Stylist Sarah Schussheim, who has worked with celebrities including Ashton Kutcher and Chris Pratt, suggests investing in “one polished pair and one rough-and-tumble style [of boot] that improves with time.” One of Schussheim’s suggestions is the classic Chelsea boot—both Common Projects and R.M. Williams boast timeless styles. Another option is a laced boot rendered in suede, nubuck or leather, as seen in Rodd & Gunn and Oak Street Bootmakers collections.
As far as color is concerned, Schussheim says you can’t go wrong with “anything brown, from a tan to a camel to a cigar, or a somber gray,” as the neutral colors go easily with everything from jeans to chinos. To complete the look, it’s all about combining the right pieces: A suede hiking boot goes well with raw denim to accomplish a polished, off-duty style, while a sharp leather boot paired with a suit makes a smart replacement for the classic brogue. Live in a cold climate or traveling to one? A sturdy pair of Quoddy Perry boots and a puffer jacket have you covered. This winter, it’s easier than ever to put your best foot forward.
By Nicky Deam