Men

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

Lady: Wow, that really sucks…
Man: Yeah, you never know how useful all your fingers are until you lose one. And you know what’s so crazy? I used to fantasize about cutting one of my fingers off before this happened.
Lady: Are you serious? Which one?
Man: I couldn’t decide…

–2nd St & Ave C

Overheard by: bestbelieve

Man #1: I don't know, I just don't really like public showers.
Man #2: Who does?
Lady: Faggots.

–Graffiti, 10th St

20-something man #1: So you got a rap job?
20-something man #2: Yeah. My girl loves it.
20-something man #1: Really?
20-something man #2: Yeah, she thinks I'm, like, intellectual. It's like, it's not rap to her. It's like…words, ya know?
20-something man #1: I hear ya, man…

–LIRR

Large bald man on Bluetooth: He got a fuckin' boo boo, that's all!

–Gramercy

Suit on cell: So, I haven't been electrocuted…yet.

–L Train

Elderly woman: I regret that she broke her arm. I do not regret pushing her down the stairs.

–E Train

Overheard by: Pat

Little boy: I hope the boo-boo goes away soon! My staple won't hold that long!

–23rd & Park Ave

Overheard by: Say what?

Guy on train to friend: Hey, would you still date a girl if she was in an industrial accident and had to wear a Darth Vader suit forever?

–6 Train

Elderly janitor, watching pierced teenagers get in line: I'm gonna fart on one of these people.

–Broadway & Houston

Angry man on cell: They think they're so perfect, but I bet they piss and burp and fart like the rest of us.

–80th St & 34th Ave

Hobo: Can you spare some change? I need to buy some new underwear, I farted and shat in these.

–83rd St & Broadway

Overheard by: new girl in town

Tiny brunette: Have you ever had to pee so bad, and suddenly you fart and then you don't have to pee that badly anymore?

–7 Train

Young woman to friend: Yeah, and then she started fartin' a bunch. But she was farting out of her pussy. And Ashley got pissed, cause then, she started makin' a beat out of it.

–125th St & Lexington

Overheard by: Stephen

Large middle aged black man: Well hello there little lady, Barack Obama!
Small young white girl: Yeah!

–Rockefeller Center

Overheard by: Meg

Female MTA employee: I ain’t seen you in forever! Did you start working nights again?
Male MTA employee: Yeah… It was alright. But then I got bored, so I started watching soap operas again. I can’t believe Tad still looks the same.
Female MTA employee: Shit, you like him?
Male MTA employee: Hell yeah, I’m OG.

–4th Ave & 9th St station

Overheard by: Tacologic