Preppies

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

Prep #1: Let’s go play GameCube and listen to Jack Johnson and share our emotions.
Prep #2: Yeah!

–S train

Overheard by: Elizabeth

Girl: I want a Marc Jacobs bag, and I don’t care if it’s made of baby cow!

–Outside the Met

Overheard by: wants baby cow bag, too

Guy, explaining his pants: Yeah, they look gay, but they make my junk look huge.

–Midtown

Man picking up trash to woman picking up trash: How you gonna make ten dollars an hour and have people making minimum wage looking better than you?

–Madison Sq Park

Shopaholic: I know! One time I thought there was more to life than that. But then I went back to Bloomingdale’s.

–59th & Madison

Overheard by: DM Cook

Teenage girl on phone: So where are you?…So,what happened?…Not to your shoe! In the hospital!

–Central Park

Overheard by: concerned trespasser

Cougar-in-Training, looking at non-trendy partygoers: Clearly they don’t belong here.

–Rooftop party, the SoHo House

Preppy teenage boy on cell: I use the word "ex" as a coping mechanism. She can have her name back once I'm healed.

–Grand Central

Transvestite on cell: I'm changing my name from Angela to Rachel. Angela sounds very Disney. I don't feel like Disney. I feel like a hard sound, like Rachel.

–Pelham Bay Park

Black guy: Shit be fucked up. Niggas got bitches' names. Bitches got niggas' names.

–26th & 8th

Overheard by: Withnail

Yuppie to another: You know, man, I think you say my name more than your wife's.

–62nd & 2nd

Overheard by: The Vonz

Upper East Side girl, seriously: You know what the first thing I look for in a gentleman caller is? His name.

–89th St & 3rd Ave

Hobo: Happy birthday! Can I have a dollar?
Preppy guy: What? Sorry, I don't have any cash.
Hobo: I accept all major credit cards.

–Columbus Circle

Overheard by: cmtWHAT

Headline by: eeny

Runners-Up:
· “…Except Diner’s Club, I Have Standards, You Know” – DotTim
· “As Unemployment Rises, Technology Transforms the Bum Sector” – PeterG
· “Hobos: They’re Everywhere You Want to Be” – Coyoty
· “Mastercard: Avaliable in More Places” – MaccasGirl

Click here to see the new Headline Contest

Preppy girl: Well, then it gets hard, duh!
Preppy guy: But… Oh… Oh!

–5th Ave

Overheard by: Angel

Hippie girl: Free hugs! We're giving out free hugs today! (to preppy guy on park bench) Hey! Would you like a free hug today?
Guy: No, thank you.
Hippie girl: Why not?
Guy: Actually, I just had a minor surgical procedure on my abdomen. I shouldn't hug anyone until it heals.
Hippie girl: Well, that sucks. A hug might make you feel better, though!
Guy: I'm pretty sure that a hug would open up the incision on my abdomen from the surgical procedure. I'm told this would increase my odds of infection. Thanks anyway, though.

–Union Square

Overheard by: Double-M

Guy: The thing about Cronenberg is that you have to appreciate him in
context to what he does…which is often unappreciable.

–Belmont Lounge, East 15th Street

Preppy girl #1: Where's that Obama book?
Preppy girl #2: The Audacity of Hope?
Preppy girl #1: Yeah, that one.
Preppy girl #2: Why do you want that? It's not like you're gonna read it.
Preppy girl #1: I know, but I feel like if I did, I'd be a lot smarter, you know?

–Strands Book Store, Union Square

Preppy tween #1: You know, I really should try to get my grades up.
Preppy tween #2: Why's that?
Preppy tween #1: Well, if I did better in school my parents probably wouldn't think I was going out and having sex and doing drugs all the time.

–1 Train