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        Classic Playboy Chukka Boot Leather

          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 &...

        BlackDark brownLight brownBurgundyRustSteel blueNavyWineOliveGreyCognac

        Classic Playboy Chukka Boot Suede

        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...

        BlackBrownNavyOliveTaupeNavy suede & pony skinBlack & yellowBlack & redUnion jack

        Classic Playboy Wingtip Leather

        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...

        BlackBrownNavy

        Classic Playboy Chukka Boot Split Toe Leather & Suede

        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:...

        BlackBrownWineWhite & blackBlack & greyWhite & navy

        Classic Playboy Ostrich Leather

        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...

        BlackBlueBurgundyCognacNavy

        Classic Playboy Chukka Boot Two Tone Navy Suede and Pony Skin

        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 Suede Camouflage

        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...

        Gray camouflageGreen camouflage