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Classic Penny Loafer

$69.00

WAS $135 - Save $66

Buy 2 pairs for $130

(1904 product reviews) 100 0 90

Please Note: Our shoes are supplied in UK sizes, which are half a size smaller than US sizes. Please order your shoes in UK sizing, see conversion chart to find the equivalent size.
Our shoes are manufactured to an "E" width fitting.


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Please order your shoes in UK sizing. Use the conversion chart below to find the equivalent size:

UK566.577.588.599.51010.511121314
US5.56.577.588.599.51010.51111.512.513.514.5

All of our shoes are manufactured to a USA "E" width fitting.

Formal Shirts

Collar1515.51616.51717.518
Sleeve Length3333.53434.5353637
Front Body Length31.531.5323232.532.533
Back Body Length34.534.5353535.535.536
Chest Measurement44.546.548.550.552.554.556.5
Waist Measurement41.543.545.547495153

Collar: This is the measurement from the button centre to the buttonhole centre.

Sleeve Length: See diagram. It is advisable to measure one of your existing well fitting shirts to find your ideal sleeve measurement. Lay your chosen shirt flat, face down, and measure from the top-centre of the back horizontally to the top of the shoulder (1), then from the top of the shoulder to the bottom of the cuff (2). Add these two measurements together and this is your ideal sleeve length.

Front Body Length: Take a mid-point between the collar and shoulder and measure to the bottom of the shirt hem.

Body Back Length: The measurement from where the base of the collar meets the centre of the shoulders to the bottom hem of the shirt.

Chest: This is the measurement from one underarm seam to the opposite underarm seam, multiply by 2 to account for the reverse side.

Waist: This is the measurement from side seam to side seam at the tapered part of the shirt that would coincide with your natural waistline, multiply by 2 to account for the reverse side.

Tattersall, Soft Twill, Cord, Linen Mix, Printed, Weekend, Country and Perranporth Shirts

SizeSmallMediumLargeX LargeXX LargeXXX Large
To fit chestup to 37"38-41"42-45"46-48"50-52"53-54"
To fit chestup to 9496-104106-114116-124127-132134-137
Collar15.516.517.51818.7519.5
Sleeve333435363738
Length3030.531323234
Waist404448505457

Collar: This is the measurement from the button centre to the buttonhole centre.

Sleeve Length: It is advisable to measure one of your existing well fitting shirts to find your ideal sleeve measurement. Lay your chosen shirt flat, face down, and measure from the top-centre of the back horizontally to the top of the shoulder (1), then from the top of the shoulder to the bottom of the cuff (2). Add these two measurements together and this is your ideal sleeve length.

Shirt Length: Shirt length is taken from the base of the collar in the centre of the shirt to the bottom hem (3).

Waist: Waist is taken between the second and third button up from the hem (4).

Rugby Shirts

SizeSmallMediumLargeX LargeXX Large
To fit chestup to 37"38-41"42-45"46-49"50-52"
To fit chestup to 9496-104106-114116-124127-132
Sleeve2626.526.52727
Length282929.530.531

Sleeve Length: This is the measurement from the shoulder seam to the end of the cuff (1)

Shirt Length: Shirt length is taken from the base of the collar in the centre of the shirt to the bottom hem at the back (2)

Cardigans, Cashmere / wool mix v and crew neck sweaters / cable knits

SizeSmallMediumLargeX LargeXX LargeXXX Large
To fit chest36-38"39-42"43-44"45-48"49-50"51-52"
To fit chest91-9799-107109-111114-122124-127129-132
Sleeve2525.52626.52727.5
Length2627282929.530

Fisherman's Sweaters

SizeSmallMediumLargeX LargeXX Large
To fit chest36-38"39-42"43-44"45-48"49-50"
To fit chest91-9799-107109-111114-122124-127
Sleeve19.520.521.52223
Length2627283031

Sleeve Length: Sleeve length is taken from the underarm seam to end of the cuff. (1)

Body Length: Body length is taken from the base of the collar in the centre of the sweater to the bottom hem at the back (2)

Pants - Chino, Cord, Moleskin, Moleskin Jeans

Waist303234363840424446
Leg Length27--2727272727--
29292929292929292929
31313131313131313131
33-333333333333--

Tweed, Moleskin, Unstructured, Business Casual, Velvet and Cord Jackets, Summer and Linen Blazers.

