This Original Playboy Chukka is based on the lower ‘City’ crepe sole design from 1936.
The Playboy Chukka has left an indelible mark on the landscape of menswear, favoured by icons ranging from Hollywood’s Steve McQueen to musical legends such as Miles Davis. With its association to music, action and the informal elements of the style, the Playboy boot has become a symbol of the more transgressive edge of Ivy league dress since their inception.
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.
