Aunt Talitha, the matriarch of the River Crossing folk, gives Roland a silver cross to wear, and the travellers go their course. Before reaching Lud, they discover a downed plane from our world—a German fighter from the 1930s. Jammed into the cockpit is the mummified corpse of a giant, almost certainly the half-mythical outlaw David Quick.

While crossing the dilapidated bridge which spans the River Send, Jake and Oy are nearly lost in an accident. While Roland, Eddie, and Susannah are distracted by this, the party is ambushed by a dying (and very dangerous) outlaw named Gasher. He abducts Jake and takes him underground to the Tick-Tock Man, the last leader of the Grays. Tick-Tock’s real name is Andrew Quick; he is the great-grandson of the man who died trying to land an airplane from another world.

While Roland (aided by Oy) goes after Jake, Eddie and Susannah find the Cradle of Lud, where Blaine the Mono awakes. Blaine is the last aboveground tool of the vast computer-system which lies beneath the city of Lud, and it has only one remaining interest: riddles. It promises to take the travellers to the monorail’s final stop if they can solve a riddle it poses them. Otherwise, Blaine says, the only trip they’ll be taking will be to the place where the path ends in the clearing... to their deaths, in other words. In that case they’ll have plenty of company, for Blaine is planning to release stocks of nerve-gas which will kill everyone left in Lud: Pubes, Grays, and gunslingers alike.

Roland rescues Jake, leaving the Tick-Tock Man for dead... but Andrew Quick is not dead. Half blind, hideously wounded about the face, he is rescued by a man who calls himself Richard Fannin. Fannin, however, also identifies himself as the Ageless Stranger, a demon of whom Roland has been warned by Walter.

Roland and Jake are reunited with Eddie and Susannah in the Cradle of Lud, and Susannah—with a little help from “dat bitch” Detta Walker—is able to solve Blaine’s riddle. They gain access to the mono, of necessity ignoring the horrified warnings of Blaine’s sane but fatally weak undermind (Eddie calls this voice Little Blaine), only to discover that Blaine means to commit suicide with them aboard. The fact that the actual mind running the mono exists in computers falling farther and farther behind them, running beneath a city which has become a slaughtering-pen, will make no difference when the pink bullet jumps the tracks somewhere along the line at a speed in excess of eight hundred miles an hour.

There is only one chance of survival: Blaine’s love of riddles. Roland of Gilead proposes a desperate bargain. It is with this bargain that The Wastelands ends; it is with this bargain that Wizard and Glass begins.