How to Wear Men’s Loafers

Written by Rebecca | 26/06/2017

Unsure how to style your loafers? This style of shoe are designed as lace-less slip-on shoes, which have become popular and are worn with casual looks to smart attire.


The term ‘penny loafer’ supposedly originated from people inserting a penny coin into the slit of their shoes to pay for phone calls in the 1930s.

The classic penny loafer can be worn with most outfits, making these shoes versatile, so they are quite easy to style. Swap your brogues with these wine burgundy GH Bass slip for a bolder fashion statement. Brown leather loafers match well with navy suits like this great selection of navy blue blazers. Or how about pairing them with this striking woven pinstriped two-piece suit from Vivienne Westwood. Pinstripes are trendy right now!

Create a casual look with these black GH Bass penny loafers by pairing it with a casual shirt and black jeans. Be sure to cuff the jeans for a smarter finish and add this contrasting Alpha Industries sage green bomber jacket.


Suede shoes are for those who want a reinvented classic look. For a modern turn on a smart outfit, pair your navy blazer and suit trousers with this chocolate brown suede Sweeny London Ashdown loafers. These include an interesting detail to the outfit, which is a brown, navy, and black short stacked heel with the signature Oliver Sweeney branded on the undersole.

Make sure that you match these with a navy suit as both colours really compliment well, such as these Hugo Boss dark blue chino trousers or this Aquascutum navy double breasted blazer with a two brown button fronted opening.

For a casual relaxed day, wear this comfortable black Armani Jeans suede loafers with a rounded toe. Match it with an Armani Jeans crew neck t-shirt and a lightweight grey Ralph Lauren jogging bottoms. Ruffle up the joggers at the legs to create a rippling effect for a street look.


Tassel loafers became increasingly popular in the 1950s, which provide a great balance between casual and smart wear. These are the same as penny loafers but with leather tassels at the top, often with one or two tassels. These navy leather GH Bass pull up loafers have hand stitched seams in beige waxed thread, a navy tassel, and a tan leather sole with a black rubber heel.

Wear with a pair of cuffed chino trousers and a smart Ralph Lauren short sleeved slate grey Oxford shirt. Or for a summer look, go for some chino shorts, a striking short sleeved gingham shirt from Fred Perry and a pair of Ray Ban tortoise shell brown sunglasses with gold frames for an added retro-inspired look.

Loafers can be worn with socks. However, since they are designed to be slip-on shoes, socks are not meant to be visibly part of the outfit, but these liner socks are perfect for this style of shoe

Written by Bhinduka Yokalingham

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