Questions

Corporate girl: Dude, he's got a monkey.
Corporate guy: A monkey?
Corporate girl: Yeah.
Corporate guy: Like a real monkey? Or a monkey monkey?
Corporate girl: Like a real monkey.
Corporate guy: Does it bite his kids?

–52nd St & Ave of the Americas

Overheard by: what's a monkey-monkey?

Hobo #1: But that's not enough to have pee in my butt…
Hobo #2 (interrupting): What would have been enough? 30, 40 dollars?
Hobo #1: Huh? Well! What the hell are you asking for? Now, exactly, you can pee in my butt for nothing…for a conversation… for a howdy do!

–YMCA

Overheard by: German Deter

Drunk hobo: Can I tell you one thing before I die? Babe Ruth was the best there ever was… But I never saw him, and neither did you! Do you know why?
Blonde girl: No…why?
Drunk hobo: Because you weren't alive…and neither was I. (takes out flute and plays Take Me Out to the Ball Game)

–E Train

Girl #1: Is “dildo” a word? Is it in the dictionary?
Girl #2: It should be, it's a noun.

–15th St & 5th Ave

Overheard by: Dr.Suze

Headline by: Rosie

Runners-Up:
· “And It’s Not That Hard to Wrap Your Tongue Around It.” – Julian
· “I’ve Verified That It Can Be a Person or Thing.” – Jim
· “Just Look for the Picture Of Bill O’Reilly” – jlp
· “Lesbian Wins Scrabble Contest” – mr. macdog
· “Sure Don’t Script Porn Like They Used To” – benji

Click here to see the new Headline Contest

Gay guy with lisp: I heard Mark, you know, the fat kid? I heard he slept with the hockey team.
Blonde girl: Funny thing is…we don't have sports teams at Marymount.
Gay guy with lisp: Oh my god! Are you cereal? I was lied to? The queen of gossip is never lied to. Ugh!
Blonde: Don't talk to me… You just said “cereal” in place of “serious.”
Gay guy with lisp: Whatever, I'll tell everyone it was you that slept with the hockey team.

–Marymount Manhattan College

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