Questions

Angry Spanish boyfriend: You know why I'm talking to you like this! Because your boss was sitting there and you probably had no damn clothes on!

–Broad Channel Subway Station

Girl to friend: Yeah, I can't wait until we take off our clothes and do our make up!

–116th & 3rd

(20-something couple is walking down the street with arms around each other)
Woman: So were you self-conscious when you took off your clothes in front of the children?

–28th & 5th

White guy answering cell: Negrooooo… I'm on the Long Island Railroad being completely homosexual… You missed it, completely naked…

–LIRR

Overheard by: Xavier

Five-year-old girl, before performance begins: Are they going to take *all* their clothes off?

Hair, Delacorte Theater

Girl to friend: God! I remember when my brother ran into my room naked screaming that he had two buttholes.

–Subway, 14th & 1st

Overweight middle age white guy to friend: I know, I get it, you like to sit naked in the mud while some guy serenades you on his guitar singing about things I don't believe and can't understand. That's your thing. I prefer hockey.

–89th & 4th, Brooklyn

Little kid: We're going to the city to get mommy titties!

–LIRR Train

Punk chick: This thing needs bazooms. I'm a punker chick with itty bitties.

–Midtown Office

Girl to female friend: Hey, did you know today is the three-year anniversary of my boobs?

–Union Square

Crazy lady trying to exchange a shirt: I can't go to work with my tits hanging out!

–Abercrombie & Fitch

Overheard by: me neither.

Chick on cell: In his defense, I forget about breasts, too.

–Columbia University

Overheard by: Wild Dog Boy

Music theory professor, explaining classical idioms: The reason we use these techniques is because the great composers did–Mozart, Beethoven, Bach. They knew what they were doing. Bach knew that Mozart intuitively understood the music. When he reviewed Mozart's work, he was like, "that motherfucker!" (slight pause) Yeah, more or less.

–Columbia University

Overheard by: Music Theorist

Girl to friends: Imagine this: Spice Girls concert, platform shoes, glitter all over my body…

–McCarren Park, Brooklyn

Overheard by: do I have to?

20-something Whitey McWhiteface to friends: So do you think Lil Wayne tried to become a hipster or, like, it just happened?

–Park Slope

Overheard by: Hopper

Guy to friend, while watching Radiohead: This is a great song to urinate to.

–Liberty State Park

Doctoral student on phone: I can't do my dissertation on the sex lives of great composers…I can't… No, it's just that the subject is too big… Ok, so 1950 to present.

–Manhattan School of Music

Overheard by: Xiao Hoah Dze

Conductor: Please stand clear of the closing doors. And now for your entertainment… (taps on the microphone a pretty decent beat) I hope you all like my beats…I've been practicing!

–F Train

Overheard by: Groovin to the music

20-something on cell: So yeah, I hit a new low. So you know how I had sex with Dan, Steve and Dave? Well, I totally just handled my friend from work who is married and we did it in his daughter's bed. If that doesnt say I'm crazy, I dont know what does? (pause) Are you kidding me? His wife never gives it up, that man busted four times in a matter of minutes.
(pause). Well, that's now four men this week who said I have the best pussy they've had.

–159th & Broadway

Overheard by: morgan

Girl: She was fucking everybody in this city–and no one even liked her!

–Houston & Lafayette

Overheard by: bRonwyn

20-something man to girlfriend: You're a grown woman! I can't help it if you're a whore!

–7 Train

Overheard by: becky z-dub

Girl on cell: Wait, so you and Skylar are dating now? Ahh, so exciting! (pause) No, you didn't already tell me. You said that you woke up next to him. Since when does that mean you're dating someone?

–Bedford & 8th

20-something blonde on phone: All those people who laugh and snigger at you only do it because they too have experienced the walk of shame.

–Christopher & Bleecker

Man on phone: I can't be constantly wondering who you're sleeping with! I tell you, I'm tired, I'm old, and I can't do what I'm supposed to do. I'm a good 60, but I ain't good enough to be waking up everyday and chasing you around!

–Coffee shop, Crown Heights

Overheard by: Eric

Hipster on cell: I don't see what's so wrong with going up to someone on the street and saying, "hey, what's up? Let's fuck!" I do it all the time!

–Great Hall, Cooper Union

Overheard by: NYUTSOA12

Man with clipboard #1: Excuse me ma'am, do you live in the city?
Lady: Well, I'm answering you, so I obviously don't.
Man with clipboard #2: Ya know, she's right.

–Union Square Greenmarket

Hobo to another: Ohh… Check that out! Hot white ass!
Girl in blue pants: Why are there so many drunken perverts in Central Park?
Friend (seriously): He's probably just color blind.

–Grand Central Station

Headline by: dwasifar

Runners-Up:
· “…Or, Knowing Your Ass, Just Plain Blind.” – EddieA
· “Because Let’s Be Honest, He Clearly Wasn’t Referring to That Wagon You’re Dragging.” – Wilkeson
· “Or It Could’ve Been the Ablino Donkey Behind You…” – Krikit
· “Smurfette Swore She’d Never Come Back to the City Again.” – 1310 (formerly SNA)
· “The White Pants…Always Keeping the Colored Pants Down” – California Dave

Click here to see the new Headline Contest

Tourist: Is this our stop?
Helpful stranger: This train only got one stop!
Tourist: Oh I'm sorry, I didn't know. This is my first time on a subway!
Helpful stranger: Then get the fuck away from me! I don't want no tourist cooties!

–S Train

Overheard by: Heather

Teenage girl: What stop do we get off at again?
Mom: Brick Church.
Teenage girl: What?
Mom: Brick Church.
Teenage girl: Brick?
Mom: Yes, as in “I want to throw a brick at you.”

–Penn Station

Overheard by: Sharing the Same Sentiment

Black hobo to passing tourist: Where you from?
Tourist: Ireland.
Black hobo: You Irish?
Tourist: Yeah.
Black hobo: Well, god bless the Irish. And god bless the Italians. And fuck everyone else!

–8th Ave & 22nd St

Overheard by: Doug Tischler

Hoochie lady to friend: Hooooo! Girl! Close yo' legs! You stinking up the whole damn train!
(stranger laughs)
Friend to stranger: What you think is so funny, white boy?

–Metro North