Guest Stars Jackie Cruz as Marisol "Flaca" Gonzales Jessica Pimentel as Maria Ruiz Laura Gomez as Blanca Flores Lea DeLaria as Big Boo Elizabeth Rodriguez as Aleida Diaz Diane Guerrero as Maritza Vicky Jeudy as Janae Watson Emma Myles as Leanne Taylor Dale Soules as Frieda Berlin Abigail Savage as Gina Murphy Constance Shulman as Yoga Jones Annie Golden as Norma Romano Julie Lake as Angie Rice Kimiko Glenn as Brook Soso Laverne Cox as Sophia Burset Beth Fowler as Sister Ingalls James McMenamin as Charlie "Donuts" Coates Lori Tan Chinn as Chang Blair Brown as Judy King Lori Petty as Lolly Brendan Burke as Officer Wade Donaldson Emily Althaus as Maureen Kukudio Alan Aisenberg as Baxter "Gerber" Bayley Tamara Torres as Weeping Woman Michael Chernus as Cal Chapman Mike Birbiglia as Danny Pearson Ruby Rose as Stella Carlin Michael Rainey Jr. as Michael Danielle Herbert as Jeanie "Babs" Babson Joanna P. Adler as Chaplain Royce Tanairi Vazquez as Annie Valdez Simone Boyce as Reporter Lidiane Fernandes as Lea Guerrera Nicole Beatty as Reema Pell Eric Zuckerman as Rabbi Tatelbaum Beanie Feldstein as 2004 Party Girl Greg Keller as Male DEA Agent 2004 Noah Robbins as Samuel Andy Hassell as Amish Deacon Isabel Shill as Sadie Kelly McAndrew as Leanne's Mom 2004 Nadia Bowers as Female Police Detective Timothy Carter as Leanne's Dad 2004 Conor Romero as Zeke Co Starring Lin Tucci as Anita DeMarco