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Men's Boots

Our men’s boots range from western-inspired ranch boots, urban hiking boots and Chelsea boots to our heritage chukka boots based on the original Play-Boy design from 1936. All our boots are handmade in Portugal in premium leather and suede.

Original Playboy Style Billy Boot Black Crazy horse leather
Original Playboy Style Billy Boot Black leather
Sale price€309,95
Original Playboy Style Billy Boot Black leatherOriginal Playboy Style Billy Boot DK. Brown Crazy horse leatherOriginal Playboy Style Billy Boot Black Crazy horse leather
Original Playboy Style Billy Boot DK. Brown Crazy horse leather
Original Playboy Style Dublin Ranch zip boots Black leather
Sale price€269,95
Original Playboy Style Dublin Ranch zip boots Black leather
Original Playboy Style Graz Hiking Boot Black tumbled leather
Sale price€219,95
Original Playboy Style Graz Hiking Boot Black tumbled leatherOriginal Playboy Style Graz Hiking Boot DK. Brown Crazy horse leather
Original Playboy Style Graz Hiking Boot DK. Brown Crazy horse leather
The Original Playboy Style Preston Boot Black suede
Sale price€269,95
The Original Playboy Style Preston Boot Black suedeThe Original Playboy Style Preston Boot Dk.Brown suedeThe Original Playboy Style Preston Boot Taupe suede
The Original Playboy Style Preston Boot Dk.Brown suede
Sale price€269,95
The Original Playboy Style Preston Boot Dk.Brown suedeThe Original Playboy Style Preston Boot Black suedeThe Original Playboy Style Preston Boot Taupe suede
The Original Playboy Style Preston Boot Taupe suede
Sale price€269,95
The Original Playboy Style Preston Boot Taupe suedeThe Original Playboy Style Preston Boot Black suedeThe Original Playboy Style Preston Boot Dk.Brown suede
Original Playboy Style Wien Chelsea boots Black Crazy horse leather
Original Playboy Style Wien Chelsea boots Brown leather
Sale price€219,95
Original Playboy Style Wien Chelsea boots Brown leatherOriginal Playboy Style Wien Chelsea boots Black Crazy horse leatherOriginal Playboy Style Wien Chelsea boots DK. Brown Crazy horse leather
Original Playboy Style Wien Chelsea boots DK. Brown Crazy horse leather