Questions

Woman #1: Have you ever been with a married man?
Woman #2: No. Not even when I was married.

–23rd & 9th Ave

Overheard by: C-Belle

Headline by: Rob

Runners-Up:
· “…But My Husband Has.” – Jen
· “Among the More Common Transexual Paradoxes” – Leary Blaine
· “I Could Never Schedule an Appointment With His Secretary” – Lizzay
· “I Knew There Was a Reason I Shouldn’t Have Married a Priest…” – Lukas
· “What Are You Trying to Say, Mom?” – dazed and confused

Click here to see the new Headline Contest

Black teen #1: I got a new girlfriend.
Black teen #2: Is she nice and thick or big and nasty?

–J train

Male 30-something lawyer: I'm looking forward to this weekend. Me and my girlfriend are going camping.
Male 50-something lawyer: The only thing I have left to look forward to is a quick, painless death.
Male 30-something lawyer: Have you ever been camping?

–Livingston St, Brooklyn

Overheard by: Big Larry

Rushing lady: Hold that train! Hold that train!
(conductor waits until she's on board)
Fellow commuter: That works?!

–6 Train

Overheard by: wikigreenwood

Duane Reade cashier: Do you have a club card?
Crazy hobo: No, I don't have a club card. I work my way through this life. I don't need nobody doin' me no favors. A favor is like a handjob. I don't need one.

–Duane Reade

New Yorker guy: You know that summer camp I went to? My friend is now the head of it and I’m going to help him out next month.
Girl, laughing: Awww, you’re going to teach the kiddies how to canoe and tie slip knots?
New Yorker guy: No, I’m gonna teach them about the Holocaust.
Girl (laughs then pauses): Wow, that is not what we did at Girl Scout camp in Wisconsin.

–6th Ave & 19th St

Girl #1: We're waiting for a friend and then we're going to take the train home.
Guy: Oh, where do you live?
Girl #1: Westchester.
Girl #2: Dammit *Britney*, stop telling people that!

–49th b/w 8th & 9th

Man #1: There were thousands of them.
Man #2: Thousands of what?
Man #1: Thousands of unemployed midgets.

–Astor Place

Overheard by: Pamela

Girl #1: Ooh look, a new Whole Foods!
Girl #2: Yeah.
Girl #1: It looks nice. Have you been inside?
Girl #2: Yep, I’ve been inside.
Girl #1: How was it?
Girl #2: It was nice.

–E Houston & Bowery

Overheard by: Ryan St.Clair

Annoying Jersey girl on cell: I'm not frugal. I'm, like, not frugal with a vengeance. I, like, refuse to consider money.

–19th & 8th

Overheard by: Hobo

Columbia University administrator: It gets difficult to manage finances as your endowment reaches the size of the GDP of a small country.

–Columbia University

Overheard by: Senatore

Bike messenger (yelling): Could anybody spare $50,000?

–6th Ave & 20th St

Overheard by: thiess

Man: I mean, what does does she *really* get out of riding a five thousand dollar scooter?

–Outside Think Coffee

Overheard by: nemily

Suit on cell: You see, the thing with money counters is they jam…and when you are in a roomful of illiterate afghans, there's 8 million on the table and they mistrust you.

–Mercer & Grand

Professor: I bet none of you wrote that in your admissions essay. "I want money." Actually, that might be successful. They might think, "hey, that's pretty cool, they're telling the truth."

–NYU Law