Chest36384042444648
Sleeve LengthShort23.52424.524.52525-
Regular24.52525.525.5262626.5
Long25.52626.526.5272727.5
Jacket LengthShort29.530303030.531-
Regular30.53131.532323233
Long3232.533333333.533.5

Formal Blazer

Chest36384042444648
Sleeve LengthShort24.525252525.525.5-
Regular2525.526262626.526.5
Long2626.527272727.528
Jacket LengthShort2929.5303030.530.5-
Regular30.53131.531.5323232
Long31.53232.5333333.533.5

1. Sleeve length is taken from the shoulder seam to the cuff.

2. Jacket length is taken from the base of the collar in the centre of the jacket to the bottom hem.


Quilted Jacket

SizeSmallMediumLargeX LargeXX LargeXXX Large
To fit chest36-37"38-39"40-42"43-44"45-48"49-50"
To fit chest91-9496-99101-107109-112114-121124-127
Sleeve2525.525.5262627
Length29.53030.5313131.5

1. Sleeve length is taken from the shoulder seam to the cuff.

2. Jacket length is taken from the base of the collar in the centre of the jacket to the bottom hem.

Waistcoats

Size384042444648
Length Centre back neck seam to hem (1) 23"23.5"24"24.5"25"25.5"
Waist at third button from bottom (2) 38"41"44"47"50"53"


Wool Cashmere

Chest36384042444648
Length38.53939.5404040.541
Sleeve262626.526.5272727.5

Covert / Tweed Long coat

Chest36384042444648
Length38.53939.5404040.541
Sleeve2525¼25½25 5/825¾2626¼

Trench coat (BVC26CC & BVC26ST)

Chest36384042444648
Length3535.535.53636.53737.5
Sleeve2525.5262626.52727

Summer Trench Coat

Chest36384042444648
Length3636.53738383939
Sleeve252525.525.5262626.5

Pea Coat

Chest3638404244464850
Length3333.53434.53535.53636.5
Sleeve2525.525.5262626.526.527

Explorer Jacket

SizeSmallMediumLargeX LargeXX LargeXXX Large
To fit chestup to 3738-39"40-42"43-44"45-48"49-50"
Sleeve26 1/426 3/427 1/427 1/22828
Length31.531.532.532.533.534

Car Coat

SizeSmallMediumLargeX LargeXX LargeXXX Large
To fit chestup to 3738-39"40-42"43-44"45-48"49-50"
Sleeve25 1/225 3/42626 1/426 1/226 3/4
Length333434.53535.536

Bomber Jacket

SizeSmallMediumLargeX LargeXX LargeXXX Large
To fit chest36-38"40"42-44"46"48"50-52"
Length26.7527.252828.52929.75
Sleeve25.52626.2526.752727.5

1. Coat length is taken from the base of the collar in the centre of the coat to the bottom hem.

2. Sleeve length is taken from the shoulder seam to the cuff.

Harrington Jacket

SizeSmallMediumLargeX LargeXX Large
To fit chest36-37"38-40"42-43"44-46"46-48"
To fit chest91-9496-99101-107109-112114-121
Length26.527.5282929
Sleeve3131.53232.533

1. Coat length is taken from the base of the collar in the centre of the coat to the bottom hem.

2. Sleeve length is taken from the shoulder seam to the cuff.

Suit Jackets

Chest384042444648
Sleeve LengthShort2424.524.52525-
Regular2525.525.5262625.5
Long2626.526.5272727.5
Jacket LengthShort29.5303030.530.5-
Regular3131.531.5323232.5
Long-32.5333333.533.534
Arm Circumference (Bicep)1616.51717.51818
Waist20212223.52526
Across Shoulder191919.52020.521

Suit Trousers

Waist3032343638404244
Leg LengthShort2929292929292929
Regular3131313131313131
Long-33333333333333

1. Chest measurement is taken at the fullest part, placing the tape close up under the arms

2. Sleeve length is taken from the shoulder seam to the cuff.

3. Jacket length is taken from the base of the collar in the centre of the jacket to the bottom hem.

4. Bicep Circumference is taken by measuring around the fullest part of the bicep with the arms by your side.

5. Waist measurement is taken from your natural waistline.

6. Shoulder measurement is taken from the end of the right shoulder to the end of the left shoulder

Polo Shirts

SizeSmallMediumLargeX LargeXX Large
To fit chest36-38"39-42"43-44"45-48"49-50"
To fit chest91-9799-107109-111114-122124-127
Shirt Length27.5293030.531.5
Long Sleeve2626.5272727.5
Short Sleeve99.5101010.5

Sleeve Length: Sleeve length is taken from the underarm seam to end of the cuff.

