Classic Playboy Chukkah Boot is not only must shoe to look good in, but they must also feel comfortable and wear well. Product Details: Leather, Dual Fit Technology for Medium &...

Classic Playboy Chukka Suede Boot is not only a must to look good, but they also feel comfortable to wear all day everyday.  Product Details: Suede, Dual Fit Technology for Medium...

Walk down any street in NYC with these comfortable, British Walker Classic Playboy Wingtip shoes. Always thinking comforting design and style, British Walker has always think out of the box when it...

Classic Playboy Chukka Boot Split Toe, Half Leather & Suede is not only a must have shoe, it completes any outfit and is comfortable to wear all day everyday.  Product Details:...

This Ostrich leather Playboy is a limited Edition by The British Collection. This is an Ostrich Leather is an original one of kind shoe when it comes to being stylish and...

This Playboy high top lace-up leather and pony skin is a style to crave for and it's sleek combination is a dress to impress experience. This British Collection design is an...

Classic Playboy Chukka Camouflage Suede Boot is not only a must to look good, but they also feel comfortable to wear all day everyday.  Product Details: Suede, Dual Fit Technology for Medium...