suede More Info

SALE

Prestige Lightweight Brogue - Brown Suede

£27.50 WAS £115

Prestige Lightweight Brogue - Brown Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £87.50

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15 reviews

Prestige Hereford Shoe - Slate More Info

SALE

Prestige Hereford Shoe - Slate

£27.50 WAS £115

Prestige Hereford - Slate, online from Samuel Windsor. Tailored quality at outstanding prices.

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no reviews

Prestige Country Brogue - Brown - Rubber Sole More Info

Prestige Country Brogue - Brown - Rubber Sole

£45.00 WAS £115

Prestige Country Brogue - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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71 reviews

Prestige Tasselled Loafer - Blue Suede More Info

Prestige Tasselled Loafer - Blue Suede

£45.00 WAS £115

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

Save £70

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55 reviews

Prestige Gibson Shoe - Black More Info

Prestige Gibson Shoe - Black

£45.00 WAS £115

Prestige Gibson Shoe - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

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68 reviews

Prestige Oxford Shoe - Suede More Info

SALE

Prestige Oxford Shoe - Suede

£27.50 WAS £115

Prestige Oxford Shoe - Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £87.50

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27 reviews

Prestige Lincoln Shoe - Black More Info

SALE

Prestige Lincoln Shoe - Black

£27.50 WAS £115

Prestige Lincoln Shoe - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

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18 reviews

Prestige Solent Boots More Info

Prestige Solent Boots

£45.00 WAS £115

Prestige Solent Boots, online from Samuel Windsor. Tailored quality at outstanding prices.

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28 reviews

Prestige Belgravia Boot More Info

Prestige Belgravia Boot

£45.00 WAS £115

Prestige Belgravia Boot, online from Samuel Windsor. Tailored quality at outstanding prices.

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75 reviews

Prestige Kensington Boot - Brown - Rubber Sole More Info

Prestige Kensington Boot - Brown - Rubber Sole

£45.00 WAS £115

Prestige Kensington Boot - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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56 reviews

Prestige Monk Shoe - Brown - Rubber Sole More Info

Prestige Monk Shoe - Brown - Rubber Sole

£45.00 WAS £115

Prestige Monk Shoe - Brown - Rubber Sole, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £70

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43 reviews

Prestige Chukka Boot - Tobacco More Info

SALE

Prestige Chukka Boot - Tobacco

£27.50 WAS £115

Prestige Chukka Boots: Tobacco, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £87.50

More Info

25 reviews

Prestige Chukka Boot - French Blue More Info

Prestige Chukka Boot - French Blue

£45.00 WAS £115

Prestige Chukka Boots: French Blue, online from Samuel Windsor. Tailored quality at outstanding prices.

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46 reviews

Prestige Brogue - Black - Rubber Sole More Info

Prestige Brogue - Black - Rubber Sole

£45.00 WAS £115

Prestige Brogue: Black, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £70

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72 reviews

Prestige Chelsea Boot - Brown More Info

Prestige Chelsea Boot - Brown

£45.00 WAS £115

Prestige Chelsea Boot: Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £70

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127 reviews

Prestige Brogue - Brown - Rubber Sole More Info

Prestige Brogue - Brown - Rubber Sole

£45.00 WAS £115

Prestige Brogue: Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £70

More Info

117 reviews

Prestige Tasselled Loafer - Black More Info

Prestige Tasselled Loafer - Black

£45.00 WAS £115

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

Save £70

More Info

60 reviews

Prestige Tasselled Loafer - Suede More Info

SALE

Prestige Tasselled Loafer - Suede

£27.50 WAS £115

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

Save £87.50

More Info

33 reviews

Prestige Chelsea Boot - Brown Suede More Info

Prestige Chelsea Boot - Brown Suede

£45.00 WAS £115

Prestige Chelsea Boots: Brown Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £70

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67 reviews

Prestige Semi-Brogue - Black More Info

Prestige Semi-Brogue - Black

£45.00 WAS £115

Prestige Semi-Brogue - Black - Italian Leather Upper, online from Samuel Windsor. Tailored quality at outstanding prices.

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89 reviews

Prestige Chelsea Boot - Black More Info

Prestige Chelsea Boot - Black

£45.00 WAS £115

Prestige Chelsea Boots: Black, online from Samuel Windsor. Tailored quality at outstanding prices.

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181 reviews

Prestige Semi-Brogue - Tan More Info

Prestige Semi-Brogue - Tan

£45.00 WAS £115

Prestige Semi-Brogue - Tan - Italian Leather Upper, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £70

More Info

36 reviews

Prestige Chukka Boot - Brown Suede More Info

SALE

Prestige Chukka Boot - Brown Suede

£27.50 WAS £115

Prestige Chukka Boots: Brown Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £87.50

More Info

56 reviews

Prestige Oxford Shoe - Black More Info

Prestige Oxford Shoe - Black

£45.00 WAS £115

Prestige Oxford Black Shoe - Italian Leather Upper, online from Samuel Windsor. Tailored quality at outstanding prices.

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77 reviews

Samuel Windsor's Prestige collection of Italian leather shoes are stylish and of the highest quality. These handmade shoes are made with Goodyear Welted soles for long lasting durability. Our Prestige range includes classic styles such as Chelsea boots, Oxfords, loafers, deck shoes and brogues. Order your Prestige Italian shoes today in sizes 5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 9.5, 10, 10.5, 11, 12, 13, and 14.