Prison

Very underage thugette: Look, they have a happy hour!
20-something thug: Shit, girl, you ain't old enough.
Very underage thugette: Nah, they won't check.
20-something thug: Yeah, they will–they'll kick you out and send me to jail.
Very underage thugette: But we're married!

–Outside Bar, Underhill Ave, Brooklyn

Guy #1: Did you know that I never liked broccoli until I went to jail?
Guy #2: Is it your favorite meal?
Guy #1: Of course!

–Porto-bello, Thompson Street

Woman: If it’s not illegal, it’s not worth doing. That’s my motto.

–Walker & Broadway

Overheard by: Jess McGins

Guy on cell: If I put on some weight around the middle, I’ll just go to jail and get my six-pack back. I don’t give a fuck!

–Bay Ridge Pkwy & 3rd Ave

Overheard by: The Inimitable Karen

Mother to young son: If you do that again, Mommy’s going to send you to Rikers!

–Staples, the Village

Overheard by: Afraid of Tough Love

Man to female companion: Imagine the kind of cool stuff we could do if we didn’t have jobs. We’d totally learn how to be pickpockets. What’s the worst that could happen? We’d get arrested and thrown in jail for a couple days every once in a while, but we’d make so much money!

–Rockefeller Center

Pilot: … And to your left you’ll see Rikers Island, where I spend my weekends…

–Flight to LaGuardia

Overheard by: Drumm

Angry woman: Thank God that shit came back negative. Maybe I can drop them charges now!

–Free STD screening clinic, Brooklyn

Drunk Suit #1: You do realize that we’re going to jail for this, right?
Drunk Suit #2: Yeah, I know.
Drunk Suit #1: I mean, Powers is dead!

–Dock’s Oyster Bar, 40th & 3rd

Overheard by: Greg Rutter

Thug #1: Aw, damn! Look who just got out of jail!
Thug #2: Wassup? Wassup?
Thug #1: How you feel?
Thug #2: Free as a bird, just like it says on my MySpace.

–Starbucks, Park Slope

Guy #1, in elevator at criminal courthouse: I don't understand. Why is it that every time I get arrested and come to court for something I did, they pull me aside and lock me up for something I didn't do? All I have to do is touch the door of the courthouse and they pull me aside and tell me I robbed the family dollar store! Why would I rob the family dollar?
Guy #2 in elevator: It's a family! Trying to make a dollar!
Guy #1: Exactly!

–Criminal Courthouse, Brooklyn

Overheard by: NYC Kim

Trench coat guy on cell: Are they arresting you?

–72nd & West End

Overheard by: orlum

Woman rushing inside: Oh my god! I was almost an eyewitness to something!

–Viacom building, 44th & Broadway

Overheard by: bonster

Man on cell: I’m sorry to bother you, but I really don’t wanna go to jail…

–S 2nd & Bedford Ave

Overheard by: Are All Criminals So Polite?

Guy: That’s so true! He’ll willingly go to jail just for the free sex!

–Union Square Park

Chick toting a baby: Yeah, but I ain’t qualify fo’ that ’cause of all them felonies I got.

–Ridgewood, Queens

Overheard by: Grytsayo

Teen daughter: Amy Winehouse just won all the Grammys.
Father: That’s not right. They shouldn’t be doing shit like giving people in jail awards.

–26th & 9th

10-year-old tourist kid: Mom, is Brooklyn famous for its graffiti?

–Coney Island-bound D train

Overheard by: BB

White guy, pointing: Over there in Brooklyn three-year-olds just, like, walk around!

–Delancey & Essex

Overheard by: Red Hair

Guy walking through bar: What’s with Brooklyn and beards?

–Union Hall, Park Slope

Overheard by: jasonjason

Guy: Brooklyn is the middle borough in terms of goodness.

–Kosher Delight

Thugette to double decker tour bus: Brooklyn! Brooklyn! You’re taking a tour of Brooklyn! I just got out of jail!

–Brooklyn

Overheard by: Staying on the bus….

Guy: So you don’t think neck tattoos are sexy?
Girl: No.
Guy: What do they make you think of?
Girl: Prison.
Guy: What if I get my name in Hebrew?
Girl: Jewish prison.

–10th & Ave B

Overheard by: Trying not to laugh