- Boss: Carlos, where the fuck are you?
- Jessica: I think your people skills need some work sweetie.
- Boss: Jessica... how'd ya like Maero's new tattoo?
- Jessica: Actually, I think it's pretty sexy... rugged,tough...
- Boss: Radioactive...
- Jessica: That's cute.
- Boss: I try, now what the fuck do you want?
- Jessica: Well, I just wanted to let you know since you were nice enough to give my man a makeover I should return the favor... don't worry, by the time we're through with him Carlos will look just as handsome as Maero.
- Boss: Listen up you fuckin' bitch!
- Jessica: Of course I don't have access to the same materials you did, but I figure we can make do.
- Boss: When I find you...
- Jessica: I'm sure you'll do something scary. Do me a favor. When you're scraping up your buddies face, just remember, Maero gave you a chance to be his partner.
- Johnny Gat: [Boss shows up to the courtroom to free Gat] Shit! About time your burnt ass woke up.
- Boss: [Tosses Gat his handcuff keys] You okay, Johnny?
- Johnny Gat: Yeah. Aside from almost being sent to the chair, I'm fucking great.
- Male Ganger: [when the Boss has worn the same clothes for too long] Since when is smelling like a hobo considered gangsta?
- Bum: Now that you're on top, I hope you'll make Stilwater safer for bums.
- Conspiratorial Bum: I'll smash your molecules with my molecule-smashing punch!