Shirt Length: Shirt length is taken from the base of the collar in the centre of the shirt to the bottom hem at the back (1)

Shorts

Waist30323436384042444648
Leg Length10101010101010101010

Tweed and Waxed Caps, Trilby Adventurer and Cord Cap

SizeSmallMediumLargeX Large
Head circumference21.5 - 22"22.5 - 23"23 - 23.5"23.5 - 24"
Hat size6 3/4"7 1/8"7 1/4"7 5/8"
Head circumference55-5657-5859-6060-61
Hat size55575961

Linen Caps, Panama and Safari Hat

SizeSmall/MediumLarge/X Large
Head circumference22.4"23.2"
Hat size6 3/4" to 7"7 to 7 1/4"
Head circumference5759
Hat size56.759

Gloves

SizeSmallMediumLargeX Large
Overall Length10.2"10.4"10.6"10.8"
Overall Length2626.52727.5
Palm Width4.5"4.7"4.9"5.1"
Palm Width11.51212.513
Cuff Width4.9"5.1"5.3"5.5"
Cuff Width12.51313.514

Overall Length: Taken from the base of the glove to the end of the longest finger (1).

Palm Width: Taken across the centre of the palm, just above the thumb (2).

Cuff Width: Taken from the base of the glove at the opening (3).

Underwear

SizeSmallMediumLargeX LargeXX Large
Waist30-32"33-34"36-38"39-41"43-45"
Waist76-8184-8691-9699-104109-114

Waistcoats

Size384042444648
Length Centre back neck seam to hem (1) 23"23.5"24"24.5"25"25.5"
Waist at third button from bottom (2) 38"41"44"47"50"53"


Order Before 3pm for same day despatch.

Very smart, excellent quality which add to the smartness of any attire.

Fit First Time rate 96%


This the Samuel Windsor Classic Penny Loafer, with brilliant formal shoe construction and soft and simple easy slip on access. Featuring a leather upper, these handmade men’s shoes offer fantastic quality. The Goodyear Welted sole is hardwearing and is perfect for the needs of a busy lifestyle. Shoehorn provided.

  • Goodyear Welted construction
  • Superior leather sole
  • Leather upper made from calf leather
  • Handmade featuring open handed stitching
  • Sock with cushioning
  • Sizes 5 through to 14 with many half sizes too
  • Excellent value and fantastic comfort
  • Shoehorn provided

Sizes: 5, 6, 6½, 7, 7½, 8, 8½, 9, 9½, 10, 10½, 11, 12, 13, 14

BV41



Care for your shoes

Click here to purchase the correct shoe care product for these shoes.

Please click here to read our guide on how to care for your shoes.

Overseas Delivery Service

Orders of less than $100 - Delivery Charge = $9.95

Orders of more than $100 - Delivery Charge = $14.95

Orders sent via our Overseas Delivery Service should usually arrive within 5-7 Days of your order being placed. We will use the most appropriate method of despatch depending on the weight and value of your order, this may include a courier service which would require a signature on delivery. A confirmation email will be sent upon your order being despatched and if the orders has been sent via a courier, tracking information will be included enabling you to track the progress of your order online.

The Samuel Windsor 30-day worn or unworn returns guarantee

We want you to be delighted with your purchase and so even after use, if you are not completely satisfied with your order for whatever reason simply return the item to us within 30 days for a refund.

Please note: for health and hygiene reasons, we are unable to offer a return or exchange for any items of underwear unless they are returned to us and are clearly unworn.

Please order your shoes in UK sizing. Use the conversion chart below to find the equivalent size:

UK566.577.588.599.51010.511121314
US5.56.577.588.599.51010.51111.512.513.514.5

All of our shoes are manufactured to a USA "E" width fitting.

Formal Shirts

Collar1515.51616.51717.518
Sleeve Length3333.53434.5353637
Front Body Length31.531.5323232.532.533
Back Body Length34.534.5353535.535.536
Chest Measurement44.546.548.550.552.554.556.5
Waist Measurement41.543.545.547495153

Collar: This is the measurement from the button centre to the buttonhole centre.

Sleeve Length: See diagram. It is advisable to measure one of your existing well fitting shirts to find your ideal sleeve measurement. Lay your chosen shirt flat, face down, and measure from the top-centre of the back horizontally to the top of the shoulder (1), then from the top of the shoulder to the bottom of the cuff (2). Add these two measurements together and this is your ideal sleeve length.

Front Body Length: Take a mid-point between the collar and shoulder and measure to the bottom of the shirt hem.

Body Back Length: The measurement from where the base of the collar meets the centre of the shoulders to the bottom hem of the shirt.

