Men

Older woman on park bench: How is Barry?
Older man on park bench: Barry Manilow? Don't know 'em.
Woman: You know Truman Capote's son? He liked pumpkin soup.

–Union Square Park

Woman to another: She had one baby at her breast and another baby sitting next to her, trying to sell chicklets.

–10 Rockefeller Plaza

Overheard by: Jarrod

Young man to young woman: Sell it on the black market or give it up for adoption. That's basically your only two options.

–Grand St, Chinatown

Overheard by: Mike Posillico

Crazy woman to entire bus: My husband be given my money to all those hoes. That's why I gotta sell coffee. But at least I'm not sellin' my ass… (gets distracted by radio) Oh, this is a nice song.

–Bx15 Bus

Overheard by: Karly

Father of four, attempting herd jumping children on street: Okay, the next child that doesn't listen to me will be sold!

–34th & 3rd

Overheard by: Dahouhou

Midwestern lady tourist to husband: Huh, Virgin. I wonder what they sell there.

–14th St, across Doomed Megastore

Overheard by: Not buyin what they're sellin

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

Woman: Yeah, he was a “client”.
Man #1: The Pope?
Woman: Yeah! Lots of times.
Man #2: Oops…no, I’m not saying it…I’m going to hell.
Woman: What? No, now you gotta tell me.
Man #2: Uh, was he good?…you know…with the Parkinson’s…sorta like a built-in vibrator. Did he have the Michael J. Fox thing going on? BVVVVT!
Man #1: Oh no!
Woman: Oh my God! You are going to hell.
Man #2: And you’re not? You fucked the Pope!

–Tottenville, Staten Island

African man: Does it feel hot here?
African-American woman: I dunno. My boobs ain't sweatin'.

–F Train

Overheard by: Russ Wall

Guy to friend: Oowee! Some weed and a perm! That's my perfect New York day.

–West Village

Overheard by: Joe

Conductor: Step in, stand clear…let's go New York!

–1 Train

Overheard by: Ashley Nelson

Intoxicated creepster: Are we in Manhattan? What the hell! This city is so full of New Yorkers!

–St. Mark's Place

Overheard by: Lizzzzz

Bitter man on subway: I think one summer here would cure them of any love they have for this town.

–1 Train

Passerby to surprised-looking wife, watching fight: They're fighting. It's New York, that's what people do in this city.

–City Hall

Overheard by: ascorbique & almost famous

Grinning paramedic to female tourist in shock, strapping her to backboard after she was struck by a car: Welcome to New York!

–34th St & 7th Ave

Overheard by: Mateo que Feo

Docent: I'm sorry, sir. Only staff are allowed in the elevator at this time. The roof is closed due to bad weather.
Man: But the museum closes in thirty minutes. This is my last chance. I really don't mind a few raindrops.
Docent: Sorry sir, staff only.
Man: Could you please get a staff member to take me up then? I came all the way from Jersey for this.

–The Met

Gay guy to passersby: Spare an asshole for a gay man?

–Union Square

Man to woman: It's not that I'm an asshole; I just don't want to be seen with you.

–Bar, Upper West Side

Overheard by: Eric

Hipster chic: You could fit a globe in your asshole, it's so big.

–Bedford Ave & 3rd St, Williamsburg

Overheard by: letthemusicplayy

Woman, answering cell: Hey, asshole!

–Rite Aid, Grand Central

Woman #1: You should have seen it, over at The Little Mermaid, there were all these kids outside, just bawling.
Woman #2: Really? Is it that bad?
Man: No, they couldn't get in. Stagehands' strike.
Woman #2: Oh.

–Parking Garage, Lincoln Center

Overheard by: Duncan Pflaster

Man to confused ladies turning around to exit porn shop: We have straight stuff too!
Women, re-entering store: Oh! In that case…

–Chelsea

Headline by: Paul Tabachneck

Runners-Up:
· “All Our Dildos Are Unisex…” – Jacques
· “But You’ll Need to Enter the Store Via the Front Door” – Zorak
· “Do You Have Any Dildos Shaped Like Clay Aiken?” – Clay got a bitch preggers…
· “I’ll Take 600 Of Your Finest, Blackest Dildos, Please.” – porter
· “Ironically, It’s In the Rear.” – Allison
· “It´s In the Back Behind the Curtain” – Deek

Click here to see the new Headline Contest