Born in England in 1936, The Original Playboy has established itself as an iconic heritage brand, best known for its signature model: the Playboy Chukka with its natural crepe sole. Worn by Hollywood legends, jazz greats, and hip-hop figures alike, this timeless design still holds its status as a must-have for lovers of classic and contemporary style.

A historic craft, a signature shoe

Created by English shoemaker Hutton, the Play-Boy Shoe stands out for its patented construction: a thick 100% natural crepe sole, a leather or suede upper finished with its distinctive foxing, and a flexible build engineered for lasting comfort. Described at the time as “The Easiest Shoe on Earth,” the model earned its reputation for comfort and versatility, moving effortlessly from city streets to country settings.

Seen on Steve McQueen in Bullitt, on Miles Davis on the Milestones album cover, and embraced by the Ivy League scene of the 1960s, the Playboy Chukka has always been as much a style marker as a product of genuine quality.

Product features & differentiation

The Original Playboy shoes are built on a proven, hand-crafted structure blending British tradition with modern standards. They use full-grain suede and carefully selected leathers, all mounted on natural crepe soles sourced from certified plantations.

While the brand also offers loafers and derbies, introduced in the 1990s, the Original Playboy Chukka remains the cornerstone of the collection. Its heritage DNA, immediate comfort, and strong margin potential make it especially relevant for premium wholesale.

Heritage & continuity

Since 2005, the brand has been run by the Danish Fabian family, who carry forward its craftsmanship and ensure authentic production. Each pair is made using the original technical characteristics while introducing modern updates: seasonal colors, premium leathers, urban variations, and more daring editions such as grained leather or mustard suede.

Balancing historic refinement with cultural appeal, The Original Playboy delivers an iconic shoe that fits seamlessly into a premium selection or a heritage-focused assortment. As the brand’s French showroom, Clothette showcases a curated range built around the Playboy Chukka: a strong, high-margin piece with instantly recognizable DNA, ideal for elevating a qualitative, long-lasting footwear offer.

Key points : 

• Made in Portugal

• Men’s & Women’s collections

• Iconic model: the Playboy Chukka