Australian winters are relatively moderate compared to the harsh winters experienced in some parts of the Northern Hemisphere.
A pair of Goodyear welted, calfskin penny loafers, such as the Bourke pictured below, can be worn with perfect utility through the autumn and winter months in Australia, which isn't necessarily the case in some parts of the U.S. and Europe.
COOLER SEASONS, DARKER COLOURS
There are, of course, a few things to consider when wearing penny loafers in winter. Firstly, darker colours will work with a lot more outfits. Secondly, when it rains, darker colours conceal water spotting or damage much better than lighter colours, such as light brown.
To protect your leather shoes on rainy days, we recommend using water resistance spray prior to leaving your home. Rubber topy's are a good option too. If you experience high rainfall, a rubber overshoe, called a "galosh" might be helpful.
SOCKS OR NO (SHOW) SOCKS?
Another consideration: socks or bare ankles? Logic would suggest wearing socks on colder days, indeed convention requires it.
However, this really depends on where you live. Wearing 'no-show' socks on a warm Autumn's day in Brisbane would be perfectly acceptable for a casual outing.
For more formal occasions, preference should be for socks and a standard trouser length with a clean taper at the base and no break over the shoe. Cropped trousers or no shows are for less formal gigs.
PAIRING YOUR PENNY LOAFERS
If you have your penny loafers stored away, get them out this instant! One of the penny loafers' talents is their extraordinary versatility. They can fit out an entire wardrobe with ease and will lift almost any casual ensemble you own.
Black Leather Jacket
The black leather jacket and black jean / chino combo is already a stylish look. This relaxed combo can be taken in a more sophisticated direction by pairing them with black penny loafers. This look also looks great with a black V-neck or grey henley tee.
Tweed is synonymous with sports jacket and a popular choice in autumn and winter due to its thickness.
There are many wears to pair tweed and penny loafers are an excellent partner. Black penny loafers pair smartly with grey tweed and black trousers. Brown penny loaders work very well with brown tweed and grey/beige pants.
Adding fiar isle knitwear into the mix (or pair it on its own) sets the whole ensemble on fire.