- [Wangler got knocked out quick, during the Oz boxing tournament]
- Ryan O'Reily: Hey, Bricks! Nice one, man! You're like Tyson all right, Cecily Tyson!
- Tobias 'Toby' Beecher: [about Schillinger's son, Andy] I haven't fucked him. At least not yet. You see, because I was there for him. You know. Holding him, comforting him. I think he's getting a little bit of a crush on me. And I have been tempted to, you know, deep-tongue him a couple of times. But I knew it'd make you mad so I haven't. Even though, he wants me to stick my dick up his ass. And I'm afraid one of these nights, he and I alone, in our pod, well. I may not be able to control myself.
- Vernon Schillinger: You'll be dead before you get the chance!
- Tobias 'Toby' Beecher: [as Schillinger walks away] Well, you better hurry. Because Keller's getting horny. And I heard O'Reily's been talking about a three-way with Cyril and Andy.
- Simon Adebisi: It's simple. You help me get rid of the niggers, and we take over the drug trade.
- Raoul 'El Cid' Hernandez: Simple huh? What about the wiseguys?
- Simon Adebisi: They don't care who they work with, as long as the job gets done.
- Chico Guerra: You're asking us to get rid of your people?
- Simon Adebisi: They are not MY people. I am African!
- Ryan O'Reily: Hey, Khan. I just thought you should know, Wangler's been talking shit about you and Said. I think it's time you taught that heathen homeboy a little lesson.
- Vernon Schillinger: [about Beecher, Keller and O'Reily] Those are *not* the sort of people you should be hanging around with!
- Andrew Schillinger: As compared to *whom*? Those fine, upstanding individuals who make up *your* merry little band?
- Vernon Schillinger: [alternating between him in his cell and Andrew in the hole] A man does everything he can for his kids. Comforts them, loves them. Sacrifices everything for their happiness. But when your own flesh and blood renounces you, you have no choice but to renounce them. My son, Andrew, is dead to me. My son is dead.
- [cut to Andrew dead in the hole from a heroin overdose]
- Antonio Nappa: You're Kosygin, right? I heard of you. The most brutal hitter in Little Odessa. Antonio Nappa.
- [He holds out his hand but Kosygin ignores it]
- Antonio Nappa: I'm extending my hand to you in friendship.
- Yuri Kosygin: I don't need your friendship.
- Antonio Nappa: Fine. Let me tell you something. My boys control everything that goes in and out of this joint. Drugs, cigarettes, gambling. You decide to start your bullshit here, you won't live 'til morning.
- Yuri Kosygin: You Italians. So melodramatic.
- Andrew Schillinger: Dad, my whole life you crammed into my head how superior we white folks are. I don't see the truth in that. I look around this room and I see white faces, black faces, every color in between. The only thing that I know for sure is that we're all shit. Shit don't come in degrees. White or black, shit is shit. So fuck everything you believe in, fuck everything you stand for, and fuck you!
- Vernon Schillinger: [knocks Andrew down] Don't you DARE talk to me like that!
- Andrew Schillinger: Old man, you hit me way too many times like that when we were growing UP!
- [Attacks Vern, resulting in a brawl until the COs separates them]
- Lopresti: WHO started this?
- Vernon Schillinger: HE DID!
- Andrew Schillinger: [as he is being dragged away] You fucking LIAR! Fuck you, you FUCKING ASSHOLE! FUCK YOU! You're an ASSHOLE!
- Antonio Nappa: You look like my ex-wife
- Nat 'Natalie' Ginsberg: Why, thank you.
- Antonio Nappa: That's not a compliment
- [Keller is in Sister Pete's office having a session with her]
- Sister Pete: You and Schillinger were together at Lardner when you were how old?
- Chris Keller: 17.
- Sister Pete: He saved your life.
- Chris Keller: Mmmm-mmmm.
- Sister Pete: Did you have sex together?
- Chris Keller: Yeah.
- Sister Pete: Did he force himself on you?
- Chris Keller: Vern likes the power part of sex, so I let him think he did.
- Sister Pete: Do you enjoy sex with men?
- Chris Keller: I enjoy sex, don't you?
- Augustus Hill: Junk mail. Selling you this, promising you that. Publisher's Clearing House, you got your American Family sweepstakes, you got Ed McMahon warning you to open that envelope cause you could be a millionaire. And you know you can never win so you toss it. But what if you made the wrong choice? What if this was the one in a trillion time you win?
- Nikolai Stanislofsky: [Talking about Kosygin] You Sicilians think you're so tough. He would cut out your heart, eat it, and not think twice.
- [first lines]
- Augustus Hill: "Neither snow nor rain nor heat nor gloom of night stays these couriers from the swift completion of their appointed rounds." So says the United States Postal Service in their sunshine motto adapted from the ancient Greek historian Herodytus. Now back then, "swift" coulda meant a year and a day. Now? Ten am the next morning anywhere, from here to Kukabamba. People all over the globe every afternoon stand at their mailboxes, wondering what might be inside. You never know what to expect. And in Oz, most times, the best part is the expectation.
- Ryan O'Reily: I'd rather fuck Miss Sally.
- Tobias 'Toby' Beecher: I wouldn't mind a four-way work Neuter and Pecky.