Backdoor

Teen boy: I couldn’t put it all the way in, though.
Teen girl: Ew, ew, ew.
Teen boy: I don’t know how they do that in pornos.
Teen girl: One second — are you gay?
Teen boy: Not really. Like, I’d totally do you.
Teen girl: You wish! Got Jake’s shit all over your dick. Ain’t no way.

–Smiling Pizza, 7th Ave, Park Slope

Headline by: Malingerer

Runners-Up:

· “Bi-curiousity killed the pussy” – Mojosaves

· “Have your jake and eat it too” – teensaredisgusting

· “He called ‘no homo'” – Jedipus

· “He probably couldn’t put it all the way in, because he’s not willing to come all the way out” – Ryan

· “Jake the German Shepherd was extra eager to meet his master that night.” – Adrenna

· “Methinks the lady doth protest too much” – assley

· “The Straw That Brokeback Mountain” – B

· “The shit washes off. The gay? Not so much.” – Sean

· “Then How ’bout a Dirty Sanchez?” – Hobo Whisperer

· “When the front door slams shut, sometimes the back door opens” – steve devan

· “You say tomato, I say hepatitis” – Mark Poepsel


Click here to see the new Headline Contest

Hipster #1: You should spring that question on him one night and see what he says. I bet he’d be like, ‘What the fuck? Are you kidding me?’
Hipster #2: You mean ask him to stick his thing in my butt? Would he be down?
Hipster #1: I don’t think so. One time I was like, ‘Man, I need to fuck some girl in the ass pronto-tonto!’ He was like, ‘Dude, that’s gross!’
Hipster #2: I thought most dudes wanted to do that.
Hipster #1: Well, that was a while ago. He has been living in Thailand and those lady-boys have got to be pretty convincing.
Hipster #2: I’m sure.
Hipster #1: He could be ‘warmed-up’ to the occasion. Just get him shit-faced off his rocker.
Hipster #2: I don’t want to stick anything up my butt unless someone really wants it badly, and I certainly don’t want it to be messy — that shit can hurt if it’s not inserted properly.

–In front of Gagosian Gallery, Chelsea

Overheard by: Chelius

Barmaid: I’ll never feel lonely as long as someone, somewhere wants to stick it up my butt. Knowing that helps me sleep at night. Yes, sir, so long as I know that someone still wants to put it in my poop chute, I’m one happy camper.

–E Houston St

Woman to man: Just stick your dick in his ass. That’ll make him happy.

–Bleecker St

Overheard by: Jillian C

White girl on cell: And he put it in my ass and I was like, “Nuh-uh, nigga.”

–12th St & 6th Ave

Overheard by: Scott

Restaurant patron: So you’ll take a dick up the ass, but you won’t have that operation?

–Florent Restaurant, Gansevoort St

Yuppie: Can we not talk about anal sex at the opera?

–Met performance, Great Lawn, Central Park

Overheard by: @$#%!

Girlfriend to boyfriend: For every one you hit, you can put it in my ass.

–Batting cages, West Side

Overheard by: The King Adrock

Guy on cell: …and the next thing I know, I’m getting fucked up the ass with Chapstick for lube. …No, cherry! …I know!

–49th St

Overheard by: Manhattman

Girl: I’m up for anything. You gotta change it up. I just don’t want to date a guy who’s a stick-in-the-mud.
Guy: Well, I can assure you, my stick has been out of the mud for some time now.

–Battery Park

Optimist queer: You should be happy. Not all the people in the world are out to get you. Why not just be nice?
Pessimist queer: Whenever I’m nice to people, they spit in my eye, fuck me up my ass, and kick it all the way to Siberia.
Optimist queer: So when was the last time someone fucked you up your ass?
Pessimist queer: An hour ago.

–Sutphin & Hillside, Jamaica

Overheard by: ting

Man: You finally made it.
Woman: Yeah… by the time I wake up, get ready, drive to the train station, take the train, then take the subway to get here all for a ten-minute interview… it’s, like, a total rim job.
Man: Ummm… at least you made it.

–50th & 7th

Barista: What happened to your fist?
Queer: An AC bit it.
Barista: Really?
Queer: Yeah.
Barista: Nice story.
Queer: Well, it’s better than my story before.
Barista: Which was?
Queer: I told people it was a fisting accident: he sneezed! People didn’t respond too well.

–St. Marks

Overheard by: fran

Guy #1: Dude, that chick is so hot.
Guy #2: Yeah, I would so pee in her butt.
Guy #1: Oh yeah, I’d pee in her butt, too.
Random dude, passing by: What the fuck?

–Times Square

Overheard by: MindControlFun

Transparent guy: That’s why gay guys are the best.
The straight man: How so?
Transparent guy: Gay guys are just bags of hormones. If they want sex, they just ask for it. Girls are like, “Let’s all play coy and innocent!”
The straight man: I never thought of it like that.
Transparent guy: Gay guys are like, “Put your balls into my butt” kinda thing.
The straight man, laughing: Yeah, if I was gay I’d probably have sex all the time.
Transparent guy: Me too…Like just go out…find some gay dude… and touch his balls.
The straight man: Dude, what are you on?

–Tribeca

Overheard by: Nozomi

College kid #1: If you must choose, would you rather be taking it up the ass or be the one fucking another guy?
College kid #2: I’d be the one giving it to another guy.
College kid #1: Damn, you really are a fag.
College kid #2: And you?
College kid #1: The same.

–Yankee Stadium

Overheard by: Mhunt