Chelsea boots, also known as Dealer boots, were initially created for horse riding. Unisex, they were tight-fitting, ankle-high boots which first appeared in Victorian times and were originally called paddock or jodhpur boots. Their most distinguishable feature was the elastic on the side that allowed you to effortlessly pull them on and off with the heel tab at the back.
By the middle of the 20th century, a group consisting of young artists, film directors, musicians and fashion designers started frequenting the King’s Road area in west London. This group was named the ‘Chelsea Set’ by the media at the time and they made the name ‘Chelsea’ synonymous with a new way of living and dressing. These style-conscious gents started favoring and wearing the paddock boot, and hence ‘Chelsea’ boots were born.