2. Give yourself some footwear range
Guys can also get away with having a few do-it-all pairs of shoes. A pair of penny loafers never goes out of style, Fenton says. Cordovan oxfords or wingtips are slightly more stylish, and afford you a lot of range in your outfits. Monkstraps are having a fashionable comeback, and “they’re sort of always in style, if you want to effect a more British sensibility,” Fenton notes.
And while sneakers-with-suits is a popular trend at the moment, you can easily get away with chukka-style boots instead. Even some “dressier” hiking boots can work with a sport coat and dark indigo jeans, but you probably shouldn’t wear anything too utilitarian if you’re wearing a three-piece suit and a bowtie.
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