From Jane Birkin to Zoe Kravitz, trendsetters have consistently turned to Gucci’s signature shoe: the horsebit loafer.

Since its creation in 1953, the shoe has been worn in the White House (Bush, 1974), on the promenade of Cannes (Birkin, 1969) and even on red carpets (Wiz wore a pair to the Golden Globe Awards in ...