Shoemaker Wildsmith made the world’s first loafer for King George – as well as shoes for Prince Charles, JFK, and Cary Grant to name a few – and its Grovesnor Monk is emblematic of the brand’s reputation for fine, exacting craft. This brogue monk is hand-cut from midnight blue calf; the stand-out single strap is in a luxurious midnight suede. Today its director, Chay Cooper, finishes every pair by hand.

£295; wildsmith.com