Guest Stars Lindsey Blackwell as Marissa Eugene Juanita Jennings as Mrs. Hertrude Gillian Williams as Jessica Kelly Nick Creegan as Desmond Liza Colón-Zayas as Principal Fallow Ruben Santiago-Hudson as Dr. Bree Co Starring Tanisha Cidel as Ms. Cueva Vonii Bristow as Gold Tooth Frederick Williams as Lazy Eye Solomon Valdez as Willie Derrick Teshi Thomas as Tare Logan Rozos as Star Child Jimel Atkins as Ray Kelly Daniel Augustin as Eman Kimaya Naomi as Young Shella Kerry Alce as Quarter Head Elijah Temple as Jessie Trinity Jones as Charday Randy Gonzalez as Mr. Lopez Autumn Monroe as Marie-Grace John Wayne Shafer as Mr. Walker Anthony B. Jenkins as Edson Jose-Luis Lopez, Jr. as Backup Singer #1 Devin S. Thomas as Backup Singer #2 Deion Thomas as Backup Singer #3