Guest Stars Martin Cummins as Tom Keller Nathalie Boltt as Penelope Blossom Barbara Wallace as Rose Blossom Ryan Robbins as Frank Andrews Molly Ringwald as Mary Andrews Trinity Likins as Jellybean Jones Sean Depner as Bret Weston Wallis Wyatt Nash as Charles Smith Sarah Desjardins as Donna Sweett Mishel Prada as Hermosa Lodge Jordan Robinson as Toby Arabella Bushnell as Aunt Cricket Kett Turton as David Billy Wickman as Hunter Malloy