Guest Stars Dove Cameron as Jenny Banks Tituss Burgess as Narrator Alan Cumming as Dooley Blight Aaron Tveit as Topher Patrick Page as Octavius Kratt Kristin Chenoweth as Miss Coldwell Jane Krakowski as Bobby Flanagan Co Starring Karin Konoval as Female Barfly Michael Delleva as Michael Marisa Gold as Marisa Alex Gullason as Alex Isabel Birch as Little Orphan Milana Wan as Orphan 3 Kairo Ellis as Orphan 2 Kris Grzella as Tribal Dancer Serena Crouse as Tribal Dancer Amanda Cleghorn as Tribal Dancer Gray Monczka as Tribal Dancer Ericka Hunter as Tribal Dancer Daniel Bernardo as Tribal Dancer Amitai Marmorstein as Skeet the Juror David Beairsto as Advisor 2 Michael Q. Adams as Advisor 1 Katrina Reynolds as Court Observer 2 Caitriona Murphy as Court Observer Gerry South as Judge Jennie Ford as Court Steographer