Special Guest Stars Rosie O'Donnell as Rita Hendricks Guest Stars Amanda Leighton as Emma Kurtzman Daffany Clark as Daphne Keene Jay Ali as Mr Timothy Cherinda Kincherlow as Kiara Tom Phelan as Cole Alicia Sixtos as Carmen Cruz April Parker-Jones as Captain Roberts Julian De La Celle as Zachary "Zac" Rogers Reiley McClendon as Vico Cerar Annamarie Kenoyer as Becka Anne Winters as Kelsey Hayley Kiyoko as Gabi Ortiz Norma Maldonado as Karina Sanchez Garrett Clayton as Chase Dillon Cyrus Farmer as Probation Officer Michael Dempsey as Davis Co Starring Gavin MacIntosh as Connor Stevens Michael Patrick McGill as Coach Spears Lyn Alicia Henderson as Social Worker / Lisa Monica Garcia as Concerned Teacher J. Omar Castro as Security Guard Caroline Fogarty as Guide Wolfie Trausch as Student Isiah Adams as Teen Boy