Manhattan

Guy #1: She may be the stupidest girl ever.
Guy #2: I think she just pretends she is stupid.
Guy #1: Dude, she spelled Missouri with a Z, and Kansas with a U.
Guy #2: She does have a huge rack, though.
Guy #1: Tremendous!

–34th & Lexington

Overheard by: Oren Shapiro

Queer: It was my dealer’s fault. If he had coke I would’ve done coke. He only had crystal, so we did crystal.

–Therapy, W. 52nd Street

Yuppie guy #1: I’ll have a strawberry margarita. As fruity as possible. I just cover it up with a wife and kids.
Yuppie guy #2: Hey, I’m married, and I’m still not comfortable with my sexuality.
Yuppie guy #1: Really?

–79th Street Boat Basin

Overheard by: Andrea Natalie Goldstein

Teen girl #1: Oh my gosh, Brad Pitt is such an idiot.
Teen girl #2: I know, he never should’ve left Jen.
Teen girl #1: No, I mean, can’t he see that the baby is clearly not his?

–Penn Station newsstand

Preppy guy: I’m hardcore into the drug underground. Drugs and me, we’re like this.
Preppy chick: Drugs and I.

–53rd & 6th

Overheard by: djlindee

I’m in a bus stuck in traffic. I look out the window down at this woman driving alone in her car. She’s talking on her cell phone. After watching her continue to talk for 15 seconds or so, I see her suddenly put the cell between her ear and shoulder, release the steering wheel and use both hands to give the “in quotes” gesture. I’m sure this helped alleviate any possible misinterpretation of what she was saying to the person on the other end of the phone.

–Lincoln Tunnel

Newspaper guy: Only in the Post! Pictures of Pataki crying like a pussy!

–34th & 7th

Guy: He’s 31 and already he’s going through a mid-life crisis.
Girl: You’re 30 and you’ve been going through crises after crises after crises.
Guy: But I’m a Jew.

–19th & 5th

Old Jewess: That Suzanne Somers has some nerve. She is writing another diet book. I have a friend who has read all her diet books and every year she gets fatter and fatter.

–Music Box theatre, West 45th Street

Fratboy: She was like an ugly Paris Hilton, but not rich.

–C train

Overheard by: nicolette

Guy: I’m gonna beat you like an Olsen twin.

–68th & Columbus

Overheard by: Andrew Zar

Teen boy: Yo, I heard that Tupac was named after a Jewish holiday.

–Red Hook

Guy: Yeah, you know, that’s the great thing about the Kennedys: they get $1 off of every bottle of Scotch that they buy. You know, because their dad was a bootlegger and all.

–52 & Lexington

President: …and drop it off on the Upper West Side at 77th and 2nd.
Assistant chick: But that’s the East Side, you mean–
President: No, the West side at seventy-seventh and 2nd!

–E. 33rd Street office