Chest: This is the measurement from one underarm seam to the opposite underarm seam, multiply by 2 to account for the reverse side.

Waist: This is the measurement from side seam to side seam at the tapered part of the shirt that would coincide with your natural waistline, multiply by 2 to account for the reverse side.

Tattersall, Soft Twill, Cord, Linen Mix, Printed, Weekend, Country and Perranporth Shirts

SizeSmallMediumLargeX LargeXX LargeXXX Large
To fit chestup to 37"38-41"42-45"46-48"50-52"53-54"
To fit chestup to 9496-104106-114116-124127-132134-137
Collar15.516.517.51818.7519.5
Sleeve333435363738
Length3030.531323234
Waist404448505457

Collar: This is the measurement from the button centre to the buttonhole centre.

Sleeve Length: It is advisable to measure one of your existing well fitting shirts to find your ideal sleeve measurement. Lay your chosen shirt flat, face down, and measure from the top-centre of the back horizontally to the top of the shoulder (1), then from the top of the shoulder to the bottom of the cuff (2). Add these two measurements together and this is your ideal sleeve length.

Shirt Length: Shirt length is taken from the base of the collar in the centre of the shirt to the bottom hem (3).

Waist: Waist is taken between the second and third button up from the hem (4).

Rugby Shirts

SizeSmallMediumLargeX LargeXX Large
To fit chestup to 37"38-41"42-45"46-49"50-52"
To fit chestup to 9496-104106-114116-124127-132
Sleeve2626.526.52727
Length282929.530.531

Sleeve Length: This is the measurement from the shoulder seam to the end of the cuff (1)

Shirt Length: Shirt length is taken from the base of the collar in the centre of the shirt to the bottom hem at the back (2)

Cardigans, Cashmere / wool mix v and crew neck sweaters / cable knits

SizeSmallMediumLargeX LargeXX LargeXXX Large
To fit chest36-38"39-42"43-44"45-48"49-50"51-52"
To fit chest91-9799-107109-111114-122124-127129-132
Sleeve2525.52626.52727.5
Length2627282929.530

Fisherman's Sweaters

SizeSmallMediumLargeX LargeXX Large
To fit chest36-38"39-42"43-44"45-48"49-50"
To fit chest91-9799-107109-111114-122124-127
Sleeve19.520.521.52223
Length2627283031

Sleeve Length: Sleeve length is taken from the underarm seam to end of the cuff. (1)

Body Length: Body length is taken from the base of the collar in the centre of the sweater to the bottom hem at the back (2)

Pants - Chino, Cord, Moleskin, Moleskin Jeans

Waist303234363840424446
Leg Length27--2727272727--
29292929292929292929
31313131313131313131
33-333333333333--

Tweed, Moleskin, Unstructured, Business Casual, Velvet and Cord Jackets, Summer and Linen Blazers.

Chest36384042444648
Sleeve LengthShort23.52424.524.52525-
Regular24.52525.525.5262626.5
Long25.52626.526.5272727.5
Jacket LengthShort29.530303030.531-
Regular30.53131.532323233
Long3232.533333333.533.5

Formal Blazer

Chest36384042444648
Sleeve LengthShort24.525252525.525.5-
Regular2525.526262626.526.5
Long2626.527272727.528
Jacket LengthShort2929.5303030.530.5-
Regular30.53131.531.5323232
Long31.53232.5333333.533.5

1. Sleeve length is taken from the shoulder seam to the cuff.

2. Jacket length is taken from the base of the collar in the centre of the jacket to the bottom hem.


Quilted Jacket

SizeSmallMediumLargeX LargeXX LargeXXX Large
To fit chest36-37"38-39"40-42"43-44"45-48"49-50"
To fit chest91-9496-99101-107109-112114-121124-127
Sleeve2525.525.5262627
Length29.53030.5313131.5

1. Sleeve length is taken from the shoulder seam to the cuff.

2. Jacket length is taken from the base of the collar in the centre of the jacket to the bottom hem.

Waistcoats

Size384042444648
Length Centre back neck seam to hem (1) 23"23.5"24"24.5"25"25.5"
Waist at third button from bottom (2) 38"41"44"47"50"53"


Wool Cashmere

Chest36384042444648
Length38.53939.5404040.541
Sleeve262626.526.5272727.5

Covert / Tweed Long coat

Chest36384042444648
Length38.53939.5404040.541
Sleeve2525¼25½25 5/825¾2626¼

Trench coat (BVC26CC & BVC26ST)

