Guys

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

Younger guy: She was a bit fatter than I expected.
Older guy: Well, you still did the deed though?
Younger guy: Yes, of course I did. I had the beer goggles on to protect me but it was hard to keep the cattle prod charged.
Older guy: Well, it’s not the pussy’s fault.

–42nd & Avenue of the Americas

Headline by: chubba

Runners-Up:
· “Also, Her Tail Kept Getting in the Way” – sam
· “I Learned a Lot That Summer on the Ranch…” – Mark
· “If Only I Had My +5 Armor with +2 Strength.” – Bevan
· “It’s the Whale Attached to It” – Bizzznatch
· “They Always Blame the Cat, Never the Dog…” – Steve Gotz

Click here to see the new Headline Contest

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

Loud guy: Hey! Illegal drugs, anyone? Illegal drugs? I want to buy some illegal drugs!

–6th Ave & 34h St

Overheard by: Emily

College girl to friend: Remember that time when you slept with that drug trafficker?

–33rd & 3rd

Man in restaurant: After the roofies I took I was a total mess, it was amazing.

–23rd & 10th

Overheard by: Matt

Man to friend holding Diet Coke: Do you remember when they had this at that gay bathhouse I had to go to because my drug dealer was there?

–Duane Reade

Dude, about crowd: I'm so glad we dropped acid before coming here.

–Trader Joe's, Union Square

Overheard by: Kat

Loud girl on cell: She can't just call you up and like, reminisce and be like, "remember when we loved each other?" Oh, and I don't even want to talk about the conversation we had this morning. There's no excuse to do acid!

–Wagner College

Guy on cell: …I’m fine, really. It was not a good time to come to London, though. The police are all running around looking worried. I should be back in New York in a few days.

–Duane Reade, Broadway & 84th

Overheard by: kenny

Guy: God, hipsters will nod their heads to anything.

–Central Park SummerStage

Guy #1: I hate those things.
Guy #2: Breasts?

–L Train

Overheard by: Derek

Hipster boy: I came home, and his shit was all open on my computer.
Hipster girl: He was on it again?!
Hipster boy: Yeah, and it was, like, rape videos he had downloaded. I sit down and it’s like rape, rape, rape. I don’t care if he uses my computer, but I don’t need to see that shit!
Hipster girl: For real.

–S 1st & Bedford

Overheard by: redshift

Guy: I have to say, one nice thing about living here is that the winters are so cold that a lot of the homeless freeze to death. So, you know, there's a lot less of them.
Girl: Dude, it's “fewer”. Not “less”.

–17th & 9th

Overheard by: Mike

Bisexual guy: They say a boner is the body's natural thumbs up.
Transexual guy: Wait a minute.

–Harlem