Special Guest Stars Jason Biggs as Larry Bloom Guest Stars Cathy Curtin as Wanda Bell Beth Dover as Linda Ferguson Daniella De Jesus as Zirconia Mike Houston as CO Lee Dixon Emily Tarver as CO Artesian McCullough Nick Dillenburg as CO Blake Lori Petty as Lolly Susan Heyward as Tamika Ward Greg Vrotsos as CO Hellman Sipiwe Moyo as Adeola Shawna Hamic as CO Ginger Hunter Emery as CO Hopper Nicholas Webber as CO Alvarez Maria Dizzia as Polly Harper Christina Toth as Annalisa Shannon Esper as Alona Dwight Shirley Roeca as Vazquez Rebecca Knox as Tina Swope Finnerty Steeves as Beth Hoefler Alicia Witt as Zelda Marcia DeBonis as Cathy Co Starring Besanya Santiago as Creech Phumzile Sitole as Akers Dana Berger as Crystal Tawney Mandela Bellamy as Rosalie Deitland Adam Lindo as Carlos "Clitvack" Litvack Ismenia Mendes as Tali Grapes Marie-Lou Nahhas as Shani Abboud Tuli Roy-Kirwan as Swapna Majumdar Melinna Bobadilla as Santos Chaj Major Attaway as Polycon Guard DeShaun McAdams Ruibo Qian as "Mad Megan" Prince Shannon Beeby as Friend #1 Conor McGee as Friend #2 Jason Bowen as Quincy Ellie Sanchez as Host Jiho Kang as Waiter Akeda Abrams as Nurse Vin Knight as Dr. Wilhite Ashleigh Sumner as Sylvia Jay Hieron as Man