Questions

Boyfriend: You know what I really want to be?
Girlfriend: What, sweetie?
Boyfriend: A crazy old man! The kind with a shotgun that threatens to shoot at kids and steals stuff and never wears his dentures!

–Bryant Park

Overheard by: Me too!

Girl: Honey, who’s that white guy in our class?
Boy: Which guy?
Girl: The white guy with the accent? It’s like a gangster accent?
Boy: Gangster accent?
Girl: You know: “Yo yo, what’s up?” (throws up gang signs)
Boy: I didn’t know gangsters had accents.

–Parsons New School for Design

Headline by: LJ

Runners-Up:
· “A Whole New Way to Fulfill a Language Requirement” – Bill
· “And Since When Did “The Shocker” Become a Gang Sign?” – cbeck
· “Clearly You Haven’t Spent Enough Time Watching Bad Dance Movies” – mk
· “Keanu Reeves Deeply Researches Yet Another Role” – Bevan
· “Parsons New School Of Liberal Denial Is on 43rd.” – EddieA
· “That’s Not an Accent. He’s Deaf. Those Aren’t Gang Signs. It’s Sign Language.” – DB
· “The REAL Michelle and Barack” – Qasar

Click here to see the new Headline Contest

Five-year-old son: I’m mad at you.
Mom: Why honey?
Five-year-old son: Because you wouldn’t buy me an umbrella!
Mom: You never asked for one!

–Times Square Shuttle

Overheard by: Heather

Hobo with two jars in front of him: Food or drugs! Choose whether you’d like to sponsor my evening shot or dinner!

–Central Park

Homeless man: Hey, bindi-a, lookin’ good today! (Indian girl ignores his comment, begins to walk away). Fine! When you get mugged, I’m not helping you!

–Washington Square Park

Enterprising lady hobo: You could use your credit card to get cash, and give me the cash.

–Outside Dunkin’ Donuts, Brooklyn

Overheard by: Rich Mintz

Panhandling hobo: Spare some change for a large bottle of water and a nice Chef salad? Spare some change for bottled water and salad?

–Broadway & 10th St

Hobo: Hey lemme borrow those red Converse! I’ve got a hot date with Monica Lewinsky tonight!

–14th & 6th

Hobo to another: "You’re gonna turn me into a waffle?" That’s what she told me, you said! A waffle? Oh no, I don’t think so!

–23rd b/w 6th & 7th

Overheard by: sara

Crazy hobo: Watch out for traffic and knuckleheads! Beware! (points at random pedestrian) Him! He’s a knucklehead! Don’t trust him!

–5th Ave & 49th St

Train conductor: Now arriving at 116th street, Columbia University. Ivy league. Ivy league… Ivy league… Ivy league… Stand clear of the closing doors.

–1 Train

Overheard by: Amused Subway Rider

Guy on phone: I’m a tool, I’ll admit that.

–College Walk, Columbia University

Overheard by: Ed

Chick on cell: How did they know I was feeling hormonal? And did they need to announce it on my boarding pass?

–Columbia University

Overheard by: YotGC

(Columbia student #1 jaywalks in front of a car)
Columbia student #2: I can’t get hit by a car right now! I have a paper to write!

–115th & Broadway

(two frat boys in boxers run a lap down 113th as a third cheers them on)
Sorority girl: Sometimes I wonder how some of these people get into Columbia…

–113th & Broadway

Overheard by: wondering the same thing

Suit: Ladies and gentlemen, I have a financially stable family with two children. I just played fourteen holes at the country club and would kill for an iced cappuccino. Please give me some money.

–1 Train

Man, about two women passing: Fellas, you can’t let them get away! If you do, they’ll turn into a cup of coffee and a buttered roll!

–Bleecker & 11th

Toothless bum: Hey man, can I get two dollars so I can get myself a Cappuccino?

–B Train

Overheard by: Comack

Seven-year-old boy: Mom, I want to take a picture of Starbucks!

–42nd & Broadway

Mom’s Fling With Josh Ended Predictably

14-year old girl #1: Did you call her a bitch?
14-year old girl #2: No. I was like: “Mom! You have chlamydia. Shut up!”

–B Train

Overheard by: Jessica

Girl #1: She wouldn’t even take his name?
Girl #2: And she even refused to hyphenate? That’s ridiculous!

–6 Train

Overheard by: Noelle

Street vendor: Designer jewelry. Five dollars.
Woman: Really? What designer?
Street vendor: Who knows.

–52st & 5th

Young male professional: So your dad’s cool with you not eating?
Young female professional: Yeah, he’s totally fine with it. He’s gonna start next week too.

–Union Square