Carrie "Big Boo" Black (Lea DeLaria)
Backstory: We actually don't know much about Big Boo at this point — her backstory will apparently be revealed in Season Three — aside from the fact that she's had a few prison wives, she's buds with Red (for a while), and she has an, um, unhealthy relationship with her service dog, Little Boo.
Place in Litchfield's hierarchy: She starts out as part of Red's crew, but after snitching about the Russian matriarch's greenhouse operation, Boo is cast out — and, inexplicably, finds an ally in Pennsatucky.
Pre-OITNB: DeLaria has made cameos on shows like Friends and Californication, but TV is the least of her talents: In 1993, she was the first openly gay comic to perform on a late-night show (on Arsenio Hall); she's also released several comedy albums, as well as a few well-regarded jazz recordings.
Best line: "This is more depressing than a Tori Amos cover band."