Special Guest Stars Celia Weston as Lillian Hemmings Danny Huston as Massimo Dolcefino Neil Patrick Harris as Chester Creb Guest Stars Grace Gummer as Penny Chrissy Metz as Ima 'Barbara' Wiggles Angela Sarafyan as Alice Jamie Brewer as Marjorie Co Starring Mat Fraser as Paul the Illustrated Seal Erika Ervin as Amazon Eve Rose Siggins as Legless Suzi Miles Doleac as Watcher John Cromwell as Young Arden Michael Krikorian as Cop Shauna Rappold as Lucy Creb Uncredited Drew Rin Varick as Toulouse