West Village

Woman #1: And then she said, your ass looks like my dog!
Woman #2: She’s right.

–West Village

Guy eating pancakes: Everything's funny in retrospect, like the time I got that screwdriver stuck in my eye.

–IHOP, Brooklyn

Ancient Greek civilization professor: A sexual act, in some sense, for an observer is funny.

–Hunter College

Crazy lady: All the prostitutes need to be rounded up and stuck in churches! (teen girl laughs) You think that's funny? It's not gonna be funny when you are in a hospital addicted to crack!

–Water St & Broad St

Girl to her friend: Wouldn't it be funny if human beings could only walk forward and backwards?

–8th St & 2nd Ave

Lady sitting with girlfriends: It's funny because I'm pregnant, and he doesn't know.

–Starbucks

Drunken Jets fan to friends in Jets jerseys: That's not funny. You want to see something funny? (grabs wooden signpost, slams forehead into it) That's funny!

–W 4th & Barrow

Overheard by: jira monkey

Young black guy to another: You know, Obama is to politics what Richard Simmons is to exercise.

–PATH Train

Guy standing outside bar: And she was like, "What, like Gary Coleman?" and I'm like, "No, not like fucking Gary Coleman!"

–4th & 10th

Girl to boyfriend: Well, Tom Green only had one testicle. It's totally fine.

–E 11th St

Overheard by: j

Suit on cell: And I was like, "Fuck you, Ryan Cabrera"!

–Bedford & 6th St

Black girl on cell: I told you, we're like the Paris Hiltons of Liberia.

–Borders, Wall St

Overheard by: step

Guy (after taking picture with Jeremy Piven): Damn! I can't put this on MySpace. I'm wearing the same shirt I wore when I met Chazz Palminteri!

–Outside Barrymore Theatre

Overheard by: Pasta…Salad

Twink #1: What’s that place across the street like?
Twink #2: Ugh. A total Foley bar.
Twink #1: Ew.

–Outside The Hanger Bar, Christopher St

Overheard by: Joe Jervis

Dude: Don't take your drink in the bathroom with you, that's gross.
Chick: Well, I'm not going to pee in it, I'm going to drink it while I pee!

–Blind Tiger Ale House, Bleecker Street

Girl on cell, looking for her friends: Can you see me? Look at the sun, I'm directly under it right now.

–Sheep Meadow, Central Park

Guy on cell: Yeah, we'll go now. Okay. Right now, I'm at 116 and Hamsterdam–Hamsterdam? What the fuck did I just say? Oh, wow, that is a disturbing mental image. Yeah, exactly. River full of hamsters. Okay, see ya.

–116th & Amsterdam

Overheard by: That would be truly terrifying.

Harlem woman on cell: Come find me! I'm on the downtown side of the street!

–East Side

Drunk guy on cell: Yo, I'm on the corner of fuckin' somethin' an somethin'.

–42nd St & 5th Ave

Drunk on cell: Where am I? Where am I? I'm at the corner of Charles Street and motherfucking I don't know!

–West Village

Woman to friends: Oh thank god! I feel so much safer now that we're at 7th Avenue.

–G Train

Tourist #1: We should visit Chinatown.
Tourist #2: Why?
Tourist #1: We can see real Chinese people in their natural habitat.

–Subway station, West 4th St

Hobo: Can you spare some change? Or food?
Black lady: Nigga, get a job. This neighborhood's gone too bourgeois for your ass to be begging.

–West 4th

Overheard by: bella

Exasperated woman on phone: It's a phone interview! What does it matter what type of boobs I have?

–Office Building, 32nd & 7th

Overheard by: erkala

Girl, after guy accidentally hit her boob: Ow! You should be squeezing them, not hitting them!

–Toys R' Us, Times Square

Overheard by: Lotte

Upper West Side girl to friend: I hate that my boobs are so big! It completely ruins that skirt for me.

–Canal Street

Hobo: But I don't want to love my breasts!

–Ave B

Man on cell: So you're coming to New York? That's good. I called your mother, she said you're staying with some girl with big tits tonight.

–West 4th Street

Guy to another, while at lunch: I don't care if you think I live too fast and I'll be dead at 45. At least I'll die with a tittie in my mouth!

–Bryant Park

Overheard by: sal b

Average Joe: Short people are insufferable!
Shorter friend: Tell me about it!

–Bleecker St & Carmine St

Overheard by: Lezbotron

Headline by: Jane

Runners-Up:
· “…And They Have Limited Vocabularies and Will Agree With Anything” – Bob
· “I Thought I Just Did.” – Katie
· “That Scene From “The Wizard Of Oz” Was Like Hell on Earth!” – space coyote
· “To Be Fair, He Did Reply in That High-Pitched Cackle” – Kenneth
· “Tom Cruise Is Refreshingly Self-Aware” – Meg

Click here to see the new Headline Contest