Lug Weejuns, $128
When it first debuted in 1936, the Weejun was a classy interpretation of a Norwegian farm shoe made for well, loafing around. Since then, the penny loafer has become an indispensable part of a man's wardrobe, balancing that line between casual and dressed-up for decades. They look as good with a crisp navy suit as they do with a cuffed pair of jeans and untucked plaid shirt. While there's absolutely nothing wrong with the classic Weejun, we dig these modern takes on the shoe that just hit the web on the newly relaunched webshop for G.H. Bass. Combining the timeless style with a leaner silhouette and materials like denim, suede and a rugged lug sole, the results are loafers that are a bit more daring than their predecessors—but equally as versatile. Talk about "creative loafing."