Guest Stars Nathalie Boltt as Penelope Blossom Tiera Skovbye as Polly Cooper Barclay Hope as Clifford Blossom Nicholas Barasch as Julian Blossom Karl Walcott as Clay Walker William MacDonald as Principal Featherhead Malcolm Stewart as Dr. Freiderich Werthers Sarah Habel as Geraldine Grundy Garry Chalk as Al Fieldstone Alaina Huffman as Twyla Twyst Co Starring Beverley Breuer as Sister Woodhouse Alyssa Wapanatâhk as Lizzo