Guest Stars Alvin Sanders as Pop Tate Nathalie Boltt as Penelope Blossom Peter Bryant as Principal Waldo Weatherbee Cody Kearsley as Moose Mason Shannon Purser as Ethel Muggs Trinity Likins as Jellybean Jones Brit Morgan as Penny Peabody Gina Gershon as Gladys Jones Co Starring Beverley Breuer as Sister Woodhouse Camille Legg as Hannah Angela Moore as Sister Agnes Wolsey Brooks as Deputy Taylor Kare as Lugnut