Oxfords, modernity then, rooted in rebellion.
Oxfords’ name comes from the Oxonian, a sort of half-boot first popularised at Oxford university.
Evidently this is a shoe with great pedigree then, but they’re also rooted in rebellion, with the students casting off their damned knee-high boots. Oxfords ten are the shoe of modernity then. Black is of course the classic, but brown goes particularly well with both grey suits or dark denim.
Traverses the ground between casual and formal with brogues
Brogues are the essential shoe for any men, gentle or not, and another that traverses the ground between casual and formal with ease. Something about their pin hole design harks back to an earlier time, and thus they give a refined edge to jeans. And the holes make let your feet breathe, so they’re a great summer shoe.
The firm favourite of Queen Victoria: Chelsea Boots
Chelsea Boots are a miracle of engineering, combining as they do an ankle boot with the modern material elastic or zip. It’s the comfortable modern city shoe, being perfect for both meetings and night time activities, whatever that means. Weirdly, the boot was a firm favourite of Queen Victoria before being popularised by the Mods – the ankle height works well with cropped trousers.
With loafers you got it sorted
Loafers might remind you somewhat of an older gentlemen, but they’re the ones who’ve got it sorted (especially the italian type) – they’re not going to bore anyone with Paleo diet or gym regime, probably own a car, perhaps a yacht, and can cultivate an air of sophistication due to having done, well, more.
This definitely is something to aspire to, and Loafers can be part of that look – slip ons for the smart set. Tassels lend to the classic look, but if that’s a step too far then Penny Loafers are a great stater shoe, and are equally great with jean or a suit.