The iconic penny loafer. Pigeonholed as a casual shoe, yet worn by Presidents; considered antiquated by some, yet favoured by fashionable society. It is little wonder that most men are a bit unsure about the penny loafer. The truth is, it is an extremely convenient, comfortable, and versatile slip-on shoe. This guide is designed to cut through the noise and help you get to know, and indeed how to wear, the understated Penny Loafer.
From left to right: The original North American Makasin. The Norwegian Moccasin circa 1908. The G.H. Bass 'Weeguns' circa 1934.
To be fair, Aussie men have not flocked to own Penny Loafers. While it's a popular shoe with the stylish class, many Aussie men may feel it's a bit too 'fancy' for the average cobber. However, the truth is that the Penny Loafer is one of the most versatile shoes a man can own; especially now, where dress codes are becoming increasingly blurred and people seek greater flexibility in how they dress. Furthermore, it's essentially a shoe version of the much-loved Chelsea Boot. Infact, we'd go so far as to say that the Penny Loafer is to the Urban sprawl as the Chelsea Boot is to country life. A shoe with such utilitarian value means one doesn't need to dress like a Pitti Peacock to enjoy them.