Special Guest Stars Gil Bellows as Billy Thomas Taye Diggs as Jackson Duper James Naughton as George McBeal Jill Clayburgh as Jeannie McBeal Guest Stars Albert Hall as Judge Seymore Walsh Regina Hall as Corretta Lipp Alexandra Holden as Jane Wilco Josh Groban as Malcolm Wyatt Leslie Jordan as Dr. Benjamin Harris Shirley Prestia as Saleswoman Co Starring Renée Elise Goldsberry as Singer Vatrena King as Singer Sy Smith as Singer Talia-Lynn Prairie as Young Ally Ryan Hansen as Student MC Harry Wayne Casey as Himself Verda Bridges as Drill Sergeant Jessica Townsend as Wendy Paityn James as Andrea Mason Uncredited Brandy Schaefer as Dancer Tara Nicole Hughes as Mannequin Bride
