Guest Stars Ward Horton as Charles Fane Nathan Lane as Ward McAllister David Furr as Dashiell Montgomery Ashlie Atkinson as Mamie Fish Robert Sean Leonard as Reverend Matthew Forte Matilda Lawler as Frances Montgomery Nicole Brydon Bloom as Maud Beaton Dakin Matthews as Joshua Winterton Ben Lamb as The Duke of Buckingham Brittany Bradford as Fannie Washington David Wilson Barnes as Norman Tate Michael Braugher as Booker T. Washington Khamary Rose as David Sturt Liz Wisan as Emily Warren Roebling Brian Hutchison as Mason Sturt Amber Gray as Gloria Valentine Co Starring Mark Boyett as Crowther Will Connolly as Curate Michael Burrell as Peter Barnes Jesse Sharp as Schneider Travis Przybylski as Roebling Footman John Ford-Dunker as Other Man Tabatha Gayle as Female Student Alex Michell as Male Student Neil Redfield as Malcolm Keene Jes Washington as Elizabeth