5 Pairs Of Leather Shoes That Will Last A Lifetime

Shoes that you can pass on to your favourite grandkid.

BY Eugene Lim | May 10, 2016 | Fashion

George Cleverley

Baggy trousers, white sneakers, the unholy union of suit and sneaker, and softer tailoring, are just a few examples illustrating menswear's shift to more causal silhouettes. (This shift is also reflected in the writer’s choice of footwear. He started with a navy pair of oxfords, shifted to Stan Smiths, and nowadays he is straight up rocking the Birkenstocks.)

Well that is all fine and dandy, but there is always an occasion for the well-made pair of leather shoes, be it the trusty brogue, or the oxford, depending on your reading of Kingman: The Secret Service.

That’s what this list is for: a considered, curated list of some the best leather shoes that will last a life time, and unlike the bullies you faced growing up, who robbed you of your pocket money, these leather-clad bad boys actually live up to the promise that if you take care of them, they will take care of you (and your feet).

1 | Gaziano & Girling Oxford in black calf


The prefect pair to start with, great for formal occasions and work, yet you can dress it down with a pair of denim jeans, SGD1,479, available here.

2 | Berluti Gaspard Oxfords
The silhouette it still formal, it is the addition of the beautiful brown patina adds a new helps to buckle the old “no brown in town” rule, SGD2,940, available here.

3 | George Cleverley Anthony Leather Oxford Brogues

While their oxfords were the ones that got most of the screen time in the Kingsmen: The Secret Service, they do beautiful brogues as well. Known to last longer than some marriages, SGD1,748, available here.

4 | Tricker’s Keswick Country Shoe

Founded in 1829, they developed a reputation for their durable, waterproof shoes. While you won’t be wearing this derby wingtip to a formal event anytime soon, they are prefect for everyday wear, especially when paired with denim jeans, SGD750, available here.

5 | Carmina Cordovan Monk Straps

The six generation worth of workmanship and loyal clients are a testament to their longevity and workmanship. Our favourite is this handsome single monk straps in oxblood, prefect addition to your growing collection of browns and blacks, SGD1,042, available here.