Fran Drescher Fran Fine Actor, Writer Charles Shaughnessy Maxwell Sheffield Actor Lauren Lane Chastity Claire "C.C' Babcock Actor Daniel Davis Niles Actor Nicholle Tom Maggie Sheffield Actor Benjamin Salisbury Brighton Sheffield Actor Madeline Zima Grace Sheffield Actor Rachel Chagall Guest Star Michael Winters Guest Star Gabrielle Boni Guest Star Anne Betancourt Guest Star Randy Bennett Director Rob Schwartz Writer Peter Marc Jacobson Writer