Hobos

Woman from first-floor window of brownstone: Hi… Can I help you?
Hobo going through her trash: Uh… Is this house for sale?

–12th & 2nd

Overheard by: lolo

Hobo to young woman holding coffee cup: How can you be happy? There's no vodka in that cup!
Young woman: How do you know?

–Union Square

Overheard by: Ashley

Hobo: Do you have a dollar?
Suit: Yes.
Hobo: May I have it?
Suit: Shouldn’t you do a trick first?
Hobo: Fucker, I don’t even own pants! You want me to dance for that shit?

–49th Street station

Overheard by: dank

Talkative hobo, seeing woman holding papers about Africa: What's up in Africa? You don't look African.
Dignified woman: I used to work in Angola.
Talkative hobo: That's the best kind of job to have, where they pay to send you all over the world. Damn, I bet it costs $2000 to fly to Angola if you were paying for it out of your own pocket.
Dignified woman: Actually, it costs more than that. It's about $4000 to fly to Angola and back from here.
Talkative hobo: Holy shit! $4000 to fly to Angola and back? Do you know how much weed I could buy for $4000? I could sit my ass in the park all day and smoke myself to death! Damn!

–1 Train

Hobo: Hey, man! Don’t ever sit on the curb. It’s bad luck, man. I’ve been on the street for 25 years. 25 years! And I have never sat on the curb. You should never sit on the curb. Take it from me, I’ve been on the streets for 25 years. It’s bad luck.

–7th & A

Overheard by: Devin Sinski

Where: 14th St. Between 1st and 2nd

Hobo: Everybody stand up. Stand up!

Hobo: Let me sit in your lap and belch like a naughty girl!
Young man: Okay, now I’m freaked out.

–23rd & 6th

Overheard by: Zed

Headline by: tab

Runners-Up:
· “But That’s Just The Acid. Have A Seat!” – Lalaith
· “But Not Sufficiently So to Decline Your Generous Offer” – andy
· “Dad, Im Getting to Old for That!!” – not again!
· “Go Home, Britney.” – EKC
· “It Sucks to Be New York Santa” – aileen
· “Please Go Back to Humping My Leg.” – Dennis
· “The Fairy God Hobo Can Make All Your Dreams Come True…” – Uulargh of the Prairie

Click here to see the new Headline Contest

Blonde tourist squinting at sign: It says in small letters, ‘African-American burial ground, Historic District.’
Hobo: That’s right. They’s dead niggas all over the mothafucka. Right under the pavement. Paved right over they ass without no mothafuckin’ consideration whatsoever. You probably standing over a dead nigga right now.
Blonde tourist: That’s terrible. How did they find them?
Hobo: The white man was diggin’ here for something — I dunno, prob’ly thought there was some money under the sidewalk, and all they found was a bunch of dead niggas. So they covered ’em up again and put up them signs.
Blonde tourist, handing hobo a dollar: Well, thank you very much.
Hobo: And thank you, ma’am. Any other historical information you need, come back and ask for Willie.

–Center St & Pearl St

Overheard by: Big Larry

Hobo: Hey, is this a movie theater?
Woman behind counter: Yeah. What did you think it was?
Hobo: A movie theater.

–Sunshine Theaters, Houston

Overheard by: Jonathan Rosenblit

Hobo: Hey man, it’s not raining. It’s just your imagination.

–36th & 5th

Overheard by: Q-Bert