Guy: So, Rob slept with that trailer trash chick last night.
Girl: Holy shit! Which one?
Guy: The meth-head-looking one. You don’t think she looks like total trailer trash?
Girl: Oh my god, she had trailer trash oozing out of her fucking pores!
Guy: So why were you talking to her half the night?
Girl: Whatever. She was really nice.
–Terrace table, Blue Water Grill, Union Square
Overheard by: ebizzle
Chick: Why is level two on the third floor? Why isn’t there a ‘Floor Two’?
Guy: I dunno, hon.
Chick: Isn’t that weird, though?
Guy, as elevator goes up halfway: I think this is the second floor. It’s a secret level.
–AirTrain elevator, JFK
Overheard by: Jess McGins
Guy: What about a trampoline?
Girl: Nah, it was more fun in a shopping cart.
–5th & Broadway
Chick on cell: We can’t let Blair and Tootie control our lives!
–LIRR
Overheard by: Poogins
Homeless crazy black guy to three scared white girls in their twenties: Time is crazy. Oh man, what time is "Desperate Housewives" on?!
–10th Street & 3rd Ave
Large latino: Yo, it was so good last night, I mean I can’t believe you missed it. It was the best episode I’ve seen yet, seriously bro… Well the main thing that happened was Heidi tried to apologize to LC and she was all like: "I wanna forget you!" I was like: "Whaaaaaat? For real?" It was crazy, you gotta catch it!
–Times Square Office Building
Overheard by: SUSAN
Redhead: The "Brady Bunch" world is a world without urges.
–Veniero’s, 11th St between 1st & 2nd
Overheard by: Ursula & Winifred
Muscular guy: He comes up to me talking all this shit, saying that he’ll bring it. Bring what? He’s not gangsta like I am, he ain’t thug like me. Skinny motherfucka looks like a damn burnt-out Screech.
–On the Bus
Fulsome girl with bad dye job: I’m like: "I watch ‘Law and Order: SVU’, I’m not getting in your van."
–15th between 6th and 7th
Overheard by: Disunionsquare
Aries Spears, in line for an Ashlee Simpson autograph: I’m the black guy from MADtv! [Grabs a random girl’s camera and snaps a picture of them together and walks away.]
–Virgin Mobile Mega Store, Times Square
Hobo: I’m sick of this city, I tell you. Please help me get out of here…Hey, did you just give me 2 pennies?
Guy: 3, actually.
Hobo: Ah, motherfucker! What the hell am I going to do with this?
–Times Square
Guy #1: You should punch her in the face.
Guy #2: I can't, that's assault.
–The Strand
Overheard by: Firefly
Guy with Mohawk drinking a beer: That guy over there is half Asian and half black.
Friend in skinny jeans: That's so postmodern!
–The Cock, 2nd & 2nd
Overheard by: Trevor From Seattle
Australian tourist: Excuse me, mate, do you know where Hooters is?
Guy: Yeah, go up to 56th, take a left. It’s between 7th and Broadway on the right.
Australian tourist: Thanks mate!
Guy to friend: Hey, I just got taken for a straight New Yorker.
–54th St & Madison
Overheard by: The other gay Bostonian
Guy waiting on passport line: I'd like an expedited passport.
Postal worker: Oooh! Going anywhere fun?
Guy: Florida.
–Post Office, Brooklyn Heights
Overheard by: BLSwhatwhat
Chick leaving bar to friend: That's it, I have given up on New York men!
Guy in Yankees shirt: Hey! Don't judge us by guys from Queens.
–Bohemian Beer Garden, Astoria
Overheard by: Mike H
Headline by: Nicola
Runners-Up:
· “…but by Our Slick Taste in T-Shirts!” – Ijudgeyou
· “His Argument Would Carry More Weight If He Wasn’t Peeing Against a Brick Wall at the Time” – James
· “It’s Like Judging Americans by George Bush” – Allison
· “Just by Guys Who Hang Out in Queens” – From Brooklyn
· “Otherwise You’d All Be Lesbians” – Katie Darling
· “There Are Four More Boroughs Waiting to Disappoint You” – AngusM
