Guys

Guy, refusing to hold on to train pole: I'm trying to see how stupid I can really be.

–7 Train

Overheard by: jj

Train conductor: Next stop, 42nd. If you want to transfer to the e, I think it's running on the r, so get off next stop and walk to the r line. Don't be an idiot and wait for a train that ain't coming. Get off at 42nd and go to the r line.

–A Train

Overheard by: Amy

Chubby girl, passionately arguing on cell: I really believe Fabio is so not stupid. (pause) Seriously! He just has trouble…um…communicating.

–Outside Educational Housing Services, Clark & Henry

Overheard by: Blue Steel

Conductor: Ladies and gentlemen, we have an idiot on board. He knows who he is.

–N Train

Random guy to boy wearing fishnets and boxers: Yo man! I like your pants!
Boy: Thanks! They're really breezy!

–St. Mark's Place

Overheard by: Scarface

Girl: He's so awkward. He's a wallflower that stands in the middle of the room.
Guy: Yeah, he's awkward.

–109th & Central Park West

Headline by: Ron D.

Runners-Up:
· “Al Gore Gets Few Invitations” – Coyoty
· “Everyone Wishes Carrot Top Would Retire” – Emily Leonard
· “How It All Began: Hitler at His First Bar Mitzvah” – Nick Pollotta
· “She Realized Shortly Thereafter She Was Talking to a Parrot” – amp
· “That Is Just Jacob Dylan” – Bigwb

Click here to see the new Headline Contest

British guy: But whenever I give a pitch I cry like a little girl!
Girl: That's why you have to practice with someone who is better than you at pitching!

–New York Film Academy, Union Square

Middle aged black woman on cell: Does your mother know we're married yet?

–Forever 21, Union Square

Overheard by: Sophie

2nd grader: See! This is what happens when a man marries another man! They get divorced!

–22nd & Lexington

Angry man to woman: They just had to get fucking married two days before fucking Christmas!

–Century 21

Overheard by: Amina

Dejected guy, slumping on stairs: Will you marry me?

–11th St & b/w University Place & Broadway

Overheard by: Alex Bailey

Guy on phone: She already said yes, so I don't have to get her a ring, right? (pause) Well, why do I have to get her a ring if she already said yes?

–18th St & 1st Ave

Overheard by: Jessica Bergin

Middle aged man: So all you gotta do is pick up a gray squirrel holding an acorn, squeeze his belly, and hear him make real squirrel chatter.

–92nd & Lexington

Latina girl on cell: Chill the fuck out! Groundhog Day isn't till like June or some shit!

–PETCO, Union Square

Overheard by: Max

Girl: I tried a lot of things before I started kicking small animals.

–15th St & 6th Ave

Overheard by: Rijita

20-something guy to another: They cost a lot but they live forever. If you get a group of like 20 elephants, you're invincible.

–1 Train

Female student: But how else would you transport the elephant?

–34th St b/w Park & Madison Ave

Eight-year-old boy, running hellbent through playground, to friend: I could tell you about Archelon, the largest evolved turtle, but there isn't time.

–Riverdale

Overheard by: Someone else's mom

Guy on cell: It was kind of like sexually penetrating cows…

–E 55th St

Overheard by: TiffanyLyn

Ghetto lady to another: Her son is a lesbian!

–Port Authority Bus Station

Suit to friend: Did I ever tell you about the time I ran into a Dunkin Donuts Drive Thru window with a transvestite in my back seat?

–N Train

Overheard by: Tater

Cop: The trannies hate the DVDs. They just can't get along. They hate each other more than the Bloods and the Crips!

–Union Square

Overheard by: Jon A.

Girl on cell: He just turned around and slipped into the skirt, and I just had to tell him! (pause) No, it didn't flatter his figure.

–Avery Fisher Hall, Lincoln Center

Crazy guy, pointing to girl sitting on fireplug: She's a man! That girl's a man! She's a man! Heh, heh…okay, stay there, I'll be right back. (pause) To punch you in the face!

–23rd & 7th

Overheard by: EthanK

Guy on phone: First you wanted to be a car salesman, and now you want to be drag queen?

–31st b/w 9th &10th

Overheard by: roommate of guy on phone

Guy: Excuse me miss, do you know what time it is?
Girl: Uh… (checks phone) 10:06.
Guy: Thanks, I don't have a phone yet, I just got out of prison.

–Penn Station

Overheard by: Megan in the Netherlands

Preppy white guy: I'm sorry, but you can't.
Hippie white chick: Bite my junk, bitch!
Preppy white guy, sighing: Okay, I'll see you at dinner.
Hippie white chick: Later! Love you!

–Henry St & Atlantic Ave, Brooklyn Heights

Dude in crowded subway car, to friend he's showing around town: That's why hipsters are all so thin, so they can move easily through trains.
Friend: So, is that, like, a requirement here?
Dude: Yeah, there's a practical reason for it.

–R Train

Overheard by: Morning Glory