The Dark Tower Wiki

The Ruby Shoes are the shoes that were left in front of the Emerald City by Randall Flagg for Roland Deschain and his ka-tet. The shoes, like the emerald castle, is a reference to the Wizard of Oz (more specifically, Dorothy's red shoes).

Roland first had a vision of them when he was stuck within Maerlyn's Grapefruit in Mejis.

Oy was left four leather booties, Susannah two "cappies" decorated with rhinestones or diamonds, Jake a pair of handmade Oxfords, Eddie a pair of Cuban heels or "street-boppers", and Roland a pair of cowboy boots.