Jenji Kohan Creator Mary-Louise Parker Nancy Botwin Actor Elizabeth Perkins Celia Hodes Actor Kevin Nealon Doug Wilson Actor Tonye Patano Heylia James Actor Romany Malco Conrad Shepard Actor Allison Janney Ms. Greenstein Guest Star Justin Kirk Andy Botwin Guest Star Hunter Parrish Silas Botwin Guest Star Alexander Gould Shane Botwin Guest Star Andy Milder Dean Hodes Guest Star Renee Victor Lupita Guest Star Indigo Vaneeta Guest Star Shoshannah Stern Megan Guest Star Soledad St. Hilaire Blanca Guest Star David Pressman Insurance Adjuster Guest Star Amy Aquino School Psychologist Guest Star Tressa DiFiglia Maggie Guest Star Shawn Schepps Alison Guest Star Becky Thyre Pam Guest Star Joey Gray Brian Guest Star Ayla Kell Chelsea Guest Star Devon K. Shepard Writer Lee Rose Director