Hobos

Woman on cell: Why aren't you looking for some boy to do it for free?

–E 3rd & 1st Ave

Overweight MTA worker with megaphone: Free shuttle buses to Utica Ave. Follow the crowd. Free shuttle buses to Utica Ave. Follow the crowd. No shirt, no shoes: no service!

–Franklin Ave Subway

Overheard by: Jesus Jon

Homeless guy: Free boogers! Get your free boogers!

–8th & 6th

Overheard by: Zack

Old woman with glass of wine and full plate, stumbling out onto the sidewalk: Ha! It's free! Everyone, free food! Ha!

–Open House Art Exhibition, 106th St & Broadway

Guy giving out free pens: Come on, don't be shy! Come get your free pens! This is New York City, only thing you're gonna get for free are these pens and your mother's love.

–Kimmel, NYU

Wanna-be thug eating ice cream: Wanna know how much I paid for this? S'free! I stole it.

–125th St & Broadway

Overheard by: EthanK

Hobo stopped for stealing a box of bottled water: But Obama's President! Everything should be motherfucking free for the next 279 years!

–Duane Reade

Hobo: You white, right?
Hipster: Uh, yeah.
Hobo: I’m the 10 thousand-foot-tall sequoia tree, and you’re a 10 thousand-year-old white man!

–6 train

Hobo to white guy walking with three black friends: What's up, slave owner?

–The Village

Girl on phone: We should practice selling ourselves to each other.

–Subway Sandwiches, 38th & 7th

Crazy man on train: America! America! Anybody wanna buy some white people?

–A Train

Ditzy girl to friend: So I had this black boyfriend one time, and we had to break up because he kept talking about slavery. I was all, hello, I'm Czech, my people were slaves too.

–Columbia University School of Social Work

Overheard by: Eric

Black toddler to mortified white nanny: Wanna play slave?

–Carroll Gardens, Brooklyn

Chick: There are so many homeless people around today. Like they’ve come out of hibernation or something.

–Penn Station

Overheard by: isabelle

Chick: I hate this museum. It’s filled with stuffed monkeys who all look like they’re crying.

–D train at 81st St, Natural History Museum

Hobo: Hey man, can I have a buck?
Abercrombie: No, I’m sorry, I only have $2 on me.
Hobo: Come on man.
Abercrombie: I’m really sorry pal…I need it.
Hobo: Come on! You’re pretty and pretty people are never broke.
Abercrombie: Yes we are! We just look better in it, now leave me alone!

–42nd & 7th

Overheard by: Matthew Mundo

Mother to five-year-old daughter: That's why she's a very smart woman. She married a very rich man for exactly that reason.

–University Place &10th St

Overheard by: evanescent

Homeless man to little boy with parents: Ask your mama why she marry your daddy. She'll tell you it was for the money.

–Statue of Liberty

Sorority girl to another: So like, do you think Brad makes good investments?

–53rd & 1st

Asian girl on cell: It's like I have a sign that says "trophy wife" written across my forehead, and then they find out I'm 22 and the sign is suddenly in neon.

–Tribeca

Girl on cell: No, you remember, I'm going to be a gold-digger! It's like a hooker, but smarter.

–NYU Classroom

Hobo to himself: The VA wants $200. (pause) How can I give them $200? (pause) I only get $320. (pause) Maybe I'll bribe them. (pause) No, that won't work–you need money to bribe people.

–Chase ATM, Grammercy

Overheard by: cmk

Headline by: Luminesce

Runners-Up:
· “He’ll Be Running a Hedge Fund in No Time” – again
· “I Guess the Facelift Will Have to Wait” – JohnAustin
· “In the End, He’ll Use His Sex Appeal” – Daniel
· “It’s a Catch-22” – Gary
· “Or Just Vomit on Their Doorstep Until They Cave in” – Fresca P
· “You Could Try to Sell Barack Obama’s Senate Seat” – Nick Pollotta

Click here to see the new Headline Contest

Little boy singing to mother: E is for druggies!

–R Train

Overheard by: Allegra

Crazy hobo: Take the V train! V is for vasectomy. Why take the crowded E train where all the lesbians will crush you?

–V Train Platform

Overheard by: Tom

Conductor: This is 14th Street. Transfer here for the L as in "lower level of hell".

–F Train

Overheard by: So True

Little boy playing with chopsticks: Look mom! (forms a V) V for Victoria! (forms an X) X for xylophone! (forms a T) and T for terrorist!

–Japanese Restaurant, 3rd & 25th

Conductor over loudspeaker: I know it’s Saturday afternoon and all you people are mad confused because the trains are all messed up on weekends, so listen up: The W as in "Will you marry me?" will be running on the Q as in "cookie" line. And the R as in (goes in operatic singing voice) "rooooooooooomeooooooooooo" will be running normally for the rest of the weekend. Alright y’all… There you go. Enjoy your Saturday!

–Canal Street Subway Station

Overheard by: stfo

Hobo #1: You know what, man?
Hobo #2: What’s up?
Hobo #1: Yo, I balls out love opera.

–Houston & 1st

Overheard by: Jonah Eller-Isaacs

Hobo: Hey! Spare some change for an old hippie to buy some pot!
Old lady, dropping in some change: At least someone is honest these days…

–Cental Park

Overheard by: JRay