Special Guest Stars Jason Biggs as Larry Bloom Guest Stars Daniella De Jesus as Zirconia Emily Tarver as CO Artesian McCullough Nick Dillenburg as CO Blake Susan Heyward as Tamika Ward Greg Vrotsos as CO Hellman Sipiwe Moyo as Adeola Hunter Emery as CO Hopper Nicholas Webber as CO Alvarez Maria Dizzia as Polly Harper Christina Toth as Annalisa Michael Chernus as Cal Chapman Amanda Fuller as Badison Murphy Tracee Chimo as Neri Feldman Vicci Martinez as Daddy Josh Segarra as CO Stefanovic Berto Colon as Cesar Kathryn Kates as Amy Kanter-Bloom Co Starring Besanya Santiago as Creech Phumzile Sitole as Akers Rebecca Knox as Tina Swope Bill Hoag as Bill Chapman Jo Lampert as Marie Brock Ismenia Mendes as Tali Grapes Adriana Camposano as Lucy Diaz Brianna Gonzalez-Bonacci as Christina Diaz Isabella Ferreira as Eva Diaz Alysia Joy Powell as Wyndolyn Capers Nicholas Daniel Gonzalez as Emiliano Diaz Eileen Lacy as Nana Hopper Liam Cheng as Little Boy Mark Fernandes as Commuter Crystal Chau as Harried Woman Jeff Williams as Customer Eric Elizaga as Lek