Chest36384042444648
Length3535.535.53636.53737.5
Sleeve2525.5262626.52727

Summer Trench Coat

Chest36384042444648
Length3636.53738383939
Sleeve252525.525.5262626.5

Pea Coat

Chest3638404244464850
Length3333.53434.53535.53636.5
Sleeve2525.525.5262626.526.527

Explorer Jacket

SizeSmallMediumLargeX LargeXX LargeXXX Large
To fit chestup to 3738-39"40-42"43-44"45-48"49-50"
Sleeve26 1/426 3/427 1/427 1/22828
Length31.531.532.532.533.534

Car Coat

SizeSmallMediumLargeX LargeXX LargeXXX Large
To fit chestup to 3738-39"40-42"43-44"45-48"49-50"
Sleeve25 1/225 3/42626 1/426 1/226 3/4
Length333434.53535.536

Bomber Jacket

SizeSmallMediumLargeX LargeXX LargeXXX Large
To fit chest36-38"40"42-44"46"48"50-52"
Length26.7527.252828.52929.75
Sleeve25.52626.2526.752727.5

1. Coat length is taken from the base of the collar in the centre of the coat to the bottom hem.

2. Sleeve length is taken from the shoulder seam to the cuff.

Harrington Jacket

SizeSmallMediumLargeX LargeXX Large
To fit chest36-37"38-40"42-43"44-46"46-48"
To fit chest91-9496-99101-107109-112114-121
Length26.527.5282929
Sleeve3131.53232.533

1. Coat length is taken from the base of the collar in the centre of the coat to the bottom hem.

2. Sleeve length is taken from the shoulder seam to the cuff.

Suit Jackets

Chest384042444648
Sleeve LengthShort2424.524.52525-
Regular2525.525.5262625.5
Long2626.526.5272727.5
Jacket LengthShort29.5303030.530.5-
Regular3131.531.5323232.5
Long-32.5333333.533.534
Arm Circumference (Bicep)1616.51717.51818
Waist20212223.52526
Across Shoulder191919.52020.521

Suit Trousers

Waist3032343638404244
Leg LengthShort2929292929292929
Regular3131313131313131
Long-33333333333333

1. Chest measurement is taken at the fullest part, placing the tape close up under the arms

2. Sleeve length is taken from the shoulder seam to the cuff.

3. Jacket length is taken from the base of the collar in the centre of the jacket to the bottom hem.

4. Bicep Circumference is taken by measuring around the fullest part of the bicep with the arms by your side.

5. Waist measurement is taken from your natural waistline.

6. Shoulder measurement is taken from the end of the right shoulder to the end of the left shoulder

Polo Shirts

SizeSmallMediumLargeX LargeXX Large
To fit chest36-38"39-42"43-44"45-48"49-50"
To fit chest91-9799-107109-111114-122124-127
Shirt Length27.5293030.531.5
Long Sleeve2626.5272727.5
Short Sleeve99.5101010.5

Sleeve Length: Sleeve length is taken from the underarm seam to end of the cuff.

Shirt Length: Shirt length is taken from the base of the collar in the centre of the shirt to the bottom hem at the back (1)

Shorts

Waist30323436384042444648
Leg Length10101010101010101010

Tweed and Waxed Caps, Trilby Adventurer and Cord Cap

SizeSmallMediumLargeX Large
Head circumference21.5 - 22"22.5 - 23"23 - 23.5"23.5 - 24"
Hat size6 3/4"7 1/8"7 1/4"7 5/8"
Head circumference55-5657-5859-6060-61
Hat size55575961

Linen Caps, Panama and Safari Hat

SizeSmall/MediumLarge/X Large
Head circumference22.4"23.2"
Hat size6 3/4" to 7"7 to 7 1/4"
Head circumference5759
Hat size56.759

Gloves

SizeSmallMediumLargeX Large
Overall Length10.2"10.4"10.6"10.8"
Overall Length2626.52727.5
Palm Width4.5"4.7"4.9"5.1"
Palm Width11.51212.513
Cuff Width4.9"5.1"5.3"5.5"
Cuff Width12.51313.514

Overall Length: Taken from the base of the glove to the end of the longest finger (1).

Palm Width: Taken across the centre of the palm, just above the thumb (2).

Cuff Width: Taken from the base of the glove at the opening (3).

Underwear

SizeSmallMediumLargeX LargeXX Large
Waist30-32"33-34"36-38"39-41"43-45"
Waist76-8184-8691-9699-104109-114

Waistcoats

Size384042444648
Length Centre back neck seam to hem (1) 23"23.5"24"24.5"25"25.5"
Waist at third button from bottom (2) 38"41"44"47"50"53"


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