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The Original Playboy

x Steve McQueen Black Chukka Boot

x Steve McQueen Black Chukka Boot

John Simons are proud to reintroduce a renowned mid-century style back into our stock, in the form of the Original Playboy x Steve McQueen chukka boot.

Steve McQueen notably wore the Original Playboy chukka in the film Bullitt, famous for one of the wildest car chases in world history through the streets of San Francisco and, not least, for the über-cool McQueen in the role of police detective Frank Bullitt. An iconic character that Steven Spielberg reportedly plans to bring to life in a new original film, with Bradley Cooper starring in the lead role as Frank Bullitt.

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Originating in 1936 England, the Playboy chukka has left an indelible mark on the landscape of menswear, favoured by icons such musical legend 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 special edition of the Original Playboy chukka, developed in the new collaboration, is launched in suede in black, brown, and ’Bullitt’ cognac, with Steve McQueen’s name and emblem embossed on the side and back of the boot, and the emblem printed in the lining. 

Details:

  • Hand lasted construction
  • Finest Water resistant hunting suede
  • Two eyelet style
  • Natural crepe sole
  • Steve McQueen embossing

We recommend pairing the Playboys with a pair of our Ivy League trousers, and an Ivy League jacket for a look which would make Steve himself proud.

Regular price £320.00 GBP
Regular price Sale price £320.00 GBP
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THE MODERNIST OVERCOAT

The John Simons Overcoat is based upon a vintage Burberry model famously purchased and worn by our very own proprietor in 1961, whilst working as a window dresser for Cecil Gee on Charing Cross Road. With a seamless one piece raglan sleeve, which flatters all shapes and sizes, our overcoat is the perfect combination of functionality and elegance.

This particular model is produced in a beautiful Harris Tweed fabric. This overcoat is reminiscent of early 1950s American outerwear, in the period that predates the Ivy League Boom years of the latter 1950s and 60s. A veritable slice of Mid Century Americana, produced with fabric from one of the oldest British Mills and delivered direct from Chiltern Street. 

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