In 1936, English shoemaker Hutton created a completely new type of shoe with a unique and patented crepe sole construction. The ‘Play-Boy’, it was called.
The construction was based on a thick 100% natural plantation crepe sole attached to the upper, a signature piping sewn all around the shoe, and an inch-high crepe foxing to complete the design. An iconic and timeless classic was born.
2020 marked the beginning of a new era for Original Playboy. As a tribute to Steve McQueen and his special role in the legacy of the Original Playboy, a collaboration was established with the Estate of Steve McQueen to launch the chukka as the actor’s favorite boots.
In 2021, we also teamed up with Lewis Leathers, Britain’s Oldest Motorcycle Clothing Company with shops in both England and Japan. Derek, the owner, had been a fan of Original Playboys since the mid-1970s and reached out to make a collaboration on a selection of shoes based on the Original Playboy design.
At the end of 2023, the tribute to Steve McQueen continued as they formed a new collection with Steve McQueen’s son, Chad McQueen, and his children, featuring a special edition of the chukka with the iconic actor’s emblem and name embossed on the boots.
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