Now that Will is happily navigating married life and enjoying being a step-parent, Wick decides it's time for there to be a Little Emperor. He has two goals: make Will realize that procreating is something he wants, and then make sure he knows he's ready for it. He tests Will's patience through several visits to his birth When, over the holidays, and at Oz and Drew's wedding—there was a fly, after all. Just as he's certain Will is as ready as he is, a sect of The Cult of the Emperor reaches across the centuries to beat him to the punch, throwing in his way a strawberry blonde roadblock that could change everything.

While he works at convincing Will of what he surely wants, Wick accompanies him on several trips through time. They take Jay to visit George, the arbiter of Will's worst childhood nightmares and bring Oz and Drew and Zed along to explore a slice of 2616. They celebrate Aubrey's 50th birthday in Will's birth When. And just as Wick thinks he's about to win, Will is dragged into court for a case he can't win—not without the unlikeliest of help given to him two hundred years in the future.