The Original Playboy Story 

The Original Playboy brand dates back to 1936 when the first shoes were manufactured by English shoemaker Hutton in Northampton, England, an area renowned for the best shoemaking in the world. 

More than 80 years later, the shoes are still manufactured based on the old construction with well over 200 manual processes requiring high levels of classic shoemaking skills. All our styles are hand made in Portugal.

Also the same high quality materials are used today, like the 100% natural plantation rubber for the crepe sole and only the finest waterproof hunting suede and calf leather for the upper.

Iconic shoes worn by legends

The Original Playboys reached icon status almost from the beginning, which was largely attributed to Hollywood stars who took a liking to the shoes, in particular one of the World’s hottest actors, Steve McQueen, who wore the Original Playboy chukkas.

Women’s Collection

The famous Hollywood era is a defining part of The Original Playboy legacy, but at the center of it all will always be the story of a unique, patented and masterly executed design. A design that has been kept alive.​​

For years, it’s been our privilege to ensure the legacy of the iconic brand, a story that’s inspired us bring back more of the original English designs. Including the shoes originally made for women back in the 50’s as part of our new Women’s Collection.

The Original Playboys are classics that never goes out of fashion.

Shop Now

The Original Playboy Story 

The Original Playboy brand dates back to 1936 when the first shoes were manufactured by English shoemaker Hutton in Northampton, England, an area renowned for the best shoemaking in the world. 

More than 80 years later, the shoes are still manufactured based on the old construction with well over 200 manual processes requiring high levels of classic shoemaking skills. All our styles are hand made in Portugal.

Also the same high quality materials are used today, like the 100% natural plantation rubber for the crepe sole and only the finest waterproof hunting suede and calf leather for the upper.

Iconic shoes worn by legends

The Original Playboys reached icon status almost from the beginning, which was largely attributed to Hollywood stars who took a liking to the shoes, in particular one of the World’s hottest actors, Steve McQueen, who wore the Original Playboy chukkas.

Women’s Collection

The famous Hollywood era is a defining part of The Original Playboy legacy, but at the center of it all will always be the story of a unique, patented and masterly executed design. A design that has been kept alive.​​

For years, it’s been our privilege to ensure the legacy of the iconic brand, a story that’s inspired us bring back more of the original English designs. Including the shoes originally made for women back in the 50’s as part of our new Women’s Collection.

The Original Playboys are classics that never goes out of fashion.

Shop Now