Apart from perhaps a pair of Mary Janes or ballet pumps, loafers – traditionally known as a sturdy back-to-school shoe – were likely one of your first footwear buys. And now the preppy trend is having a moment, loafers are returning as everyone’s footwear of choice. But with chunky soles, lacquered leather detailing and sleek upper styles, the modern loafer is a far cry from the sensible shoes you wore in year five. 

The fashion world’s love for the sartorial classic was reaffirmed when Prada debuted its now-famous style back in 2020, meaning we could finally live out our St Trinian’s-style dreams. Four years later, the Italian house’s shoe is still high on every fashion lover’s wishlist, and has been seen on the likes of Bella Hadid, Hailey Bieber and Emma Chamberlain, with influencers including Harriet Haskell-Thomas, Pernille Teisbaek and Tiffany Hsu also giving the style their tick of approval.

And it hasn’t taken long for other designers and retailers to follow suit. Miu Miu does a cool-girl take on the penny loafer, Proenza Schouler offers shiny lug soles and Valentino’s menswear-inspired options are anything but dainty.

While black is the classic colour for any loafer and works exceptionally well with wide-leg trousers, blazers and dresses, there’s no need to restrict yourself to monochrome shades. Baby pink, brown, crimson red and alabaster white can be used as a simple styling trick to elevate an all-black outfit.

Keen to get in on the chunky trend for winter? We’ve rounded up our favourite finds below from H&M, John Lewis, Dr Martens and more. So whether you’re looking for office-worthy footwear or a more casual shoe, there’s sure to be a loafer to catch your eye.

Images: courtesy of brands