The story of The Original Playboy Shoes began in 1936 when English shoemaker Hutton in Northampton created a completely new shoe with a unique and patented crepe sole construction. The ‘Play-Boy’, as it was originally called. The construction was based on a thick 100% natural crepe sole attached to the upper, a signature piping sewn all around the shoe and an inch-high crepe foxing to complete the shoe. An iconic, and timeless, classic that has since been worn by royalties, legendary Hollywood actors, jazz musicians, rockabillies, hip-hoppers and a host of other good people around the world.
Collection: The Original Playboy
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Vendor:The Original Playboy
x Steve McQueen Black Chukka Boot
Regular price £270.00 GBPRegular priceUnit price per£320.00 GBPSale price £270.00 GBPSale -
Vendor:The Original Playboy
x Steve McQueen Dark Brown Chukka Boot
Regular price £270.00 GBPRegular priceUnit price per£320.00 GBPSale price £270.00 GBPSale -
Vendor:The Original Playboy
x Steve McQueen Bullitt Cognac Chukka Boot
Regular price £320.00 GBPRegular priceUnit price per -
Vendor:The Original Playboy
Black Chukka Boot
Regular price £270.00 GBPRegular priceUnit price per -
Sold outVendor:The Original PlayboyDark Brown Chukka Boot
Regular price £270.00 GBPRegular priceUnit price per -
Vendor:The Original Playboy
Black Chukka Shoe
Regular price £250.00 GBPRegular priceUnit price per -
Vendor:The Original Playboy
Black 64 Chukka Boot
Regular price £270.00 GBPRegular priceUnit price per -
Vendor:The Original Playboy
Brown 64 Chukka Boot
Regular price £270.00 GBPRegular priceUnit price per
ANTIQUE ART COLLECTION
Discover our limited collection of antique original gouache artworks from the 1940s. Created by art students, these are now Mid-century collectibles.
Journal
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Customer Spotlight: Peter Robinson
In this Customer Spotlight, we explore the life and experiences of Peter Robinson, an esteemed photographer deeply connected to British fashion and style. Born in February 1944 and educated at...
Customer Spotlight: Peter Robinson
In this Customer Spotlight, we explore the life and experiences of Peter Robinson, an esteemed photographer deeply connected to British fashion and style. Born in February 1944 and educated at...
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Customer Spotlight: Aya Burns
In this Customer Spotlight, we introduce Aya Burns—a designer whose deep appreciation for timeless style and quality craftsmanship shapes her every purchase and sartorial philosophy. Aya’s journey began as a...
Customer Spotlight: Aya Burns
In this Customer Spotlight, we introduce Aya Burns—a designer whose deep appreciation for timeless style and quality craftsmanship shapes her every purchase and sartorial philosophy. Aya’s journey began as a...
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The Original Playboy X Steve McQueen
The story of The Original Playboy shoes began in 1936 when English shoemaker Hutton in Northampton created a completely new shoe with a unique and patented crepe sole construction. The ‘Play-Boy’, as...
The Original Playboy X Steve McQueen
The story of The Original Playboy shoes began in 1936 when English shoemaker Hutton in Northampton created a completely new shoe with a unique and patented crepe sole construction. The ‘Play-Boy’, as...
