Guest Stars 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 Elvis Nolasco as Tio Teo Co Starring Tanisha Cidel as Ms. Cueva Vonii Bristow as Gold Tooth Frederick Williams as Lazy Eye Teshi Thomas as Tare Daniel Augustin as Eman Kimaya Naomi as Young Shella Kerry Alce as Quarter Head Joselin Reyes as Angie Jim H. Miranda as Detective Keladry Trinity Jones as Charday Tamara Austin as Mrs. Derrick Eric Salazar as Pharmacist Kendra Woodard as Person 1