Times Square

Girl: Where’ve you been? I haven’t seen you in, like, a week?
Fat girl: Oh. I had a baby.
Girl: I didn’t know you were pregnant.
Fat girl: Neither did I.

–Times Square

Guy: Hey, come and see this comedy show for free! You can get drunk.
Tourist girl: We’re not over twenty-one.
Guy: Man, this is New York! We don’t card! Fuck the government!

–Times Square

Overheard by: Andi

Sassy woman: No, no, no, no. What I don’t think you understand is, his parents are his mother and a pimp.

–33rd & 8th

Overheard by: Alex

Drunk girl: I don’t want to be sold for five dollars on the street!

–1st Ave between 2nd & 3rd

Overheard by: Kira

Record label coordinator: This company needs a hit like a crackwhore on payday.

–150 5th Ave

Addiction expert: I don’t think he’s addicted to porn, but I think he does, like, coke off hookers’ asses.

–6 train, 68th St

Old Jewess: I couldn’t tell if they were singers or prostitutes.

–1 train, 42nd St

Overheard by: Kimdog

Man on cell: So then the hooker walked in with a squeegee. Then I knew it had gone way too far!

–Times Square

Guy: She’s kind of the President of the Prostitute Guild.

–Hughes Ave, the Bronx

Overheard by: Jess McGins

Girl on cell: Mom, are you drunk at Wal-Mart again?

–86th & Lex

Drunk man: I can’t believe they took Ray’s fucking Pizza out of the Ferry Terminal. How am I supposed to sober up before I go home now?

–Staten Island Ferry Terminal

Drunk guy: I have to move down to this end of the train because, if I don’t, I’m gonna hit that motherfucker down there. I know I only want to hit him because I’ve been drinking. If I wasn’t drinking, he wouldn’t bother me. If I had been drinking more, I’d just hit him. But right now I’m caught in a strange netherworld and I’ll just chill down here.

–1 train

Overheard by: Susan Elliott

Guy on cell: What? That ungrateful, lying bitch. I can drink more Jack through my dick than he could spill on a table!

–Times Square

Guy: Man, I don’t care if they call Protective Services on me. When my kid turns ten, I’ll be like, “You’re ready. Let’s go get hammered.” No fuckin’ way I’m waiting ’til he’s eleven.

–7th St & 2nd Ave

50-Something guy on cell: Yeah, I just spoke to Kate, and everything is wonderful. The liquor stores are open, and people are riding bicycles.

–1st Ave between 9th & 10th

Overheard by: LiAps

Enemy of Bill W.: If we pass a bar, do you guys mind stopping? I just need it chug a beer. It will literally take me 4 seconds.

–3rd St & 1st Ave

Female tourist: I don’t get it. This isn’t a square, it’s like… triangular.
Male tourist: No, no, they just call it that because… well… it’s like… a square… a square of people. I don’t know, it has something to do with algebra.

–Times Square

Overheard by: Luke

Boy in moving car, to random boy on street: First I’m going to kill your mom, then your dad, then your dog, and then I’m going to shoot your cat!

–Times Square

Overheard by: Carolynn

Tourist husband: So what is this show about?
Tourist wife: I believe it’s like a Muppets story.

Avenue Q, Golden Theater, W 45th St

Overheard by: Jose
Headline by: Michael

Runners-Up:
· “The Muppets Take Manhattan, Roll It Over, Pull Its Hair and Make It Call Them ‘Daddy’” – Colin McCleod
· “…And Miss Saigon Is About a Beauty Pageant” – bri b
· “And Porn Is Like a Plumbing Story” – jdw
· “And the Dinner You Took Me to at Olive Garden? That Was Like Italian.” – Andy Klingenberger
· “Avenue Q Tickets: $120. The Looks on Vernon and Estelle’s Faces When They Hear ‘The Internet is for Porn’: Priceless” – what i wouldn’t give to watch them watch the show
· “Everyone’s a Little Misinformed” – ian
· “Maybe If the Muppets Took Fire Island” – Broomrider
· “The Same Way That Debbie Does Dallas Is a Travel Documentary” – Kristin Sacre
· “Today’s Letters Are S, E and X, and the Number Is 69” – Iain, London

Click here to see the new Headline Contest

Sports enthusiast: Man, that guy was queerer than a football bat.

–40th & 6th

Queer enthusiast: My son can play football, but only if he’s gay…Because, well, at least he’d be gay.

–The Cloisters

Drunk college kid: I had to read Grapes of Wrath. Which, by the way, has no grapes! Pissed me off!

–53rd & 7th

20-Something chick: Non fiction? That’s true stuff right?

–Barnes & Noble, 54th between 3rd & Park

Older sister, giving younger brother a book entitled Living in Sin: Here, this is all about you.

–Barnes & Noble, Union Square

Guy, to friend reading Dostoevsky’s The Idiot: Hey, is that your autobiography?

–Times Square

Overheard by: John

Ghetto white dude: Yo, that nigga is like Shakespeare. Mad gangsta.

–9th St & 4th Ave, Brooklyn

Overheard by: shannon ramlochan

Guy: You can’t talk to me for half an hour about Chaucer and then tell me you have a boyfriend.

–St Mark’s & 3rd

Small girl, pointing at an advertisement for Little Man: Look, Grandpa! He looks like a little man!…He has a huge penis!

–189th St

Braggart: My penis is heavier than a full-sized gruyere cheese.

–Red Hook

Guy dressed as a penis, on cell: If you don’t get down to 14th and 6th in another 5 minutes, this is one dick you are not going to see!

–14th & 6th

Overheard by: Madhu Maganti

Guy: I’d give an inch of my dick for the fries at Les Halles. They’re that good!…Ok, maybe half an inch.

–Park Avenue & 29th Street

Overheard by: 11221

Teen boy on cell: Hey, it’s Big Daddy! You know, Big Daddy! You showed me your penis ring last night.

–Times Square

Overheard by: laura

Woman: Aaah! I’ve got baby penises in my eye!

–Sephora, Times Square

Girl: Ooh, she is going to be in so much trouble. She got caught smoking cock.

–Bed-Stuy