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 Elvis Nolasco as Tio Teo Lela Rochon as Alma 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 Jimel Atkins as Ray Kelly Daniel Augustin as Eman Kimaya Naomi as Young Shella Kerry Alce as Quarter Head Joselin Reyes as Angie Darryl Handy as Granddaddy Saul Tamara Austin as Mrs. Derrick Beliria Sims as Quita Jose-Luis Lopez, Jr. as Backup Dancer #1 Devin S. Thomas as Backup Dancer #2 Deion Thomas as Backup Dancer #3 Julie Broughton as Weatherperson Toshi Reagon as Singer